(1E,4E)-1-(1-Ethyl-1H-benzo[d]imidazol-2-yl)-5-(2-methyl-4-(trifluoromethyl)thiazol-5-yl)penta-1,4-dien-3-one

ID: ALA4213439

Chembl Id: CHEMBL4213439

PubChem CID: 145964869

Max Phase: Preclinical

Molecular Formula: C19H16F3N3OS

Molecular Weight: 391.42

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCn1c(/C=C/C(=O)/C=C/c2sc(C)nc2C(F)(F)F)nc2ccccc21

Standard InChI:  InChI=1S/C19H16F3N3OS/c1-3-25-15-7-5-4-6-14(15)24-17(25)11-9-13(26)8-10-16-18(19(20,21)22)23-12(2)27-16/h4-11H,3H2,1-2H3/b10-8+,11-9+

Standard InChI Key:  VNAHYIKTHCWYLI-GFULKKFKSA-N

Alternative Forms

1. Parent:

   

   ALA4213439

   ---

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: 391.42

Molecular Weight (Monoisotopic): 391.0966

AlogP: 5.14

#Rotatable Bonds: 5

Polar Surface Area: 47.78

Molecular Species: NEUTRAL

HBA: 5

HBD: 0

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 0

#RO5 Violations (Lipinski): 1

CX Acidic pKa:

CX Basic pKa: 4.88

CX LogP: 5.10

CX LogD: 5.09

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.57

Np Likeness Score: -1.17

References

1. Zhang X, Guo S, Chen C, Perez GR, Zhang C, Patanapongpibul M, Subrahmanyam N, Wang R, Keith J, Chen G, Dong Y, Zhang Q, Zhong Q, Zheng S, Wang G, Chen QH..  (2017)  Asymmetric 1,5-diarylpenta-1,4-dien-3-ones: Antiproliferative activity in prostate epithelial cell models and pharmacokinetic studies.,  137  [PMID:28601720] [10.1016/j.ejmech.2017.05.062]

Source

Source(1):

• Scientific Literature