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

ID: ALA4465991

PubChem CID: 146025978

Max Phase: Preclinical

Molecular Formula: C21H20N4OS

Molecular Weight: 376.49

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1cc(N)nc2cc(-c3ccc(OCc4cscn4)c(CN)c3)ccc12

Standard InChI:  InChI=1S/C21H20N4OS/c1-13-6-21(23)25-19-8-15(2-4-18(13)19)14-3-5-20(16(7-14)9-22)26-10-17-11-27-12-24-17/h2-8,11-12H,9-10,22H2,1H3,(H2,23,25)

Standard InChI Key:  QMLWVSKDYLAYRJ-UHFFFAOYSA-N

Molfile:  

 
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   27.1835  -22.3059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8957  -22.7189    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.8939  -21.0733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6066  -21.4786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6074  -22.3017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3200  -22.7129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   29.3145  -21.0684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4713  -22.7180    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.8914  -20.2561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7382  -22.6997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7407  -23.5180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4404  -22.2883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1483  -22.6860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   31.4506  -23.9247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8510  -22.2687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5636  -22.6686    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.8705  -23.9117    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.8783  -24.7289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5899  -25.1307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.6873  -25.9392    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.4882  -26.1015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.8900  -25.3898    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   34.3374  -24.7879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 27 23  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4465991

   ---

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: 376.49

Molecular Weight (Monoisotopic): 376.1358

AlogP: 4.29

#Rotatable Bonds: 5

Polar Surface Area: 87.05

Molecular Species: BASE

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.69

CX LogP: 3.49

CX LogD: 2.09

Aromatic Rings: 4

Heavy Atoms: 27

QED Weighted: 0.54

Np Likeness Score: -1.00

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