Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 04:05:11 UTC

Update Date

2021-09-26 23:00:32 UTC

HMDB ID

HMDB0249570

Secondary Accession Numbers

None

Metabolite Identification

Common Name

4-Benzofuranacetamide, N-methyl-N-(7-(1-pyrrolidinyl)-1-oxaspiro(4.5)dec-8-yl)-

Description

4-Benzofuranacetamide, N-methyl-N-(7-(1-pyrrolidinyl)-1-oxaspiro(4.5)dec-8-yl)-, also known as enadoline or CAM 569, belongs to the class of organic compounds known as benzofurans. These are organic compounds containing a benzene ring fused to a furan. Furan is a five-membered aromatic ring with four carbon atoms and one oxygen atom. Based on a literature review a significant number of articles have been published on 4-Benzofuranacetamide, N-methyl-N-(7-(1-pyrrolidinyl)-1-oxaspiro(4.5)dec-8-yl)-. This compound has been identified in human blood as reported by (PMID: 31557052 ). 4-benzofuranacetamide, n-methyl-n-(7-(1-pyrrolidinyl)-1-oxaspiro(4.5)dec-8-yl)- is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 4-Benzofuranacetamide, N-methyl-N-(7-(1-pyrrolidinyl)-1-oxaspiro(4.5)dec-8-yl)- 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


  Mrv1652309112106052D          

 29 33  0  0  0  0            999 V2000
    2.3834   -9.3907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0979   -8.9782    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8123   -9.3907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5268   -8.9782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2413   -9.3907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2413  -10.2157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9949   -9.8801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5470  -10.4932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1345  -11.2077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3275  -11.0362    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5268  -10.6282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8123  -10.2157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0979  -10.6282    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0116  -11.4487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2047  -11.6202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7922  -10.9057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3442  -10.2926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0979   -8.1532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8123   -7.7407    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3834   -7.7407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3834   -6.9157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6689   -6.5032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8843   -6.7581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3994   -6.0907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8843   -5.4232    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6689   -5.6782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3834   -5.2657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0979   -5.6782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0979   -6.5032    0.0000 C   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  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  6 10  1  0  0  0  0
  6 11  1  0  0  0  0
 11 12  1  0  0  0  0
  3 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
 13 17  1  0  0  0  0
  2 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 22 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 21 29  1  0  0  0  0
M  END

HMDB0256180
     RDKit          3D
2-(1-Benzofuran-4-yl)-N-methyl-N-[(5R,7R,8R)-7-pyrrolidin-1-yl-1-oxaspiro[4.5...
 61 65  0  0  0  0  0  0  0  0999 V2000
   -0.3831    1.6773    2.3205 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3002    0.7969    1.4085 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7297    1.0370    1.2397 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1699    1.9910    1.8992 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5145    0.1989    0.3640 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9253    0.5102    0.2396 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6335    1.4118    0.9554 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0013    1.6289    0.7430 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7035    0.9329   -0.2100 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0059    0.0153   -0.9443 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4280   -0.7813   -1.9112 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4427   -1.5027   -2.3478 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2966   -1.1687   -1.6318 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6809   -0.1934   -0.7375 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3711   -0.2652    0.6813 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6715   -1.3144    1.7290 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8271   -2.1934    1.5092 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6704   -1.9398    0.3095 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0293   -2.5609    0.5733 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9082   -3.8787   -0.1378 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9298   -3.5491   -1.2385 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1498   -2.5171   -0.8275 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8444   -0.4450    0.2225 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5058    0.1560   -0.1459 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7205    1.5671   -0.3053 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7399    2.3068   -1.0038 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4678    3.6304   -1.3129 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9195    3.3006   -1.3533 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9375    1.8000   -1.0469 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0641    1.6609    3.3379 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4591    1.4683    2.4001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2324    2.7176    1.9271 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4311   -0.8911    0.6661 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0732    0.2202   -0.6961 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1896    2.0205    1.7490 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5173    2.3578    1.3376 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7590    1.1061   -0.3705 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5433   -2.2310   -3.1396 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3207   -1.5775   -1.7415 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4072   -0.7243    0.0326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8016   -0.8258    2.7411 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2318   -1.9649    1.8859 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5252   -2.1879    2.4034 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5318   -3.2888    1.4565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1757   -2.7437    1.6753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8123   -1.9485    0.1330 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5149   -4.6635    0.5122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9185   -4.1430   -0.5275 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5550   -3.1959   -2.1002 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3750   -4.4747   -1.4951 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2399   -0.0713    1.1594 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5340   -0.2804   -0.6571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3678   -0.2046   -1.2292 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1526    2.6202   -0.4520 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4614    1.8497   -1.9896 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0567    3.9928   -2.2882 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2300    4.3882   -0.5096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3677    3.5474   -2.3227 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4309    3.8751   -0.5369 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9951    1.2634   -1.9978 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8614    1.6771   -0.4040 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
  3  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
  2 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 18 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 14  6  1  0
 24 15  1  0
 29 25  1  0
 14 10  2  0
 22 18  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  5 33  1  0
  5 34  1  0
  7 35  1  0
  8 36  1  0
  9 37  1  0
 12 38  1  0
 13 39  1  0
 15 40  1  0
 16 41  1  0
 16 42  1  0
 17 43  1  0
 17 44  1  0
 19 45  1  0
 19 46  1  0
 20 47  1  0
 20 48  1  0
 21 49  1  0
 21 50  1  0
 23 51  1  0
 23 52  1  0
 24 53  1  0
 26 54  1  0
 26 55  1  0
 27 56  1  0
 27 57  1  0
 28 58  1  0
 28 59  1  0
 29 60  1  0
 29 61  1  0
M  END


  Mrv1652309112106052D          

 29 33  0  0  0  0            999 V2000
    2.3834   -9.3907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0979   -8.9782    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8123   -9.3907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5268   -8.9782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2413   -9.3907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2413  -10.2157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9949   -9.8801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5470  -10.4932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1345  -11.2077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3275  -11.0362    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5268  -10.6282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8123  -10.2157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0979  -10.6282    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0116  -11.4487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2047  -11.6202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7922  -10.9057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3442  -10.2926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0979   -8.1532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8123   -7.7407    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3834   -7.7407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3834   -6.9157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6689   -6.5032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8843   -6.7581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3994   -6.0907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8843   -5.4232    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6689   -5.6782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3834   -5.2657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0979   -5.6782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0979   -6.5032    0.0000 C   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  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  6 10  1  0  0  0  0
  6 11  1  0  0  0  0
 11 12  1  0  0  0  0
  3 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
 13 17  1  0  0  0  0
  2 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 22 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 21 29  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0249570

> <DATABASE_NAME>
hmdb

> <SMILES>
CN(C1CCC2(CCCO2)CC1N1CCCC1)C(=O)CC1=C2C=COC2=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C24H32N2O3/c1-25(23(27)16-18-6-4-7-22-19(18)9-15-28-22)20-8-11-24(10-5-14-29-24)17-21(20)26-12-2-3-13-26/h4,6-7,9,15,20-21H,2-3,5,8,10-14,16-17H2,1H3

> <INCHI_KEY>
JMBYBVLCYODBJQ-UHFFFAOYSA-N

> <FORMULA>
C24H32N2O3

> <MOLECULAR_WEIGHT>
396.531

> <EXACT_MASS>
396.241292898

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
61

> <JCHEM_AVERAGE_POLARIZABILITY>
43.391954459632004

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-(1-benzofuran-4-yl)-N-methyl-N-[7-(pyrrolidin-1-yl)-1-oxaspiro[4.5]decan-8-yl]acetamide

> <ALOGPS_LOGP>
3.43

> <JCHEM_LOGP>
2.762618100333333

> <ALOGPS_LOGS>
-4.13

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
9.740135423228754

> <JCHEM_POLAR_SURFACE_AREA>
45.92

> <JCHEM_REFRACTIVITY>
113.27350000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.91e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
enadoline

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0256180
     RDKit          3D
2-(1-Benzofuran-4-yl)-N-methyl-N-[(5R,7R,8R)-7-pyrrolidin-1-yl-1-oxaspiro[4.5...
 61 65  0  0  0  0  0  0  0  0999 V2000
   -0.3831    1.6773    2.3205 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3002    0.7969    1.4085 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7297    1.0370    1.2397 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1699    1.9910    1.8992 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5145    0.1989    0.3640 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9253    0.5102    0.2396 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6335    1.4118    0.9554 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0013    1.6289    0.7430 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7035    0.9329   -0.2100 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0059    0.0153   -0.9443 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4280   -0.7813   -1.9112 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4427   -1.5027   -2.3478 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2966   -1.1687   -1.6318 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6809   -0.1934   -0.7375 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3711   -0.2652    0.6813 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6715   -1.3144    1.7290 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8271   -2.1934    1.5092 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6704   -1.9398    0.3095 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0293   -2.5609    0.5733 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9082   -3.8787   -0.1378 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9298   -3.5491   -1.2385 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1498   -2.5171   -0.8275 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8444   -0.4450    0.2225 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5058    0.1560   -0.1459 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7205    1.5671   -0.3053 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7399    2.3068   -1.0038 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4678    3.6304   -1.3129 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9195    3.3006   -1.3533 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9375    1.8000   -1.0469 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0641    1.6609    3.3379 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4591    1.4683    2.4001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2324    2.7176    1.9271 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4311   -0.8911    0.6661 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0732    0.2202   -0.6961 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1896    2.0205    1.7490 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5173    2.3578    1.3376 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7590    1.1061   -0.3705 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5433   -2.2310   -3.1396 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3207   -1.5775   -1.7415 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4072   -0.7243    0.0326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8016   -0.8258    2.7411 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2318   -1.9649    1.8859 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5252   -2.1879    2.4034 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5318   -3.2888    1.4565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1757   -2.7437    1.6753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8123   -1.9485    0.1330 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5149   -4.6635    0.5122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9185   -4.1430   -0.5275 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5550   -3.1959   -2.1002 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3750   -4.4747   -1.4951 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2399   -0.0713    1.1594 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5340   -0.2804   -0.6571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3678   -0.2046   -1.2292 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1526    2.6202   -0.4520 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4614    1.8497   -1.9896 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0567    3.9928   -2.2882 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2300    4.3882   -0.5096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3677    3.5474   -2.3227 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4309    3.8751   -0.5369 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9951    1.2634   -1.9978 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8614    1.6771   -0.4040 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
  3  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
  2 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 18 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 14  6  1  0
 24 15  1  0
 29 25  1  0
 14 10  2  0
 22 18  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  5 33  1  0
  5 34  1  0
  7 35  1  0
  8 36  1  0
  9 37  1  0
 12 38  1  0
 13 39  1  0
 15 40  1  0
 16 41  1  0
 16 42  1  0
 17 43  1  0
 17 44  1  0
 19 45  1  0
 19 46  1  0
 20 47  1  0
 20 48  1  0
 21 49  1  0
 21 50  1  0
 23 51  1  0
 23 52  1  0
 24 53  1  0
 26 54  1  0
 26 55  1  0
 27 56  1  0
 27 57  1  0
 28 58  1  0
 28 59  1  0
 29 60  1  0
 29 61  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       4.449 -17.529   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0       5.783 -16.759   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0       7.116 -17.529   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.450 -16.759   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.784 -17.529   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       9.784 -19.069   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      11.191 -18.443   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      12.221 -19.587   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      11.451 -20.921   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       9.945 -20.601   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       8.450 -19.839   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       7.116 -19.069   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0       5.783 -19.839   0.000  0.00  0.00           N+0
HETATM   14  C   UNK     0       5.622 -21.371   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.115 -21.691   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.345 -20.357   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.376 -19.213   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.783 -15.219   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       7.116 -14.449   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       4.449 -14.449   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.449 -12.909   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       3.115 -12.139   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       1.651 -12.615   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       0.745 -11.369   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       1.651 -10.123   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       3.115 -10.599   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       4.449  -9.829   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       5.783 -10.599   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       5.783 -12.139   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   18                                                  
CONECT    3    2    4   12                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   10   11                                             
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9    6                                                       
CONECT   11    6   12                                                       
CONECT   12   11    3   13                                                  
CONECT   13   12   14   17                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   13                                                       
CONECT   18    2   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21                                                       
CONECT   21   20   22   29                                                  
CONECT   22   21   23   26                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   22   27                                                  
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   21                                                       
MASTER        0    0    0    0    0    0    0    0   29    0   66    0
END

COMPND    HMDB0249570
HETATM    1  C1  UNL     1       0.842  -3.024   0.065  1.00  0.00           C  
HETATM    2  N1  UNL     1       0.758  -1.526   0.059  1.00  0.00           N  
HETATM    3  C2  UNL     1       2.005  -0.939  -0.201  1.00  0.00           C  
HETATM    4  O1  UNL     1       2.988  -1.748  -0.379  1.00  0.00           O  
HETATM    5  C3  UNL     1       2.348   0.475  -0.298  1.00  0.00           C  
HETATM    6  C4  UNL     1       3.827   0.621  -0.534  1.00  0.00           C  
HETATM    7  C5  UNL     1       4.286   0.934  -1.786  1.00  0.00           C  
HETATM    8  C6  UNL     1       5.630   1.076  -2.046  1.00  0.00           C  
HETATM    9  C7  UNL     1       6.537   0.896  -1.010  1.00  0.00           C  
HETATM   10  C8  UNL     1       6.084   0.581   0.253  1.00  0.00           C  
HETATM   11  O2  UNL     1       6.724   0.364   1.384  1.00  0.00           O  
HETATM   12  C9  UNL     1       5.870   0.092   2.348  1.00  0.00           C  
HETATM   13  C10 UNL     1       4.598   0.131   1.833  1.00  0.00           C  
HETATM   14  C11 UNL     1       4.717   0.442   0.496  1.00  0.00           C  
HETATM   15  C12 UNL     1      -0.513  -0.976   0.313  1.00  0.00           C  
HETATM   16  C13 UNL     1      -0.711  -0.258   1.621  1.00  0.00           C  
HETATM   17  C14 UNL     1      -2.178  -0.158   1.869  1.00  0.00           C  
HETATM   18  C15 UNL     1      -3.085  -0.876   0.945  1.00  0.00           C  
HETATM   19  C16 UNL     1      -4.464  -0.213   1.099  1.00  0.00           C  
HETATM   20  C17 UNL     1      -5.398  -1.392   1.274  1.00  0.00           C  
HETATM   21  C18 UNL     1      -4.442  -2.345   2.001  1.00  0.00           C  
HETATM   22  O3  UNL     1      -3.271  -2.194   1.331  1.00  0.00           O  
HETATM   23  C19 UNL     1      -2.735  -0.846  -0.506  1.00  0.00           C  
HETATM   24  C20 UNL     1      -1.290  -0.251  -0.715  1.00  0.00           C  
HETATM   25  N2  UNL     1      -1.546   1.105  -0.680  1.00  0.00           N  
HETATM   26  C21 UNL     1      -0.710   2.172  -0.689  1.00  0.00           C  
HETATM   27  C22 UNL     1      -0.449   2.471  -2.179  1.00  0.00           C  
HETATM   28  C23 UNL     1      -1.919   2.532  -2.594  1.00  0.00           C  
HETATM   29  C24 UNL     1      -2.498   1.389  -1.776  1.00  0.00           C  
HETATM   30  H1  UNL     1      -0.128  -3.400  -0.315  1.00  0.00           H  
HETATM   31  H2  UNL     1       1.029  -3.373   1.082  1.00  0.00           H  
HETATM   32  H3  UNL     1       1.604  -3.378  -0.644  1.00  0.00           H  
HETATM   33  H4  UNL     1       2.048   1.028   0.613  1.00  0.00           H  
HETATM   34  H5  UNL     1       1.792   0.936  -1.155  1.00  0.00           H  
HETATM   35  H6  UNL     1       3.593   1.073  -2.587  1.00  0.00           H  
HETATM   36  H7  UNL     1       6.043   1.322  -3.014  1.00  0.00           H  
HETATM   37  H8  UNL     1       7.604   0.995  -1.152  1.00  0.00           H  
HETATM   38  H9  UNL     1       6.137  -0.122   3.363  1.00  0.00           H  
HETATM   39  H10 UNL     1       3.676  -0.048   2.371  1.00  0.00           H  
HETATM   40  H11 UNL     1      -1.139  -1.940   0.477  1.00  0.00           H  
HETATM   41  H12 UNL     1      -0.168  -0.769   2.457  1.00  0.00           H  
HETATM   42  H13 UNL     1      -0.292   0.766   1.619  1.00  0.00           H  
HETATM   43  H14 UNL     1      -2.356  -0.575   2.908  1.00  0.00           H  
HETATM   44  H15 UNL     1      -2.460   0.928   2.004  1.00  0.00           H  
HETATM   45  H16 UNL     1      -4.723   0.419   0.250  1.00  0.00           H  
HETATM   46  H17 UNL     1      -4.527   0.382   2.032  1.00  0.00           H  
HETATM   47  H18 UNL     1      -5.744  -1.811   0.328  1.00  0.00           H  
HETATM   48  H19 UNL     1      -6.224  -1.167   1.986  1.00  0.00           H  
HETATM   49  H20 UNL     1      -4.410  -2.129   3.078  1.00  0.00           H  
HETATM   50  H21 UNL     1      -4.867  -3.370   1.811  1.00  0.00           H  
HETATM   51  H22 UNL     1      -3.490  -0.323  -1.082  1.00  0.00           H  
HETATM   52  H23 UNL     1      -2.646  -1.871  -0.923  1.00  0.00           H  
HETATM   53  H24 UNL     1      -0.917  -0.553  -1.713  1.00  0.00           H  
HETATM   54  H25 UNL     1      -1.352   3.083  -0.406  1.00  0.00           H  
HETATM   55  H26 UNL     1       0.161   2.307  -0.083  1.00  0.00           H  
HETATM   56  H27 UNL     1       0.030   1.570  -2.601  1.00  0.00           H  
HETATM   57  H28 UNL     1       0.076   3.410  -2.330  1.00  0.00           H  
HETATM   58  H29 UNL     1      -2.024   2.410  -3.670  1.00  0.00           H  
HETATM   59  H30 UNL     1      -2.300   3.499  -2.266  1.00  0.00           H  
HETATM   60  H31 UNL     1      -2.532   0.550  -2.516  1.00  0.00           H  
HETATM   61  H32 UNL     1      -3.499   1.618  -1.422  1.00  0.00           H  
CONECT    1    2   30   31   32
CONECT    2    3   15
CONECT    3    4    4    5
CONECT    5    6   33   34
CONECT    6    7    7   14
CONECT    7    8   35
CONECT    8    9    9   36
CONECT    9   10   37
CONECT   10   11   14   14
CONECT   11   12
CONECT   12   13   13   38
CONECT   13   14   39
CONECT   15   16   24   40
CONECT   16   17   41   42
CONECT   17   18   43   44
CONECT   18   19   22   23
CONECT   19   20   45   46
CONECT   20   21   47   48
CONECT   21   22   49   50
CONECT   23   24   51   52
CONECT   24   25   53
CONECT   25   26   29
CONECT   26   27   54   55
CONECT   27   28   56   57
CONECT   28   29   58   59
CONECT   29   60   61
END

HMDB0256180
     RDKit          3D
2-(1-Benzofuran-4-yl)-N-methyl-N-[(5R,7R,8R)-7-pyrrolidin-1-yl-1-oxaspiro[4.5...
 61 65  0  0  0  0  0  0  0  0999 V2000
   -0.3831    1.6773    2.3205 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3002    0.7969    1.4085 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7297    1.0370    1.2397 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1699    1.9910    1.8992 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5145    0.1989    0.3640 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9253    0.5102    0.2396 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6335    1.4118    0.9554 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0013    1.6289    0.7430 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7035    0.9329   -0.2100 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0059    0.0153   -0.9443 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4280   -0.7813   -1.9112 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4427   -1.5027   -2.3478 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2966   -1.1687   -1.6318 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6809   -0.1934   -0.7375 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3711   -0.2652    0.6813 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6715   -1.3144    1.7290 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8271   -2.1934    1.5092 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6704   -1.9398    0.3095 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0293   -2.5609    0.5733 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9082   -3.8787   -0.1378 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9298   -3.5491   -1.2385 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1498   -2.5171   -0.8275 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8444   -0.4450    0.2225 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5058    0.1560   -0.1459 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7205    1.5671   -0.3053 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7399    2.3068   -1.0038 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4678    3.6304   -1.3129 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9195    3.3006   -1.3533 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9375    1.8000   -1.0469 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0641    1.6609    3.3379 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4591    1.4683    2.4001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2324    2.7176    1.9271 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4311   -0.8911    0.6661 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0732    0.2202   -0.6961 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1896    2.0205    1.7490 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5173    2.3578    1.3376 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7590    1.1061   -0.3705 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5433   -2.2310   -3.1396 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3207   -1.5775   -1.7415 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4072   -0.7243    0.0326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8016   -0.8258    2.7411 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2318   -1.9649    1.8859 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5252   -2.1879    2.4034 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5318   -3.2888    1.4565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1757   -2.7437    1.6753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8123   -1.9485    0.1330 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5149   -4.6635    0.5122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9185   -4.1430   -0.5275 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5550   -3.1959   -2.1002 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3750   -4.4747   -1.4951 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2399   -0.0713    1.1594 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5340   -0.2804   -0.6571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3678   -0.2046   -1.2292 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1526    2.6202   -0.4520 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4614    1.8497   -1.9896 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0567    3.9928   -2.2882 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2300    4.3882   -0.5096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3677    3.5474   -2.3227 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4309    3.8751   -0.5369 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9951    1.2634   -1.9978 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8614    1.6771   -0.4040 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
  3  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
  2 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 18 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 14  6  1  0
 24 15  1  0
 29 25  1  0
 14 10  2  0
 22 18  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  5 33  1  0
  5 34  1  0
  7 35  1  0
  8 36  1  0
  9 37  1  0
 12 38  1  0
 13 39  1  0
 15 40  1  0
 16 41  1  0
 16 42  1  0
 17 43  1  0
 17 44  1  0
 19 45  1  0
 19 46  1  0
 20 47  1  0
 20 48  1  0
 21 49  1  0
 21 50  1  0
 23 51  1  0
 23 52  1  0
 24 53  1  0
 26 54  1  0
 26 55  1  0
 27 56  1  0
 27 57  1  0
 28 58  1  0
 28 59  1  0
 29 60  1  0
 29 61  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
CAM 569	HMDB
CAM 570	HMDB
CAM-569	HMDB
CAM-570	HMDB
N-Methyl-N-(7-(1-pyrolidinyl)-1-oxaspiro(4,5)dec-8-yl)-4-benzofuranacetamide	HMDB
Enadoline	HMDB
Enadoline hydrochloride, (5R-(5alpha,7alpha,8beta))	HMDB
Enadoline, (5alpha,7alpha,8beta)-(+-)-isomer	HMDB
Enadoline, (5alpha,7alpha,8beta)-(-)-isomer	HMDB

Chemical Formula

C₂₄H₃₂N₂O₃

Average Molecular Weight

396.531

Monoisotopic Molecular Weight

396.241292898

IUPAC Name

2-(1-benzofuran-4-yl)-N-methyl-N-[7-(pyrrolidin-1-yl)-1-oxaspiro[4.5]decan-8-yl]acetamide

Traditional Name

enadoline

CAS Registry Number

Not Available

SMILES

CN(C1CCC2(CCCO2)CC1N1CCCC1)C(=O)CC1=C2C=COC2=CC=C1

InChI Identifier

InChI=1S/C24H32N2O3/c1-25(23(27)16-18-6-4-7-22-19(18)9-15-28-22)20-8-11-24(10-5-14-29-24)17-21(20)26-12-2-3-13-26/h4,6-7,9,15,20-21H,2-3,5,8,10-14,16-17H2,1H3

InChI Key

JMBYBVLCYODBJQ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzofurans. These are organic compounds containing a benzene ring fused to a furan. Furan is a five-membered aromatic ring with four carbon atoms and one oxygen atom.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzofurans

Sub Class

Not Available

Direct Parent

Benzofurans

Alternative Parents

Substituents

Benzofuran
Benzenoid
N-alkylpyrrolidine
Furan
Pyrrolidine
Heteroaromatic compound
Tertiary carboxylic acid amide
Tetrahydrofuran
Amino acid or derivatives
Carboxamide group
Tertiary amine
Tertiary aliphatic amine
Carboxylic acid derivative
Dialkyl ether
Ether
Oxacycle
Azacycle
Organic oxide
Organic nitrogen compound
Amine
Organopnictogen compound
Organonitrogen compound
Organooxygen compound
Hydrocarbon derivative
Organic oxygen compound
Carbonyl group
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	3.43	ALOGPS
logP	2.76	ChemAxon
logS	-4.1	ALOGPS
pKa (Strongest Basic)	9.74	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	45.92 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	113.27 m³·mol⁻¹	ChemAxon
Polarizability	43.39 Å³	ChemAxon
Number of Rings	5	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+H]+	194.106	30932474
DeepCCS	[M-H]-	191.673	30932474
DeepCCS	[M-2H]-	226.062	30932474
DeepCCS	[M+Na]+	201.415	30932474
AllCCS	[M+H]+	198.0	32859911
AllCCS	[M+H-H2O]+	195.6	32859911
AllCCS	[M+NH4]+	200.1	32859911
AllCCS	[M+Na]+	200.8	32859911
AllCCS	[M-H]-	193.0	32859911
AllCCS	[M+Na-2H]-	193.4	32859911
AllCCS	[M+HCOO]-	194.1	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Predicted by Siyang on May 30, 2022	10.6925 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.48 minutes	32390414

Predicted Kovats Retention Indices

Not Available

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 4-Benzofuranacetamide, N-methyl-N-(7-(1-pyrrolidinyl)-1-oxaspiro(4.5)dec-8-yl)- GC-MS (Non-derivatized) - 70eV, Positive	splash10-00ls-4953000000-a3da8da5c15e5f78a036	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-Benzofuranacetamide, N-methyl-N-(7-(1-pyrrolidinyl)-1-oxaspiro(4.5)dec-8-yl)- GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-Benzofuranacetamide, N-methyl-N-(7-(1-pyrrolidinyl)-1-oxaspiro(4.5)dec-8-yl)- GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-Benzofuranacetamide, N-methyl-N-(7-(1-pyrrolidinyl)-1-oxaspiro(4.5)dec-8-yl)- GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-Benzofuranacetamide, N-methyl-N-(7-(1-pyrrolidinyl)-1-oxaspiro(4.5)dec-8-yl)- 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 - 4-Benzofuranacetamide, N-methyl-N-(7-(1-pyrrolidinyl)-1-oxaspiro(4.5)dec-8-yl)- 10V, Positive-QTOF	splash10-0002-0009000000-4010db86170c5b237e2a	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Benzofuranacetamide, N-methyl-N-(7-(1-pyrrolidinyl)-1-oxaspiro(4.5)dec-8-yl)- 20V, Positive-QTOF	splash10-0002-0029000000-c28e83f55060fb67f6b6	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Benzofuranacetamide, N-methyl-N-(7-(1-pyrrolidinyl)-1-oxaspiro(4.5)dec-8-yl)- 40V, Positive-QTOF	splash10-001i-2913000000-ca92817a4301ca92b4b1	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Benzofuranacetamide, N-methyl-N-(7-(1-pyrrolidinyl)-1-oxaspiro(4.5)dec-8-yl)- 10V, Negative-QTOF	splash10-0002-0009000000-6c6487bd1a36e183c99a	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Benzofuranacetamide, N-methyl-N-(7-(1-pyrrolidinyl)-1-oxaspiro(4.5)dec-8-yl)- 20V, Negative-QTOF	splash10-0002-0119000000-2102a5368cb48cfd4058	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Benzofuranacetamide, N-methyl-N-(7-(1-pyrrolidinyl)-1-oxaspiro(4.5)dec-8-yl)- 40V, Negative-QTOF	splash10-02ai-3947000000-119bb78cd8058acfa838	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

97108

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

107996

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 4-Benzofuranacetamide, N-methyl-N-(7-(1-pyrrolidinyl)-1-oxaspiro(4.5)dec-8-yl)- (HMDB0249570)

MOL for HMDB0249570 (4-Benzofuranacetamide, N-methyl-N-(7-(1-pyrrolidinyl)-1-oxaspiro(4.5)dec-8-yl)-)

3D MOL for HMDB0249570 (4-Benzofuranacetamide, N-methyl-N-(7-(1-pyrrolidinyl)-1-oxaspiro(4.5)dec-8-yl)-)

3D SDF for HMDB0249570 (4-Benzofuranacetamide, N-methyl-N-(7-(1-pyrrolidinyl)-1-oxaspiro(4.5)dec-8-yl)-)

3D-SDF for HMDB0249570 (4-Benzofuranacetamide, N-methyl-N-(7-(1-pyrrolidinyl)-1-oxaspiro(4.5)dec-8-yl)-)

PDB for HMDB0249570 (4-Benzofuranacetamide, N-methyl-N-(7-(1-pyrrolidinyl)-1-oxaspiro(4.5)dec-8-yl)-)

3D PDB for HMDB0249570 (4-Benzofuranacetamide, N-methyl-N-(7-(1-pyrrolidinyl)-1-oxaspiro(4.5)dec-8-yl)-)

SMILES for HMDB0249570 (4-Benzofuranacetamide, N-methyl-N-(7-(1-pyrrolidinyl)-1-oxaspiro(4.5)dec-8-yl)-)

INCHI for HMDB0249570 (4-Benzofuranacetamide, N-methyl-N-(7-(1-pyrrolidinyl)-1-oxaspiro(4.5)dec-8-yl)-)

Structure for HMDB0249570 (4-Benzofuranacetamide, N-methyl-N-(7-(1-pyrrolidinyl)-1-oxaspiro(4.5)dec-8-yl)-)

3D Structure for HMDB0249570 (4-Benzofuranacetamide, N-methyl-N-(7-(1-pyrrolidinyl)-1-oxaspiro(4.5)dec-8-yl)-)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

GC-MS Spectra

MS/MS Spectra