Tetraethyl 2-(4-hydroxy-3,5-di-tert-butylphenyl)ethan-1,1-bisphosphonate

ID: ALA4760244

Chembl Id: CHEMBL4760244

PubChem CID: 9827539

Max Phase: Preclinical

Molecular Formula: C24H44O7P2

Molecular Weight: 506.56

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCOP(=O)(OCC)C(Cc1cc(C(C)(C)C)c(O)c(C(C)(C)C)c1)P(=O)(OCC)OCC

Standard InChI:  InChI=1S/C24H44O7P2/c1-11-28-32(26,29-12-2)21(33(27,30-13-3)31-14-4)17-18-15-19(23(5,6)7)22(25)20(16-18)24(8,9)10/h15-16,21,25H,11-14,17H2,1-10H3

Standard InChI Key:  UDBUKRGXKGQDQR-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA4760244

   4-[2,2-Bis(diethoxyphosphoryl)ethyl]-2,6-ditert-butylphenol

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 506.56

Molecular Weight (Monoisotopic): 506.2562

AlogP: 7.39

#Rotatable Bonds: 12

Polar Surface Area: 91.29

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 10.75

CX Basic pKa: ┄

CX LogP: 6.07

CX LogD: 6.07

Aromatic Rings: 1

Heavy Atoms: 33

QED Weighted: 0.30

Np Likeness Score: 0.11

References

1. Toyota Y,Yoshioka H,Sagimori I,Hashimoto Y,Ohgane K.  (2020)  Bisphosphonate esters interact with HMG-CoA reductase membrane domain to induce its degradation.,  28  (14): [PMID:32616181] [10.1016/j.bmc.2020.115576]

2. Kawamura K, Yoshioka H, Sato C, Yajima T, Furuyama Y, Kuramochi K, Ohgane K..  (2023)  Fine-tuning of nitrogen-containing bisphosphonate esters that potently induce degradation of HMG-CoA reductase.,  78  [PMID:36580745] [10.1016/j.bmc.2022.117145]

Source

Source(1):

• Scientific Literature