ID: ALA4591580

Max Phase: Preclinical

Molecular Formula: C11H19N7O9P2

Molecular Weight: 455.26

Molecule Type: Unknown

Representations

Canonical SMILES:  NNc1nc(N)c2ncn([C@@H]3O[C@H](COP(=O)(O)CP(=O)(O)O)[C@@H](O)[C@H]3O)c2n1

Standard InChI:  InChI=1S/C11H19N7O9P2/c12-8-5-9(16-11(15-8)17-13)18(2-14-5)10-7(20)6(19)4(27-10)1-26-29(24,25)3-28(21,22)23/h2,4,6-7,10,19-20H,1,3,13H2,(H,24,25)(H2,21,22,23)(H3,12,15,16,17)/t4-,6-,7-,10-/m1/s1

Standard InChI Key:  AJMJEKNHUHCOGZ-KQYNXXCUSA-N

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Properties

Molecular Weight: 455.26

Molecular Weight (Monoisotopic): 455.0719

AlogP: -2.35

#Rotatable Bonds: 7

Polar Surface Area: 261.42

Molecular Species: ZWITTERION

HBA: 13

HBD: 8

#RO5 Violations: 2

HBA (Lipinski): 16

HBD (Lipinski): 10

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 0.97

CX Basic pKa: 10.86

CX LogP: -7.51

CX LogD: -8.99

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.12

Np Likeness Score: 0.58

References

1. Bhattarai S, Pippel J, Scaletti E, Idris R, Freundlieb M, Rolshoven G, Renn C, Lee SY, Abdelrahman A, Zimmermann H, El-Tayeb A, Müller CE, Sträter N..  (2020)  2-Substituted α,β-Methylene-ADP Derivatives: Potent Competitive Ecto-5'-nucleotidase (CD73) Inhibitors with Variable Binding Modes.,  63  (6): [PMID:32045236] [10.1021/acs.jmedchem.9b01611]

Source

Source(1):

• Scientific Literature