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

ID: ALA4093365

PubChem CID: 137656320

Max Phase: Preclinical

Molecular Formula: C22H25N5O9S

Molecular Weight: 535.54

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]1OC(C)=O

Standard InChI:  InChI=1S/C22H25N5O9S/c1-13(28)33-12-19-20(34-14(2)29)21(35-15(3)30)22(36-19)26-10-17(24-25-26)11-27(37(4,31)32)18-7-5-16(9-23)6-8-18/h5-8,10,19-22H,11-12H2,1-4H3/t19-,20-,21-,22-/m1/s1

Standard InChI Key:  XYUIAVAKSOIFLC-GXRSIYKFSA-N

Molfile:  

     RDKit          2D

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 32 36  1  0
 36 37  3  0
M  END

Alternative Forms

1. Parent:

   

   ALA4093365

   ---

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: 535.54

Molecular Weight (Monoisotopic): 535.1373

AlogP: 0.44

#Rotatable Bonds: 9

Polar Surface Area: 180.01

Molecular Species: NEUTRAL

HBA: 13

HBD: ┄

#RO5 Violations: 2

HBA (Lipinski): 14

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: -0.18

CX LogD: -0.18

Aromatic Rings: 2

Heavy Atoms: 37

QED Weighted: 0.32

Np Likeness Score: -0.53

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