7-(Isoindolin-4-yl)-4-methylquinolin-2-amine Dihydrochloride

ID: ALA4460322

PubChem CID: 155527878

Max Phase: Preclinical

Molecular Formula: C18H19Cl2N3

Molecular Weight: 275.36

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1cc(N)nc2cc(-c3cccc4c3CNC4)ccc12.Cl.Cl

Standard InChI:  InChI=1S/C18H17N3.2ClH/c1-11-7-18(19)21-17-8-12(5-6-14(11)17)15-4-2-3-13-9-20-10-16(13)15;;/h2-8,20H,9-10H2,1H3,(H2,19,21);2*1H

Standard InChI Key:  CYZBUGCELOCSLB-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 24  0  0  0  0  0  0  0  0999 V2000
    6.3394  -13.9500    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.8369  -11.4984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8358  -12.3221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5479  -12.7352    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5461  -11.0896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2589  -11.4948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2596  -12.3180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9723  -12.7292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6847  -12.3142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6800  -11.4879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9667  -11.0846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1236  -12.7342    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5437  -10.2724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3904  -12.7160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3930  -13.5343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1018  -13.9394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8086  -13.5274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0926  -12.3045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8006  -12.7023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3977  -12.1519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0587  -11.4139    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.2522  -11.5083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0823  -10.4213    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 19  1  0
 18 14  1  0
  9 14  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 18  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: 275.36

Molecular Weight (Monoisotopic): 275.1422

AlogP: 3.40

#Rotatable Bonds: 1

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: 9.16

CX LogP: 3.37

CX LogD: 1.52

Aromatic Rings: 3

Heavy Atoms: 21

QED Weighted: 0.72

Np Likeness Score: -0.24

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