ID: ALA467388

Max Phase: Preclinical

Molecular Formula: C18H28N7O8P

Molecular Weight: 501.44

Molecule Type: Small molecule

Representations

Canonical SMILES:  CCOP(=O)(CNC(=O)CCNC(=O)[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1O)OCC

Standard InChI:  InChI=1S/C18H28N7O8P/c1-3-31-34(30,32-4-2)9-24-10(26)5-6-20-17(29)14-12(27)13(28)18(33-14)25-8-23-11-15(19)21-7-22-16(11)25/h7-8,12-14,18,27-28H,3-6,9H2,1-2H3,(H,20,29)(H,24,26)(H2,19,21,22)/t12-,13+,14-,18+/m0/s1

Standard InChI Key:  VDWAZYKFEXMRMW-MOROJQBDSA-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: 501.44

Molecular Weight (Monoisotopic): 501.1737

AlogP: -1.13

#Rotatable Bonds: 11

Polar Surface Area: 213.04

Molecular Species: NEUTRAL

HBA: 13

HBD: 5

#RO5 Violations: 2

HBA (Lipinski): 15

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 11.94

CX Basic pKa: 4.92

CX LogP: -2.58

CX LogD: -2.58

Aromatic Rings: 2

Heavy Atoms: 34

QED Weighted: 0.23

Np Likeness Score: 0.14

References

1. Brunschweiger A, Iqbal J, Umbach F, Scheiff AB, Munkonda MN, Sévigny J, Knowles AF, Müller CE..  (2008)  Selective nucleoside triphosphate diphosphohydrolase-2 (NTPDase2) inhibitors: nucleotide mimetics derived from uridine-5'-carboxamide.,  51  (15): [PMID:18630897] [10.1021/jm800175e]

Source

Source(1):

• Scientific Literature