ID: ALA1966557

Max Phase: Preclinical

Molecular Formula: C10H12N2O5

Molecular Weight: 240.22

Molecule Type: Small molecule

Representations

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

Standard InChI:  InChI=1S/C10H12N2O5/c13-4-5-3-6(9(16)8(5)15)12-2-1-7(14)11-10(12)17/h1-3,6,8-9,13,15-16H,4H2,(H,11,14,17)/t6-,8-,9+/m1/s1

Standard InChI Key:  FCWVOJUKQSHZIV-VDAHYXPESA-N

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Properties

Molecular Weight: 240.22

Molecular Weight (Monoisotopic): 240.0746

AlogP: -2.27

#Rotatable Bonds: 2

Polar Surface Area: 115.55

Molecular Species: NEUTRAL

HBA: 6

HBD: 4

#RO5 Violations: 0

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 9.74

CX Basic pKa:

CX LogP: -2.51

CX LogD: -2.52

Aromatic Rings: 1

Heavy Atoms: 17

QED Weighted: 0.44

Np Likeness Score: 1.21

References

1. Lim MI, Moyer JD, Cysyk RI, Marquez VE..  (1984)  Cyclopentenyluridine and cyclopentenylcytidine analogues as inhibitors of uridine-cytidine kinase.,  27  (12): [PMID:6094806] [10.1021/jm00378a002]

2. Song GY, Paul V, Choo H, Morrey J, Sidwell RW, Schinazi RF, Chu CK..  (2001)  Enantiomeric synthesis of D- and L-cyclopentenyl nucleosides and their antiviral activity against HIV and West Nile virus.,  44  (23): [PMID:11689085] [10.1021/jm010256v]

3. PubChem BioAssay data set, 

Source

Source(2):

• Scientific Literature
• PubChem BioAssays