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

ID: ALA3608980

PubChem CID: 122187236

Max Phase: Preclinical

Molecular Formula: C17H13ClN2O2S

Molecular Weight: 344.82

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(Nc2ncc(C(=O)c3ccccc3Cl)s2)cc1

Standard InChI:  InChI=1S/C17H13ClN2O2S/c1-22-12-8-6-11(7-9-12)20-17-19-10-15(23-17)16(21)13-4-2-3-5-14(13)18/h2-10H,1H3,(H,19,20)

Standard InChI Key:  ZTZPUVXXDCDDKO-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 25  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
   -2.5382    7.2557    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3459    7.1203    0.0000 C   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
 22 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3608980

   ---

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: 344.82

Molecular Weight (Monoisotopic): 344.0386

AlogP: 4.78

#Rotatable Bonds: 5

Polar Surface Area: 51.22

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.49

CX Basic pKa: 1.60

CX LogP: 4.79

CX LogD: 4.79

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.68

Np Likeness Score: -1.66

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