ethyl (1S,2R,3S,4R,5R)-4-(2-((5-chlorothiophen-2-yl)ethynyl)-4-((3-(3-hydroxy-4-methoxyphenyl)propyl)amino)-7H-pyrrolo[2,3-d]pyrimidin-7-yl)-2,3-dihydroxybicyclo[3.1.0]hexane-1-carboxylate

ID: ALA5196742

Chembl Id: CHEMBL5196742

PubChem CID: 168285550

Max Phase: Preclinical

Molecular Formula: C31H31ClN4O6S

Molecular Weight: 623.13

Names and Identifiers

Canonical SMILES:  CCOC(=O)[C@]12C[C@@H]1[C@@H](n1ccc3c(NCCCc4ccc(OC)c(O)c4)nc(C#Cc4ccc(Cl)s4)nc31)[C@H](O)[C@@H]2O

Standard InChI:  InChI=1S/C31H31ClN4O6S/c1-3-42-30(40)31-16-20(31)25(26(38)27(31)39)36-14-12-19-28(33-13-4-5-17-6-9-22(41-2)21(37)15-17)34-24(35-29(19)36)11-8-18-7-10-23(32)43-18/h6-7,9-10,12,14-15,20,25-27,37-39H,3-5,13,16H2,1-2H3,(H,33,34,35)/t20-,25-,26+,27+,31-/m1/s1

Standard InChI Key:  NQMDSSWFRCKHSD-BJAJKIPMSA-N

Alternative Forms

1. Parent:

   

   ALA5196742

   ---

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: 623.13

Molecular Weight (Monoisotopic): 622.1653

AlogP: 4.15

#Rotatable Bonds: 9

Polar Surface Area: 138.96

Molecular Species: NEUTRAL

HBA: 11

HBD: 4

#RO5 Violations: 2

HBA (Lipinski): 10

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 10.05

CX Basic pKa: 5.04

CX LogP: 5.20

CX LogD: 5.20

Aromatic Rings: 4

Heavy Atoms: 43

QED Weighted: 0.12

Np Likeness Score: 0.06

References

1. Abel B, Murakami M, Tosh DK, Yu J, Lusvarghi S, Campbell RG, Gao ZG, Jacobson KA, Ambudkar SV..  (2022)  Interaction of A₃ adenosine receptor ligands with the human multidrug transporter ABCG2.,  231  [PMID:35152062] [10.1016/j.ejmech.2022.114103]

Source

Source(1):

• Scientific Literature