ID: ALA3343589

Max Phase: Preclinical

Molecular Formula: C25H28N5O9PS

Molecular Weight: 605.57

Molecule Type: Small molecule

Representations

Canonical SMILES:  Cc1ccc(OP(=O)(OCCS(=O)(=O)c2ccccc2)OC[C@H]2O[C@@H](n3cc(C)c(=O)[nH]c3=O)C[C@@H]2N=[N+]=[N-])cc1

Standard InChI:  InChI=1S/C25H28N5O9PS/c1-17-8-10-19(11-9-17)39-40(33,36-12-13-41(34,35)20-6-4-3-5-7-20)37-16-22-21(28-29-26)14-23(38-22)30-15-18(2)24(31)27-25(30)32/h3-11,15,21-23H,12-14,16H2,1-2H3,(H,27,31,32)/t21-,22+,23+,40?/m0/s1

Standard InChI Key:  PRTSYXNCOQNLGU-YPLLJLSDSA-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: 605.57

Molecular Weight (Monoisotopic): 605.1345

AlogP: 3.81

#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: 3.30

CX LogD: 3.18

Aromatic Rings: 3

Heavy Atoms: 41

QED Weighted: 0.14

Np Likeness Score: -0.10

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