ID: ALA4558180

Max Phase: Preclinical

Molecular Formula: C10H16N2O11P2

Molecular Weight: 402.19

Molecule Type: Unknown

Representations

Canonical SMILES:  O=c1ccn([C@@H]2O[C@H](COP(=O)(O)CP(=O)(O)O)[C@@H](O)[C@@H]2O)c(=O)[nH]1

Standard InChI:  InChI=1S/C10H16N2O11P2/c13-6-1-2-12(10(16)11-6)9-8(15)7(14)5(23-9)3-22-25(20,21)4-24(17,18)19/h1-2,5,7-9,14-15H,3-4H2,(H,20,21)(H,11,13,16)(H2,17,18,19)/t5-,7-,8+,9-/m1/s1

Standard InChI Key:  PDEGDTTUBZXACY-BUJSFMDZSA-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: 402.19

Molecular Weight (Monoisotopic): 402.0229

AlogP: -2.51

#Rotatable Bonds: 6

Polar Surface Area: 208.61

Molecular Species: ACID

HBA: 9

HBD: 6

#RO5 Violations: 1

HBA (Lipinski): 13

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 0.98

CX Basic pKa:

CX LogP: -3.53

CX LogD: -8.20

Aromatic Rings: 1

Heavy Atoms: 25

QED Weighted: 0.27

Np Likeness Score: 1.08

References

1. Junker A, Renn C, Dobelmann C, Namasivayam V, Jain S, Losenkova K, Irjala H, Duca S, Balasubramanian R, Chakraborty S, Börgel F, Zimmermann H, Yegutkin GG, Müller CE, Jacobson KA..  (2019)  Structure-Activity Relationship of Purine and Pyrimidine Nucleotides as Ecto-5'-Nucleotidase (CD73) Inhibitors.,  62  (7): [PMID:30895781] [10.1021/acs.jmedchem.9b00164]

2. Oliva P, Scortichini M, Dobelmann C, Jain S, Gopinatth V, Toti KS, Phung NB, Junker A, Jacobson KA..  (2021)  Structure-activity relationships of pyrimidine nucleotides containing a 5'-α,β-methylene diphosphonate at the P2Y₆ receptor.,  45  [PMID:34048882] [10.1016/j.bmcl.2021.128137]

Source

Source(1):

• Scientific Literature