SB-400868-A

ID: ALA1909377

PubChem CID: 57394600

Max Phase: Preclinical

Molecular Formula: C18H16ClN3O2

Molecular Weight: 305.34

Molecule Type: Small molecule

Names and Identifiers

Synonyms: SB-400868-A | SB-400868A | SB-400868-A|CHEMBL1909377|SB-400868A

Canonical SMILES:  Cl.c1ccc(-c2nc3n(c2-c2ccc4c(c2)OCO4)CCC3)nc1

Standard InChI:  InChI=1S/C18H15N3O2.ClH/c1-2-8-19-13(4-1)17-18(21-9-3-5-16(21)20-17)12-6-7-14-15(10-12)23-11-22-14;/h1-2,4,6-8,10H,3,5,9,11H2;1H

Standard InChI Key:  MANCZWLKICJSHK-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 27  0  0  0  0  0  0  0  0999 V2000
    2.2393    1.0871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7242    1.7545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5088    1.4996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2935    1.7545    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7784    1.0871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2935    0.4197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5484   -0.3650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3554   -0.5365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6103   -1.3211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0583   -1.9342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1445   -2.7547    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3908   -3.0902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8388   -2.4771    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2513   -1.7627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9964   -0.9780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5088    0.6746    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7242    0.4197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6034    1.0871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0159    1.8016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8409    1.8016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2534    1.0871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8409    0.3726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0159    0.3726    0.0000 N   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  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 10 14  1  0
 14 15  2  0
  7 15  1  0
  6 16  1  0
  3 16  1  0
 16 17  1  0
  1 17  1  0
  5 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 18 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: 305.34

Molecular Weight (Monoisotopic): 305.1164

AlogP: 3.29

#Rotatable Bonds: 2

Polar Surface Area: 49.17

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 3.14

CX LogP: 2.82

CX LogD: 2.82

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.73

Np Likeness Score: -0.76

References

1. Compounds: GSK PKIS; Assays: Nanosyn kinase panel,  [10.6019/CHEMBL1961873]

2. Compounds: GSK PKIS; Assays: UNC Frye lab,  [10.6019/CHEMBL2007661]

3. Data associated with the publication PLoS ONE, 8(3), e57888, (2013) PMID: 23505445. Compounds: GSK PKIS; Assays: NIH NCATS, 

Source

Source(1):

• GSK Published Kinase Inhibitor Set