ID: ALA2203870

Max Phase: Preclinical

Molecular Formula: C6H8N4O2

Molecular Weight: 168.16

Molecule Type: Small molecule

Representations

Synonyms (1): Azepinomycin
Synonyms from Alternative Forms(1):

Canonical SMILES:  O=C1NC(O)CNc2nc[nH]c21

Standard InChI:  InChI=1S/C6H8N4O2/c11-3-1-7-5-4(6(12)10-3)8-2-9-5/h2-3,7,11H,1H2,(H,8,9)(H,10,12)

Standard InChI Key:  HCLYCONTUAROEE-UHFFFAOYSA-N

Molecule Features

Natural Product: Yes

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: 168.16

Molecular Weight (Monoisotopic): 168.0647

AlogP: -1.12

#Rotatable Bonds: 0

Polar Surface Area: 90.04

Molecular Species: NEUTRAL

HBA: 4

HBD: 4

#RO5 Violations: 0

HBA (Lipinski): 6

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 13.38

CX Basic pKa: 4.15

CX LogP: -0.97

CX LogD: -0.97

Aromatic Rings: 1

Heavy Atoms: 12

QED Weighted: 0.39

Np Likeness Score: 0.60

References

1. Chakraborty S, Shah NH, Fishbein JC, Hosmane RS..  (2012)  Investigations into specificity of azepinomycin for inhibition of guanase: discrimination between the natural heterocyclic inhibitor and its synthetic nucleoside analogues.,  22  (23): [PMID:23084905] [10.1016/j.bmcl.2012.09.053]

2. Tantravedi S, Chakraborty S, Shah NH, Fishbein JC, Hosmane RS..  (2013)  Analogs of iso-azepinomycin as potential transition-state analog inhibitors of guanase: synthesis, biochemical screening, and structure-activity correlations of various selectively substituted imidazo[4,5-e][1,4]diazepines.,  21  (17): [PMID:23891230] [10.1016/j.bmc.2013.06.069]

Source

Source(1):

• Scientific Literature