[(2R,3S,4R,5R)-5-(6-amino-2-iodo-purin-9-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methyl N-(2-amino-3-methyl-pentanoyl)sulfamate

ID: ALA5287030

Chembl Id: CHEMBL5287030

Max Phase: Preclinical

Molecular Formula: C16H24IN7O7S

Molecular Weight: 585.38

Names and Identifiers

Canonical SMILES:  CCC(C)C(N)C(=O)NS(=O)(=O)OC[C@H]1O[C@@H](n2cnc3c(N)nc(I)nc32)[C@H](O)[C@@H]1O

Standard InChI:  InChI=1S/C16H24IN7O7S/c1-3-6(2)8(18)14(27)23-32(28,29)30-4-7-10(25)11(26)15(31-7)24-5-20-9-12(19)21-16(17)22-13(9)24/h5-8,10-11,15,25-26H,3-4,18H2,1-2H3,(H,23,27)(H2,19,21,22)/t6?,7-,8?,10-,11-,15-/m1/s1

Standard InChI Key:  GBZRPKUAIDSYKA-MTNFPTKESA-N

Alternative Forms

1. Parent:

   

   ALA5287030

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 585.38

Molecular Weight (Monoisotopic): 585.0503

AlogP: -1.62

#Rotatable Bonds: 8

Polar Surface Area: 217.80

Molecular Species: ACID

HBA: 13

HBD: 5

#RO5 Violations: 2

HBA (Lipinski): 14

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 2.74

CX Basic pKa: 6.88

CX LogP: -1.48

CX LogD: -1.53

Aromatic Rings: 2

Heavy Atoms: 32

QED Weighted: 0.17

Np Likeness Score: 0.67

References

1. Serpi M, Ferrari V, Pertusati F..  (2016)  Nucleoside Derived Antibiotics to Fight Microbial Drug Resistance: New Utilities for an Established Class of Drugs?,  59  (23): [PMID:27607900] [10.1021/acs.jmedchem.6b00325]

Source

Source(1):

• Scientific Literature