2,3-O,O-dibenzyl-6-deoxy-6-[4-(3,5-bis(trifluoromethyl)phenyl)-1,2,3-triazol-1-yl]-L-ascorbic acid

ID: ALA4473986

PubChem CID: 155536740

Max Phase: Preclinical

Molecular Formula: C30H23F6N3O5

Molecular Weight: 619.52

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C1O[C@H]([C@@H](O)Cn2cc(-c3cc(C(F)(F)F)cc(C(F)(F)F)c3)nn2)C(OCc2ccccc2)=C1OCc1ccccc1

Standard InChI:  InChI=1S/C30H23F6N3O5/c31-29(32,33)21-11-20(12-22(13-21)30(34,35)36)23-14-39(38-37-23)15-24(40)25-26(42-16-18-7-3-1-4-8-18)27(28(41)44-25)43-17-19-9-5-2-6-10-19/h1-14,24-25,40H,15-17H2/t24-,25+/m0/s1

Standard InChI Key:  VHUXLRFHIVRHQC-LOSJGSFVSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4473986

   ---

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: 619.52

Molecular Weight (Monoisotopic): 619.1542

AlogP: 5.91

#Rotatable Bonds: 10

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: ┄

CX LogP: 6.09

CX LogD: 6.09

Aromatic Rings: 4

Heavy Atoms: 44

QED Weighted: 0.17

Np Likeness Score: -0.35

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