(4-amino-2-(pyridin-3-ylamino)thiazol-5-yl)(2-fluorophenyl)methanone

ID: ALA1761791

Cas Number: 1289638-15-8

PubChem CID: 54581340

Max Phase: Preclinical

Molecular Formula: C15H11FN4OS

Molecular Weight: 314.35

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Nc1nc(Nc2cccnc2)sc1C(=O)c1ccccc1F

Standard InChI:  InChI=1S/C15H11FN4OS/c16-11-6-2-1-5-10(11)12(21)13-14(17)20-15(22-13)19-9-4-3-7-18-8-9/h1-8H,17H2,(H,19,20)

Standard InChI Key:  XHJMMMPXTUEBMQ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
   20.0416  -13.7334    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   20.8666  -13.7334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1234  -12.9492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4541  -12.4625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.7891  -12.9492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3508  -14.4014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0143  -15.1547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1714  -14.3161    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.9084  -12.6954    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.0044  -12.6946    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.3915  -13.2470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6076  -12.9899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9951  -13.5414    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.1668  -14.3493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9564  -14.6026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5655  -14.0494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1927  -15.2354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8563  -15.9878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3406  -16.6568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1651  -16.5685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4978  -15.8158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3180  -15.7272    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
 10 11  1  0
  1  2  1  0
 11 12  2  0
  2  6  1  0
 12 13  1  0
 13 14  2  0
  6  7  1  0
 14 15  1  0
  2  3  2  0
 15 16  2  0
 16 11  1  0
  6  8  2  0
  7 17  2  0
  3  4  1  0
 17 18  1  0
  3  9  1  0
 18 19  2  0
  4  5  2  0
 19 20  1  0
  5 10  1  0
 20 21  2  0
 21  7  1  0
  5  1  1  0
 21 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1761791

   (4-Amino-2-(pyridin-3-ylamino)thiazol-5-yl)(2-fluorophenyl)methanone

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: 314.35

Molecular Weight (Monoisotopic): 314.0638

AlogP: 3.23

#Rotatable Bonds: 4

Polar Surface Area: 80.90

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.88

CX Basic pKa: 5.30

CX LogP: 3.69

CX LogD: 3.69

Aromatic Rings: 3

Heavy Atoms: 22

QED Weighted: 0.72

Np Likeness Score: -2.03

References

1. Laha JK, Zhang X, Qiao L, Liu M, Chatterjee S, Robinson S, Kosik KS, Cuny GD..  (2011)  Structure-activity relationship study of 2,4-diaminothiazoles as Cdk5/p25 kinase inhibitors.,  21  (7): [PMID:21353545] [10.1016/j.bmcl.2011.01.140]

Source

Source(1):

• Scientific Literature