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

ID: ALA4473024

PubChem CID: 155536084

Max Phase: Preclinical

Molecular Formula: C25H26ClN3O5

Molecular Weight: 483.95

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C25H26ClN3O5/c26-13-7-12-20-14-29(28-27-20)15-21(30)22-23(32-16-18-8-3-1-4-9-18)24(25(31)34-22)33-17-19-10-5-2-6-11-19/h1-6,8-11,14,21-22,30H,7,12-13,15-17H2/t21-,22+/m0/s1

Standard InChI Key:  NSTAPLWGXMEGGL-FCHUYYIVSA-N

Molfile:  

 
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 34 35  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4473024

   ---

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: 483.95

Molecular Weight (Monoisotopic): 483.1561

AlogP: 3.38

#Rotatable Bonds: 12

Polar Surface Area: 95.70

Molecular Species: NEUTRAL

HBA: 8

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.57

CX Basic pKa: 0.56

CX LogP: 3.49

CX LogD: 3.49

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.31

Np Likeness Score: -0.14

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