3-bromo-3-deazaneplanocin

ID: ALA2059155

Chembl Id: CHEMBL2059155

PubChem CID: 66552950

Max Phase: Preclinical

Molecular Formula: C12H13BrN4O3

Molecular Weight: 341.17

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Nc1ncc(Br)c2c1ncn2[C@@H]1C=C(CO)[C@@H](O)[C@H]1O

Standard InChI:  InChI=1S/C12H13BrN4O3/c13-6-2-15-12(14)8-9(6)17(4-16-8)7-1-5(3-18)10(19)11(7)20/h1-2,4,7,10-11,18-20H,3H2,(H2,14,15)/t7-,10-,11+/m1/s1

Standard InChI Key:  PDMBCGAGDFHPGP-ONOSFVFSSA-N

Alternative Forms

1. Parent:

   

   ALA2059155

   (1S,2R,5R)-5-(4-amino-7-bromoimidazo[4,5-c]pyridin-1-yl)-3-(hydroxymethyl)cyclopent-3-ene-1,2-diol

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: 341.17

Molecular Weight (Monoisotopic): 340.0171

AlogP: -0.03

#Rotatable Bonds: 2

Polar Surface Area: 117.42

Molecular Species: NEUTRAL

HBA: 7

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.08

CX Basic pKa: 5.62

CX LogP: -1.08

CX LogD: -1.09

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.57

Np Likeness Score: 0.89

References

1. Liu C, Chen Q, Schneller SW..  (2012)  3-Bromo-3-deazaneplanocin and 3-bromo-3-deazaaristeromycin: synthesis and antiviral activity.,  22  (16): [PMID:22795626] [10.1016/j.bmcl.2012.06.075]

2. Liu C, Chen Q, Schneller SW..  (2016)  Enantiomeric 3-deaza-1',6'-isoneplanocin and its 3-bromo analogue: Synthesis by the Ullmann reaction and their antiviral properties.,  26  (3): [PMID:26750250] [10.1016/j.bmcl.2015.12.061]

Source

Source(1):

• Scientific Literature