7-(4-(Aminomethyl)phenyl)-4-methylquinolin-2-amine Dihydrochloride

ID: ALA4522356

PubChem CID: 155543079

Max Phase: Preclinical

Molecular Formula: C17H19Cl2N3

Molecular Weight: 263.34

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1cc(N)nc2cc(-c3ccc(CN)cc3)ccc12.Cl.Cl

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

Standard InChI Key:  DNMFGAGUZLYUHT-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 22 22  0  0  0  0  0  0  0  0999 V2000
    7.1442  -19.9510    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.2372  -16.9670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2361  -17.7907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9483  -18.2038    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9465  -16.5581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6592  -16.9634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6600  -17.7865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3727  -18.1977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0850  -17.7828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0803  -16.9565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3671  -16.5532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5239  -18.2028    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9441  -15.7409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7908  -18.1846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7934  -19.0028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5022  -19.4080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2089  -18.9959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2023  -18.1745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4930  -17.7731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9191  -19.4002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6243  -18.9873    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.5057  -19.3938    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
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: 9.27

CX LogP: 3.18

CX LogD: 1.24

Aromatic Rings: 3

Heavy Atoms: 20

QED Weighted: 0.75

Np Likeness Score: -0.29

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