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

ID: ALA5207991

Chembl Id: CHEMBL5207991

PubChem CID: 168296584

Max Phase: Preclinical

Molecular Formula: C27H25BrN6O5S

Molecular Weight: 625.51

Names and Identifiers

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

Standard InChI:  InChI=1S/C27H25BrN6O5S/c1-29-26(39)27-11-15(27)21(22(37)23(27)38)34-12-31-20-24(30-9-8-13-2-5-16(35)17(36)10-13)32-19(33-25(20)34)7-4-14-3-6-18(28)40-14/h2-3,5-6,10,12,15,21-23,35-38H,8-9,11H2,1H3,(H,29,39)(H,30,32,33)/t15-,21-,22+,23+,27+/m1/s1

Standard InChI Key:  WQKUQCRIBBKPCU-QSNYBYPBSA-N

Alternative Forms

1. Parent:

   

   ALA5207991

   ---

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: 625.51

Molecular Weight (Monoisotopic): 624.0791

AlogP: 2.14

#Rotatable Bonds: 6

Polar Surface Area: 165.65

Molecular Species: NEUTRAL

HBA: 11

HBD: 6

#RO5 Violations: 3

HBA (Lipinski): 11

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 9.48

CX Basic pKa: 3.37

CX LogP: 3.09

CX LogD: 3.09

Aromatic Rings: 4

Heavy Atoms: 40

QED Weighted: 0.14

Np Likeness Score: 0.16

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