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

ID: ALA4582139

Chembl Id: CHEMBL4582139

PubChem CID: 155562051

Max Phase: Preclinical

Molecular Formula: C25H25N3O5

Molecular Weight: 447.49

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C1O[C@H]([C@@H](O)Cn2cc(C3CC3)nn2)C(OCc2ccccc2)=C1OCc1ccccc1

Standard InChI:  InChI=1S/C25H25N3O5/c29-21(14-28-13-20(26-27-28)19-11-12-19)22-23(31-15-17-7-3-1-4-8-17)24(25(30)33-22)32-16-18-9-5-2-6-10-18/h1-10,13,19,21-22,29H,11-12,14-16H2/t21-,22+/m0/s1

Standard InChI Key:  PKOPBCSRRGMZRR-FCHUYYIVSA-N

Alternative Forms

1. Parent:

   

   ALA4582139

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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: 447.49

Molecular Weight (Monoisotopic): 447.1794

AlogP: 3.09

#Rotatable Bonds: 10

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: 0.50

CX LogP: 3.21

CX LogD: 3.21

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.48

Np Likeness Score: -0.08

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