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

ID: ALA5181821

Chembl Id: CHEMBL5181821

PubChem CID: 168277923

Max Phase: Preclinical

Molecular Formula: C23H28N6O6

Molecular Weight: 484.51

Names and Identifiers

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

Standard InChI:  InChI=1S/C23H28N6O6/c1-24-21(33)23-9-12(23)16(17(31)18(23)32)29-10-26-15-19(27-22(35-3)28-20(15)29)25-7-6-11-4-5-14(34-2)13(30)8-11/h4-5,8,10,12,16-18,30-32H,6-7,9H2,1-3H3,(H,24,33)(H,25,27,28)/t12-,16-,17+,18+,23+/m1/s1

Standard InChI Key:  GJBHTDNKZRHMMV-BGCLTTEDSA-N

Alternative Forms

1. Parent:

   

   ALA5181821

   ---

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: 484.51

Molecular Weight (Monoisotopic): 484.2070

AlogP: 0.23

#Rotatable Bonds: 8

Polar Surface Area: 163.88

Molecular Species: NEUTRAL

HBA: 11

HBD: 5

#RO5 Violations: 1

HBA (Lipinski): 12

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 10.02

CX Basic pKa: 4.25

CX LogP: 0.08

CX LogD: 0.08

Aromatic Rings: 3

Heavy Atoms: 35

QED Weighted: 0.30

Np Likeness Score: 0.23

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