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

ID: ALA4583652

Chembl Id: CHEMBL4583652

PubChem CID: 155562004

Max Phase: Preclinical

Molecular Formula: C22H21N3O5

Molecular Weight: 407.43

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C1O[C@H]([C@@H](O)Cn2ccnn2)C(OCc2ccccc2)=C1OCc1ccccc1

Standard InChI:  InChI=1S/C22H21N3O5/c26-18(13-25-12-11-23-24-25)19-20(28-14-16-7-3-1-4-8-16)21(22(27)30-19)29-15-17-9-5-2-6-10-17/h1-12,18-19,26H,13-15H2/t18-,19+/m0/s1

Standard InChI Key:  MEIPXEIKMXQIGU-RBUKOAKNSA-N

Alternative Forms

1. Parent:

   

   ALA4583652

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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: 407.43

Molecular Weight (Monoisotopic): 407.1481

AlogP: 2.21

#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: 0.76

CX LogP: 2.30

CX LogD: 2.30

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.54

Np Likeness Score: -0.03

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