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

ID: ALA4065157

PubChem CID: 137631481

Max Phase: Preclinical

Molecular Formula: C23H34N4O13S

Molecular Weight: 606.61

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)C(C)(C)N(Cc1cn([C@@H]2O[C@H](COC(C)=O)[C@@H](OC(C)=O)[C@H](OC(C)=O)[C@H]2OC(C)=O)nn1)S(C)(=O)=O

Standard InChI:  InChI=1S/C23H34N4O13S/c1-12(28)36-11-17-18(37-13(2)29)19(38-14(3)30)20(39-15(4)31)21(40-17)26-9-16(24-25-26)10-27(41(8,33)34)23(5,6)22(32)35-7/h9,17-21H,10-11H2,1-8H3/t17-,18-,19+,20-,21-/m1/s1

Standard InChI Key:  KBWAPRJMYDIAEN-YMQHIKHWSA-N

Molfile:  

     RDKit          2D

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 12 41  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4065157

   ---

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: 606.61

Molecular Weight (Monoisotopic): 606.1843

AlogP: -0.75

#Rotatable Bonds: 11

Polar Surface Area: 208.82

Molecular Species: NEUTRAL

HBA: 16

HBD: ┄

#RO5 Violations: 2

HBA (Lipinski): 17

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: -1.26

CX LogD: -1.26

Aromatic Rings: 1

Heavy Atoms: 41

QED Weighted: 0.22

Np Likeness Score: 0.19

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