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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 13:21:40 UTC

Update Date

2021-09-26 23:07:59 UTC

HMDB ID

HMDB0254173

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Lotrafiban

Description

Lotrafiban belongs to the class of organic compounds known as n-benzoylpiperidines. These are heterocyclic Compounds containing a piperidine ring conjugated to a benzyl group through one nitrogen ring atom. Based on a literature review a significant number of articles have been published on Lotrafiban. This compound has been identified in human blood as reported by (PMID: 31557052 ). Lotrafiban is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Lotrafiban is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI


  Mrv1652309112115212D          

 31 34  0  0  0  0            999 V2000
    2.5552    0.2525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0408    0.8975    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2365    0.7139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5915    1.2283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5915    2.0533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1230    2.4658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8374    2.0533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8374    1.2283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1230    0.8158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5519    0.8158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2664    1.2283    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5519   -0.0092    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8374   -0.4217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8374   -1.2467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5519   -1.6592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2664   -1.2467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2664   -0.4217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5519   -2.4842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8374   -2.8967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8374   -3.7217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5519   -4.1342    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2664   -3.7217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2664   -2.8967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2365    2.5677    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0408    2.3841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3988    1.6408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2238    1.6408    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5552    3.0291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3710    2.9061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8854    3.5511    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6724    2.1382    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  4  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 12 17  1  0  0  0  0
 15 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 18 23  1  0  0  0  0
  5 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
  2 26  1  0  0  0  0
 26 27  2  0  0  0  0
 25 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 29 31  1  0  0  0  0
M  END

HMDB0254173
     RDKit          3D
Lotrafiban
 63 66  0  0  0  0  0  0  0  0999 V2000
   -5.9845    2.5940    1.1051 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4106    1.2764    1.2837 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1216    1.2859    1.9445 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1907    0.4605    1.0988 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0334    1.1427    0.8565 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9777    0.5971    0.0842 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1871    1.4221   -0.1215 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1013    2.6522    0.3527 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3829    1.1245   -0.7382 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3859    2.2024   -0.8148 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6898    1.8098   -0.1604 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9279    0.3465   -0.3251 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3531   -0.0618   -0.1829 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5004   -1.5782   -0.3394 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8790   -1.9428    0.1469 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8387   -1.2882   -0.7208 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.7172    0.1415   -0.6761 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3121    0.5500   -1.1450 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2867   -0.0653   -1.6303 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7562   -0.1457   -1.2948 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1958   -0.6622   -0.4046 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3862   -1.3513   -0.1492 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3986   -0.8159    0.5975 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5227   -1.6854    0.7342 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8387   -1.2975    1.2003 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9206   -2.1891    0.6527 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2388   -1.7513    1.1717 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3490   -0.7990    1.9603 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4005   -2.4070    0.7815 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1133    0.1394    0.8250 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0415    0.3814    0.0369 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5340    2.6752    0.1317 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6390    2.9025    1.9347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1533    3.3462    1.0350 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2168    0.7065    2.9012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7141    2.2834    2.0908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9435    2.1449    1.2864 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5007    2.5141   -1.8680 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9869    3.0667   -0.2615 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6899    2.0550    0.9312 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5296    2.3745   -0.5926 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3572   -0.1617    0.5105 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6797    0.2008    0.8407 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4190   -1.8183   -1.4229 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6843   -2.0553    0.2013 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9949   -1.6000    1.1871 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0249   -3.0352    0.0397 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7931   -1.5570   -0.4062 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4927    0.5719   -1.3427 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8618    0.5129    0.3659 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2155    0.0677   -2.1610 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2655    1.6318   -1.2157 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6196   -1.0450   -1.9793 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3716    0.7518   -2.3666 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2206   -0.3009   -2.2454 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7070   -0.9781   -0.5759 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4446   -1.1295   -1.0079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4784   -2.3302   -0.5664 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3434   -2.6665    0.4688 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8260   -1.3499    2.3064 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7281   -3.2133    1.0636 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9197   -2.2552   -0.4368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6683   -2.3954   -0.2123 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 12 19  1  0
 19 20  1  0
  6 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  2  0
 27 29  1  0
 25 30  1  0
 30 31  2  0
 30  2  1  0
 23  4  1  0
 20  9  1  0
 18 13  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  3 35  1  0
  3 36  1  0
  5 37  1  0
 10 38  1  0
 10 39  1  0
 11 40  1  0
 11 41  1  0
 12 42  1  0
 13 43  1  0
 14 44  1  0
 14 45  1  0
 15 46  1  0
 15 47  1  0
 16 48  1  0
 17 49  1  0
 17 50  1  0
 18 51  1  0
 18 52  1  0
 19 53  1  0
 19 54  1  0
 20 55  1  0
 20 56  1  0
 21 57  1  0
 22 58  1  0
 24 59  1  0
 25 60  1  0
 26 61  1  0
 26 62  1  0
 29 63  1  0
M  END


  Mrv1652309112115212D          

 31 34  0  0  0  0            999 V2000
    2.5552    0.2525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0408    0.8975    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2365    0.7139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5915    1.2283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5915    2.0533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1230    2.4658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8374    2.0533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8374    1.2283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1230    0.8158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5519    0.8158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2664    1.2283    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5519   -0.0092    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8374   -0.4217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8374   -1.2467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5519   -1.6592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2664   -1.2467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2664   -0.4217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5519   -2.4842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8374   -2.8967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8374   -3.7217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5519   -4.1342    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2664   -3.7217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2664   -2.8967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2365    2.5677    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0408    2.3841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3988    1.6408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2238    1.6408    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5552    3.0291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3710    2.9061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8854    3.5511    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6724    2.1382    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  4  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 12 17  1  0  0  0  0
 15 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 18 23  1  0  0  0  0
  5 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
  2 26  1  0  0  0  0
 26 27  2  0  0  0  0
 25 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 29 31  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0254173

> <DATABASE_NAME>
hmdb

> <SMILES>
CN1CC2=C(NC(CC(O)=O)C1=O)C=CC(=C2)C(=O)N1CCC(CC1)C1CCNCC1

> <INCHI_IDENTIFIER>
InChI=1S/C23H32N4O4/c1-26-14-18-12-17(2-3-19(18)25-20(23(26)31)13-21(28)29)22(30)27-10-6-16(7-11-27)15-4-8-24-9-5-15/h2-3,12,15-16,20,24-25H,4-11,13-14H2,1H3,(H,28,29)

> <INCHI_KEY>
PYZOVVQJTLOHDG-UHFFFAOYSA-N

> <FORMULA>
C23H32N4O4

> <MOLECULAR_WEIGHT>
428.533

> <EXACT_MASS>
428.242355526

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
63

> <JCHEM_AVERAGE_POLARIZABILITY>
47.021766349915175

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-(7-{[4,4'-bipiperidine]-1-carbonyl}-4-methyl-3-oxo-2,3,4,5-tetrahydro-1H-1,4-benzodiazepin-2-yl)acetic acid

> <ALOGPS_LOGP>
0.59

> <JCHEM_LOGP>
-2.2021715112624465

> <ALOGPS_LOGS>
-3.48

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.381716742483459

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.6144971644209254

> <JCHEM_PKA_STRONGEST_BASIC>
10.355033362449136

> <JCHEM_POLAR_SURFACE_AREA>
101.98

> <JCHEM_REFRACTIVITY>
118.97809999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.42e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(7-{[4,4'-bipiperidine]-1-carbonyl}-4-methyl-3-oxo-2,5-dihydro-1H-1,4-benzodiazepin-2-yl)acetic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0254173
     RDKit          3D
Lotrafiban
 63 66  0  0  0  0  0  0  0  0999 V2000
   -5.9845    2.5940    1.1051 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4106    1.2764    1.2837 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1216    1.2859    1.9445 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1907    0.4605    1.0988 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0334    1.1427    0.8565 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9777    0.5971    0.0842 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1871    1.4221   -0.1215 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1013    2.6522    0.3527 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3829    1.1245   -0.7382 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3859    2.2024   -0.8148 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6898    1.8098   -0.1604 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9279    0.3465   -0.3251 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3531   -0.0618   -0.1829 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5004   -1.5782   -0.3394 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8790   -1.9428    0.1469 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8387   -1.2882   -0.7208 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.7172    0.1415   -0.6761 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3121    0.5500   -1.1450 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2867   -0.0653   -1.6303 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7562   -0.1457   -1.2948 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1958   -0.6622   -0.4046 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3862   -1.3513   -0.1492 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3986   -0.8159    0.5975 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5227   -1.6854    0.7342 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8387   -1.2975    1.2003 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9206   -2.1891    0.6527 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2388   -1.7513    1.1717 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3490   -0.7990    1.9603 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4005   -2.4070    0.7815 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1133    0.1394    0.8250 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0415    0.3814    0.0369 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5340    2.6752    0.1317 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6390    2.9025    1.9347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1533    3.3462    1.0350 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2168    0.7065    2.9012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7141    2.2834    2.0908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9435    2.1449    1.2864 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5007    2.5141   -1.8680 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9869    3.0667   -0.2615 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6899    2.0550    0.9312 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5296    2.3745   -0.5926 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3572   -0.1617    0.5105 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6797    0.2008    0.8407 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4190   -1.8183   -1.4229 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6843   -2.0553    0.2013 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9949   -1.6000    1.1871 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0249   -3.0352    0.0397 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7931   -1.5570   -0.4062 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4927    0.5719   -1.3427 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8618    0.5129    0.3659 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2155    0.0677   -2.1610 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2655    1.6318   -1.2157 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6196   -1.0450   -1.9793 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3716    0.7518   -2.3666 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2206   -0.3009   -2.2454 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7070   -0.9781   -0.5759 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4446   -1.1295   -1.0079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4784   -2.3302   -0.5664 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3434   -2.6665    0.4688 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8260   -1.3499    2.3064 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7281   -3.2133    1.0636 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9197   -2.2552   -0.4368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6683   -2.3954   -0.2123 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 12 19  1  0
 19 20  1  0
  6 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  2  0
 27 29  1  0
 25 30  1  0
 30 31  2  0
 30  2  1  0
 23  4  1  0
 20  9  1  0
 18 13  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  3 35  1  0
  3 36  1  0
  5 37  1  0
 10 38  1  0
 10 39  1  0
 11 40  1  0
 11 41  1  0
 12 42  1  0
 13 43  1  0
 14 44  1  0
 14 45  1  0
 15 46  1  0
 15 47  1  0
 16 48  1  0
 17 49  1  0
 17 50  1  0
 18 51  1  0
 18 52  1  0
 19 53  1  0
 19 54  1  0
 20 55  1  0
 20 56  1  0
 21 57  1  0
 22 58  1  0
 24 59  1  0
 25 60  1  0
 26 61  1  0
 26 62  1  0
 29 63  1  0
M  END

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0       4.770   0.471   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0       3.810   1.675   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0       2.308   1.333   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.104   2.293   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.104   3.833   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.230   4.603   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.563   3.833   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.563   2.293   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.230   1.523   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.897   1.523   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -4.231   2.293   0.000  0.00  0.00           O+0
HETATM   12  N   UNK     0      -2.897  -0.017   0.000  0.00  0.00           N+0
HETATM   13  C   UNK     0      -1.563  -0.787   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.563  -2.327   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -2.897  -3.097   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -4.231  -2.327   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -4.231  -0.787   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -2.897  -4.637   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -1.563  -5.407   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -1.563  -6.947   0.000  0.00  0.00           C+0
HETATM   21  N   UNK     0      -2.897  -7.717   0.000  0.00  0.00           N+0
HETATM   22  C   UNK     0      -4.231  -6.947   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -4.231  -5.407   0.000  0.00  0.00           C+0
HETATM   24  N   UNK     0       2.308   4.793   0.000  0.00  0.00           N+0
HETATM   25  C   UNK     0       3.810   4.450   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       4.478   3.063   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       6.018   3.063   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       4.770   5.654   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       6.293   5.425   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       7.253   6.629   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0       6.855   3.991   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   26                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    9                                                  
CONECT    5    4    6   24                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8    4                                                       
CONECT   10    8   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13   17                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   18                                                  
CONECT   16   15   17                                                       
CONECT   17   16   12                                                       
CONECT   18   15   19   23                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   18                                                       
CONECT   24    5   25                                                       
CONECT   25   24   26   28                                                  
CONECT   26   25    2   27                                                  
CONECT   27   26                                                            
CONECT   28   25   29                                                       
CONECT   29   28   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29                                                            
MASTER        0    0    0    0    0    0    0    0   31    0   68    0
END

COMPND    HMDB0254173
HETATM    1  C1  UNL     1      -5.984   2.594   1.105  1.00  0.00           C  
HETATM    2  N1  UNL     1      -5.411   1.276   1.284  1.00  0.00           N  
HETATM    3  C2  UNL     1      -4.122   1.286   1.945  1.00  0.00           C  
HETATM    4  C3  UNL     1      -3.191   0.461   1.099  1.00  0.00           C  
HETATM    5  C4  UNL     1      -2.033   1.143   0.856  1.00  0.00           C  
HETATM    6  C5  UNL     1      -0.978   0.597   0.084  1.00  0.00           C  
HETATM    7  C6  UNL     1       0.187   1.422  -0.121  1.00  0.00           C  
HETATM    8  O1  UNL     1       0.101   2.652   0.353  1.00  0.00           O  
HETATM    9  N2  UNL     1       1.383   1.125  -0.738  1.00  0.00           N  
HETATM   10  C7  UNL     1       2.386   2.202  -0.815  1.00  0.00           C  
HETATM   11  C8  UNL     1       3.690   1.810  -0.160  1.00  0.00           C  
HETATM   12  C9  UNL     1       3.928   0.347  -0.325  1.00  0.00           C  
HETATM   13  C10 UNL     1       5.353  -0.062  -0.183  1.00  0.00           C  
HETATM   14  C11 UNL     1       5.500  -1.578  -0.339  1.00  0.00           C  
HETATM   15  C12 UNL     1       6.879  -1.943   0.147  1.00  0.00           C  
HETATM   16  N3  UNL     1       7.839  -1.288  -0.721  1.00  0.00           N  
HETATM   17  C13 UNL     1       7.717   0.141  -0.676  1.00  0.00           C  
HETATM   18  C14 UNL     1       6.312   0.550  -1.145  1.00  0.00           C  
HETATM   19  C15 UNL     1       3.287  -0.065  -1.630  1.00  0.00           C  
HETATM   20  C16 UNL     1       1.756  -0.146  -1.295  1.00  0.00           C  
HETATM   21  C17 UNL     1      -1.196  -0.662  -0.405  1.00  0.00           C  
HETATM   22  C18 UNL     1      -2.386  -1.351  -0.149  1.00  0.00           C  
HETATM   23  C19 UNL     1      -3.399  -0.816   0.597  1.00  0.00           C  
HETATM   24  N4  UNL     1      -4.523  -1.685   0.734  1.00  0.00           N  
HETATM   25  C20 UNL     1      -5.839  -1.298   1.200  1.00  0.00           C  
HETATM   26  C21 UNL     1      -6.921  -2.189   0.653  1.00  0.00           C  
HETATM   27  C22 UNL     1      -8.239  -1.751   1.172  1.00  0.00           C  
HETATM   28  O2  UNL     1      -8.349  -0.799   1.960  1.00  0.00           O  
HETATM   29  O3  UNL     1      -9.400  -2.407   0.781  1.00  0.00           O  
HETATM   30  C23 UNL     1      -6.113   0.139   0.825  1.00  0.00           C  
HETATM   31  O4  UNL     1      -7.042   0.381   0.037  1.00  0.00           O  
HETATM   32  H1  UNL     1      -6.534   2.675   0.132  1.00  0.00           H  
HETATM   33  H2  UNL     1      -6.639   2.903   1.935  1.00  0.00           H  
HETATM   34  H3  UNL     1      -5.153   3.346   1.035  1.00  0.00           H  
HETATM   35  H4  UNL     1      -4.217   0.707   2.901  1.00  0.00           H  
HETATM   36  H5  UNL     1      -3.714   2.283   2.091  1.00  0.00           H  
HETATM   37  H6  UNL     1      -1.943   2.145   1.286  1.00  0.00           H  
HETATM   38  H7  UNL     1       2.501   2.514  -1.868  1.00  0.00           H  
HETATM   39  H8  UNL     1       1.987   3.067  -0.261  1.00  0.00           H  
HETATM   40  H9  UNL     1       3.690   2.055   0.931  1.00  0.00           H  
HETATM   41  H10 UNL     1       4.530   2.374  -0.593  1.00  0.00           H  
HETATM   42  H11 UNL     1       3.357  -0.162   0.510  1.00  0.00           H  
HETATM   43  H12 UNL     1       5.680   0.201   0.841  1.00  0.00           H  
HETATM   44  H13 UNL     1       5.419  -1.818  -1.423  1.00  0.00           H  
HETATM   45  H14 UNL     1       4.684  -2.055   0.201  1.00  0.00           H  
HETATM   46  H15 UNL     1       6.995  -1.600   1.187  1.00  0.00           H  
HETATM   47  H16 UNL     1       7.025  -3.035   0.040  1.00  0.00           H  
HETATM   48  H17 UNL     1       8.793  -1.557  -0.406  1.00  0.00           H  
HETATM   49  H18 UNL     1       8.493   0.572  -1.343  1.00  0.00           H  
HETATM   50  H19 UNL     1       7.862   0.513   0.366  1.00  0.00           H  
HETATM   51  H20 UNL     1       6.216   0.068  -2.161  1.00  0.00           H  
HETATM   52  H21 UNL     1       6.265   1.632  -1.216  1.00  0.00           H  
HETATM   53  H22 UNL     1       3.620  -1.045  -1.979  1.00  0.00           H  
HETATM   54  H23 UNL     1       3.372   0.752  -2.367  1.00  0.00           H  
HETATM   55  H24 UNL     1       1.221  -0.301  -2.245  1.00  0.00           H  
HETATM   56  H25 UNL     1       1.707  -0.978  -0.576  1.00  0.00           H  
HETATM   57  H26 UNL     1      -0.445  -1.130  -1.008  1.00  0.00           H  
HETATM   58  H27 UNL     1      -2.478  -2.330  -0.566  1.00  0.00           H  
HETATM   59  H28 UNL     1      -4.343  -2.666   0.469  1.00  0.00           H  
HETATM   60  H29 UNL     1      -5.826  -1.350   2.306  1.00  0.00           H  
HETATM   61  H30 UNL     1      -6.728  -3.213   1.064  1.00  0.00           H  
HETATM   62  H31 UNL     1      -6.920  -2.255  -0.437  1.00  0.00           H  
HETATM   63  H32 UNL     1      -9.668  -2.395  -0.212  1.00  0.00           H  
CONECT    1    2   32   33   34
CONECT    2    3   30
CONECT    3    4   35   36
CONECT    4    5    5   23
CONECT    5    6   37
CONECT    6    7   21   21
CONECT    7    8    8    9
CONECT    9   10   20
CONECT   10   11   38   39
CONECT   11   12   40   41
CONECT   12   13   19   42
CONECT   13   14   18   43
CONECT   14   15   44   45
CONECT   15   16   46   47
CONECT   16   17   48
CONECT   17   18   49   50
CONECT   18   51   52
CONECT   19   20   53   54
CONECT   20   55   56
CONECT   21   22   57
CONECT   22   23   23   58
CONECT   23   24
CONECT   24   25   59
CONECT   25   26   30   60
CONECT   26   27   61   62
CONECT   27   28   28   29
CONECT   29   63
CONECT   30   31   31
END

HMDB0254173
     RDKit          3D
Lotrafiban
 63 66  0  0  0  0  0  0  0  0999 V2000
   -5.9845    2.5940    1.1051 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4106    1.2764    1.2837 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1216    1.2859    1.9445 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1907    0.4605    1.0988 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0334    1.1427    0.8565 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9777    0.5971    0.0842 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1871    1.4221   -0.1215 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1013    2.6522    0.3527 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3829    1.1245   -0.7382 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3859    2.2024   -0.8148 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6898    1.8098   -0.1604 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9279    0.3465   -0.3251 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3531   -0.0618   -0.1829 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5004   -1.5782   -0.3394 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8790   -1.9428    0.1469 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8387   -1.2882   -0.7208 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.7172    0.1415   -0.6761 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3121    0.5500   -1.1450 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2867   -0.0653   -1.6303 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7562   -0.1457   -1.2948 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1958   -0.6622   -0.4046 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3862   -1.3513   -0.1492 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3986   -0.8159    0.5975 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5227   -1.6854    0.7342 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8387   -1.2975    1.2003 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9206   -2.1891    0.6527 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2388   -1.7513    1.1717 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3490   -0.7990    1.9603 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4005   -2.4070    0.7815 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1133    0.1394    0.8250 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0415    0.3814    0.0369 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5340    2.6752    0.1317 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6390    2.9025    1.9347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1533    3.3462    1.0350 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2168    0.7065    2.9012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7141    2.2834    2.0908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9435    2.1449    1.2864 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5007    2.5141   -1.8680 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9869    3.0667   -0.2615 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6899    2.0550    0.9312 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5296    2.3745   -0.5926 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3572   -0.1617    0.5105 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6797    0.2008    0.8407 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4190   -1.8183   -1.4229 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6843   -2.0553    0.2013 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9949   -1.6000    1.1871 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0249   -3.0352    0.0397 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7931   -1.5570   -0.4062 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4927    0.5719   -1.3427 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8618    0.5129    0.3659 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2155    0.0677   -2.1610 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2655    1.6318   -1.2157 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6196   -1.0450   -1.9793 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3716    0.7518   -2.3666 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2206   -0.3009   -2.2454 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7070   -0.9781   -0.5759 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4446   -1.1295   -1.0079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4784   -2.3302   -0.5664 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3434   -2.6665    0.4688 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8260   -1.3499    2.3064 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7281   -3.2133    1.0636 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9197   -2.2552   -0.4368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6683   -2.3954   -0.2123 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 12 19  1  0
 19 20  1  0
  6 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  2  0
 27 29  1  0
 25 30  1  0
 30 31  2  0
 30  2  1  0
 23  4  1  0
 20  9  1  0
 18 13  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  3 35  1  0
  3 36  1  0
  5 37  1  0
 10 38  1  0
 10 39  1  0
 11 40  1  0
 11 41  1  0
 12 42  1  0
 13 43  1  0
 14 44  1  0
 14 45  1  0
 15 46  1  0
 15 47  1  0
 16 48  1  0
 17 49  1  0
 17 50  1  0
 18 51  1  0
 18 52  1  0
 19 53  1  0
 19 54  1  0
 20 55  1  0
 20 56  1  0
 21 57  1  0
 22 58  1  0
 24 59  1  0
 25 60  1  0
 26 61  1  0
 26 62  1  0
 29 63  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₂₃H₃₂N₄O₄

Average Molecular Weight

428.533

Monoisotopic Molecular Weight

428.242355526

IUPAC Name

2-(7-{[4,4'-bipiperidine]-1-carbonyl}-4-methyl-3-oxo-2,3,4,5-tetrahydro-1H-1,4-benzodiazepin-2-yl)acetic acid

Traditional Name

(7-{[4,4'-bipiperidine]-1-carbonyl}-4-methyl-3-oxo-2,5-dihydro-1H-1,4-benzodiazepin-2-yl)acetic acid

CAS Registry Number

Not Available

SMILES

CN1CC2=C(NC(CC(O)=O)C1=O)C=CC(=C2)C(=O)N1CCC(CC1)C1CCNCC1

InChI Identifier

InChI=1S/C23H32N4O4/c1-26-14-18-12-17(2-3-19(18)25-20(23(26)31)13-21(28)29)22(30)27-10-6-16(7-11-27)15-4-8-24-9-5-15/h2-3,12,15-16,20,24-25H,4-11,13-14H2,1H3,(H,28,29)

InChI Key

PYZOVVQJTLOHDG-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as n-benzoylpiperidines. These are heterocyclic Compounds containing a piperidine ring conjugated to a benzyl group through one nitrogen ring atom.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Piperidines

Sub Class

N-acylpiperidines

Direct Parent

N-benzoylpiperidines

Alternative Parents

Substituents

N-benzoylpiperidine
Benzodiazepine
1,4-benzodiazepine
Alpha-amino acid or derivatives
Secondary aliphatic/aromatic amine
Benzenoid
Tertiary carboxylic acid amide
Amino acid or derivatives
Carboxamide group
Lactam
Amino acid
Monocarboxylic acid or derivatives
Secondary aliphatic amine
Carboxylic acid
Carboxylic acid derivative
Secondary amine
Azacycle
Organooxygen compound
Organonitrogen compound
Organic oxide
Organic nitrogen compound
Amine
Carbonyl group
Organic oxygen compound
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	0.59	ALOGPS
logP	-2.2	ChemAxon
logS	-3.5	ALOGPS
pKa (Strongest Acidic)	3.61	ChemAxon
pKa (Strongest Basic)	10.36	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	101.98 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	118.98 m³·mol⁻¹	ChemAxon
Polarizability	47.02 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	197.854	30932474
DeepCCS	[M-H]-	195.496	30932474
DeepCCS	[M-2H]-	229.358	30932474
DeepCCS	[M+Na]+	204.495	30932474
AllCCS	[M+H]+	202.4	32859911
AllCCS	[M+H-H2O]+	200.3	32859911
AllCCS	[M+NH4]+	204.2	32859911
AllCCS	[M+Na]+	204.8	32859911
AllCCS	[M-H]-	197.2	32859911
AllCCS	[M+Na-2H]-	197.9	32859911
AllCCS	[M+HCOO]-	198.9	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Predicted by Siyang on May 30, 2022	9.5621 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	4.22 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	690.1 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	186.8 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	132.8 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	173.4 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	64.7 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	233.3 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	324.9 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	943.2 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	603.4 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	94.4 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	875.0 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	202.3 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	225.4 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	694.8 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	648.4 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	309.1 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Lotrafiban	CN1CC2=C(NC(CC(O)=O)C1=O)C=CC(=C2)C(=O)N1CCC(CC1)C1CCNCC1	4529.4	Standard polar	33892256
Lotrafiban	CN1CC2=C(NC(CC(O)=O)C1=O)C=CC(=C2)C(=O)N1CCC(CC1)C1CCNCC1	3504.2	Standard non polar	33892256
Lotrafiban	CN1CC2=C(NC(CC(O)=O)C1=O)C=CC(=C2)C(=O)N1CCC(CC1)C1CCNCC1	4217.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Lotrafiban,2TMS,isomer #1	CN1CC2=CC(C(=O)N3CCC(C4CCN([Si](C)(C)C)CC4)CC3)=CC=C2NC(CC(=O)O[Si](C)(C)C)C1=O	4133.9	Semi standard non polar	33892256
Lotrafiban,2TMS,isomer #1	CN1CC2=CC(C(=O)N3CCC(C4CCN([Si](C)(C)C)CC4)CC3)=CC=C2NC(CC(=O)O[Si](C)(C)C)C1=O	3874.1	Standard non polar	33892256
Lotrafiban,2TMS,isomer #1	CN1CC2=CC(C(=O)N3CCC(C4CCN([Si](C)(C)C)CC4)CC3)=CC=C2NC(CC(=O)O[Si](C)(C)C)C1=O	5417.7	Standard polar	33892256
Lotrafiban,2TMS,isomer #2	CN1CC2=CC(C(=O)N3CCC(C4CCNCC4)CC3)=CC=C2N([Si](C)(C)C)C(CC(=O)O[Si](C)(C)C)C1=O	3950.6	Semi standard non polar	33892256
Lotrafiban,2TMS,isomer #2	CN1CC2=CC(C(=O)N3CCC(C4CCNCC4)CC3)=CC=C2N([Si](C)(C)C)C(CC(=O)O[Si](C)(C)C)C1=O	3723.2	Standard non polar	33892256
Lotrafiban,2TMS,isomer #2	CN1CC2=CC(C(=O)N3CCC(C4CCNCC4)CC3)=CC=C2N([Si](C)(C)C)C(CC(=O)O[Si](C)(C)C)C1=O	4804.4	Standard polar	33892256
Lotrafiban,2TMS,isomer #3	CN1CC2=CC(C(=O)N3CCC(C4CCN([Si](C)(C)C)CC4)CC3)=CC=C2N([Si](C)(C)C)C(CC(=O)O)C1=O	4171.3	Semi standard non polar	33892256
Lotrafiban,2TMS,isomer #3	CN1CC2=CC(C(=O)N3CCC(C4CCN([Si](C)(C)C)CC4)CC3)=CC=C2N([Si](C)(C)C)C(CC(=O)O)C1=O	3864.2	Standard non polar	33892256
Lotrafiban,2TMS,isomer #3	CN1CC2=CC(C(=O)N3CCC(C4CCN([Si](C)(C)C)CC4)CC3)=CC=C2N([Si](C)(C)C)C(CC(=O)O)C1=O	4903.0	Standard polar	33892256
Lotrafiban,3TMS,isomer #1	CN1CC2=CC(C(=O)N3CCC(C4CCN([Si](C)(C)C)CC4)CC3)=CC=C2N([Si](C)(C)C)C(CC(=O)O[Si](C)(C)C)C1=O	4059.2	Semi standard non polar	33892256
Lotrafiban,3TMS,isomer #1	CN1CC2=CC(C(=O)N3CCC(C4CCN([Si](C)(C)C)CC4)CC3)=CC=C2N([Si](C)(C)C)C(CC(=O)O[Si](C)(C)C)C1=O	3905.0	Standard non polar	33892256
Lotrafiban,3TMS,isomer #1	CN1CC2=CC(C(=O)N3CCC(C4CCN([Si](C)(C)C)CC4)CC3)=CC=C2N([Si](C)(C)C)C(CC(=O)O[Si](C)(C)C)C1=O	4698.5	Standard polar	33892256
Lotrafiban,2TBDMS,isomer #1	CN1CC2=CC(C(=O)N3CCC(C4CCN([Si](C)(C)C(C)(C)C)CC4)CC3)=CC=C2NC(CC(=O)O[Si](C)(C)C(C)(C)C)C1=O	4606.7	Semi standard non polar	33892256
Lotrafiban,2TBDMS,isomer #1	CN1CC2=CC(C(=O)N3CCC(C4CCN([Si](C)(C)C(C)(C)C)CC4)CC3)=CC=C2NC(CC(=O)O[Si](C)(C)C(C)(C)C)C1=O	4302.5	Standard non polar	33892256
Lotrafiban,2TBDMS,isomer #1	CN1CC2=CC(C(=O)N3CCC(C4CCN([Si](C)(C)C(C)(C)C)CC4)CC3)=CC=C2NC(CC(=O)O[Si](C)(C)C(C)(C)C)C1=O	5519.8	Standard polar	33892256
Lotrafiban,2TBDMS,isomer #2	CN1CC2=CC(C(=O)N3CCC(C4CCNCC4)CC3)=CC=C2N([Si](C)(C)C(C)(C)C)C(CC(=O)O[Si](C)(C)C(C)(C)C)C1=O	4364.5	Semi standard non polar	33892256
Lotrafiban,2TBDMS,isomer #2	CN1CC2=CC(C(=O)N3CCC(C4CCNCC4)CC3)=CC=C2N([Si](C)(C)C(C)(C)C)C(CC(=O)O[Si](C)(C)C(C)(C)C)C1=O	4171.0	Standard non polar	33892256
Lotrafiban,2TBDMS,isomer #2	CN1CC2=CC(C(=O)N3CCC(C4CCNCC4)CC3)=CC=C2N([Si](C)(C)C(C)(C)C)C(CC(=O)O[Si](C)(C)C(C)(C)C)C1=O	4889.0	Standard polar	33892256
Lotrafiban,2TBDMS,isomer #3	CN1CC2=CC(C(=O)N3CCC(C4CCN([Si](C)(C)C(C)(C)C)CC4)CC3)=CC=C2N([Si](C)(C)C(C)(C)C)C(CC(=O)O)C1=O	4641.1	Semi standard non polar	33892256
Lotrafiban,2TBDMS,isomer #3	CN1CC2=CC(C(=O)N3CCC(C4CCN([Si](C)(C)C(C)(C)C)CC4)CC3)=CC=C2N([Si](C)(C)C(C)(C)C)C(CC(=O)O)C1=O	4284.8	Standard non polar	33892256
Lotrafiban,2TBDMS,isomer #3	CN1CC2=CC(C(=O)N3CCC(C4CCN([Si](C)(C)C(C)(C)C)CC4)CC3)=CC=C2N([Si](C)(C)C(C)(C)C)C(CC(=O)O)C1=O	5051.3	Standard polar	33892256
Lotrafiban,3TBDMS,isomer #1	CN1CC2=CC(C(=O)N3CCC(C4CCN([Si](C)(C)C(C)(C)C)CC4)CC3)=CC=C2N([Si](C)(C)C(C)(C)C)C(CC(=O)O[Si](C)(C)C(C)(C)C)C1=O	4732.9	Semi standard non polar	33892256
Lotrafiban,3TBDMS,isomer #1	CN1CC2=CC(C(=O)N3CCC(C4CCN([Si](C)(C)C(C)(C)C)CC4)CC3)=CC=C2N([Si](C)(C)C(C)(C)C)C(CC(=O)O[Si](C)(C)C(C)(C)C)C1=O	4526.7	Standard non polar	33892256
Lotrafiban,3TBDMS,isomer #1	CN1CC2=CC(C(=O)N3CCC(C4CCN([Si](C)(C)C(C)(C)C)CC4)CC3)=CC=C2N([Si](C)(C)C(C)(C)C)C(CC(=O)O[Si](C)(C)C(C)(C)C)C1=O	4872.7	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Lotrafiban GC-MS (Non-derivatized) - 70eV, Positive	splash10-0gx3-2659200000-8472eea59f15c0dacade	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Lotrafiban GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Lotrafiban GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Lotrafiban GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Lotrafiban GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Lotrafiban GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Lotrafiban GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Lotrafiban GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lotrafiban 10V, Positive-QTOF	splash10-004i-0003900000-5462dfcc09315d9ddb16	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lotrafiban 20V, Positive-QTOF	splash10-03gi-0005900000-ee2ca486f53753f8060d	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lotrafiban 40V, Positive-QTOF	splash10-0v0r-0229200000-056e6bc52afd67fb5b5c	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lotrafiban 10V, Negative-QTOF	splash10-004i-0000900000-7488f147f94a9a381a62	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lotrafiban 20V, Negative-QTOF	splash10-05q9-0009400000-caf75a746fd64f9791b6	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Lotrafiban 40V, Negative-QTOF	splash10-004i-1119200000-55c69c8a5514e866e4e7	2021-10-12	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

7999656

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

9823909

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for Lotrafiban (HMDB0254173)

MOL for HMDB0254173 (Lotrafiban)

3D MOL for HMDB0254173 (Lotrafiban)

3D SDF for HMDB0254173 (Lotrafiban)

3D-SDF for HMDB0254173 (Lotrafiban)

PDB for HMDB0254173 (Lotrafiban)

3D PDB for HMDB0254173 (Lotrafiban)

SMILES for HMDB0254173 (Lotrafiban)

INCHI for HMDB0254173 (Lotrafiban)

Structure for HMDB0254173 (Lotrafiban)

3D Structure for HMDB0254173 (Lotrafiban)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra