ID: ALA3343591

Max Phase: Preclinical

Molecular Formula: C24H25FN5O9PS

Molecular Weight: 609.53

Molecule Type: Small molecule

Representations

Canonical SMILES:  Cc1cn([C@H]2C[C@H](N=[N+]=[N-])[C@@H](COP(=O)(OCCS(=O)(=O)c3ccccc3)Oc3ccc(F)cc3)O2)c(=O)[nH]c1=O

Standard InChI:  InChI=1S/C24H25FN5O9PS/c1-16-14-30(24(32)27-23(16)31)22-13-20(28-29-26)21(38-22)15-37-40(33,39-18-9-7-17(25)8-10-18)36-11-12-41(34,35)19-5-3-2-4-6-19/h2-10,14,20-22H,11-13,15H2,1H3,(H,27,31,32)/t20-,21+,22+,40?/m0/s1

Standard InChI Key:  IQIWBTOFQMMPHT-WQJRZSNASA-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: 609.53

Molecular Weight (Monoisotopic): 609.1095

AlogP: 3.64

#Rotatable Bonds: 12

Polar Surface Area: 191.75

Molecular Species: NEUTRAL

HBA: 11

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 14

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 9.96

CX Basic pKa:

CX LogP: 2.93

CX LogD: 2.81

Aromatic Rings: 3

Heavy Atoms: 41

QED Weighted: 0.14

Np Likeness Score: -0.23

References

1. Wang J, Wang YJ, Chen ZS, Kwon CH..  (2014)  Synthesis and evaluation of sulfonylethyl-containing phosphotriesters of 3'-azido-3'-deoxythymidine as anticancer prodrugs.,  22  (21): [PMID:25440502] [10.1016/j.bmc.2014.09.046]

Source

Source(1):

• Scientific Literature