(2R,3R,4S,5S,6R)-2-(acetoxymethyl)-6-(4-((N-(4-cyanophenyl)methylsulfonamido)methyl)-1H-1,2,3-triazol-1-yl)tetrahydro-2H-pyran-3,4,5-triyl triacetate

ID: ALA4086491

PubChem CID: 137645036

Max Phase: Preclinical

Molecular Formula: C25H29N5O11S

Molecular Weight: 607.60

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C25H29N5O11S/c1-14(31)37-13-21-22(38-15(2)32)23(39-16(3)33)24(40-17(4)34)25(41-21)29-11-19(27-28-29)12-30(42(5,35)36)20-8-6-18(10-26)7-9-20/h6-9,11,21-25H,12-13H2,1-5H3/t21-,22-,23+,24+,25-/m1/s1

Standard InChI Key:  XKOLSIZUTWMLTB-WJGLBBAVSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA4086491

   ---

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: 607.60

Molecular Weight (Monoisotopic): 607.1584

AlogP: 0.37

#Rotatable Bonds: 10

Polar Surface Area: 206.31

Molecular Species: NEUTRAL

HBA: 15

HBD: ┄

#RO5 Violations: 2

HBA (Lipinski): 16

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: -0.37

CX LogD: -0.37

Aromatic Rings: 2

Heavy Atoms: 42

QED Weighted: 0.26

Np Likeness Score: -0.42

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