ID: ALA3343587

Max Phase: Preclinical

Molecular Formula: C38H38N5O11PS2

Molecular Weight: 835.85

Molecule Type: Small molecule

Representations

Canonical SMILES:  Cc1cn([C@H]2C[C@H](N=[N+]=[N-])[C@@H](COP(=O)(OCC(c3ccccc3)S(=O)(=O)c3ccccc3)OCC(c3ccccc3)S(=O)(=O)c3ccccc3)O2)c(=O)[nH]c1=O

Standard InChI:  InChI=1S/C38H38N5O11PS2/c1-27-23-43(38(45)40-37(27)44)36-22-32(41-42-39)33(54-36)24-51-55(46,52-25-34(28-14-6-2-7-15-28)56(47,48)30-18-10-4-11-19-30)53-26-35(29-16-8-3-9-17-29)57(49,50)31-20-12-5-13-21-31/h2-21,23,32-36H,22,24-26H2,1H3,(H,40,44,45)/t32-,33+,34?,35?,36+,55?/m0/s1

Standard InChI Key:  JIFZVHJFXHETEF-IPEWHYDHSA-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: 835.85

Molecular Weight (Monoisotopic): 835.1747

AlogP: 6.40

#Rotatable Bonds: 17

Polar Surface Area: 225.89

Molecular Species: NEUTRAL

HBA: 13

HBD: 1

#RO5 Violations: 3

HBA (Lipinski): 16

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 9.96

CX Basic pKa:

CX LogP: 5.79

CX LogD: 5.68

Aromatic Rings: 5

Heavy Atoms: 57

QED Weighted: 0.05

Np Likeness Score: 0.02

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