ID: ALA222353

Max Phase: Preclinical

Molecular Formula: C20H22N2O8S

Molecular Weight: 450.47

Molecule Type: Small molecule

Representations

Canonical SMILES:  Cc1ccc(S(=O)(=O)OCCC#Cc2cn([C@H]3C[C@H](O)[C@@H](CO)O3)c(=O)[nH]c2=O)cc1

Standard InChI:  InChI=1S/C20H22N2O8S/c1-13-5-7-15(8-6-13)31(27,28)29-9-3-2-4-14-11-22(20(26)21-19(14)25)18-10-16(24)17(12-23)30-18/h5-8,11,16-18,23-24H,3,9-10,12H2,1H3,(H,21,25,26)/t16-,17+,18+/m0/s1

Standard InChI Key:  UGJLBGMWICKKCG-RCCFBDPRSA-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: 450.47

Molecular Weight (Monoisotopic): 450.1097

AlogP: -0.37

#Rotatable Bonds: 6

Polar Surface Area: 147.92

Molecular Species: NEUTRAL

HBA: 9

HBD: 3

#RO5 Violations: 0

HBA (Lipinski): 10

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 9.44

CX Basic pKa:

CX LogP: 0.93

CX LogD: 0.92

Aromatic Rings: 2

Heavy Atoms: 31

QED Weighted: 0.31

Np Likeness Score: 0.22

References

1. De Clercq E, Descamps J, Balzarini J, Giziewicz J, Barr PJ, Robins MJ..  (1983)  Nucleic acid related compounds. 40. Synthesis and biological activities of 5-alkynyluracil nucleosides.,  26  (5): [PMID:6302254] [10.1021/jm00359a008]

2. Helguera AM, Rodríguez-Borges JE, García-Mera X, Fernández F, Cordeiro MN..  (2007)  Probing the anticancer activity of nucleoside analogues: a QSAR model approach using an internally consistent training set.,  50  (7): [PMID:17341060] [10.1021/jm061445m]

Source

Source(1):

• Scientific Literature