N-(5-Phenylthiazol-2-yl)acrylamide

ID: ALA4474843

PubChem CID: 155537169

Max Phase: Preclinical

Molecular Formula: C12H10N2OS

Molecular Weight: 230.29

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C=CC(=O)Nc1ncc(-c2ccccc2)s1

Standard InChI:  InChI=1S/C12H10N2OS/c1-2-11(15)14-12-13-8-10(16-12)9-6-4-3-5-7-9/h2-8H,1H2,(H,13,14,15)

Standard InChI Key:  YBIRIJVIMIKKCX-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 16 17  0  0  0  0  0  0  0  0999 V2000
   24.0554   -8.6010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7040   -9.0982    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   25.3784   -8.6365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1456   -7.8505    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.3295   -7.8324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1485   -8.9100    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.7704   -8.3798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5404   -8.6533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6222   -7.5762    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.1623   -8.1232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2740   -8.8304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6818   -8.2656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8987   -8.4965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7066   -9.2917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3038   -9.8557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0846   -9.6219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  1  2  0
  3  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  8 10  2  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 11  1  0
  1 11  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4474843

   ---

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: 230.29

Molecular Weight (Monoisotopic): 230.0514

AlogP: 2.93

#Rotatable Bonds: 3

Polar Surface Area: 41.99

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.13

CX Basic pKa: ┄

CX LogP: 2.95

CX LogD: 2.88

Aromatic Rings: 2

Heavy Atoms: 16

QED Weighted: 0.82

Np Likeness Score: -1.28

References

1. Dai W, Samanta S, Xue D, Petrunak EM, Stuckey JA, Han Y, Sun D, Wu Y, Neamati N..  (2019)  Structure-Based Design of N-(5-Phenylthiazol-2-yl)acrylamides as Novel and Potent Glutathione S-Transferase Omega 1 Inhibitors.,  62  (6): [PMID:30735370] [10.1021/acs.jmedchem.8b01960]

Source

Source(1):

• Scientific Literature