2-Amino-9-[2-hydroxymethyl-cycloprop-(Z)-ylidenemethyl]-1,9-dihydro-purin-6-one

ID: ALA306257

Chembl Id: CHEMBL306257

PubChem CID: 135409377

Max Phase: Preclinical

Molecular Formula: C10H11N5O2

Molecular Weight: 233.23

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Synguanol

Canonical SMILES:  Nc1nc(O)c2ncn(/C=C3/CC3CO)c2n1

Standard InChI:  InChI=1S/C10H11N5O2/c11-10-13-8-7(9(17)14-10)12-4-15(8)2-5-1-6(5)3-16/h2,4,6,16H,1,3H2,(H3,11,13,14,17)/b5-2-

Standard InChI Key:  BGLCIGGDZYNYIQ-DJWKRKHSSA-N

Alternative Forms

1. Parent:

   

   ALA306257

   SYNGUANOL

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

Calculated Properties

Molecular Weight: 233.23

Molecular Weight (Monoisotopic): 233.0913

AlogP: -0.03

#Rotatable Bonds: 2

Polar Surface Area: 110.08

Molecular Species: NEUTRAL

HBA: 7

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.54

CX Basic pKa: 0.56

CX LogP: -0.33

CX LogD: -0.33

Aromatic Rings: 2

Heavy Atoms: 17

QED Weighted: 0.67

Np Likeness Score: 0.05

References

1. Qiu YL, Ksebati MB, Ptak RG, Fan BY, Breitenbach JM, Lin JS, Cheng YC, Kern ER, Drach JC, Zemlicka J..  (1998)  (Z)- and (E)-2-((hydroxymethyl)cyclopropylidene)methyladenine and -guanine. New nucleoside analogues with a broad-spectrum antiviral activity.,  41  (1): [PMID:9438017] [10.1021/jm9705723]

2. Randhawa P, Zemlicka J, Sauerbrei A, Meier C, Hostetler KY, Beadle JR, Farasati NA, Huang Y, Bradley M..  (2008)  Anti-BK virus activity of nucleoside analogs.,  52  (4): [PMID:18285481] [10.1128/aac.01241-07]

Source

Source(1):

• Scientific Literature