ID: ALA360506

Max Phase: Preclinical

Molecular Formula: C12H17N5O3

Molecular Weight: 279.30

Molecule Type: Small molecule

Representations

Canonical SMILES:  Nc1ncnc2c1ncn2[C@@H]1C[C@H](CCO)[C@@H](O)[C@H]1O

Standard InChI:  InChI=1S/C12H17N5O3/c13-11-8-12(15-4-14-11)17(5-16-8)7-3-6(1-2-18)9(19)10(7)20/h4-7,9-10,18-20H,1-3H2,(H2,13,14,15)/t6-,7+,9+,10-/m0/s1

Standard InChI Key:  CEIKVFVUUZTZPJ-WDQPUEAGSA-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: 279.30

Molecular Weight (Monoisotopic): 279.1331

AlogP: -0.93

#Rotatable Bonds: 3

Polar Surface Area: 130.31

Molecular Species: NEUTRAL

HBA: 8

HBD: 4

#RO5 Violations: 0

HBA (Lipinski): 8

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 13.35

CX Basic pKa: 3.69

CX LogP: -1.73

CX LogD: -1.73

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.57

Np Likeness Score: 1.05

References

1. Yang M, Schneller SW..  (2005)  5'-Homoaristeromycin. Synthesis and antiviral activity against orthopox viruses.,  15  (1): [PMID:15582429] [10.1016/j.bmcl.2004.10.019]

2. Yang M, Ye W, Schneller SW..  (2013)  6'-Methyl-5'-homoaristeromycin: a structural variation of the anti-orthopox virus candidate 5'-homoaristeromycin.,  21  (14): [PMID:23727195] [10.1016/j.bmc.2013.04.070]

Source

Source(1):

• Scientific Literature