(1S,2R,3S,4R,5S)-4-[2-[2-(3,4-difluorophenyl)ethynyl]-6-[2-(4-hydroxy-3-methoxy-phenyl)ethylamino]purin-9-yl]-2,3-dihydroxy-N-methyl-bicyclo[3.1.0]hexane-1-carboxamide

ID: ALA5207208

Chembl Id: CHEMBL5207208

PubChem CID: 168297432

Max Phase: Preclinical

Molecular Formula: C30H28F2N6O5

Molecular Weight: 590.59

Names and Identifiers

Canonical SMILES:  CNC(=O)[C@@]12C[C@@H]1[C@@H](n1cnc3c(NCCc4ccc(O)c(OC)c4)nc(C#Cc4ccc(F)c(F)c4)nc31)[C@H](O)[C@@H]2O

Standard InChI:  InChI=1S/C30H28F2N6O5/c1-33-29(42)30-13-17(30)24(25(40)26(30)41)38-14-35-23-27(34-10-9-16-4-7-20(39)21(12-16)43-2)36-22(37-28(23)38)8-5-15-3-6-18(31)19(32)11-15/h3-4,6-7,11-12,14,17,24-26,39-41H,9-10,13H2,1-2H3,(H,33,42)(H,34,36,37)/t17-,24-,25+,26+,30+/m1/s1

Standard InChI Key:  VMGKIGSBMUAARS-MBIQTBDCSA-N

Alternative Forms

1. Parent:

   

   ALA5207208

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 590.59

Molecular Weight (Monoisotopic): 590.2089

AlogP: 1.90

#Rotatable Bonds: 7

Polar Surface Area: 154.65

Molecular Species: NEUTRAL

HBA: 10

HBD: 5

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 10.23

CX Basic pKa: 3.41

CX LogP: 2.78

CX LogD: 2.78

Aromatic Rings: 4

Heavy Atoms: 43

QED Weighted: 0.20

Np Likeness Score: -0.18

References

1. Tosh DK, Salmaso V, Campbell RG, Rao H, Bitant A, Pottie E, Stove CP, Liu N, Gavrilova O, Gao ZG, Auchampach JA, Jacobson KA..  (2022)  A₃ adenosine receptor agonists containing dopamine moieties for enhanced interspecies affinity.,  228  [PMID:34844790] [10.1016/j.ejmech.2021.113983]

Source

Source(1):

• Scientific Literature