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

ID: ALA5180330

Chembl Id: CHEMBL5180330

PubChem CID: 168276329

Max Phase: Preclinical

Molecular Formula: C29H29ClN6O5S

Molecular Weight: 609.11

Names and Identifiers

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

Standard InChI:  InChI=1S/C29H29ClN6O5S/c1-31-28(39)29-13-17(29)23(24(37)25(29)38)36-14-33-22-26(32-11-10-15-4-7-18(40-2)19(12-15)41-3)34-21(35-27(22)36)9-6-16-5-8-20(30)42-16/h4-5,7-8,12,14,17,23-25,37-38H,10-11,13H2,1-3H3,(H,31,39)(H,32,34,35)/t17-,23-,24+,25+,29+/m1/s1

Standard InChI Key:  WUZJMSWYANTMGC-XVOCEWIJSA-N

Alternative Forms

1. Parent:

   

   ALA5180330

   ---

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: 609.11

Molecular Weight (Monoisotopic): 608.1609

AlogP: 2.64

#Rotatable Bonds: 8

Polar Surface Area: 143.65

Molecular Species: NEUTRAL

HBA: 11

HBD: 4

#RO5 Violations: 2

HBA (Lipinski): 11

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 13.12

CX Basic pKa: 3.37

CX LogP: 3.05

CX LogD: 3.05

Aromatic Rings: 4

Heavy Atoms: 42

QED Weighted: 0.22

Np Likeness Score: -0.06

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