N-((2-(5-Chloro-2-methoxyphenyl)cyclopropyl)methyl)-N-(cyclopropylmethyl)-3-((4-methyl-5-phenyl-4H-1,2,4-triazol-3-yl)thio)propan-1-amine Hydrochloride

ID: ALA4475699

PubChem CID: 155537907

Max Phase: Preclinical

Molecular Formula: C27H34Cl2N4OS

Molecular Weight: 497.11

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(Cl)cc1C1CC1CN(CCCSc1nnc(-c2ccccc2)n1C)CC1CC1.Cl

Standard InChI:  InChI=1S/C27H33ClN4OS.ClH/c1-31-26(20-7-4-3-5-8-20)29-30-27(31)34-14-6-13-32(17-19-9-10-19)18-21-15-23(21)24-16-22(28)11-12-25(24)33-2;/h3-5,7-8,11-12,16,19,21,23H,6,9-10,13-15,17-18H2,1-2H3;1H

Standard InChI Key:  SMWNOTWKMBPIIJ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 35 38  0  0  0  0  0  0  0  0999 V2000
   36.2703   -5.5797    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   31.3585   -2.9994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0740   -2.5845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7895   -2.9994    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.5008   -2.5845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2163   -2.9994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.9319   -2.5845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.6473   -2.9994    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   36.3628   -2.5845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.1161   -2.9222    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.6657   -2.3076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.2550   -1.5921    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.4474   -1.7629    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   38.4828   -2.3909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.8202   -3.1469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.6405   -3.2331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.1242   -2.5639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.7860   -1.8067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.9667   -1.7241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5329   -2.9994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9436   -3.7107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8175   -2.5845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8224   -1.7579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1077   -1.3473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3912   -1.7580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3939   -2.5879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1091   -2.9989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1123   -3.8244    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.3984   -4.2379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.2856   -3.7217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7895   -3.8249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5008   -4.2356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1081   -0.5217    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   33.9105   -4.9454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3212   -4.2340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13  9  2  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 14  1  0
 11 14  1  0
 20  2  1  0
 21 20  1  0
  2 21  1  0
 20 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 22  1  0
 27 28  1  0
 28 29  1  0
 10 30  1  0
  4 31  1  0
 31 32  1  0
 24 33  1  0
 34 32  1  0
 35 34  1  0
 32 35  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: 497.11

Molecular Weight (Monoisotopic): 496.2064

AlogP: 6.14

#Rotatable Bonds: 12

Polar Surface Area: 43.18

Molecular Species: BASE

HBA: 6

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 10.34

CX LogP: 5.86

CX LogD: 3.02

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.22

Np Likeness Score: -1.37

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