ID: ALA1743884

Max Phase: Preclinical

Molecular Formula: C15H24N2O17P2

Molecular Weight: 566.30

Molecule Type: Small molecule

Representations

Synonyms (2): Udp-Galactose | Uridine Diphosphate-Galactose
Synonyms from Alternative Forms(2):

Canonical SMILES:  O=c1cc([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)[nH]c(=O)[nH]1

Standard InChI:  InChI=1S/C15H24N2O17P2/c18-2-5-8(20)10(22)12(24)14(32-5)33-36(28,29)34-35(26,27)30-3-6-9(21)11(23)13(31-6)4-1-7(19)17-15(25)16-4/h1,5-6,8-14,18,20-24H,2-3H2,(H,26,27)(H,28,29)(H2,16,17,19,25)/t5-,6-,8+,9-,10+,11-,12-,13+,14-/m1/s1

Standard InChI Key:  USAZACJQJDHAJH-KDEXOMDGSA-N

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

Properties

Molecular Weight: 566.30

Molecular Weight (Monoisotopic): 566.0550

AlogP: -4.72

#Rotatable Bonds: 9

Polar Surface Area: 307.85

Molecular Species: ACID

HBA: 15

HBD: 10

#RO5 Violations: 3

HBA (Lipinski): 19

HBD (Lipinski): 10

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 1.73

CX Basic pKa:

CX LogP: -5.64

CX LogD: -10.41

Aromatic Rings: 1

Heavy Atoms: 36

QED Weighted: 0.13

Np Likeness Score: 1.34

References

1. Vaghefi MM, Bernacki RJ, Dalley NK, Wilson BE, Robins RK..  (1987)  Synthesis of glycopyranosylphosphonate analogues of certain natural nucleoside diphosphate sugars as potential inhibitors of glycosyltransferases.,  30  (8): [PMID:3475471] [10.1021/jm00391a020]

2. Vaghefi MM, Bernacki RJ, Hennen WJ, Robins RK..  (1987)  Synthesis of certain nucleoside methylenediphosphonate sugars as potential inhibitors of glycosyltransferases.,  30  (8): [PMID:3475472] [10.1021/jm00391a021]

3. Takaya K, Nagahori N, Kurogochi M, Furuike T, Miura N, Monde K, Lee YC, Nishimura S..  (2005)  Rational design, synthesis, and characterization of novel inhibitors for human beta1,4-galactosyltransferase.,  48  (19): [PMID:16162007] [10.1021/jm0504297]

4. Ivanov AA, Fricks I, Kendall Harden T, Jacobson KA..  (2007)  Molecular dynamics simulation of the P2Y14 receptor. Ligand docking and identification of a putative binding site of the distal hexose moiety.,  17  (3): [PMID:17088057] [10.1016/j.bmcl.2006.10.081]

5. Liu XW, Xia C, Li L, Guan WY, Pettit N, Zhang HC, Chen M, Wang PG..  (2009)  Characterization and synthetic application of a novel beta1,3-galactosyltransferase from Escherichia coli O55:H7.,  17  (14): [PMID:19560364] [10.1016/j.bmc.2009.06.005]

Source

Source(1):

• Scientific Literature