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

ID: ALA4079941

PubChem CID: 137652426

Max Phase: Preclinical

Molecular Formula: C22H27ClN4O9S

Molecular Weight: 559.00

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCS(=O)(=O)N(Cc1cn([C@@H]2O[C@H](COC(C)=O)[C@@H](OC(C)=O)[C@H]2OC(C)=O)nn1)c1ccc(Cl)cc1

Standard InChI:  InChI=1S/C22H27ClN4O9S/c1-5-37(31,32)27(18-8-6-16(23)7-9-18)11-17-10-26(25-24-17)22-21(35-15(4)30)20(34-14(3)29)19(36-22)12-33-13(2)28/h6-10,19-22H,5,11-12H2,1-4H3/t19-,20-,21-,22-/m1/s1

Standard InChI Key:  CQHXEZIRBSRKOE-GXRSIYKFSA-N

Molfile:  

     RDKit          2D

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M  END

Alternative Forms

1. Parent:

   

   ALA4079941

   ---

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: 559.00

Molecular Weight (Monoisotopic): 558.1187

AlogP: 1.61

#Rotatable Bonds: 10

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: 1.08

CX LogD: 1.08

Aromatic Rings: 2

Heavy Atoms: 37

QED Weighted: 0.31

Np Likeness Score: -0.44

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