(2-Phenylbenzo[h]quinolin-4-yl)methanaminium chloride

ID: ALA3627929

PubChem CID: 122193008

Max Phase: Preclinical

Molecular Formula: C20H17ClN2

Molecular Weight: 284.36

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cl.NCc1cc(-c2ccccc2)nc2c1ccc1ccccc12

Standard InChI:  InChI=1S/C20H16N2.ClH/c21-13-16-12-19(15-7-2-1-3-8-15)22-20-17-9-5-4-6-14(17)10-11-18(16)20;/h1-12H,13,21H2;1H

Standard InChI Key:  RZQLIGJQRCSJBS-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
    5.5631   -0.7405    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.7503   -1.5498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4558   -2.2973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8205   -1.5498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8205    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1332    0.6928    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4277    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4277   -1.5498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1332   -2.2973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4558    0.6928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7503    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0631    0.6928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0631    2.1879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7503    2.9537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4558    2.1879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7151    0.7712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0346    0.0592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3115    0.8463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2683    2.3456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9482    3.0579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6713    2.2708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1451   -3.7981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1887   -4.3905    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  2 11  2  0
 10  5  2  0
  4  3  2  0
  3  2  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9  4  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 10  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 16  1  0
  7 16  1  0
  9 22  1  0
 22 23  1  0
M  END

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 284.36

Molecular Weight (Monoisotopic): 284.1313

AlogP: 4.51

#Rotatable Bonds: 2

Polar Surface Area: 38.91

Molecular Species: BASE

HBA: 2

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.29

CX LogP: 4.28

CX LogD: 2.42

Aromatic Rings: 4

Heavy Atoms: 22

QED Weighted: 0.55

Np Likeness Score: -0.53

References

1. Russo CM, Adhikari AA, Wallach DR, Fernandes S, Balch AN, Kerr WG, Chisholm JD..  (2015)  Synthesis and initial evaluation of quinoline-based inhibitors of the SH2-containing inositol 5'-phosphatase (SHIP).,  25  (22): [PMID:26453006] [10.1016/j.bmcl.2015.09.034]

Source

Source(1):

• Scientific Literature