N4-[O-(4-Benzyloxy)]-3-methyl-cytidine-5'-O-[(phosphonomethyl)phosphonic acid]; Benzyloxyimino-3-methylcytidine-5-alpha,beta-methylene-diphosphate

ID: ALA4443977

Chembl Id: CHEMBL4443977

PubChem CID: 155516521

Max Phase: Preclinical

Molecular Formula: C18H25N3O11P2

Molecular Weight: 521.36

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cn1c(=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/C18H25N3O11P2/c1-20-14(19-30-9-12-5-3-2-4-6-12)7-8-21(18(20)24)17-16(23)15(22)13(32-17)10-31-34(28,29)11-33(25,26)27/h2-8,13,15-17,22-23H,9-11H2,1H3,(H,28,29)(H2,25,26,27)/b19-14+/t13-,15-,16-,17-/m1/s1

Standard InChI Key:  JOCMZOPRZSOYRO-XWJPGZQWSA-N

Alternative Forms

1. Parent:

   

   ALA4443977

   ---

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: 521.36

Molecular Weight (Monoisotopic): 521.0964

AlogP: -0.82

#Rotatable Bonds: 9

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: -0.31

CX LogD: -4.98

Aromatic Rings: 2

Heavy Atoms: 34

QED Weighted: 0.20

Np Likeness Score: 0.52

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