ID: ALA5280744

Max Phase: Preclinical

Molecular Formula: C33H41F2N4O9P

Molecular Weight: 706.68

Representations

Canonical SMILES:  CCCC(CCC)C(=O)Nc1ccn([C@@H]2O[C@H](COP(=O)(N[C@@H](C)C(=O)OCc3ccccc3)Oc3ccccc3)[C@@H](O)C2(F)F)c(=O)n1

Standard InChI:  InChI=1S/C33H41F2N4O9P/c1-4-12-24(13-5-2)29(41)36-27-18-19-39(32(43)37-27)31-33(34,35)28(40)26(47-31)21-46-49(44,48-25-16-10-7-11-17-25)38-22(3)30(42)45-20-23-14-8-6-9-15-23/h6-11,14-19,22,24,26,28,31,40H,4-5,12-13,20-21H2,1-3H3,(H,38,44)(H,36,37,41,43)/t22-,26+,28+,31+,49?/m0/s1

Standard InChI Key:  VKXOWJJJPBMAGB-XUBLCBJPSA-N

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Properties

Molecular Weight: 706.68

Molecular Weight (Monoisotopic): 706.2579

AlogP: 5.22

#Rotatable Bonds: 17

Polar Surface Area: 167.31

Molecular Species: NEUTRAL

HBA: 11

HBD: 3

#RO5 Violations: 3

HBA (Lipinski): 13

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 10.19

CX Basic pKa:

CX LogP: 4.96

CX LogD: 4.96

Aromatic Rings: 3

Heavy Atoms: 49

QED Weighted: 0.12

Np Likeness Score: -0.04

References

1. Zhang L, Qi K, Xu J, Xing Y, Wang X, Tong L, He Z, Xu W, Li X, Jiang Y..  (2023)  Design, Synthesis, and Anti-Cancer Evaluation of Novel Cyclic Phosphate Prodrug of Gemcitabine.,  66  (6): [PMID:36867101] [10.1021/acs.jmedchem.3c00006]

Source

Source(1):

• Scientific Literature