N-(4-((((1S,2S)-2-(2,3-Dichlorophenyl)cyclopropyl)methyl)(propyl)amino)butyl)-4-(pyridin-2-yl)benzamide Hydrochloride

ID: ALA4522558

PubChem CID: 155543691

Max Phase: Preclinical

Molecular Formula: C29H34Cl3N3O

Molecular Weight: 510.51

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCN(CCCCNC(=O)c1ccc(-c2ccccn2)cc1)C[C@H]1C[C@@H]1c1cccc(Cl)c1Cl.Cl

Standard InChI:  InChI=1S/C29H33Cl2N3O.ClH/c1-2-17-34(20-23-19-25(23)24-8-7-9-26(30)28(24)31)18-6-5-16-33-29(35)22-13-11-21(12-14-22)27-10-3-4-15-32-27;/h3-4,7-15,23,25H,2,5-6,16-20H2,1H3,(H,33,35);1H/t23-,25+;/m1./s1

Standard InChI Key:  JEMQTHDWBCYAAO-BUDDBBPTSA-N

Molfile:  

     RDKit          2D

 36 38  0  0  0  0  0  0  0  0999 V2000
   12.1629  -30.2443    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    5.2209  -28.4985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9328  -28.0858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6446  -28.4985    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.3523  -28.0858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0642  -28.4985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7760  -28.0858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3996  -28.4985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8082  -29.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6878  -28.0858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6927  -27.2634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9817  -26.8549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2689  -27.2635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2715  -28.0891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9831  -28.4980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4845  -28.4931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1914  -28.0832    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.8999  -28.4905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6068  -28.0806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9014  -29.3077    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.3117  -28.4902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3036  -26.8558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6001  -27.2674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0171  -27.2629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0147  -28.0798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6456  -29.3157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3539  -29.7234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3549  -30.5406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7214  -26.8550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4298  -27.2645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1366  -26.8559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1362  -26.0378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4230  -25.6301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7192  -26.0412    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4012  -26.8562    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.9821  -26.0377    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  1
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  8  2  1  0
  9  8  1  0
  2  9  1  0
  8 10  1  6
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 10  1  0
  7 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  2  0
 19 21  2  0
 21 25  1  0
 24 22  1  0
 22 23  2  0
 23 19  1  0
 24 25  2  0
  4 26  1  0
 26 27  1  0
 27 28  1  0
 29 30  2  0
 30 31  1  0
 31 32  2  0
 32 33  1  0
 33 34  2  0
 34 29  1  0
 24 29  1  0
 11 35  1  0
 12 36  1  0
M  END

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 510.51

Molecular Weight (Monoisotopic): 509.2001

AlogP: 7.08

#Rotatable Bonds: 12

Polar Surface Area: 45.23

Molecular Species: BASE

HBA: 3

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 10.37

CX LogP: 6.75

CX LogD: 3.89

Aromatic Rings: 3

Heavy Atoms: 35

QED Weighted: 0.26

Np Likeness Score: -1.12

References

1. Tan L, Zhou Q, Yan W, Sun J, Kozikowski AP, Zhao S, Huang XP, Cheng J..  (2020)  Design and Synthesis of Bitopic 2-Phenylcyclopropylmethylamine (PCPMA) Derivatives as Selective Dopamine D3 Receptor Ligands.,  63  (9): [PMID:32282200] [10.1021/acs.jmedchem.9b01835]

Source

Source(1):

• Scientific Literature