SID540538

ID: ALA1974235

PubChem CID: 54598468

Max Phase: Preclinical

Molecular Formula: C25H25ClN2O

Molecular Weight: 368.48

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cl.OC(c1cc(-c2ccccc2)nc2c1ccc1ccccc12)C1CCCCN1

Standard InChI:  InChI=1S/C25H24N2O.ClH/c28-25(22-12-6-7-15-26-22)21-16-23(18-9-2-1-3-10-18)27-24-19-11-5-4-8-17(19)13-14-20(21)24;/h1-5,8-11,13-14,16,22,25-26,28H,6-7,12,15H2;1H

Standard InChI Key:  ZAWPIWUEZXQBGS-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 29 32  0  0  0  0  0  0  0  0999 V2000
    5.8339   -2.0669    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0089    0.7910    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.4839   -2.0669    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0089   -0.6379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5964    0.0766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8339   -0.6379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7714    0.0766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8339    0.7910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2464   -1.3524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3589   -0.6379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2464    0.0766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5964   -1.3524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0714   -1.3524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7714   -1.3524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2464    1.5055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3589    0.7910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5339   -0.6379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4839   -0.6379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5339    0.7910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8339    2.2200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0714    1.5055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1214    0.0766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3089   -2.0669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3089   -0.6379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2464    2.9344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4839    2.2200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7214   -1.3524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0714    2.9344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  9  1  0
  2  5  1  0
  2  8  2  0
  3 13  1  0
  3 23  1  0
  4  5  2  0
  4  6  1  0
  4 12  1  0
  5  7  1  0
  6  9  1  0
  6 11  2  0
  7 10  2  0
  7 16  1  0
  8 11  1  0
  8 15  1  0
  9 13  1  0
 10 14  1  0
 10 17  1  0
 12 14  2  0
 13 18  1  0
 15 20  2  0
 15 21  1  0
 16 19  2  0
 17 22  2  0
 18 24  1  0
 19 22  1  0
 20 25  1  0
 21 26  2  0
 23 27  1  0
 24 27  1  0
 25 28  2  0
 26 28  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: 368.48

Molecular Weight (Monoisotopic): 368.1889

AlogP: 5.23

#Rotatable Bonds: 3

Polar Surface Area: 45.15

Molecular Species: BASE

HBA: 3

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.84

CX Basic pKa: 9.52

CX LogP: 4.99

CX LogD: 2.90

Aromatic Rings: 4

Heavy Atoms: 28

QED Weighted: 0.49

Np Likeness Score: 0.13

References

1. PubChem BioAssay data set, 

2. 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(2):

• Scientific Literature
• PubChem BioAssays