(E)-N-(5-(3-(3-bromophenyl)acryloyl)-4-methylthiazol-2-yl)benzamide

ID: ALA4534517

PubChem CID: 155546804

Max Phase: Preclinical

Molecular Formula: C20H15BrN2O2S

Molecular Weight: 427.32

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1nc(NC(=O)c2ccccc2)sc1C(=O)/C=C/c1cccc(Br)c1

Standard InChI:  InChI=1S/C20H15BrN2O2S/c1-13-18(17(24)11-10-14-6-5-9-16(21)12-14)26-20(22-13)23-19(25)15-7-3-2-4-8-15/h2-12H,1H3,(H,22,23,25)/b11-10+

Standard InChI Key:  BRCHQIJQNDOOHO-ZHACJKMWSA-N

Molfile:  

 
     RDKit          2D

 26 28  0  0  0  0  0  0  0  0999 V2000
   18.7582   -8.1471    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   18.0912   -8.6293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3455   -9.4101    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.1668   -9.4101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4212   -8.6293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6469  -10.0714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1244   -8.2132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8364   -8.6142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1156   -7.3960    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.5397   -8.1980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2517   -8.5990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3798   -8.2173    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.6715   -8.6250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9643   -8.2155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6705   -9.4422    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.9684   -7.3996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2620   -6.9902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5528   -7.3980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5544   -8.2194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2613   -8.6251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2559   -9.4153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9671   -9.8162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6714   -9.4000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6599   -8.5786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9482   -8.1814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3618   -8.1600    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
  2  3  2  0
  1  2  1  0
  3  4  1  0
  4  5  2  0
  5  1  1  0
  4  6  1  0
  5  7  1  0
  7  8  1  0
  7  9  2  0
  8 10  2  0
 10 11  1  0
  2 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 14 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 14  1  0
 11 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 11  1  0
 24 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4534517

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 427.32

Molecular Weight (Monoisotopic): 426.0038

AlogP: 5.36

#Rotatable Bonds: 5

Polar Surface Area: 59.06

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 11.75

CX Basic pKa: ┄

CX LogP: 5.36

CX LogD: 5.36

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.44

Np Likeness Score: -1.48

References

1. Sinha S, Manju SL, Doble M..  (2019)  Chalcone-Thiazole Hybrids: Rational Design, Synthesis, and Lead Identification against 5-Lipoxygenase.,  10  (10): [PMID:31620227] [10.1021/acsmedchemlett.9b00193]

Source

Source(1):

• Scientific Literature