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

ID: ALA4516522

PubChem CID: 155540210

Max Phase: Preclinical

Molecular Formula: C29H27N3O5

Molecular Weight: 497.55

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ccc(-c2cn(C[C@H](O)[C@H]3OC(=O)C(OCc4ccccc4)=C3OCc3ccccc3)nn2)cc1

Standard InChI:  InChI=1S/C29H27N3O5/c1-20-12-14-23(15-13-20)24-16-32(31-30-24)17-25(33)26-27(35-18-21-8-4-2-5-9-21)28(29(34)37-26)36-19-22-10-6-3-7-11-22/h2-16,25-26,33H,17-19H2,1H3/t25-,26+/m0/s1

Standard InChI Key:  CYELEOVFHPBFDO-IZZNHLLZSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4516522

   ---

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: 497.55

Molecular Weight (Monoisotopic): 497.1951

AlogP: 4.19

#Rotatable Bonds: 10

Polar Surface Area: 95.70

Molecular Species: NEUTRAL

HBA: 8

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.57

CX Basic pKa: ┄

CX LogP: 4.85

CX LogD: 4.85

Aromatic Rings: 4

Heavy Atoms: 37

QED Weighted: 0.33

Np Likeness Score: -0.24

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