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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 01:57:54 UTC

Update Date

2021-09-26 22:58:53 UTC

HMDB ID

HMDB0248541

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Aptiganel

Description

Aptiganel, also known as cerestat, belongs to the class of organic compounds known as naphthalenes. Naphthalenes are compounds containing a naphthalene moiety, which consists of two fused benzene rings. Based on a literature review a significant number of articles have been published on Aptiganel. This compound has been identified in human blood as reported by (PMID: 31557052 ). Aptiganel is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Aptiganel 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

HMDB0248541
     RDKit          3D
Aptiganel
 44 46  0  0  0  0  0  0  0  0999 V2000
   -6.0004   -0.5795    1.2298 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8450    0.2021    1.8007 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9686    0.7934    0.7781 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1654    2.0540    0.2526 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3205    2.5627   -0.6982 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2368    1.8012   -1.1518 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0152    0.5388   -0.6452 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9219   -0.2542   -1.0871 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1629   -1.1060   -2.2547 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3480   -0.2645   -0.4749 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6737    0.7473    0.4604 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1689   -1.1932   -0.7270 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4658   -1.3984   -0.2448 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7803   -2.5415    0.5014 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9930   -2.7788    1.0678 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9634   -1.8208    0.8844 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7199   -0.6624    0.1528 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7373    0.2540   -0.0163 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4866    1.3791   -0.7600 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2382    1.6009   -1.3360 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2279    0.6742   -1.1577 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4603   -0.4624   -0.4107 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8847    0.0568    0.3108 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3592   -0.2135    0.2648 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8483   -0.4717    1.9562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7612   -1.6731    1.1199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1870    0.9711    2.5459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2327   -0.5156    2.3970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0018    2.6432    0.6016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4697    3.5529   -1.1158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5959    2.2298   -1.8963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1669   -1.5756   -2.2131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0233   -0.5285   -3.1890 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4113   -1.9341   -2.2413 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7495    0.5086    1.4932 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8313    1.7072    0.1045 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9808   -3.2591    0.6126 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2240   -3.6696    1.6449 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9586   -1.9471    1.3125 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6904    0.0824    0.4241 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2573    2.1063   -0.9065 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0396    2.4971   -1.9290 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2623    0.8314   -1.6301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6786   -0.9447    0.6881 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 10 12  2  3
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
  7 23  2  0
 23  3  1  0
 22 13  1  0
 22 17  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  2 27  1  0
  2 28  1  0
  4 29  1  0
  5 30  1  0
  6 31  1  0
  9 32  1  0
  9 33  1  0
  9 34  1  0
 11 35  1  0
 11 36  1  0
 14 37  1  0
 15 38  1  0
 16 39  1  0
 18 40  1  0
 19 41  1  0
 20 42  1  0
 21 43  1  0
 23 44  1  0
M  END


  Mrv1652309112103582D          

 23 25  0  0  0  0            999 V2000
   -2.8579   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 N   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  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  3  8  1  0  0  0  0
  5  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  4  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 17 22  1  0  0  0  0
 13 22  1  0  0  0  0
 11 23  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0248541

> <DATABASE_NAME>
hmdb

> <SMILES>
CCC1=CC(=CC=C1)N(C)C(N)=NC1=CC=CC2=CC=CC=C12

> <INCHI_IDENTIFIER>
InChI=1S/C20H21N3/c1-3-15-8-6-11-17(14-15)23(2)20(21)22-19-13-7-10-16-9-4-5-12-18(16)19/h4-14H,3H2,1-2H3,(H2,21,22)

> <INCHI_KEY>
BFNCJMURTMZBTE-UHFFFAOYSA-N

> <FORMULA>
C20H21N3

> <MOLECULAR_WEIGHT>
303.409

> <EXACT_MASS>
303.173547688

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
44

> <JCHEM_AVERAGE_POLARIZABILITY>
34.8782867762424

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
N-(3-ethylphenyl)-N-methyl-N''-(naphthalen-1-yl)guanidine

> <ALOGPS_LOGP>
4.35

> <JCHEM_LOGP>
4.881402097333334

> <ALOGPS_LOGS>
-5.17

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
9.479162681186299

> <JCHEM_POLAR_SURFACE_AREA>
41.62

> <JCHEM_REFRACTIVITY>
98.79260000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.07e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
aptiganel

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0248541
     RDKit          3D
Aptiganel
 44 46  0  0  0  0  0  0  0  0999 V2000
   -6.0004   -0.5795    1.2298 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8450    0.2021    1.8007 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9686    0.7934    0.7781 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1654    2.0540    0.2526 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3205    2.5627   -0.6982 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2368    1.8012   -1.1518 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0152    0.5388   -0.6452 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9219   -0.2542   -1.0871 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1629   -1.1060   -2.2547 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3480   -0.2645   -0.4749 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6737    0.7473    0.4604 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1689   -1.1932   -0.7270 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4658   -1.3984   -0.2448 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7803   -2.5415    0.5014 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9930   -2.7788    1.0678 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9634   -1.8208    0.8844 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7199   -0.6624    0.1528 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7373    0.2540   -0.0163 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4866    1.3791   -0.7600 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2382    1.6009   -1.3360 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2279    0.6742   -1.1577 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4603   -0.4624   -0.4107 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8847    0.0568    0.3108 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3592   -0.2135    0.2648 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8483   -0.4717    1.9562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7612   -1.6731    1.1199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1870    0.9711    2.5459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2327   -0.5156    2.3970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0018    2.6432    0.6016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4697    3.5529   -1.1158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5959    2.2298   -1.8963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1669   -1.5756   -2.2131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0233   -0.5285   -3.1890 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4113   -1.9341   -2.2413 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7495    0.5086    1.4932 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8313    1.7072    0.1045 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9808   -3.2591    0.6126 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2240   -3.6696    1.6449 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9586   -1.9471    1.3125 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6904    0.0824    0.4241 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2573    2.1063   -0.9065 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0396    2.4971   -1.9290 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2623    0.8314   -1.6301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6786   -0.9447    0.6881 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 10 12  2  3
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
  7 23  2  0
 23  3  1  0
 22 13  1  0
 22 17  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  2 27  1  0
  2 28  1  0
  4 29  1  0
  5 30  1  0
  6 31  1  0
  9 32  1  0
  9 33  1  0
  9 34  1  0
 11 35  1  0
 11 36  1  0
 14 37  1  0
 15 38  1  0
 16 39  1  0
 18 40  1  0
 19 41  1  0
 20 42  1  0
 21 43  1  0
 23 44  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      -5.335  -7.700   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -4.001  -6.930   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.667  -7.700   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.334  -6.930   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000  -7.700   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000  -9.240   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.334 -10.010   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.667  -9.240   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0       1.334  -6.930   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0       2.667  -7.700   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0       2.667  -4.620   0.000  0.00  0.00           N+0
HETATM   13  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   23  N   UNK     0       0.000  -4.620   0.000  0.00  0.00           N+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    8                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6    9                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    3                                                       
CONECT    9    5   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   23                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   22                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   22                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   17   13                                                  
CONECT   23   11                                                            
MASTER        0    0    0    0    0    0    0    0   23    0   50    0
END

COMPND    HMDB0248541
HETATM    1  C1  UNL     1      -6.000  -0.580   1.230  1.00  0.00           C  
HETATM    2  C2  UNL     1      -4.845   0.202   1.801  1.00  0.00           C  
HETATM    3  C3  UNL     1      -3.969   0.793   0.778  1.00  0.00           C  
HETATM    4  C4  UNL     1      -4.165   2.054   0.253  1.00  0.00           C  
HETATM    5  C5  UNL     1      -3.320   2.563  -0.698  1.00  0.00           C  
HETATM    6  C6  UNL     1      -2.237   1.801  -1.152  1.00  0.00           C  
HETATM    7  C7  UNL     1      -2.015   0.539  -0.645  1.00  0.00           C  
HETATM    8  N1  UNL     1      -0.922  -0.254  -1.087  1.00  0.00           N  
HETATM    9  C8  UNL     1      -1.163  -1.106  -2.255  1.00  0.00           C  
HETATM   10  C9  UNL     1       0.348  -0.265  -0.475  1.00  0.00           C  
HETATM   11  N2  UNL     1       0.674   0.747   0.460  1.00  0.00           N  
HETATM   12  N3  UNL     1       1.169  -1.193  -0.727  1.00  0.00           N  
HETATM   13  C10 UNL     1       2.466  -1.398  -0.245  1.00  0.00           C  
HETATM   14  C11 UNL     1       2.780  -2.541   0.501  1.00  0.00           C  
HETATM   15  C12 UNL     1       3.993  -2.779   1.068  1.00  0.00           C  
HETATM   16  C13 UNL     1       4.963  -1.821   0.884  1.00  0.00           C  
HETATM   17  C14 UNL     1       4.720  -0.662   0.153  1.00  0.00           C  
HETATM   18  C15 UNL     1       5.737   0.254  -0.016  1.00  0.00           C  
HETATM   19  C16 UNL     1       5.487   1.379  -0.760  1.00  0.00           C  
HETATM   20  C17 UNL     1       4.238   1.601  -1.336  1.00  0.00           C  
HETATM   21  C18 UNL     1       3.228   0.674  -1.158  1.00  0.00           C  
HETATM   22  C19 UNL     1       3.460  -0.462  -0.411  1.00  0.00           C  
HETATM   23  C20 UNL     1      -2.885   0.057   0.311  1.00  0.00           C  
HETATM   24  H1  UNL     1      -6.359  -0.214   0.265  1.00  0.00           H  
HETATM   25  H2  UNL     1      -6.848  -0.472   1.956  1.00  0.00           H  
HETATM   26  H3  UNL     1      -5.761  -1.673   1.120  1.00  0.00           H  
HETATM   27  H4  UNL     1      -5.187   0.971   2.546  1.00  0.00           H  
HETATM   28  H5  UNL     1      -4.233  -0.516   2.397  1.00  0.00           H  
HETATM   29  H6  UNL     1      -5.002   2.643   0.602  1.00  0.00           H  
HETATM   30  H7  UNL     1      -3.470   3.553  -1.116  1.00  0.00           H  
HETATM   31  H8  UNL     1      -1.596   2.230  -1.896  1.00  0.00           H  
HETATM   32  H9  UNL     1      -2.167  -1.576  -2.213  1.00  0.00           H  
HETATM   33  H10 UNL     1      -1.023  -0.528  -3.189  1.00  0.00           H  
HETATM   34  H11 UNL     1      -0.411  -1.934  -2.241  1.00  0.00           H  
HETATM   35  H12 UNL     1       0.750   0.509   1.493  1.00  0.00           H  
HETATM   36  H13 UNL     1       0.831   1.707   0.105  1.00  0.00           H  
HETATM   37  H14 UNL     1       1.981  -3.259   0.613  1.00  0.00           H  
HETATM   38  H15 UNL     1       4.224  -3.670   1.645  1.00  0.00           H  
HETATM   39  H16 UNL     1       5.959  -1.947   1.312  1.00  0.00           H  
HETATM   40  H17 UNL     1       6.690   0.082   0.424  1.00  0.00           H  
HETATM   41  H18 UNL     1       6.257   2.106  -0.906  1.00  0.00           H  
HETATM   42  H19 UNL     1       4.040   2.497  -1.929  1.00  0.00           H  
HETATM   43  H20 UNL     1       2.262   0.831  -1.630  1.00  0.00           H  
HETATM   44  H21 UNL     1      -2.679  -0.945   0.688  1.00  0.00           H  
CONECT    1    2   24   25   26
CONECT    2    3   27   28
CONECT    3    4    4   23
CONECT    4    5   29
CONECT    5    6    6   30
CONECT    6    7   31
CONECT    7    8   23   23
CONECT    8    9   10
CONECT    9   32   33   34
CONECT   10   11   12   12
CONECT   11   35   36
CONECT   12   13
CONECT   13   14   14   22
CONECT   14   15   37
CONECT   15   16   16   38
CONECT   16   17   39
CONECT   17   18   18   22
CONECT   18   19   40
CONECT   19   20   20   41
CONECT   20   21   42
CONECT   21   22   22   43
CONECT   23   44
END

HMDB0248541
     RDKit          3D
Aptiganel
 44 46  0  0  0  0  0  0  0  0999 V2000
   -6.0004   -0.5795    1.2298 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8450    0.2021    1.8007 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9686    0.7934    0.7781 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1654    2.0540    0.2526 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3205    2.5627   -0.6982 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2368    1.8012   -1.1518 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0152    0.5388   -0.6452 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9219   -0.2542   -1.0871 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1629   -1.1060   -2.2547 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3480   -0.2645   -0.4749 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6737    0.7473    0.4604 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1689   -1.1932   -0.7270 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4658   -1.3984   -0.2448 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7803   -2.5415    0.5014 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9930   -2.7788    1.0678 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9634   -1.8208    0.8844 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7199   -0.6624    0.1528 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7373    0.2540   -0.0163 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4866    1.3791   -0.7600 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2382    1.6009   -1.3360 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2279    0.6742   -1.1577 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4603   -0.4624   -0.4107 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8847    0.0568    0.3108 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3592   -0.2135    0.2648 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8483   -0.4717    1.9562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7612   -1.6731    1.1199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1870    0.9711    2.5459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2327   -0.5156    2.3970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0018    2.6432    0.6016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4697    3.5529   -1.1158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5959    2.2298   -1.8963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1669   -1.5756   -2.2131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0233   -0.5285   -3.1890 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4113   -1.9341   -2.2413 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7495    0.5086    1.4932 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8313    1.7072    0.1045 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9808   -3.2591    0.6126 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2240   -3.6696    1.6449 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9586   -1.9471    1.3125 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6904    0.0824    0.4241 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2573    2.1063   -0.9065 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0396    2.4971   -1.9290 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2623    0.8314   -1.6301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6786   -0.9447    0.6881 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 10 12  2  3
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
  7 23  2  0
 23  3  1  0
 22 13  1  0
 22 17  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  2 27  1  0
  2 28  1  0
  4 29  1  0
  5 30  1  0
  6 31  1  0
  9 32  1  0
  9 33  1  0
  9 34  1  0
 11 35  1  0
 11 36  1  0
 14 37  1  0
 15 38  1  0
 16 39  1  0
 18 40  1  0
 19 41  1  0
 20 42  1  0
 21 43  1  0
 23 44  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
CERESTAT	HMDB
N-(1-Naphthyl)-n'-(3-ethylphenyl)-n'-methylguanidine HCL	HMDB
Aptiganel hydrochloride	HMDB

Chemical Formula

C₂₀H₂₁N₃

Average Molecular Weight

303.409

Monoisotopic Molecular Weight

303.173547688

IUPAC Name

N-(3-ethylphenyl)-N-methyl-N''-(naphthalen-1-yl)guanidine

Traditional Name

aptiganel

CAS Registry Number

Not Available

SMILES

CCC1=CC(=CC=C1)N(C)C(N)=NC1=CC=CC2=CC=CC=C12

InChI Identifier

InChI=1S/C20H21N3/c1-3-15-8-6-11-17(14-15)23(2)20(21)22-19-13-7-10-16-9-4-5-12-18(16)19/h4-14H,3H2,1-2H3,(H2,21,22)

InChI Key

BFNCJMURTMZBTE-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as naphthalenes. Naphthalenes are compounds containing a naphthalene moiety, which consists of two fused benzene rings.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Naphthalenes

Sub Class

Not Available

Direct Parent

Naphthalenes

Alternative Parents

Substituents

Naphthalene
Monocyclic benzene moiety
Guanidine
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Organic nitrogen compound
Organopnictogen compound
Hydrocarbon derivative
Organonitrogen compound
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (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	4.35	ALOGPS
logP	4.88	ChemAxon
logS	-5.2	ALOGPS
pKa (Strongest Basic)	9.48	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	41.62 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	98.79 m³·mol⁻¹	ChemAxon
Polarizability	34.88 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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-2H]-	204.313	30932474
DeepCCS	[M+Na]+	179.724	30932474
AllCCS	[M+H]+	175.5	32859911
AllCCS	[M+H-H2O]+	172.1	32859911
AllCCS	[M+NH4]+	178.7	32859911
AllCCS	[M+Na]+	179.6	32859911
AllCCS	[M-H]-	180.1	32859911
AllCCS	[M+Na-2H]-	179.5	32859911
AllCCS	[M+HCOO]-	178.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Aptiganel	CCC1=CC(=CC=C1)N(C)C(N)=NC1=CC=CC2=CC=CC=C12	3801.4	Standard polar	33892256
Aptiganel	CCC1=CC(=CC=C1)N(C)C(N)=NC1=CC=CC2=CC=CC=C12	2474.5	Standard non polar	33892256
Aptiganel	CCC1=CC(=CC=C1)N(C)C(N)=NC1=CC=CC2=CC=CC=C12	2747.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Aptiganel,1TMS,isomer #1	CCC1=CC=CC(N(C)C(=NC2=CC=CC3=CC=CC=C23)N[Si](C)(C)C)=C1	2788.2	Semi standard non polar	33892256
Aptiganel,1TMS,isomer #1	CCC1=CC=CC(N(C)C(=NC2=CC=CC3=CC=CC=C23)N[Si](C)(C)C)=C1	2660.9	Standard non polar	33892256
Aptiganel,1TMS,isomer #1	CCC1=CC=CC(N(C)C(=NC2=CC=CC3=CC=CC=C23)N[Si](C)(C)C)=C1	3753.6	Standard polar	33892256
Aptiganel,2TMS,isomer #1	CCC1=CC=CC(N(C)C(=NC2=CC=CC3=CC=CC=C23)N([Si](C)(C)C)[Si](C)(C)C)=C1	2793.6	Semi standard non polar	33892256
Aptiganel,2TMS,isomer #1	CCC1=CC=CC(N(C)C(=NC2=CC=CC3=CC=CC=C23)N([Si](C)(C)C)[Si](C)(C)C)=C1	2863.4	Standard non polar	33892256
Aptiganel,2TMS,isomer #1	CCC1=CC=CC(N(C)C(=NC2=CC=CC3=CC=CC=C23)N([Si](C)(C)C)[Si](C)(C)C)=C1	3595.1	Standard polar	33892256
Aptiganel,1TBDMS,isomer #1	CCC1=CC=CC(N(C)C(=NC2=CC=CC3=CC=CC=C23)N[Si](C)(C)C(C)(C)C)=C1	2992.5	Semi standard non polar	33892256
Aptiganel,1TBDMS,isomer #1	CCC1=CC=CC(N(C)C(=NC2=CC=CC3=CC=CC=C23)N[Si](C)(C)C(C)(C)C)=C1	2883.7	Standard non polar	33892256
Aptiganel,1TBDMS,isomer #1	CCC1=CC=CC(N(C)C(=NC2=CC=CC3=CC=CC=C23)N[Si](C)(C)C(C)(C)C)=C1	3774.9	Standard polar	33892256
Aptiganel,2TBDMS,isomer #1	CCC1=CC=CC(N(C)C(=NC2=CC=CC3=CC=CC=C23)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C1	3170.6	Semi standard non polar	33892256
Aptiganel,2TBDMS,isomer #1	CCC1=CC=CC(N(C)C(=NC2=CC=CC3=CC=CC=C23)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C1	3214.7	Standard non polar	33892256
Aptiganel,2TBDMS,isomer #1	CCC1=CC=CC(N(C)C(=NC2=CC=CC3=CC=CC=C23)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C1	3641.6	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Aptiganel GC-MS (Non-derivatized) - 70eV, Positive	splash10-0079-1890000000-f0679b9cb7548f06f1df	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Aptiganel GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	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 - Aptiganel 10V, Positive-QTOF	splash10-0udi-0309000000-af206ebceede0c6c56f2	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aptiganel 20V, Positive-QTOF	splash10-0udi-0935000000-e2f01408cafe95ef694a	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aptiganel 40V, Positive-QTOF	splash10-056r-2900000000-447c98436757ceec9fc4	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aptiganel 10V, Negative-QTOF	splash10-0udl-0409000000-255bff2fc9df5b4c6216	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aptiganel 20V, Negative-QTOF	splash10-0uxr-0925000000-e35cd4dd53b032087ac0	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aptiganel 40V, Negative-QTOF	splash10-00kf-1910000000-cba1ae83180c4e086b82	2021-10-12	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

54827

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Aptiganel

METLIN ID

Not Available

PubChem Compound

60840

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 Aptiganel (HMDB0248541)

MOL for HMDB0248541 (Aptiganel)

3D MOL for HMDB0248541 (Aptiganel)

3D SDF for HMDB0248541 (Aptiganel)

3D-SDF for HMDB0248541 (Aptiganel)

PDB for HMDB0248541 (Aptiganel)

3D PDB for HMDB0248541 (Aptiganel)

SMILES for HMDB0248541 (Aptiganel)

INCHI for HMDB0248541 (Aptiganel)

Structure for HMDB0248541 (Aptiganel)

3D Structure for HMDB0248541 (Aptiganel)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra