5-[6-Amino-2-(3-hydroxy-prop-1-ynyl)-purin-9-yl]-3,4-dihydroxy-tetrahydro-furan-2-carboxylic acid ethylamide

ID: ALA2113483

Chembl Id: CHEMBL2113483

PubChem CID: 9975881

Max Phase: Preclinical

Molecular Formula: C15H18N6O5

Molecular Weight: 362.35

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCNC(=O)[C@H]1O[C@@H](n2cnc3c(N)nc(C#CCO)nc32)[C@H](O)[C@@H]1O

Standard InChI:  InChI=1S/C15H18N6O5/c1-2-17-14(25)11-9(23)10(24)15(26-11)21-6-18-8-12(16)19-7(4-3-5-22)20-13(8)21/h6,9-11,15,22-24H,2,5H2,1H3,(H,17,25)(H2,16,19,20)/t9-,10+,11-,15+/m0/s1

Standard InChI Key:  PNWLHMGZWSTPTG-BQVMBELUSA-N

Alternative Forms

1. Parent:

   

   ALA2113483

   (2S,3S,4R,5R)-5-[6-amino-2-(3-hydroxyprop-1-ynyl)purin-9-yl]-N-ethyl-3,4-dihydroxyoxolane-2-carboxamide

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: 362.35

Molecular Weight (Monoisotopic): 362.1339

AlogP: -2.49

#Rotatable Bonds: 3

Polar Surface Area: 168.64

Molecular Species: NEUTRAL

HBA: 10

HBD: 5

#RO5 Violations: ┄

HBA (Lipinski): 11

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 12.37

CX Basic pKa: 3.88

CX LogP: -1.66

CX LogD: -1.66

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.37

Np Likeness Score: 0.48

References

1. Cristalli G, Volpini R, Vittori S, Camaioni E, Monopoli A, Conti A, Dionisotti S, Zocchi C, Ongini E..  (1994)  2-Alkynyl derivatives of adenosine-5'-N-ethyluronamide: selective A2 adenosine receptor agonists with potent inhibitory activity on platelet aggregation.,  37  (11): [PMID:8201607] [10.1021/jm00037a024]

Source

Source(1):

• Scientific Literature