4-(4-Methoxyphenyl)-5-(3,4,5-trimethoxyphenyl)-1H-1,2,3-triazole

ID: ALA3105456

Chembl Id: CHEMBL3105456

PubChem CID: 59430402

Max Phase: Preclinical

Molecular Formula: C18H19N3O4

Molecular Weight: 341.37

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(-c2nn[nH]c2-c2cc(OC)c(OC)c(OC)c2)cc1

Standard InChI:  InChI=1S/C18H19N3O4/c1-22-13-7-5-11(6-8-13)16-17(20-21-19-16)12-9-14(23-2)18(25-4)15(10-12)24-3/h5-10H,1-4H3,(H,19,20,21)

Standard InChI Key:  JHZMSGCUGQSNOA-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3105456

   4-(4-Methoxyphenyl)-5-(3,4,5-trimethoxyphenyl)-1h-1,2,3-triazol

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: 341.37

Molecular Weight (Monoisotopic): 341.1376

AlogP: 3.17

#Rotatable Bonds: 6

Polar Surface Area: 78.49

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.39

CX Basic pKa: 0.02

CX LogP: 2.87

CX LogD: 2.86

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.74

Np Likeness Score: -0.39

References

1. Demchuk DV, Samet AV, Chernysheva NB, Ushkarov VI, Stashina GA, Konyushkin LD, Raihstat MM, Firgang SI, Philchenkov AA, Zavelevich MP, Kuiava LM, Chekhun VF, Blokhin DY, Kiselyov AS, Semenova MN, Semenov VV..  (2014)  Synthesis and antiproliferative activity of conformationally restricted 1,2,3-triazole analogues of combretastatins in the sea urchin embryo model and against human cancer cell lines.,  22  (2): [PMID:24387982] [10.1016/j.bmc.2013.12.015]

2. Madadi NR, Penthala NR, Howk K, Ketkar A, Eoff RL, Borrelli MJ, Crooks PA..  (2015)  Synthesis and biological evaluation of novel 4,5-disubstituted 2H-1,2,3-triazoles as cis-constrained analogues of combretastatin A-4.,  103  [PMID:26352674] [10.1016/j.ejmech.2015.08.041]

Source

Source(1):

• Scientific Literature