(1R,2R,3S,4R,5S)-1-methyl-4-(6-(phenethylamino)-2-(phenylethynyl)-9H-purin-9-yl)bicyclo[3.1.0]hexane-2,3-diol

ID: ALA4559342

Chembl Id: CHEMBL4559342

PubChem CID: 155558029

Max Phase: Preclinical

Molecular Formula: C28H27N5O2

Molecular Weight: 465.56

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C[C@@]12C[C@@H]1[C@@H](n1cnc3c(NCCc4ccccc4)nc(C#Cc4ccccc4)nc31)[C@H](O)[C@@H]2O

Standard InChI:  InChI=1S/C28H27N5O2/c1-28-16-20(28)23(24(34)25(28)35)33-17-30-22-26(29-15-14-19-10-6-3-7-11-19)31-21(32-27(22)33)13-12-18-8-4-2-5-9-18/h2-11,17,20,23-25,34-35H,14-16H2,1H3,(H,29,31,32)/t20-,23-,24+,25+,28-/m1/s1

Standard InChI Key:  JLDGDSNQAUZZKE-NGWPRWDKSA-N

Alternative Forms

1. Parent:

   

   ALA4559342

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 465.56

Molecular Weight (Monoisotopic): 465.2165

AlogP: 3.18

#Rotatable Bonds: 5

Polar Surface Area: 96.09

Molecular Species: NEUTRAL

HBA: 7

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.28

CX Basic pKa: 2.98

CX LogP: 4.34

CX LogD: 4.34

Aromatic Rings: 4

Heavy Atoms: 35

QED Weighted: 0.39

Np Likeness Score: 0.18

References

1. Yu J, Mannes P, Jung YH, Ciancetta A, Bitant A, Lieberman DI, Khaznadar S, Auchampach JA, Gao ZG, Jacobson KA..  (2018)  Structure activity relationship of 2-arylalkynyl-adenine derivatives as human A₃ adenosine receptor antagonists.,  9  (11): [PMID:30568760] [10.1039/C8MD00317C]

Source

Source(1):

• Scientific Literature