[[(2R,3S,4R,5R)-3,4-dihydroxy-5-(5-iodo-2,4-dioxo-pyrimidin-1-yl)tetrahydrofuran-2-yl]methoxy-hydroxy-phosphoryl][(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]hydrogen phosphate

ID: ALA2070379

Chembl Id: CHEMBL2070379

PubChem CID: 44829126

Max Phase: Preclinical

Molecular Formula: C15H23IN2O17P2

Molecular Weight: 692.20

Molecule Type: Small molecule

Names and Identifiers

Synonyms: 5-iodoUDP-Gal | 5-Iodouridine-5'-diphosphate-alpha-D-galactose|5-iodoUDP-Gal|CHEMBL2070379

Canonical SMILES:  O=c1[nH]c(=O)n([C@@H]2O[C@H](COP(=O)(O)OP(=O)(O)O[C@H]3O[C@H](CO)[C@H](O)[C@H](O)[C@H]3O)[C@@H](O)[C@H]2O)cc1I

Standard InChI:  InChI=1S/C15H23IN2O17P2/c16-4-1-18(15(26)17-12(4)25)13-10(23)8(21)6(32-13)3-31-36(27,28)35-37(29,30)34-14-11(24)9(22)7(20)5(2-19)33-14/h1,5-11,13-14,19-24H,2-3H2,(H,27,28)(H,29,30)(H,17,25,26)/t5-,6-,7+,8-,9+,10-,11-,13-,14-/m1/s1

Standard InChI Key:  QCUKWILIHIFMAI-FQKYAJAOSA-N

Alternative Forms

1. Parent:

   

   ALA2070379

   5-Iodouridine-5'-diphosphate-alpha-D-galactose

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: 692.20

Molecular Weight (Monoisotopic): 691.9517

AlogP: -4.19

#Rotatable Bonds: 9

Polar Surface Area: 296.99

Molecular Species: ACID

HBA: 16

HBD: 9

#RO5 Violations: 3

HBA (Lipinski): 19

HBD (Lipinski): 9

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 1.73

CX Basic pKa: ┄

CX LogP: -4.01

CX LogD: -8.79

Aromatic Rings: 1

Heavy Atoms: 37

QED Weighted: 0.09

Np Likeness Score: 1.30

References

1. Descroix K, Pesnot T, Yoshimura Y, Gehrke SS, Wakarchuk W, Palcic MM, Wagner GK..  (2012)  Inhibition of galactosyltransferases by a novel class of donor analogues.,  55  (5): [PMID:22356319] [10.1021/jm201154p]

Source

Source(1):

• Scientific Literature