N-(4-cyanophenyl)-N-((1-((2R,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-((2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yloxy)tetrahydro-2H-pyran-2-yl)-1H-1,2,3-triazol-4-yl)methyl)methanesulfonamide

ID: ALA4068223

PubChem CID: 137632520

Max Phase: Preclinical

Molecular Formula: C23H31N5O12S

Molecular Weight: 601.59

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CS(=O)(=O)N(Cc1cn([C@@H]2O[C@H](CO)[C@@H](O[C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)[C@H](O)[C@H]2O)nn1)c1ccc(C#N)cc1

Standard InChI:  InChI=1S/C23H31N5O12S/c1-41(36,37)28(13-4-2-11(6-24)3-5-13)8-12-7-27(26-25-12)22-19(34)18(33)21(15(10-30)38-22)40-23-20(35)17(32)16(31)14(9-29)39-23/h2-5,7,14-23,29-35H,8-10H2,1H3/t14-,15-,16-,17+,18-,19-,20-,21-,22-,23-/m1/s1

Standard InChI Key:  QESLAJNKBSQURO-ZNGNCRBCSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA4068223

   ---

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: 601.59

Molecular Weight (Monoisotopic): 601.1690

AlogP: -4.09

#Rotatable Bonds: 9

Polar Surface Area: 261.18

Molecular Species: NEUTRAL

HBA: 16

HBD: 7

#RO5 Violations: 3

HBA (Lipinski): 17

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 12.00

CX Basic pKa: ┄

CX LogP: -3.91

CX LogD: -3.91

Aromatic Rings: 2

Heavy Atoms: 41

QED Weighted: 0.14

Np Likeness Score: 0.03

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