2-(7-Amino-imidazo[4,5-b]pyridin-3-yl)-5-isobutylsulfanylmethyl-tetrahydro-furan-3,4-diol

ID: ALA604770

Chembl Id: CHEMBL604770

PubChem CID: 46874972

Max Phase: Preclinical

Molecular Formula: C15H22N4O3S

Molecular Weight: 338.43

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)CSC[C@H]1OC(n2cnc3c(N)ccnc32)[C@H](O)[C@@H]1O

Standard InChI:  InChI=1S/C15H22N4O3S/c1-8(2)5-23-6-10-12(20)13(21)15(22-10)19-7-18-11-9(16)3-4-17-14(11)19/h3-4,7-8,10,12-13,15,20-21H,5-6H2,1-2H3,(H2,16,17)/t10-,12-,13-,15?/m1/s1

Standard InChI Key:  QCURFAQKLLLRDS-WTGDJLFUSA-N

Alternative Forms

1. Parent:

   

   ALA604770

   (3R,4S,5S)-2-(7-aminoimidazo[4,5-b]pyridin-3-yl)-5-(2-methylpropylsulfanylmethyl)oxolane-3,4-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: 338.43

Molecular Weight (Monoisotopic): 338.1413

AlogP: 1.02

#Rotatable Bonds: 5

Polar Surface Area: 106.42

Molecular Species: NEUTRAL

HBA: 8

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.47

CX Basic pKa: 5.18

CX LogP: 0.64

CX LogD: 0.64

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.75

Np Likeness Score: 0.53

References

1. Pankaskie MC, Kachur JF, Itoh T, Gordon RK, Chiang PK..  (1985)  Inhibition of muscarinic receptor binding and acetylcholine-induced contraction of guinea pig ileum by analogues of 5'-(isobutylthio)adenosine.,  28  (8): [PMID:3874962] [10.1021/jm00146a027]

Source

Source(1):

• Scientific Literature