ID: ALA3289397

Max Phase: Preclinical

Molecular Formula: C10H16N5O13P3S

Molecular Weight: 539.25

Molecule Type: Small molecule

Representations

Canonical SMILES:  Nc1ncnc2c1nc(S)n2[C@@H]1O[C@H](COP(=O)(O)OP(=O)(O)OP(=O)(O)O)[C@@H](O)[C@H]1O

Standard InChI:  InChI=1S/C10H16N5O13P3S/c11-7-4-8(13-2-12-7)15(10(32)14-4)9-6(17)5(16)3(26-9)1-25-30(21,22)28-31(23,24)27-29(18,19)20/h2-3,5-6,9,16-17H,1H2,(H,14,32)(H,21,22)(H,23,24)(H2,11,12,13)(H2,18,19,20)/t3-,5-,6-,9-/m1/s1

Standard InChI Key:  LUFMEXOUUZKFMZ-UUOKFMHZSA-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: 539.25

Molecular Weight (Monoisotopic): 538.9678

AlogP: -1.34

#Rotatable Bonds: 8

Polar Surface Area: 279.13

Molecular Species: ACID

HBA: 15

HBD: 8

#RO5 Violations: 3

HBA (Lipinski): 18

HBD (Lipinski): 8

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 0.90

CX Basic pKa: 4.63

CX LogP: -4.54

CX LogD: -9.84

Aromatic Rings: 2

Heavy Atoms: 32

QED Weighted: 0.14

Np Likeness Score: 0.93

References

1. Nadel Y, Lecka J, Gilad Y, Ben-David G, Förster D, Reiser G, Kenigsberg S, Camden J, Weisman GA, Senderowitz H, Sévigny J, Fischer B..  (2014)  Highly potent and selective ectonucleotide pyrophosphatase/phosphodiesterase I inhibitors based on an adenosine 5'-(α or γ)-thio-(α,β- or β,γ)-methylenetriphosphate scaffold.,  57  (11): [PMID:24846781] [10.1021/jm500196c]

Source

Source(1):

• Scientific Literature