7-[3-(aminomethyl)phenyl]-4-methyl-quinolin-2-amine Dihydrochloride

ID: ALA4483429

PubChem CID: 155540835

Max Phase: Preclinical

Molecular Formula: C17H19Cl2N3

Molecular Weight: 263.34

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1cc(N)nc2cc(-c3cccc(CN)c3)ccc12.Cl.Cl

Standard InChI:  InChI=1S/C17H17N3.2ClH/c1-11-7-17(19)20-16-9-14(5-6-15(11)16)13-4-2-3-12(8-13)10-18;;/h2-9H,10,18H2,1H3,(H2,19,20);2*1H

Standard InChI Key:  SGPUJJMWTAMZCO-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 22 22  0  0  0  0  0  0  0  0999 V2000
   25.1446  -28.7384    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   24.6108  -26.1179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6096  -26.9480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3273  -27.3644    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.3255  -25.7059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0439  -26.1142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0446  -26.9439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7629  -27.3583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4809  -26.9401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4761  -26.1074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7572  -25.7008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8919  -27.3635    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.3231  -24.8823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1921  -27.3450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1947  -28.1697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9091  -28.5780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6213  -28.1628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6148  -27.3349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8998  -26.9303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3246  -26.9172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0413  -27.3230    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.2660  -28.8632    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
 18 20  1  0
 20 21  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: 263.34

Molecular Weight (Monoisotopic): 263.1422

AlogP: 3.25

#Rotatable Bonds: 2

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: 9.24

CX LogP: 3.18

CX LogD: 1.27

Aromatic Rings: 3

Heavy Atoms: 20

QED Weighted: 0.75

Np Likeness Score: -0.35

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