4-Methyl-7-(4-(2-(methylamino)ethyl)phenyl)quinolin-2-amine Dihydrochloride

ID: ALA4462492

PubChem CID: 155529105

Max Phase: Preclinical

Molecular Formula: C19H23Cl2N3

Molecular Weight: 291.40

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CNCCc1ccc(-c2ccc3c(C)cc(N)nc3c2)cc1.Cl.Cl

Standard InChI:  InChI=1S/C19H21N3.2ClH/c1-13-11-19(20)22-18-12-16(7-8-17(13)18)15-5-3-14(4-6-15)9-10-21-2;;/h3-8,11-12,21H,9-10H2,1-2H3,(H2,20,22);2*1H

Standard InChI Key:  XAFIEJHEDOOBQT-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 24  0  0  0  0  0  0  0  0999 V2000
   34.7513  -10.5451    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   27.7212   -9.6577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7200  -10.4813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4322  -10.8944    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.4304   -9.2488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1432   -9.6541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1439  -10.4772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8566  -10.8884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5690  -10.4735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5642   -9.6472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8510   -9.2438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0079  -10.8935    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.4280   -8.4316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2747  -10.8752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2773  -11.6935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9861  -12.0987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6928  -11.6866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6863  -10.8652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9769  -10.4638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.4030  -12.0909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.1082  -11.6780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.8184  -12.0822    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.5236  -11.6693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1128   -9.4637    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 17  2  0
 17 18  1  0
 18 19  2  0
 19 14  1  0
  9 14  1  0
 17 20  1  0
 20 21  1  0
 21 22  1  0
 22 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: 291.40

Molecular Weight (Monoisotopic): 291.1735

AlogP: 3.55

#Rotatable Bonds: 4

Polar Surface Area: 50.94

Molecular Species: BASE

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 10.10

CX LogP: 3.90

CX LogD: 1.21

Aromatic Rings: 3

Heavy Atoms: 22

QED Weighted: 0.77

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