N-(4-(((2-(3-Chlorophenyl)cyclopropyl)methyl)(propyl)amino)butyl)-2-naphthamide Hydrochloride

ID: ALA4525624

PubChem CID: 155543189

Max Phase: Preclinical

Molecular Formula: C28H34Cl2N2O

Molecular Weight: 449.04

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCN(CCCCNC(=O)c1ccc2ccccc2c1)CC1CC1c1cccc(Cl)c1.Cl

Standard InChI:  InChI=1S/C28H33ClN2O.ClH/c1-2-15-31(20-25-19-27(25)23-10-7-11-26(29)18-23)16-6-5-14-30-28(32)24-13-12-21-8-3-4-9-22(21)17-24;/h3-4,7-13,17-18,25,27H,2,5-6,14-16,19-20H2,1H3,(H,30,32);1H

Standard InChI Key:  WMZQIFSWRNNLKA-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 33 35  0  0  0  0  0  0  0  0999 V2000
   18.1123  -11.8832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8309  -11.4665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5495  -11.8832    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.2640  -11.4665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9826  -11.8832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7012  -11.4665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2831  -11.8832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6956  -12.5977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5645  -11.4665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5694  -10.6362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8516  -10.2238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1320  -10.6364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1347  -11.4698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8531  -11.8827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4165  -11.8777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1301  -11.4639    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.8454  -11.8751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5591  -11.4612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8469  -12.7001    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.2707  -11.8748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2626  -10.2248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5523  -10.6403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9828  -10.6358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9804  -11.4605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6923  -11.8731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4071  -11.4622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4055  -10.6343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6930  -10.2254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5506  -12.7081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2656  -13.1197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2666  -13.9447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8520   -9.3988    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   23.8497  -14.3040    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  7  1  1  0
  8  7  1  0
  1  8  1  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14  9  1  0
  6 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  2  0
 18 20  2  0
 20 24  1  0
 23 21  1  0
 21 22  2  0
 22 18  1  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 23  2  0
  3 29  1  0
 29 30  1  0
 30 31  1  0
 11 32  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: 449.04

Molecular Weight (Monoisotopic): 448.2281

AlogP: 6.52

#Rotatable Bonds: 11

Polar Surface Area: 32.34

Molecular Species: BASE

HBA: 2

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 10.44

CX LogP: 6.32

CX LogD: 3.41

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.34

Np Likeness Score: -0.90

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