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

ID: ALA4527163

PubChem CID: 155544238

Max Phase: Preclinical

Molecular Formula: C19H21N3

Molecular Weight: 291.40

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCc1ccc(-c2ccc3c(C)cc(N)nc3c2)cc1CN

Standard InChI:  InChI=1S/C19H21N3/c1-3-13-4-5-14(9-16(13)11-20)15-6-7-17-12(2)8-19(21)22-18(17)10-15/h4-10H,3,11,20H2,1-2H3,(H2,21,22)

Standard InChI Key:  XEKHNHNHDNWKRZ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
   22.3228  -19.6868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3216  -20.5105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0338  -20.9236    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.0320  -19.2780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7447  -19.6832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7455  -20.5064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4582  -20.9176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1706  -20.5026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1658  -19.6764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4526  -19.2730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6095  -20.9227    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.0296  -18.4608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8763  -20.9044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8789  -21.7227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5785  -20.4930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2865  -20.8907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2971  -21.7146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5888  -22.1294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9891  -20.4734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.7018  -20.8732    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.0087  -22.1164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0165  -22.9335    0.0000 C   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
 21 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4527163

   ---

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: 291.40

Molecular Weight (Monoisotopic): 291.1735

AlogP: 3.81

#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: 9.24

CX LogP: 4.14

CX LogD: 2.23

Aromatic Rings: 3

Heavy Atoms: 22

QED Weighted: 0.77

Np Likeness Score: -0.23

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