(2-chlorophenyl)(2-(4-hydroxyphenylamino)thiazol-5-yl)methanone

ID: ALA3608983

PubChem CID: 122187239

Max Phase: Preclinical

Molecular Formula: C16H11ClN2O2S

Molecular Weight: 330.80

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(c1cnc(Nc2ccc(O)cc2)s1)c1ccccc1Cl

Standard InChI:  InChI=1S/C16H11ClN2O2S/c17-13-4-2-1-3-12(13)15(21)14-9-18-16(22-14)19-10-5-7-11(20)8-6-10/h1-9,20H,(H,18,19)

Standard InChI Key:  DDRVDVPQNAATJT-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 22 24  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
   -2.7192    7.0154    0.0000 O   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
 18 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3608983

   ---

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: 330.80

Molecular Weight (Monoisotopic): 330.0230

AlogP: 4.48

#Rotatable Bonds: 4

Polar Surface Area: 62.22

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.88

CX Basic pKa: 1.60

CX LogP: 4.65

CX LogD: 4.65

Aromatic Rings: 3

Heavy Atoms: 22

QED Weighted: 0.55

Np Likeness Score: -1.43

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