2,3-O,O-dibenzyl-6-[(4-(2-chloro-4-fluorobenzenesulfonamide)methyl-1,2,3-triazol-1-yl]-6-deoxy-L-ascorbic acid

ID: ALA4584107

PubChem CID: 155566073

Max Phase: Preclinical

Molecular Formula: C29H26ClFN4O7S

Molecular Weight: 629.07

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C1O[C@H]([C@@H](O)Cn2cc(CNS(=O)(=O)c3ccc(Cl)cc3F)nn2)C(OCc2ccccc2)=C1OCc1ccccc1

Standard InChI:  InChI=1S/C29H26ClFN4O7S/c30-21-11-12-25(23(31)13-21)43(38,39)32-14-22-15-35(34-33-22)16-24(36)26-27(40-17-19-7-3-1-4-8-19)28(29(37)42-26)41-18-20-9-5-2-6-10-20/h1-13,15,24,26,32,36H,14,16-18H2/t24-,26+/m0/s1

Standard InChI Key:  KIYRWOXQHACATE-AZGAKELHSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4584107

   ---

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: 629.07

Molecular Weight (Monoisotopic): 628.1195

AlogP: 3.48

#Rotatable Bonds: 13

Polar Surface Area: 141.87

Molecular Species: NEUTRAL

HBA: 10

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 8.17

CX Basic pKa: 0.15

CX LogP: 3.68

CX LogD: 3.62

Aromatic Rings: 4

Heavy Atoms: 43

QED Weighted: 0.21

Np Likeness Score: -0.93

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