N4-[O-(4-Benzyloxy)]-3-ethyl-cytidine-5'-O-[(phosphonomethyl)phosphonic acid]

ID: ALA4440236

Chembl Id: CHEMBL4440236

PubChem CID: 155514425

Max Phase: Preclinical

Molecular Formula: C19H27N3O11P2

Molecular Weight: 535.38

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCn1c(=O)n([C@@H]2O[C@H](COP(=O)(O)CP(=O)(O)O)[C@@H](O)[C@H]2O)cc/c1=N\OCc1ccccc1

Standard InChI:  InChI=1S/C19H27N3O11P2/c1-2-21-15(20-31-10-13-6-4-3-5-7-13)8-9-22(19(21)25)18-17(24)16(23)14(33-18)11-32-35(29,30)12-34(26,27)28/h3-9,14,16-18,23-24H,2,10-12H2,1H3,(H,29,30)(H2,26,27,28)/b20-15+/t14-,16-,17-,18-/m1/s1

Standard InChI Key:  RJYKQDCXOUSUAW-WCNVUMMFSA-N

Alternative Forms

1. Parent:

   

   ALA4440236

   ---

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

Calculated Properties

Molecular Weight: 535.38

Molecular Weight (Monoisotopic): 535.1121

AlogP: -0.34

#Rotatable Bonds: 10

Polar Surface Area: 202.27

Molecular Species: ACID

HBA: 11

HBD: 5

#RO5 Violations: 2

HBA (Lipinski): 14

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 0.98

CX Basic pKa: ┄

CX LogP: 0.04

CX LogD: -4.63

Aromatic Rings: 2

Heavy Atoms: 35

QED Weighted: 0.20

Np Likeness Score: 0.36

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]

Source

Source(1):

• Scientific Literature