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

ID: ALA4572352

PubChem CID: 155564429

Max Phase: Preclinical

Molecular Formula: C29H27ClN4O7S

Molecular Weight: 611.08

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C1O[C@H]([C@@H](O)Cn2cc(CNS(=O)(=O)c3ccc(Cl)cc3)nn2)C(OCc2ccccc2)=C1OCc1ccccc1

Standard InChI:  InChI=1S/C29H27ClN4O7S/c30-22-11-13-24(14-12-22)42(37,38)31-15-23-16-34(33-32-23)17-25(35)26-27(39-18-20-7-3-1-4-8-20)28(29(36)41-26)40-19-21-9-5-2-6-10-21/h1-14,16,25-26,31,35H,15,17-19H2/t25-,26+/m0/s1

Standard InChI Key:  NYHNLLYTHHZUOZ-IZZNHLLZSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4572352

   ---

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: 611.08

Molecular Weight (Monoisotopic): 610.1289

AlogP: 3.34

#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: 9.05

CX Basic pKa: 0.15

CX LogP: 3.54

CX LogD: 3.53

Aromatic Rings: 4

Heavy Atoms: 42

QED Weighted: 0.22

Np Likeness Score: -0.70

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