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

ID: ALA5180037

Chembl Id: CHEMBL5180037

PubChem CID: 168273322

Max Phase: Preclinical

Molecular Formula: C28H28N6O5S

Molecular Weight: 560.64

Names and Identifiers

Canonical SMILES:  CNC(=O)[C@@]12C[C@@H]1[C@@H](n1cnc3c(NCCc4ccc(O)c(OC)c4)nc(C#Cc4cccs4)nc31)[C@H](O)[C@@H]2O

Standard InChI:  InChI=1S/C28H28N6O5S/c1-29-27(38)28-13-17(28)22(23(36)24(28)37)34-14-31-21-25(30-10-9-15-5-7-18(35)19(12-15)39-2)32-20(33-26(21)34)8-6-16-4-3-11-40-16/h3-5,7,11-12,14,17,22-24,35-37H,9-10,13H2,1-2H3,(H,29,38)(H,30,32,33)/t17-,22-,23+,24+,28+/m1/s1

Standard InChI Key:  BSNRNEQWNOXCPH-CIZVZKTGSA-N

Alternative Forms

1. Parent:

   

   ALA5180037

   ---

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: 560.64

Molecular Weight (Monoisotopic): 560.1842

AlogP: 1.69

#Rotatable Bonds: 7

Polar Surface Area: 154.65

Molecular Species: NEUTRAL

HBA: 11

HBD: 5

#RO5 Violations: 2

HBA (Lipinski): 11

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 10.23

CX Basic pKa: 3.37

CX LogP: 2.40

CX LogD: 2.40

Aromatic Rings: 4

Heavy Atoms: 40

QED Weighted: 0.21

Np Likeness Score: 0.12

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