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

ID: ALA3604366

Chembl Id: CHEMBL3604366

PubChem CID: 122185652

Max Phase: Preclinical

Molecular Formula: C13H17FN4O3

Molecular Weight: 296.30

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C13H17FN4O3/c14-9-4-7-10(13(15)17-9)16-5-18(7)8-3-6(1-2-19)11(20)12(8)21/h4-6,8,11-12,19-21H,1-3H2,(H2,15,17)/t6-,8+,11+,12-/m0/s1

Standard InChI Key:  MQEKZBUJDUBSPS-WEPFQVLXSA-N

Alternative Forms

1. Parent:

   

   ALA3604366

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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: 296.30

Molecular Weight (Monoisotopic): 296.1285

AlogP: -0.18

#Rotatable Bonds: 3

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: 13.36

CX Basic pKa: 3.76

CX LogP: -0.85

CX LogD: -0.85

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.58

Np Likeness Score: 0.70

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