(2R,3S,4S,5R,6S)-2-(acetoxymethyl)-6-((2R,3R,4S,5R,6S)-4,5-diacetoxy-2-(acetoxymethyl)-6-(4-((N-(4-chlorophenyl)ethylsulfonamido)methyl)-1H-1,2,3-triazol-1-yl)tetrahydro-2H-pyran-3-yloxy)tetrahydro-2H-pyran-3,4,5-triyl triacetate

ID: ALA4098038

PubChem CID: 137662032

Max Phase: Preclinical

Molecular Formula: C37H47ClN4O19S

Molecular Weight: 919.31

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCS(=O)(=O)N(Cc1cn([C@H]2O[C@H](COC(C)=O)[C@@H](O[C@@H]3O[C@H](COC(C)=O)[C@H](OC(C)=O)[C@H](OC(C)=O)[C@H]3OC(C)=O)[C@H](OC(C)=O)[C@H]2OC(C)=O)nn1)c1ccc(Cl)cc1

Standard InChI:  InChI=1S/C37H47ClN4O19S/c1-9-62(50,51)42(27-12-10-25(38)11-13-27)15-26-14-41(40-39-26)36-34(57-23(7)48)32(55-21(5)46)31(28(59-36)16-52-18(2)43)61-37-35(58-24(8)49)33(56-22(6)47)30(54-20(4)45)29(60-37)17-53-19(3)44/h10-14,28-37H,9,15-17H2,1-8H3/t28-,29-,30+,31-,32+,33+,34-,35-,36+,37+/m1/s1

Standard InChI Key:  MSILMDZVFPYBKZ-DWPFMAHPSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA4098038

   ---

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: 919.31

Molecular Weight (Monoisotopic): 918.2244

AlogP: 1.08

#Rotatable Bonds: 17

Polar Surface Area: 279.88

Molecular Species: NEUTRAL

HBA: 22

HBD: ┄

#RO5 Violations: 2

HBA (Lipinski): 23

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 0.44

CX LogD: 0.44

Aromatic Rings: 2

Heavy Atoms: 62

QED Weighted: 0.16

Np Likeness Score: -0.04

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