7-(3-(Aminomethyl)-4-chlorophenyl)-4-methylquinolin-2-amine

ID: ALA4530134

PubChem CID: 155545909

Max Phase: Preclinical

Molecular Formula: C17H16ClN3

Molecular Weight: 297.79

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1cc(N)nc2cc(-c3ccc(Cl)c(CN)c3)ccc12

Standard InChI:  InChI=1S/C17H16ClN3/c1-10-6-17(20)21-16-8-12(2-4-14(10)16)11-3-5-15(18)13(7-11)9-19/h2-8H,9,19H2,1H3,(H2,20,21)

Standard InChI Key:  INYSWISCOURXPI-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
    3.3127  -20.1450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3116  -20.9686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0238  -21.3817    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0220  -19.7361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7347  -20.1414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7355  -20.9645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4482  -21.3757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1605  -20.9608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1558  -20.1345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4426  -19.7311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5994  -21.3808    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0196  -18.9189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8663  -21.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8689  -22.1808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5685  -20.9511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2764  -21.3488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2871  -22.1727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5787  -22.5875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9791  -20.9315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6917  -21.3314    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.9986  -22.5745    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10  5  1  0
  2 11  1  0
  4 12  1  0
 13 14  2  0
 14 18  1  0
 15 13  1  0
  8 13  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 16 19  1  0
 19 20  1  0
 17 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4530134

   ---

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: 297.79

Molecular Weight (Monoisotopic): 297.1033

AlogP: 3.90

#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: 8.95

CX LogP: 3.79

CX LogD: 2.15

Aromatic Rings: 3

Heavy Atoms: 21

QED Weighted: 0.75

Np Likeness Score: -0.58

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