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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 14:31:42 UTC

Update Date

2021-09-26 23:09:29 UTC

HMDB ID

HMDB0255004

Secondary Accession Numbers

None

Metabolite Identification

Common Name

n-(3,4-Dichlorophenyl)-n-[(1r,2s)-2-(dimethylamino)cyclopentyl]propanamide

Description

n-(3,4-Dichlorophenyl)-n-[(1r,2s)-2-(dimethylamino)cyclopentyl]propanamide, also known as DCDPP or N-(2-(dimethylamino)cyclopentyl)-N-(3,4-dichlorophenyl)propanamid, belongs to the class of organic compounds known as anilides. These are organic heterocyclic compounds derived from oxoacids RkE(=O)l(OH)m (l not 0) by replacing an OH group by the NHPh group or derivative formed by ring substitution. Based on a literature review very few articles have been published on n-(3,4-Dichlorophenyl)-n-[(1r,2s)-2-(dimethylamino)cyclopentyl]propanamide. This compound has been identified in human blood as reported by (PMID: 31557052 ). N-(3,4-dichlorophenyl)-n-[(1r,2s)-2-(dimethylamino)cyclopentyl]propanamide is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically n-(3,4-Dichlorophenyl)-n-[(1r,2s)-2-(dimethylamino)cyclopentyl]propanamide 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

HMDB0255004
     RDKit          3D
n-(3,4-Dichlorophenyl)-n-[(1r,2s)-2-(dimethylamino)cyclopentyl]propanamide
 43 44  0  0  0  0  0  0  0  0999 V2000
   -2.0462    3.8468    1.1656 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1128    2.8167    0.6173 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7036    1.4539    0.6100 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8430    1.3027    1.1200 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9777    0.3557    0.0309 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5709   -0.9192    0.0455 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2318   -1.8747    0.9762 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7996   -3.1269    0.9919 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7430   -3.4798    0.0620 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4748   -5.0815    0.0748 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -3.0992   -2.5295   -0.8867 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2996   -2.9898   -2.0583 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.5115   -1.2587   -0.8881 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3234    0.6351   -0.5147 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2634    0.5302   -2.0759 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7560    0.7706   -2.3037 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3670   -0.2879   -1.3979 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3613   -0.3971   -0.2682 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9199   -0.4670    1.0322 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6230    0.6863    1.4940 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8291   -1.6013    1.1367 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7990    4.8136    0.6785 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0817    3.5470    0.8642 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9805    3.9453    2.2669 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1656    2.7404    1.1977 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8811    3.0662   -0.4393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4990   -1.6419    1.7311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4999   -3.8388    1.7379 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8291   -0.5556   -1.6575 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6040    1.6809   -0.3693 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0195   -0.4896   -2.3441 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3200    1.3363   -2.5086 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0631    0.6957   -3.3486 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9654    1.7430   -1.8135 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3521    0.0712   -1.0591 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4513   -1.2075   -1.9984 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8492   -1.3991   -0.4455 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2667    1.0850    0.7135 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9622    1.4366    1.9751 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3043    0.3367    2.3272 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9011   -1.2641    1.0750 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6922   -2.1098    2.1068 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6345   -2.3761    0.3467 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
  9 11  1  0
 11 12  1  0
 11 13  2  0
  5 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  1  0
 13  6  1  0
 18 14  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  2 25  1  0
  2 26  1  0
  7 27  1  0
  8 28  1  0
 13 29  1  0
 14 30  1  0
 15 31  1  0
 15 32  1  0
 16 33  1  0
 16 34  1  0
 17 35  1  0
 17 36  1  0
 18 37  1  0
 20 38  1  0
 20 39  1  0
 20 40  1  0
 21 41  1  0
 21 42  1  0
 21 43  1  0
M  END

  Mrv1652309112116322D          

 21 22  0  0  0  0            999 V2000
    0.6078    1.1759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3222    0.7634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3222   -0.0616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6078   -0.4741    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0367   -0.4741    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0367   -1.2991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7041   -1.7840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4492   -2.5687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6242   -2.5687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3693   -1.7840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5846   -1.5291    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0284   -2.0811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4131   -0.7221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7512   -0.0616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7512    0.7634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4656    1.1759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1801    0.7634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1801   -0.0616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4656   -0.4741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8946    1.1759    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.4656    2.0009    0.0000 Cl  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
  3  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
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
  5 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 14 19  1  0  0  0  0
 17 20  1  0  0  0  0
 16 21  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0255004

> <DATABASE_NAME>
hmdb

> <SMILES>
CCC(=O)N(C1CCCC1N(C)C)C1=CC(Cl)=C(Cl)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C16H22Cl2N2O/c1-4-16(21)20(11-8-9-12(17)13(18)10-11)15-7-5-6-14(15)19(2)3/h8-10,14-15H,4-7H2,1-3H3

> <INCHI_KEY>
YCRFSKUCDBJWLX-UHFFFAOYSA-N

> <FORMULA>
C16H22Cl2N2O

> <MOLECULAR_WEIGHT>
329.27

> <EXACT_MASS>
328.1109187

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
43

> <JCHEM_AVERAGE_POLARIZABILITY>
34.56787184812797

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
N-(3,4-dichlorophenyl)-N-[2-(dimethylamino)cyclopentyl]propanamide

> <ALOGPS_LOGP>
3.90

> <JCHEM_LOGP>
3.9721922456666663

> <ALOGPS_LOGS>
-3.50

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
8.841325479218812

> <JCHEM_POLAR_SURFACE_AREA>
23.550000000000004

> <JCHEM_REFRACTIVITY>
87.77489999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.03e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
N-(3,4-dichlorophenyl)-N-[2-(dimethylamino)cyclopentyl]propanamide

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0255004
     RDKit          3D
n-(3,4-Dichlorophenyl)-n-[(1r,2s)-2-(dimethylamino)cyclopentyl]propanamide
 43 44  0  0  0  0  0  0  0  0999 V2000
   -2.0462    3.8468    1.1656 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1128    2.8167    0.6173 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7036    1.4539    0.6100 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8430    1.3027    1.1200 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9777    0.3557    0.0309 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5709   -0.9192    0.0455 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2318   -1.8747    0.9762 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7996   -3.1269    0.9919 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7430   -3.4798    0.0620 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4748   -5.0815    0.0748 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -3.0992   -2.5295   -0.8867 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2996   -2.9898   -2.0583 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.5115   -1.2587   -0.8881 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3234    0.6351   -0.5147 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2634    0.5302   -2.0759 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7560    0.7706   -2.3037 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3670   -0.2879   -1.3979 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3613   -0.3971   -0.2682 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9199   -0.4670    1.0322 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6230    0.6863    1.4940 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8291   -1.6013    1.1367 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7990    4.8136    0.6785 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0817    3.5470    0.8642 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9805    3.9453    2.2669 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1656    2.7404    1.1977 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8811    3.0662   -0.4393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4990   -1.6419    1.7311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4999   -3.8388    1.7379 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8291   -0.5556   -1.6575 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6040    1.6809   -0.3693 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0195   -0.4896   -2.3441 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3200    1.3363   -2.5086 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0631    0.6957   -3.3486 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9654    1.7430   -1.8135 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3521    0.0712   -1.0591 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4513   -1.2075   -1.9984 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8492   -1.3991   -0.4455 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2667    1.0850    0.7135 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9622    1.4366    1.9751 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3043    0.3367    2.3272 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9011   -1.2641    1.0750 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6922   -2.1098    2.1068 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6345   -2.3761    0.3467 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
  9 11  1  0
 11 12  1  0
 11 13  2  0
  5 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  1  0
 13  6  1  0
 18 14  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  2 25  1  0
  2 26  1  0
  7 27  1  0
  8 28  1  0
 13 29  1  0
 14 30  1  0
 15 31  1  0
 15 32  1  0
 16 33  1  0
 16 34  1  0
 17 35  1  0
 17 36  1  0
 18 37  1  0
 20 38  1  0
 20 39  1  0
 20 40  1  0
 21 41  1  0
 21 42  1  0
 21 43  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       1.134   2.195   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.468   1.425   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.468  -0.115   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       1.134  -0.885   0.000  0.00  0.00           O+0
HETATM    5  N   UNK     0       3.802  -0.885   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0       3.802  -2.425   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.048  -3.330   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.572  -4.795   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.032  -4.795   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.556  -3.330   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0       1.091  -2.854   0.000  0.00  0.00           N+0
HETATM   12  C   UNK     0      -0.053  -3.885   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.771  -1.348   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.136  -0.115   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.136   1.425   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.469   2.195   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       7.803   1.425   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       7.803  -0.115   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.469  -0.885   0.000  0.00  0.00           C+0
HETATM   20 Cl   UNK     0       9.137   2.195   0.000  0.00  0.00          Cl+0
HETATM   21 Cl   UNK     0       6.469   3.735   0.000  0.00  0.00          Cl+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6   14                                                  
CONECT    6    5    7   10                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9    6   11                                                  
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11                                                            
CONECT   14    5   15   19                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17   21                                                  
CONECT   17   16   18   20                                                  
CONECT   18   17   19                                                       
CONECT   19   18   14                                                       
CONECT   20   17                                                            
CONECT   21   16                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   44    0
END

COMPND    HMDB0255004
HETATM    1  C1  UNL     1      -2.046   3.847   1.166  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.113   2.817   0.617  1.00  0.00           C  
HETATM    3  C3  UNL     1      -1.704   1.454   0.610  1.00  0.00           C  
HETATM    4  O1  UNL     1      -2.843   1.303   1.120  1.00  0.00           O  
HETATM    5  N1  UNL     1      -0.978   0.356   0.031  1.00  0.00           N  
HETATM    6  C4  UNL     1      -1.571  -0.919   0.045  1.00  0.00           C  
HETATM    7  C5  UNL     1      -1.232  -1.875   0.976  1.00  0.00           C  
HETATM    8  C6  UNL     1      -1.800  -3.127   0.992  1.00  0.00           C  
HETATM    9  C7  UNL     1      -2.743  -3.480   0.062  1.00  0.00           C  
HETATM   10 CL1  UNL     1      -3.475  -5.081   0.075  1.00  0.00          CL  
HETATM   11  C8  UNL     1      -3.099  -2.529  -0.887  1.00  0.00           C  
HETATM   12 CL2  UNL     1      -4.300  -2.990  -2.058  1.00  0.00          CL  
HETATM   13  C9  UNL     1      -2.512  -1.259  -0.888  1.00  0.00           C  
HETATM   14  C10 UNL     1       0.323   0.635  -0.515  1.00  0.00           C  
HETATM   15  C11 UNL     1       0.263   0.530  -2.076  1.00  0.00           C  
HETATM   16  C12 UNL     1       1.756   0.771  -2.304  1.00  0.00           C  
HETATM   17  C13 UNL     1       2.367  -0.288  -1.398  1.00  0.00           C  
HETATM   18  C14 UNL     1       1.361  -0.397  -0.268  1.00  0.00           C  
HETATM   19  N2  UNL     1       1.920  -0.467   1.032  1.00  0.00           N  
HETATM   20  C15 UNL     1       2.623   0.686   1.494  1.00  0.00           C  
HETATM   21  C16 UNL     1       2.829  -1.601   1.137  1.00  0.00           C  
HETATM   22  H1  UNL     1      -1.799   4.814   0.679  1.00  0.00           H  
HETATM   23  H2  UNL     1      -3.082   3.547   0.864  1.00  0.00           H  
HETATM   24  H3  UNL     1      -1.981   3.945   2.267  1.00  0.00           H  
HETATM   25  H4  UNL     1      -0.166   2.740   1.198  1.00  0.00           H  
HETATM   26  H5  UNL     1      -0.881   3.066  -0.439  1.00  0.00           H  
HETATM   27  H6  UNL     1      -0.499  -1.642   1.731  1.00  0.00           H  
HETATM   28  H7  UNL     1      -1.500  -3.839   1.738  1.00  0.00           H  
HETATM   29  H8  UNL     1      -2.829  -0.556  -1.657  1.00  0.00           H  
HETATM   30  H9  UNL     1       0.604   1.681  -0.369  1.00  0.00           H  
HETATM   31  H10 UNL     1      -0.019  -0.490  -2.344  1.00  0.00           H  
HETATM   32  H11 UNL     1      -0.320   1.336  -2.509  1.00  0.00           H  
HETATM   33  H12 UNL     1       2.063   0.696  -3.349  1.00  0.00           H  
HETATM   34  H13 UNL     1       1.965   1.743  -1.813  1.00  0.00           H  
HETATM   35  H14 UNL     1       3.352   0.071  -1.059  1.00  0.00           H  
HETATM   36  H15 UNL     1       2.451  -1.207  -1.998  1.00  0.00           H  
HETATM   37  H16 UNL     1       0.849  -1.399  -0.446  1.00  0.00           H  
HETATM   38  H17 UNL     1       3.267   1.085   0.714  1.00  0.00           H  
HETATM   39  H18 UNL     1       1.962   1.437   1.975  1.00  0.00           H  
HETATM   40  H19 UNL     1       3.304   0.337   2.327  1.00  0.00           H  
HETATM   41  H20 UNL     1       3.901  -1.264   1.075  1.00  0.00           H  
HETATM   42  H21 UNL     1       2.692  -2.110   2.107  1.00  0.00           H  
HETATM   43  H22 UNL     1       2.634  -2.376   0.347  1.00  0.00           H  
CONECT    1    2   22   23   24
CONECT    2    3   25   26
CONECT    3    4    4    5
CONECT    5    6   14
CONECT    6    7    7   13
CONECT    7    8   27
CONECT    8    9    9   28
CONECT    9   10   11
CONECT   11   12   13   13
CONECT   13   29
CONECT   14   15   18   30
CONECT   15   16   31   32
CONECT   16   17   33   34
CONECT   17   18   35   36
CONECT   18   19   37
CONECT   19   20   21
CONECT   20   38   39   40
CONECT   21   41   42   43
END

HMDB0255004
     RDKit          3D
n-(3,4-Dichlorophenyl)-n-[(1r,2s)-2-(dimethylamino)cyclopentyl]propanamide
 43 44  0  0  0  0  0  0  0  0999 V2000
   -2.0462    3.8468    1.1656 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1128    2.8167    0.6173 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7036    1.4539    0.6100 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8430    1.3027    1.1200 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9777    0.3557    0.0309 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5709   -0.9192    0.0455 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2318   -1.8747    0.9762 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7996   -3.1269    0.9919 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7430   -3.4798    0.0620 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4748   -5.0815    0.0748 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -3.0992   -2.5295   -0.8867 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2996   -2.9898   -2.0583 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.5115   -1.2587   -0.8881 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3234    0.6351   -0.5147 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2634    0.5302   -2.0759 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7560    0.7706   -2.3037 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3670   -0.2879   -1.3979 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3613   -0.3971   -0.2682 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9199   -0.4670    1.0322 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6230    0.6863    1.4940 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8291   -1.6013    1.1367 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7990    4.8136    0.6785 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0817    3.5470    0.8642 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9805    3.9453    2.2669 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1656    2.7404    1.1977 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8811    3.0662   -0.4393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4990   -1.6419    1.7311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4999   -3.8388    1.7379 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8291   -0.5556   -1.6575 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6040    1.6809   -0.3693 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0195   -0.4896   -2.3441 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3200    1.3363   -2.5086 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0631    0.6957   -3.3486 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9654    1.7430   -1.8135 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3521    0.0712   -1.0591 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4513   -1.2075   -1.9984 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8492   -1.3991   -0.4455 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2667    1.0850    0.7135 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9622    1.4366    1.9751 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3043    0.3367    2.3272 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9011   -1.2641    1.0750 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6922   -2.1098    2.1068 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6345   -2.3761    0.3467 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
  9 11  1  0
 11 12  1  0
 11 13  2  0
  5 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  1  0
 13  6  1  0
 18 14  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  2 25  1  0
  2 26  1  0
  7 27  1  0
  8 28  1  0
 13 29  1  0
 14 30  1  0
 15 31  1  0
 15 32  1  0
 16 33  1  0
 16 34  1  0
 17 35  1  0
 17 36  1  0
 18 37  1  0
 20 38  1  0
 20 39  1  0
 20 40  1  0
 21 41  1  0
 21 42  1  0
 21 43  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
DCDPP	HMDB
N-(2-(Dimethylamino)cyclopentyl)-N-(3,4-dichlorophenyl)propanamid	HMDB
U 78753E maleate	HMDB
U 78753E, ethanedioate salt (1:1), (cis)-isomer	HMDB

Chemical Formula

C₁₆H₂₂Cl₂N₂O

Average Molecular Weight

329.27

Monoisotopic Molecular Weight

328.1109187

IUPAC Name

N-(3,4-dichlorophenyl)-N-[2-(dimethylamino)cyclopentyl]propanamide

Traditional Name

N-(3,4-dichlorophenyl)-N-[2-(dimethylamino)cyclopentyl]propanamide

CAS Registry Number

Not Available

SMILES

CCC(=O)N(C1CCCC1N(C)C)C1=CC(Cl)=C(Cl)C=C1

InChI Identifier

InChI=1S/C16H22Cl2N2O/c1-4-16(21)20(11-8-9-12(17)13(18)10-11)15-7-5-6-14(15)19(2)3/h8-10,14-15H,4-7H2,1-3H3

InChI Key

YCRFSKUCDBJWLX-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as anilides. These are organic heterocyclic compounds derived from oxoacids RkE(=O)l(OH)m (l not 0) by replacing an OH group by the NHPh group or derivative formed by ring substitution.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Anilides

Direct Parent

Anilides

Alternative Parents

Substituents

Anilide
1,2-dichlorobenzene
Chlorobenzene
Halobenzene
Aryl chloride
Aryl halide
Tertiary carboxylic acid amide
Amino acid or derivatives
Carboxamide group
Tertiary amine
Tertiary aliphatic amine
Carboxylic acid derivative
Organochloride
Organohalogen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Amine
Carbonyl group
Organic oxygen compound
Organonitrogen compound
Organooxygen compound
Organic nitrogen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic 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	3.9	ALOGPS
logP	3.97	ChemAxon
logS	-3.5	ALOGPS
pKa (Strongest Basic)	8.84	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	23.55 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	87.77 m³·mol⁻¹	ChemAxon
Polarizability	34.57 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	176.779	30932474
DeepCCS	[M-H]-	174.421	30932474
DeepCCS	[M-2H]-	207.307	30932474
DeepCCS	[M+Na]+	182.872	30932474

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
n-(3,4-Dichlorophenyl)-n-[(1r,2s)-2-(dimethylamino)cyclopentyl]propanamide	CCC(=O)N(C1CCCC1N(C)C)C1=CC(Cl)=C(Cl)C=C1	3163.7	Standard polar	33892256
n-(3,4-Dichlorophenyl)-n-[(1r,2s)-2-(dimethylamino)cyclopentyl]propanamide	CCC(=O)N(C1CCCC1N(C)C)C1=CC(Cl)=C(Cl)C=C1	2378.8	Standard non polar	33892256
n-(3,4-Dichlorophenyl)-n-[(1r,2s)-2-(dimethylamino)cyclopentyl]propanamide	CCC(=O)N(C1CCCC1N(C)C)C1=CC(Cl)=C(Cl)C=C1	2343.0	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - n-(3,4-Dichlorophenyl)-n-[(1r,2s)-2-(dimethylamino)cyclopentyl]propanamide GC-MS (Non-derivatized) - 70eV, Positive	splash10-074i-9341000000-13e9ae67d0112488b2f1	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - n-(3,4-Dichlorophenyl)-n-[(1r,2s)-2-(dimethylamino)cyclopentyl]propanamide GC-MS (Non-derivatized) - 70eV, Positive	Not Available	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

46419

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

51228

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 n-(3,4-Dichlorophenyl)-n-[(1r,2s)-2-(dimethylamino)cyclopentyl]propanamide (HMDB0255004)

MOL for HMDB0255004 (n-(3,4-Dichlorophenyl)-n-[(1r,2s)-2-(dimethylamino)cyclopentyl]propanamide)

3D MOL for HMDB0255004 (n-(3,4-Dichlorophenyl)-n-[(1r,2s)-2-(dimethylamino)cyclopentyl]propanamide)

3D SDF for HMDB0255004 (n-(3,4-Dichlorophenyl)-n-[(1r,2s)-2-(dimethylamino)cyclopentyl]propanamide)

3D-SDF for HMDB0255004 (n-(3,4-Dichlorophenyl)-n-[(1r,2s)-2-(dimethylamino)cyclopentyl]propanamide)

PDB for HMDB0255004 (n-(3,4-Dichlorophenyl)-n-[(1r,2s)-2-(dimethylamino)cyclopentyl]propanamide)

3D PDB for HMDB0255004 (n-(3,4-Dichlorophenyl)-n-[(1r,2s)-2-(dimethylamino)cyclopentyl]propanamide)

SMILES for HMDB0255004 (n-(3,4-Dichlorophenyl)-n-[(1r,2s)-2-(dimethylamino)cyclopentyl]propanamide)

INCHI for HMDB0255004 (n-(3,4-Dichlorophenyl)-n-[(1r,2s)-2-(dimethylamino)cyclopentyl]propanamide)

Structure for HMDB0255004 (n-(3,4-Dichlorophenyl)-n-[(1r,2s)-2-(dimethylamino)cyclopentyl]propanamide)

3D Structure for HMDB0255004 (n-(3,4-Dichlorophenyl)-n-[(1r,2s)-2-(dimethylamino)cyclopentyl]propanamide)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra