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

ID: ALA4459441

PubChem CID: 155527043

Max Phase: Preclinical

Molecular Formula: C18H21Cl2N3

Molecular Weight: 277.37

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C18H19N3.2ClH/c1-12-10-18(20)21-17-11-15(6-7-16(12)17)14-4-2-13(3-5-14)8-9-19;;/h2-7,10-11H,8-9,19H2,1H3,(H2,20,21);2*1H

Standard InChI Key:  YSBRVMSJTUJLIP-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 23  0  0  0  0  0  0  0  0999 V2000
   23.5293  -10.9495    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   16.9904   -9.6866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9892  -10.5102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7014  -10.9233    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.6996   -9.2777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4124   -9.6830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4131  -10.5061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1258  -10.9173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8382  -10.5024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8334   -9.6761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1202   -9.2727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2771  -10.9224    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.6972   -8.4605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5439  -10.9041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5465  -11.7224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2553  -12.1275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9620  -11.7155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9555  -10.8941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2461  -10.4927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6722  -12.1198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3774  -11.7069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0876  -12.1111    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.2623   -9.8682    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
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: 277.37

Molecular Weight (Monoisotopic): 277.1579

AlogP: 3.29

#Rotatable Bonds: 3

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: 9.79

CX LogP: 3.47

CX LogD: 1.08

Aromatic Rings: 3

Heavy Atoms: 21

QED Weighted: 0.77

Np Likeness Score: -0.15

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