SID573255

ID: ALA1998256

Cas Number: 53868-26-1

PubChem CID: 54607543

Max Phase: Preclinical

Molecular Formula: C25H31Cl3N2O

Molecular Weight: 445.43

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cl.OC(c1cc(C23CC4CC(CC(C4)C2)C3)nc2c(Cl)cc(Cl)cc12)C1CCCCN1

Standard InChI:  InChI=1S/C25H30Cl2N2O.ClH/c26-17-8-18-19(24(30)21-3-1-2-4-28-21)10-22(29-23(18)20(27)9-17)25-11-14-5-15(12-25)7-16(6-14)13-25;/h8-10,14-16,21,24,28,30H,1-7,11-13H2;1H

Standard InChI Key:  JQALIVSYOXLOBE-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 31 35  0  0  0  0  0  0  0  0999 V2000
    4.4833    0.0000    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.2440   -0.2679    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.8152   -2.7430    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.0428   -0.2682    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8150    0.5570    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0427   -1.9182    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1005    1.7945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1006    0.9695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1006   -0.6805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8151   -0.2680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6139   -0.2681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6349    1.4208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1005    2.5419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8361    1.4208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1855    2.2111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2856    2.2111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5500    3.3322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6139    0.5569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5500    1.8374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2856    2.9585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1855    2.9585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5296   -0.6805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3283   -0.6806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1007   -1.5055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8152   -1.9180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5296   -1.5055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3283   -1.5056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6138   -1.9181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0427   -2.7432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6137   -2.7431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3282   -3.1556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2 22  1  0
  3 25  1  0
  4 23  1  0
  5  8  2  0
  5 10  1  0
  6 27  1  0
  6 29  1  0
  7  8  1  0
  7 12  1  0
  7 13  1  0
  7 14  1  0
  8 18  1  0
  9 10  1  0
  9 11  1  0
  9 24  2  0
 10 22  2  0
 16 19  1  0
 11 23  1  0
 12 15  1  0
 13 17  1  0
 14 16  1  0
 15 19  1  0
 15 21  1  0
 11 18  2  0
 16 20  1  0
 17 20  1  0
 17 21  1  0
 22 26  1  0
 23 27  1  0
 24 25  1  0
 25 26  2  0
 27 28  1  0
 28 30  1  0
 29 31  1  0
 30 31  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: 445.43

Molecular Weight (Monoisotopic): 444.1735

AlogP: 6.18

#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: 13.87

CX Basic pKa: 9.54

CX LogP: 5.91

CX LogD: 3.81

Aromatic Rings: 2

Heavy Atoms: 30

QED Weighted: 0.59

Np Likeness Score: -0.01

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