(Z)-3,4-bis(benzyloxy)-5-(2-(4-p-tolyl-1H-1,2,3-triazol-1-yl)ethylidene)furan-2(5H)-one

ID: ALA3299017

Chembl Id: CHEMBL3299017

PubChem CID: 90683381

Max Phase: Preclinical

Molecular Formula: C29H25N3O4

Molecular Weight: 479.54

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(-c2cn(C/C=C3\OC(=O)C(OCc4ccccc4)=C3OCc3ccccc3)nn2)cc1

Standard InChI:  InChI=1S/C29H25N3O4/c1-21-12-14-24(15-13-21)25-18-32(31-30-25)17-16-26-27(34-19-22-8-4-2-5-9-22)28(29(33)36-26)35-20-23-10-6-3-7-11-23/h2-16,18H,17,19-20H2,1H3/b26-16-

Standard InChI Key:  ZBVCMCATNYNRKO-QQXSKIMKSA-N

Alternative Forms

1. Parent:

   

   ALA3299017

   (5Z)-5-[2-[4-(4-methylphenyl)triazol-1-yl]ethylidene]-3,4-bis(phenylmethoxy)furan-2-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: 479.54

Molecular Weight (Monoisotopic): 479.1845

AlogP: 5.34

#Rotatable Bonds: 9

Polar Surface Area: 75.47

Molecular Species: NEUTRAL

HBA: 7

HBD: 0

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 0

#RO5 Violations (Lipinski): 1

CX Acidic pKa:

CX Basic pKa:

CX LogP: 5.43

CX LogD: 5.43

Aromatic Rings: 4

Heavy Atoms: 36

QED Weighted: 0.30

Np Likeness Score: -0.50

References

1. Devender N, Ramakrishna KK, Hamidullah, Shukla SK, Konwar R, Tripathi RP..  (2014)  Synthesis and anticancer activity of γ-(triazolyl ethylidene)butenolides and polyfunctional pyrrolinones.,  82  [PMID:24880230] [10.1016/j.ejmech.2014.05.042]

2. Macan AM, Harej A, Cazin I, Klobučar M, Stepanić V, Pavelić K, Pavelić SK, Schols D, Snoeck R, Andrei G, Raić-Malić S..  (2019)  Antitumor and antiviral activities of 4-substituted 1,2,3-triazolyl-2,3-dibenzyl-L-ascorbic acid derivatives.,  184  [PMID:31586832] [10.1016/j.ejmech.2019.111739]

Source

Source(1):

• Scientific Literature