US9062043, Table 15, Compound 9::US9062043, Table 20, Compound 1

ID: ALA3700564

PubChem CID: 57664077

Max Phase: Preclinical

Molecular Formula: C17H10FN3O2S

Molecular Weight: 339.35

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)c1ccc2c(c1)nc(Nc1cccc(F)c1)c1ncsc12

Standard InChI:  InChI=1S/C17H10FN3O2S/c18-10-2-1-3-11(7-10)20-16-14-15(24-8-19-14)12-5-4-9(17(22)23)6-13(12)21-16/h1-8H,(H,20,21)(H,22,23)

Standard InChI Key:  LWIGZYQZGDSMIX-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    2.5973   -1.5031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5956   -2.7031    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5981   -1.5000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8971   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1953   -1.5031    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1932   -3.0039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4896   -3.7585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4844   -5.2585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1828   -6.0040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8863   -5.2495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8450   -5.8459    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8915   -3.7495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8971    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0114    1.7529    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4013    3.1233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9095    2.9665    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5981    1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9  4  1  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 17 19  2  0
 19 13  1  0
 11 20  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  1  0
 24  7  1  0
 24 20  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA3700564

   4-(3-Fluoroanilino)-[1,3]thiazolo[4,5-c]quinoline-7-carboxylic acid

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: 339.35

Molecular Weight (Monoisotopic): 339.0478

AlogP: 4.43

#Rotatable Bonds: 3

Polar Surface Area: 75.11

Molecular Species: ACID

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.62

CX Basic pKa: ┄

CX LogP: 4.11

CX LogD: 0.77

Aromatic Rings: 4

Heavy Atoms: 24

QED Weighted: 0.58

Np Likeness Score: -1.42

References

1.  (2015)  Fused tricyclic compounds as serine-threonine protein kinase and PARP modulators, 

Source

Source(1):

• BindingDB Database