(2-chlorophenyl)(2-(2-fluoro-3-nitrophenylamino)thiazol-5-yl)methanone

ID: ALA3608984

PubChem CID: 122187240

Max Phase: Preclinical

Molecular Formula: C16H9ClFN3O3S

Molecular Weight: 377.78

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(c1cnc(Nc2cccc([N+](=O)[O-])c2F)s1)c1ccccc1Cl

Standard InChI:  InChI=1S/C16H9ClFN3O3S/c17-10-5-2-1-4-9(10)15(22)13-8-19-16(25-13)20-11-6-3-7-12(14(11)18)21(23)24/h1-8H,(H,19,20)

Standard InChI Key:  QHANIENOJITSRW-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 27  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
   -4.8066    8.5581    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7123    7.7290    0.0000 O   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
 22 23  2  0
 22 24  1  0
 17 22  1  0
 16 25  1  0
M  CHG  2  22   1  24  -1
M  END

Alternative Forms

1. Parent:

   

   ALA3608984

   ---

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: 377.78

Molecular Weight (Monoisotopic): 377.0037

AlogP: 4.82

#Rotatable Bonds: 5

Polar Surface Area: 85.13

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.19

CX Basic pKa: 0.29

CX LogP: 5.03

CX LogD: 5.03

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.39

Np Likeness Score: -1.98

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