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

ID: ALA4532066

PubChem CID: 155546357

Max Phase: Preclinical

Molecular Formula: C21H18N2O3S

Molecular Weight: 378.45

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(/C=C/C(=O)c2sc(NC(=O)c3ccccc3)nc2C)cc1

Standard InChI:  InChI=1S/C21H18N2O3S/c1-14-19(18(24)13-10-15-8-11-17(26-2)12-9-15)27-21(22-14)23-20(25)16-6-4-3-5-7-16/h3-13H,1-2H3,(H,22,23,25)/b13-10+

Standard InChI Key:  DGVLCNJYSJDEAV-JLHYYAGUSA-N

Molfile:  

 
     RDKit          2D

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   31.4304  -13.5118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6847  -14.2926    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.5060  -14.2926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7604  -13.5118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9861  -14.9539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.4636  -13.0957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.1756  -13.4967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.4548  -12.2786    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.8789  -13.0805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.5910  -13.4815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7190  -13.0998    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.0107  -13.5075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3035  -13.0980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0097  -14.3247    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.3076  -12.2821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6012  -11.8727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8920  -12.2805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8936  -13.1019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6005  -13.5076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.5951  -14.2978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.3063  -14.6987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.0106  -14.2825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.9991  -13.4611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.2874  -13.0639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.7231  -14.6825    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.7330  -15.4997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  2  0
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 26 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4532066

   ---

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: 378.45

Molecular Weight (Monoisotopic): 378.1038

AlogP: 4.61

#Rotatable Bonds: 6

Polar Surface Area: 68.29

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.75

CX Basic pKa: ┄

CX LogP: 4.43

CX LogD: 4.43

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.50

Np Likeness Score: -1.24

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