ethyl (1S,2R,3S,4R,5R)-2,3-dihydroxy-4-(4-(phenethylamino)-2-(phenylethynyl)-7H-pyrrolo[2,3-d]pyrimidin-7-yl)bicyclo[3.1.0]hexane-1-carboxylate

ID: ALA5169644

Chembl Id: CHEMBL5169644

PubChem CID: 168271011

Max Phase: Preclinical

Molecular Formula: C31H30N4O4

Molecular Weight: 522.61

Names and Identifiers

Canonical SMILES:  CCOC(=O)[C@]12C[C@@H]1[C@@H](n1ccc3c(NCCc4ccccc4)nc(C#Cc4ccccc4)nc31)[C@H](O)[C@@H]2O

Standard InChI:  InChI=1S/C31H30N4O4/c1-2-39-30(38)31-19-23(31)25(26(36)27(31)37)35-18-16-22-28(32-17-15-21-11-7-4-8-12-21)33-24(34-29(22)35)14-13-20-9-5-3-6-10-20/h3-12,16,18,23,25-27,36-37H,2,15,17,19H2,1H3,(H,32,33,34)/t23-,25-,26+,27+,31-/m1/s1

Standard InChI Key:  ZPZDGGXNORFAFM-YOLPVHPBSA-N

Alternative Forms

1. Parent:

   

   ALA5169644

   ---

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: 522.61

Molecular Weight (Monoisotopic): 522.2267

AlogP: 3.33

#Rotatable Bonds: 7

Polar Surface Area: 109.50

Molecular Species: NEUTRAL

HBA: 8

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.12

CX Basic pKa: 5.08

CX LogP: 4.78

CX LogD: 4.78

Aromatic Rings: 4

Heavy Atoms: 39

QED Weighted: 0.25

Np Likeness Score: -0.09

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]

2. Jacobson KA, Salmaso V, Suresh RR, Tosh DK..  (2021)  Expanding the repertoire of methanocarba nucleosides from purinergic signaling to diverse targets.,  12  (11.0): [PMID:34825182] [10.1039/D1MD00167A]

Source

Source(1):

• Scientific Literature