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

ID: ALA5187659

Chembl Id: CHEMBL5187659

PubChem CID: 168279316

Max Phase: Preclinical

Molecular Formula: C28H27BrN6O5S

Molecular Weight: 639.53

Names and Identifiers

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

Standard InChI:  InChI=1S/C28H27BrN6O5S/c1-30-27(39)28-12-16(28)22(23(37)24(28)38)35-13-32-21-25(31-10-9-14-3-6-17(36)18(11-14)40-2)33-20(34-26(21)35)8-5-15-4-7-19(29)41-15/h3-4,6-7,11,13,16,22-24,36-38H,9-10,12H2,1-2H3,(H,30,39)(H,31,33,34)/t16-,22-,23+,24+,28+/m1/s1

Standard InChI Key:  BVFDNKNJVNSDBZ-CIHAWVRQSA-N

Alternative Forms

1. Parent:

   

   ALA5187659

   ---

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: 639.53

Molecular Weight (Monoisotopic): 638.0947

AlogP: 2.45

#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: 3.17

CX LogD: 3.17

Aromatic Rings: 4

Heavy Atoms: 41

QED Weighted: 0.19

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