N-(4-(((2-(5-Fluoro-2-methoxyphenyl)cyclopropyl)methyl)(propyl)amino)butyl)-1H-indole-2-carboxamide Hydrochloride

ID: ALA4531363

PubChem CID: 155546478

Max Phase: Preclinical

Molecular Formula: C27H35ClFN3O2

Molecular Weight: 451.59

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCN(CCCCNC(=O)c1cc2ccccc2[nH]1)CC1CC1c1cc(F)ccc1OC.Cl

Standard InChI:  InChI=1S/C27H34FN3O2.ClH/c1-3-13-31(18-20-15-22(20)23-17-21(28)10-11-26(23)33-2)14-7-6-12-29-27(32)25-16-19-8-4-5-9-24(19)30-25;/h4-5,8-11,16-17,20,22,30H,3,6-7,12-15,18H2,1-2H3,(H,29,32);1H

Standard InChI Key:  NJUCDIHOBHOUOD-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 34 36  0  0  0  0  0  0  0  0999 V2000
   22.6033  -22.1712    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   17.1592  -19.4823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8761  -19.0667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5928  -19.4823    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.3054  -19.0667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0221  -19.4823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7389  -19.0667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3322  -19.4823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7437  -20.1950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6155  -19.0667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6204  -18.2386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9045  -17.8273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1868  -18.2388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1894  -19.0701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9059  -19.4819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9049  -17.0003    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   14.9092  -20.3089    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.1939  -20.7230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4522  -19.4769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1641  -19.0641    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.8774  -19.4742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5893  -19.0615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8789  -20.2971    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.3419  -19.3913    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.6741  -18.2395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4786  -18.0669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8905  -18.7787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7109  -18.7769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1205  -18.0641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7037  -17.3515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8846  -17.3568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5938  -20.3051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3070  -20.7157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3080  -21.5385    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
  8  2  1  0
  9  8  1  0
  2  9  1  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 10  1  0
 12 16  1  0
 15 17  1  0
 17 18  1  0
  7 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  2  0
 22 24  1  0
 24 27  1  0
 26 25  1  0
 25 22  2  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 31 26  1  0
  4 32  1  0
 32 33  1  0
 33 34  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: 451.59

Molecular Weight (Monoisotopic): 451.2635

AlogP: 5.34

#Rotatable Bonds: 12

Polar Surface Area: 57.36

Molecular Species: BASE

HBA: 3

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 10.36

CX LogP: 4.73

CX LogD: 1.88

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.37

Np Likeness Score: -0.86

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