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

ID: ALA4103273

PubChem CID: 137656439

Max Phase: Preclinical

Molecular Formula: C27H30N4O9S

Molecular Weight: 586.62

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)OC[C@H]1O[C@@H](n2cc(CN(c3ccc(C)cc3)S(=O)(=O)c3ccccc3)nn2)[C@H](OC(C)=O)[C@@H]1OC(C)=O

Standard InChI:  InChI=1S/C27H30N4O9S/c1-17-10-12-22(13-11-17)31(41(35,36)23-8-6-5-7-9-23)15-21-14-30(29-28-21)27-26(39-20(4)34)25(38-19(3)33)24(40-27)16-37-18(2)32/h5-14,24-27H,15-16H2,1-4H3/t24-,25-,26-,27-/m1/s1

Standard InChI Key:  MHLCDZHRMMBKNK-FPCALVHFSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA4103273

   ---

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: 586.62

Molecular Weight (Monoisotopic): 586.1733

AlogP: 2.31

#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: 2.59

CX LogD: 2.59

Aromatic Rings: 3

Heavy Atoms: 41

QED Weighted: 0.25

Np Likeness Score: -0.52

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