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

ID: ALA5194666

Chembl Id: CHEMBL5194666

PubChem CID: 168287105

Max Phase: Preclinical

Molecular Formula: C29H28ClN5O6S

Molecular Weight: 610.09

Names and Identifiers

Canonical SMILES:  CCOC(=O)[C@@]12C[C@@H]1[C@@H](n1cnc3c(NCCc4ccc(O)c(OC)c4)nc(C#Cc4ccc(Cl)s4)nc31)[C@H](O)[C@@H]2O

Standard InChI:  InChI=1S/C29H28ClN5O6S/c1-3-41-28(39)29-13-17(29)23(24(37)25(29)38)35-14-32-22-26(31-11-10-15-4-7-18(36)19(12-15)40-2)33-21(34-27(22)35)9-6-16-5-8-20(30)42-16/h4-5,7-8,12,14,17,23-25,36-38H,3,10-11,13H2,1-2H3,(H,31,33,34)/t17-,23-,24+,25+,29+/m1/s1

Standard InChI Key:  XCMIQQJEFFPRAQ-XVOCEWIJSA-N

Alternative Forms

1. Parent:

   

   ALA5194666

   ---

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: 610.09

Molecular Weight (Monoisotopic): 609.1449

AlogP: 3.16

#Rotatable Bonds: 8

Polar Surface Area: 151.85

Molecular Species: NEUTRAL

HBA: 12

HBD: 4

#RO5 Violations: 2

HBA (Lipinski): 11

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 10.23

CX Basic pKa: 3.38

CX LogP: 3.96

CX LogD: 3.96

Aromatic Rings: 4

Heavy Atoms: 42

QED Weighted: 0.17

Np Likeness Score: 0.14

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