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

ID: ALA2070376

Chembl Id: CHEMBL2070376

PubChem CID: 70684629

Max Phase: Preclinical

Molecular Formula: C19H26N2O18P2

Molecular Weight: 632.36

Molecule Type: Small molecule

Names and Identifiers

Synonyms: 5-(2-Furyl)-UDP-alpha-D-galactose | CHEMBL2070376|BDBM50389787|5-(2-Furyl)-UDP-alpha-D-galactose

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)cc1-c1ccco1

Standard InChI:  InChI=1S/C19H26N2O18P2/c22-5-9-11(23)13(25)15(27)18(37-9)38-41(32,33)39-40(30,31)35-6-10-12(24)14(26)17(36-10)21-4-7(8-2-1-3-34-8)16(28)20-19(21)29/h1-4,9-15,17-18,22-27H,5-6H2,(H,30,31)(H,32,33)(H,20,28,29)/t9-,10-,11+,12-,13+,14-,15-,17-,18-/m1/s1

Standard InChI Key:  NYZDFCGXVFREHX-SCPZDFDFSA-N

Alternative Forms

1. Parent:

   

   ALA2070376

   5-(2-Furyl)-UDP-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: 632.36

Molecular Weight (Monoisotopic): 632.0656

AlogP: -3.53

#Rotatable Bonds: 10

Polar Surface Area: 310.13

Molecular Species: ACID

HBA: 17

HBD: 9

#RO5 Violations: 3

HBA (Lipinski): 20

HBD (Lipinski): 9

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 1.73

CX Basic pKa: ┄

CX LogP: -4.27

CX LogD: -9.02

Aromatic Rings: 2

Heavy Atoms: 41

QED Weighted: 0.11

Np Likeness Score: 0.99

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