(2R,3R,4R,5R)-2-(acetoxymethyl)-5-(4-((N-hexadecylmethylsulfonamido)methyl)-1H-1,2,3-triazol-1-yl)tetrahydrofuran-3,4-diyl diacetate

ID: ALA4104181

PubChem CID: 137657636

Max Phase: Preclinical

Molecular Formula: C31H54N4O9S

Molecular Weight: 658.86

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCCCCCCCCCCCCCN(Cc1cn([C@@H]2O[C@H](COC(C)=O)[C@@H](OC(C)=O)[C@H]2OC(C)=O)nn1)S(C)(=O)=O

Standard InChI:  InChI=1S/C31H54N4O9S/c1-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-34(45(5,39)40)21-27-22-35(33-32-27)31-30(43-26(4)38)29(42-25(3)37)28(44-31)23-41-24(2)36/h22,28-31H,6-21,23H2,1-5H3/t28-,29-,30-,31-/m1/s1

Standard InChI Key:  XMXNIYLVUPUPFE-OMRVPHBLSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA4104181

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 658.86

Molecular Weight (Monoisotopic): 658.3612

AlogP: 4.84

#Rotatable Bonds: 23

Polar Surface Area: 156.22

Molecular Species: NEUTRAL

HBA: 12

HBD: ┄

#RO5 Violations: 2

HBA (Lipinski): 13

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.96

CX LogD: 4.96

Aromatic Rings: 1

Heavy Atoms: 45

QED Weighted: 0.09

Np Likeness Score: -0.05

References

1. Alaoui S, Dufies M, Driowya M, Demange L, Bougrin K, Robert G, Auberger P, Pagès G, Benhida R..  (2017)  Synthesis and anti-cancer activities of new sulfonamides 4-substituted-triazolyl nucleosides.,  27  (9): [PMID:28325600] [10.1016/j.bmcl.2017.03.018]

Source

Source(1):

• Scientific Literature