anti-(1S,2R,3S,4R)-4-(4-amino-7-fluoro-1H-imidazo[4,5-c]pyridin-1-yl)cyclopentane-1,2,3-triol

ID: ALA3290663

Chembl Id: CHEMBL3290663

PubChem CID: 45111031

Max Phase: Preclinical

Molecular Formula: C11H13FN4O3

Molecular Weight: 268.25

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Nc1ncc(F)c2c1ncn2[C@@H]1C[C@H](O)[C@@H](O)[C@H]1O

Standard InChI:  InChI=1S/C11H13FN4O3/c12-4-2-14-11(13)7-8(4)16(3-15-7)5-1-6(17)10(19)9(5)18/h2-3,5-6,9-10,17-19H,1H2,(H2,13,14)/t5-,6+,9+,10-/m1/s1

Standard InChI Key:  BZIYQWYVIMTZMI-OFLNYADTSA-N

Alternative Forms

1. Parent:

   

   ALA3290663

   (1S,2R,3S,4R)-4-(4-amino-7-fluoroimidazo[4,5-c]pyridin-1-yl)cyclopentane-1,2,3-triol

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: 268.25

Molecular Weight (Monoisotopic): 268.0972

AlogP: -0.82

#Rotatable Bonds: 1

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: 12.95

CX Basic pKa: 4.08

CX LogP: -1.77

CX LogD: -1.77

Aromatic Rings: 2

Heavy Atoms: 19

QED Weighted: 0.54

Np Likeness Score: 0.54

References

1. Converso A, Hartingh T, Fraley ME, Garbaccio RM, Hartman GD, Huang SY, Majercak JM, McCampbell A, Na SJ, Ray WJ, Savage MJ, Wolffe C, Yeh S, Yu Y, White R, Zhang R..  (2014)  Adenosine analogue inhibitors of S-adenosylhomocysteine hydrolase.,  24  (12): [PMID:24813734] [10.1016/j.bmcl.2014.04.034]

2. Chen Q, Liu C, Komazin G, Bowlin TL, Schneller SW..  (2014)  Synthesis and antiviral activities of 3-deaza-3-fluoroaristeromycin and its 5' analogues.,  22  (24): [PMID:25456389] [10.1016/j.bmc.2014.10.014]

Source

Source(1):

• Scientific Literature