(1R,2S,3R,5R)-3-(4-amino-6-fluoro-1H-imidazo[4,5-c]pyridin-1-yl)-5-(hydroxymethyl)cyclopentane-1,2-diol

ID: ALA3604365

Chembl Id: CHEMBL3604365

PubChem CID: 122185651

Max Phase: Preclinical

Molecular Formula: C12H15FN4O3

Molecular Weight: 282.28

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Nc1nc(F)cc2c1ncn2[C@@H]1C[C@H](CO)[C@@H](O)[C@H]1O

Standard InChI:  InChI=1S/C12H15FN4O3/c13-8-2-6-9(12(14)16-8)15-4-17(6)7-1-5(3-18)10(19)11(7)20/h2,4-5,7,10-11,18-20H,1,3H2,(H2,14,16)/t5-,7-,10-,11+/m1/s1

Standard InChI Key:  XUKFEOCGMUEQKQ-OFBQIVOGSA-N

Alternative Forms

1. Parent:

   

   ALA3604365

   ---

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: 282.28

Molecular Weight (Monoisotopic): 282.1128

AlogP: -0.57

#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: 13.33

CX Basic pKa: 3.76

CX LogP: -1.26

CX LogD: -1.26

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.55

Np Likeness Score: 0.76

References

1. Liu C, Chen Q, Gorden JD, Schneller SW..  (2015)  2- and 3-Fluoro-3-deazaneplanocins, 2-fluoro-3-deazaaristeromycins, and 3-methyl-3-deazaneplanocin: Synthesis and antiviral properties.,  23  (17): [PMID:26260336] [10.1016/j.bmc.2015.07.039]

Source

Source(1):

• Scientific Literature