7-(3-(Aminomethyl)-4-(pyridin-3-ylmethoxy)phenyl)-4-methylquinolin-2-amine

ID: ALA4576585

PubChem CID: 146025977

Max Phase: Preclinical

Molecular Formula: C23H22N4O

Molecular Weight: 370.46

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1cc(N)nc2cc(-c3ccc(OCc4cccnc4)c(CN)c3)ccc12

Standard InChI:  InChI=1S/C23H22N4O/c1-15-9-23(25)27-21-11-18(4-6-20(15)21)17-5-7-22(19(10-17)12-24)28-14-16-3-2-8-26-13-16/h2-11,13H,12,14,24H2,1H3,(H2,25,27)

Standard InChI Key:  RSZQDXJFSPTWRD-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    4.2278  -22.3017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9400  -22.7148    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9382  -21.0692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6510  -21.4745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6517  -22.2976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3644  -22.7088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0768  -22.2938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0721  -21.4676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3588  -21.0642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5157  -22.7139    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9358  -20.2520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7825  -22.6956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7851  -23.5139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4847  -22.2842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1927  -22.6819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2033  -23.5058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4950  -23.9206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8953  -22.2646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6080  -22.6645    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.9149  -23.9076    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.9227  -24.7247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6343  -25.1265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6368  -25.9448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3476  -26.3466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0523  -25.9312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0418  -25.1098    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.3305  -24.7118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 26 27  1  0
 27 28  2  0
 28 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4576585

   ---

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: 370.46

Molecular Weight (Monoisotopic): 370.1794

AlogP: 4.23

#Rotatable Bonds: 5

Polar Surface Area: 87.05

Molecular Species: BASE

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.69

CX LogP: 3.53

CX LogD: 2.13

Aromatic Rings: 4

Heavy Atoms: 28

QED Weighted: 0.55

Np Likeness Score: -0.62

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