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

ID: ALA4065044

PubChem CID: 137633524

Max Phase: Preclinical

Molecular Formula: C37H45N5O19S

Molecular Weight: 895.85

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)OC[C@H]1O[C@@H](O[C@H]2[C@H](OC(C)=O)[C@@H](OC(C)=O)[C@@H](n3cc(CN(c4ccc(C#N)cc4)S(C)(=O)=O)nn3)O[C@@H]2COC(C)=O)[C@H](OC(C)=O)[C@@H](OC(C)=O)[C@H]1OC(C)=O

Standard InChI:  InChI=1S/C37H45N5O19S/c1-18(43)52-16-28-31(61-37-35(58-24(7)49)33(56-22(5)47)30(54-20(3)45)29(60-37)17-53-19(2)44)32(55-21(4)46)34(57-23(6)48)36(59-28)41-14-26(39-40-41)15-42(62(8,50)51)27-11-9-25(13-38)10-12-27/h9-12,14,28-37H,15-17H2,1-8H3/t28-,29-,30+,31-,32+,33+,34-,35-,36+,37+/m1/s1

Standard InChI Key:  VHXZTYLZHPEUQV-DWPFMAHPSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA4065044

   ---

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: 895.85

Molecular Weight (Monoisotopic): 895.2429

AlogP: -0.09

#Rotatable Bonds: 16

Polar Surface Area: 303.67

Molecular Species: NEUTRAL

HBA: 23

HBD: ┄

#RO5 Violations: 2

HBA (Lipinski): 24

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: -0.82

CX LogD: -0.82

Aromatic Rings: 2

Heavy Atoms: 62

QED Weighted: 0.16

Np Likeness Score: -0.09

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