ID: ALA3343586

Max Phase: Preclinical

Molecular Formula: C30H38N5O11PS2

Molecular Weight: 739.77

Molecule Type: Small molecule

Representations

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

Standard InChI:  InChI=1S/C30H38N5O11PS2/c1-19-17-35(30(37)32-29(19)36)28-16-26(33-34-31)27(44-28)18-43-47(38,45-20(2)22(4)48(39,40)24-12-8-6-9-13-24)46-21(3)23(5)49(41,42)25-14-10-7-11-15-25/h6-15,17,20-23,26-28H,16,18H2,1-5H3,(H,32,36,37)/t20?,21?,22?,23?,26-,27+,28+,47?/m0/s1

Standard InChI Key:  FWKFZBOTDMHNLP-ISMLXNILSA-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: 739.77

Molecular Weight (Monoisotopic): 739.1747

AlogP: 4.47

#Rotatable Bonds: 15

Polar Surface Area: 225.89

Molecular Species: NEUTRAL

HBA: 13

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 16

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 9.96

CX Basic pKa:

CX LogP: 3.89

CX LogD: 3.78

Aromatic Rings: 3

Heavy Atoms: 49

QED Weighted: 0.10

Np Likeness Score: 0.13

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