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

ID: ALA4588416

PubChem CID: 146025972

Max Phase: Preclinical

Molecular Formula: C20H23N3O

Molecular Weight: 321.42

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCOc1ccc(-c2ccc3c(C)cc(N)nc3c2)cc1CN

Standard InChI:  InChI=1S/C20H23N3O/c1-3-8-24-19-7-5-14(10-16(19)12-21)15-4-6-17-13(2)9-20(22)23-18(17)11-15/h4-7,9-11H,3,8,12,21H2,1-2H3,(H2,22,23)

Standard InChI Key:  WKYWHPWEQYJUAT-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
   13.9569  -27.4667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9557  -28.2903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6679  -28.7034    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.6661  -27.0578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3789  -27.4631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3796  -28.2862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0923  -28.6974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8047  -28.2825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7999  -27.4562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0867  -27.0528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2436  -28.7025    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.6637  -26.2406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5104  -28.6842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5130  -29.5025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2126  -28.2728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9206  -28.6705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9312  -29.4944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2229  -29.9092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6232  -28.2532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3359  -28.6531    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.6428  -29.8962    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.6506  -30.7133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3621  -31.1152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3700  -31.9323    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
 22 23  1  0
 23 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4588416

   ---

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: 321.42

Molecular Weight (Monoisotopic): 321.1841

AlogP: 4.04

#Rotatable Bonds: 5

Polar Surface Area: 74.16

Molecular Species: BASE

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.70

CX LogP: 3.90

CX LogD: 2.50

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.74

Np Likeness Score: -0.40

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