(2E)-1-(1',3'-benzodioxol-5-yl)-3-[5-(2-chloro-5-trifluoromethyl-phenyl)-furan-2-yl]-2-propen-1-one

ID: ALA1946986

Chembl Id: CHEMBL1946986

PubChem CID: 56945521

Max Phase: Preclinical

Molecular Formula: C21H12ClF3O4

Molecular Weight: 420.77

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(/C=C/c1ccc(-c2cc(C(F)(F)F)ccc2Cl)o1)c1ccc2c(c1)OCO2

Standard InChI:  InChI=1S/C21H12ClF3O4/c22-16-5-2-13(21(23,24)25)10-15(16)18-8-4-14(29-18)3-6-17(26)12-1-7-19-20(9-12)28-11-27-19/h1-10H,11H2/b6-3+

Standard InChI Key:  NRLCGJYDEHENOF-ZZXKWVIFSA-N

Alternative Forms

1. Parent:

   

   ALA1946986

   (E)-1-(1,3-benzodioxol-5-yl)-3-[5-[2-chloro-5-(trifluoromethyl)phenyl]-2-furyl]prop-2-en-1-one

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: 420.77

Molecular Weight (Monoisotopic): 420.0376

AlogP: 6.24

#Rotatable Bonds: 4

Polar Surface Area: 48.67

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 5.62

CX LogD: 5.62

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.37

Np Likeness Score: -0.94

References

1. Chiaradia LD, Martins PG, Cordeiro MN, Guido RV, Ecco G, Andricopulo AD, Yunes RA, Vernal J, Nunes RJ, Terenzi H..  (2012)  Synthesis, biological evaluation, and molecular modeling of chalcone derivatives as potent inhibitors of Mycobacterium tuberculosis protein tyrosine phosphatases (PtpA and PtpB).,  55  (1): [PMID:22136336] [10.1021/jm2012062]

2. Martins PG, Menegatti AC, Chiaradia-Delatorre LD, de Oliveira KN, Guido RV, Andricopulo AD, Vernal J, Yunes RA, Nunes RJ, Terenzi H..  (2013)  Synthetic chalcones and sulfonamides as new classes of Yersinia enterocolitica YopH tyrosine phosphatase inhibitors.,  64  [PMID:23639652] [10.1016/j.ejmech.2013.04.018]

Source

Source(1):

• Scientific Literature