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

ID: ALA5175945

Chembl Id: CHEMBL5175945

PubChem CID: 168276950

Max Phase: Preclinical

Molecular Formula: C27H36N6O6

Molecular Weight: 540.62

Names and Identifiers

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

Standard InChI:  InChI=1S/C27H36N6O6/c1-14(2)8-10-39-26-31-23(29-9-7-15-5-6-18(38-4)17(34)11-15)19-24(32-26)33(13-30-19)20-16-12-27(16,25(37)28-3)22(36)21(20)35/h5-6,11,13-14,16,20-22,34-36H,7-10,12H2,1-4H3,(H,28,37)(H,29,31,32)/t16-,20-,21+,22+,27+/m1/s1

Standard InChI Key:  BBUDWDJHOPLKCB-ZFDFLGGNSA-N

Alternative Forms

1. Parent:

   

   ALA5175945

   ---

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: 540.62

Molecular Weight (Monoisotopic): 540.2696

AlogP: 1.65

#Rotatable Bonds: 11

Polar Surface Area: 163.88

Molecular Species: NEUTRAL

HBA: 11

HBD: 5

#RO5 Violations: 2

HBA (Lipinski): 12

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 10.02

CX Basic pKa: 4.22

CX LogP: 1.69

CX LogD: 1.69

Aromatic Rings: 3

Heavy Atoms: 39

QED Weighted: 0.24

Np Likeness Score: 0.19

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