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

ID: ALA4470222

Chembl Id: CHEMBL4470222

PubChem CID: 155534038

Max Phase: Preclinical

Molecular Formula: C32H41N3O5

Molecular Weight: 547.70

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCCCCCCCCc1cn(C[C@H](O)[C@H]2OC(=O)C(OCc3ccccc3)=C2OCc2ccccc2)nn1

Standard InChI:  InChI=1S/C32H41N3O5/c1-2-3-4-5-6-7-8-15-20-27-21-35(34-33-27)22-28(36)29-30(38-23-25-16-11-9-12-17-25)31(32(37)40-29)39-24-26-18-13-10-14-19-26/h9-14,16-19,21,28-29,36H,2-8,15,20,22-24H2,1H3/t28-,29+/m0/s1

Standard InChI Key:  OODVVWXCMUDRDG-URLMMPGGSA-N

Alternative Forms

1. Parent:

   

   ALA4470222

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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: 547.70

Molecular Weight (Monoisotopic): 547.3046

AlogP: 5.89

#Rotatable Bonds: 18

Polar Surface Area: 95.70

Molecular Species: NEUTRAL

HBA: 8

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 12.57

CX Basic pKa: 0.56

CX LogP: 6.69

CX LogD: 6.69

Aromatic Rings: 3

Heavy Atoms: 40

QED Weighted: 0.16

Np Likeness Score: 0.01

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