2,3-O,O-dibenzyl-6-deoxy-6-[4-(3-hydroxyphenyl)-1,2,3-triazol-1-yl]-L-ascorbic acid

ID: ALA4516190

PubChem CID: 155540238

Max Phase: Preclinical

Molecular Formula: C28H25N3O6

Molecular Weight: 499.52

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C1O[C@H]([C@@H](O)Cn2cc(-c3cccc(O)c3)nn2)C(OCc2ccccc2)=C1OCc1ccccc1

Standard InChI:  InChI=1S/C28H25N3O6/c32-22-13-7-12-21(14-22)23-15-31(30-29-23)16-24(33)25-26(35-17-19-8-3-1-4-9-19)27(28(34)37-25)36-18-20-10-5-2-6-11-20/h1-15,24-25,32-33H,16-18H2/t24-,25+/m0/s1

Standard InChI Key:  QWMWPLJJHXYCLV-LOSJGSFVSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4516190

   ---

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: 499.52

Molecular Weight (Monoisotopic): 499.1743

AlogP: 3.58

#Rotatable Bonds: 10

Polar Surface Area: 115.93

Molecular Species: NEUTRAL

HBA: 9

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.52

CX Basic pKa: ┄

CX LogP: 4.03

CX LogD: 4.03

Aromatic Rings: 4

Heavy Atoms: 37

QED Weighted: 0.32

Np Likeness Score: 0.00

References

1. 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