Rac-7-(1-Amino-2,3-dihydro-1H-inden-5-yl)-4-methylquinolin-2-amine Dihydrochloride

ID: ALA4531336

PubChem CID: 155546366

Max Phase: Preclinical

Molecular Formula: C19H21Cl2N3

Molecular Weight: 289.38

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1cc(N)nc2cc(-c3ccc4c(c3)CCC4N)ccc12.Cl.Cl

Standard InChI:  InChI=1S/C19H19N3.2ClH/c1-11-8-19(21)22-18-10-13(2-5-15(11)18)12-3-6-16-14(9-12)4-7-17(16)20;;/h2-3,5-6,8-10,17H,4,7,20H2,1H3,(H2,21,22);2*1H

Standard InChI Key:  LVCPCMIYFGZWNB-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 25  0  0  0  0  0  0  0  0999 V2000
   13.6693  -14.1090    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   12.7058  -11.5252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7047  -12.3529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4202  -12.7680    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.4185  -11.1144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1347  -11.5216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1355  -12.3488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8515  -12.7619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5674  -12.3449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5627  -11.5147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8459  -11.1094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9890  -12.7671    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.4160  -10.2932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2765  -12.7487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2791  -13.5710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9914  -13.9780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9821  -12.3352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6936  -12.7349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7042  -13.5627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4949  -13.8085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9730  -13.1324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4777  -12.4690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7586  -14.5862    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.5890  -11.4050    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  2  3  2  0
  3  4  1  0
  4  7  2  0
  6  5  2  0
  5  2  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11  6  1  0
  3 12  1  0
  5 13  1  0
 14 15  2  0
 15 16  1  0
 16 19  2  0
 17 14  1  0
  9 14  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 18  1  0
 20 23  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: 289.38

Molecular Weight (Monoisotopic): 289.1579

AlogP: 3.74

#Rotatable Bonds: 1

Polar Surface Area: 64.93

Molecular Species: BASE

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.52

CX LogP: 3.73

CX LogD: 1.56

Aromatic Rings: 3

Heavy Atoms: 22

QED Weighted: 0.72

Np Likeness Score: 0.18

References

1. Cinelli MA, Reidl CT, Li H, Chreifi G, Poulos TL, Silverman RB..  (2020)  First Contact: 7-Phenyl-2-Aminoquinolines, Potent and Selective Neuronal Nitric Oxide Synthase Inhibitors That Target an Isoform-Specific Aspartate.,  63  (9): [PMID:32302123] [10.1021/acs.jmedchem.9b01573]

Source

Source(1):

• Scientific Literature