7-(3-(Aminomethyl)-4-(cyclobutylmethoxy)phenyl)-4-methylquinolin-2-amine

ID: ALA4521790

PubChem CID: 146025974

Max Phase: Preclinical

Molecular Formula: C22H25N3O

Molecular Weight: 347.46

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1cc(N)nc2cc(-c3ccc(OCC4CCC4)c(CN)c3)ccc12

Standard InChI:  InChI=1S/C22H25N3O/c1-14-9-22(24)25-20-11-17(5-7-19(14)20)16-6-8-21(18(10-16)12-23)26-13-15-3-2-4-15/h5-11,15H,2-4,12-13,23H2,1H3,(H2,24,25)

Standard InChI Key:  COAPMJAWQNAPQG-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   14.4645   -3.2398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4634   -4.0635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1755   -4.4766    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.1738   -2.8310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8865   -3.2362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8873   -4.0594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5999   -4.4706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3123   -4.0556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3076   -3.2294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5943   -2.8260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7512   -4.4757    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.1713   -2.0138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0181   -4.4574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0206   -5.2757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7202   -4.0460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4282   -4.4437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4388   -5.2675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7305   -5.6824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1308   -4.0264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8435   -4.4262    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.1504   -5.6694    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.1582   -6.4865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8698   -6.8883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0861   -7.6764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8734   -7.4573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6544   -6.6700    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
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  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
 24 25  1  0
 25 26  1  0
 26 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4521790

   ---

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: 347.46

Molecular Weight (Monoisotopic): 347.1998

AlogP: 4.43

#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: 4.25

CX LogD: 2.85

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.72

Np Likeness Score: -0.35

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