N-(3-(5-(2-chlorobenzoyl)thiazol-2-ylamino)-2-fluorophenyl)benzamide

ID: ALA3608982

PubChem CID: 122187238

Max Phase: Preclinical

Molecular Formula: C23H15ClFN3O2S

Molecular Weight: 451.91

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(Nc1cccc(Nc2ncc(C(=O)c3ccccc3Cl)s2)c1F)c1ccccc1

Standard InChI:  InChI=1S/C23H15ClFN3O2S/c24-16-10-5-4-9-15(16)21(29)19-13-26-23(31-19)28-18-12-6-11-17(20(18)25)27-22(30)14-7-2-1-3-8-14/h1-13H,(H,26,28)(H,27,30)

Standard InChI Key:  BXIRSWVONPCPQP-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 31 34  0  0  0  0  0  0  0  0999 V2000
    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
   -2.6003   -1.4978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8990   -0.7455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6024   -2.6978    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2526   -1.3618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2524   -0.2436    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4979    1.0528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0317    0.7358    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0997    2.4249    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2115    3.6347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8120    5.0093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9219    6.2167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4313    6.0495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8307    4.6750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7208    3.4676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.7000    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -5.5200    7.5932    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6277    8.8000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2258   10.1765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4354    8.6642    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3357   11.3839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9363   12.7585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4269   12.9256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3170   11.7183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7165   10.3438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0046    5.1431    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  5  7  1  0
  7  8  1  0
  7  9  2  0
  8 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13  8  1  0
 12 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 15  1  0
  6 21  1  0
 17 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  2  0
 24 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 30 24  1  0
 16 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3608982

   ---

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: 451.91

Molecular Weight (Monoisotopic): 451.0558

AlogP: 6.16

#Rotatable Bonds: 6

Polar Surface Area: 71.09

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 10.36

CX Basic pKa: 0.61

CX LogP: 6.19

CX LogD: 6.19

Aromatic Rings: 4

Heavy Atoms: 31

QED Weighted: 0.34

Np Likeness Score: -1.68

References

1. Park H, Lee S, Hong S..  (2015)  Structure-based de novo design and synthesis of aminothiazole-based p38 MAP kinase inhibitors.,  25  (18): [PMID:26259807] [10.1016/j.bmcl.2015.07.094]

Source

Source(1):

• Scientific Literature