ID: ALA590738

Max Phase: Preclinical

Molecular Formula: C10H16N2O13P2

Molecular Weight: 434.19

Molecule Type: Small molecule

Representations

Synonyms (1): 5-OMe-UDP
Synonyms from Alternative Forms(1):

Canonical SMILES:  COc1cn([C@@H]2O[C@H](COP(=O)(O)OP(=O)(O)O)[C@@H](O)[C@H]2O)c(=O)[nH]c1=O

Standard InChI:  InChI=1S/C10H16N2O13P2/c1-22-4-2-12(10(16)11-8(4)15)9-7(14)6(13)5(24-9)3-23-27(20,21)25-26(17,18)19/h2,5-7,9,13-14H,3H2,1H3,(H,20,21)(H,11,15,16)(H2,17,18,19)/t5-,6-,7-,9-/m1/s1

Standard InChI Key:  JNRBLCLWOFKVDV-JXOAFFINSA-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: 434.19

Molecular Weight (Monoisotopic): 434.0128

AlogP: -2.61

#Rotatable Bonds: 7

Polar Surface Area: 227.07

Molecular Species: ACID

HBA: 11

HBD: 6

#RO5 Violations: 2

HBA (Lipinski): 15

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 1.77

CX Basic pKa:

CX LogP: -3.09

CX LogD: -8.14

Aromatic Rings: 1

Heavy Atoms: 27

QED Weighted: 0.24

Np Likeness Score: 1.33

References

1. Ginsburg-Shmuel T, Haas M, Schumann M, Reiser G, Kalid O, Stern N, Fischer B..  (2010)  5-OMe-UDP is a potent and selective P2Y(6)-receptor agonist.,  53  (4): [PMID:20095577] [10.1021/jm901450d]

2. Ginsburg-Shmuel T, Haas M, Grbic D, Arguin G, Nadel Y, Gendron FP, Reiser G, Fischer B..  (2012)  UDP made a highly promising stable, potent, and selective P2Y6-receptor agonist upon introduction of a boranophosphate moiety.,  20  (18): [PMID:22901672] [10.1016/j.bmc.2012.07.042]

Source

Source(1):

• Scientific Literature