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

ID: ALA5178814

Chembl Id: CHEMBL5178814

PubChem CID: 168274237

Max Phase: Preclinical

Molecular Formula: C26H32N6O6

Molecular Weight: 524.58

Names and Identifiers

Canonical SMILES:  CNC(=O)[C@@]12C[C@@H]1[C@@H](n1cnc3c(NCCc4ccc(OC)c(O)c4)nc(OCC4CC4)nc31)[C@H](O)[C@@H]2O

Standard InChI:  InChI=1S/C26H32N6O6/c1-27-24(36)26-10-15(26)19(20(34)21(26)35)32-12-29-18-22(30-25(31-23(18)32)38-11-14-3-4-14)28-8-7-13-5-6-17(37-2)16(33)9-13/h5-6,9,12,14-15,19-21,33-35H,3-4,7-8,10-11H2,1-2H3,(H,27,36)(H,28,30,31)/t15-,19-,20+,21+,26+/m1/s1

Standard InChI Key:  MJPMZHWMGJXXMQ-MRAWFPONSA-N

Alternative Forms

1. Parent:

   

   ALA5178814

   ---

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: 524.58

Molecular Weight (Monoisotopic): 524.2383

AlogP: 1.01

#Rotatable Bonds: 10

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: 4.21

CX LogP: 0.86

CX LogD: 0.86

Aromatic Rings: 3

Heavy Atoms: 38

QED Weighted: 0.26

Np Likeness Score: 0.11

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