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

ID: ALA4470616

Chembl Id: CHEMBL4470616

PubChem CID: 155534564

Max Phase: Preclinical

Molecular Formula: C17H22FN3O11P2

Molecular Weight: 525.32

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=c1[nH]/c(=N/OCc2ccccc2)c(F)cn1[C@@H]1O[C@H](COP(=O)(O)CP(=O)(O)O)[C@@H](O)[C@H]1O

Standard InChI:  InChI=1S/C17H22FN3O11P2/c18-11-6-21(17(24)19-15(11)20-30-7-10-4-2-1-3-5-10)16-14(23)13(22)12(32-16)8-31-34(28,29)9-33(25,26)27/h1-6,12-14,16,22-23H,7-9H2,(H,28,29)(H,19,20,24)(H2,25,26,27)/t12-,13-,14-,16-/m1/s1

Standard InChI Key:  FFOWVPJTWFHPEY-IXYNUQLISA-N

Alternative Forms

1. Parent:

   

   ALA4470616

   ---

2. Alternative Forms:

   

   ALA4470616

   ---

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: 525.32

Molecular Weight (Monoisotopic): 525.0714

AlogP: -0.70

#Rotatable Bonds: 9

Polar Surface Area: 213.13

Molecular Species: ACID

HBA: 10

HBD: 6

#RO5 Violations: 2

HBA (Lipinski): 14

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 0.98

CX Basic pKa: ┄

CX LogP: -0.29

CX LogD: -5.38

Aromatic Rings: 2

Heavy Atoms: 34

QED Weighted: 0.18

Np Likeness Score: 0.44

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