2,3-O,O-dibenzyl-6-(4-tert-butyl-1,2,3-triazol-1-yl)-6-deoxy-L-ascorbic acid

ID: ALA4532325

Chembl Id: CHEMBL4532325

PubChem CID: 155546731

Max Phase: Preclinical

Molecular Formula: C26H29N3O5

Molecular Weight: 463.53

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)(C)c1cn(C[C@H](O)[C@H]2OC(=O)C(OCc3ccccc3)=C2OCc2ccccc2)nn1

Standard InChI:  InChI=1S/C26H29N3O5/c1-26(2,3)21-15-29(28-27-21)14-20(30)22-23(32-16-18-10-6-4-7-11-18)24(25(31)34-22)33-17-19-12-8-5-9-13-19/h4-13,15,20,22,30H,14,16-17H2,1-3H3/t20-,22+/m0/s1

Standard InChI Key:  MPCCLVARKMWTER-RBBKRZOGSA-N

Alternative Forms

1. Parent:

   

   ALA4532325

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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: 463.53

Molecular Weight (Monoisotopic): 463.2107

AlogP: 3.51

#Rotatable Bonds: 9

Polar Surface Area: 95.70

Molecular Species: NEUTRAL

HBA: 8

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 12.57

CX Basic pKa: 0.45

CX LogP: 4.23

CX LogD: 4.23

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.49

Np Likeness Score: -0.15

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