Tetraisopropyl 2-(2,6-di(adamantan-1-yl)pyridin-4-yl)ethan-1,1-bisphosphonate

ID: ALA5280701

Chembl Id: CHEMBL5280701

Max Phase: Preclinical

Molecular Formula: C39H63NO6P2

Molecular Weight: 703.88

Names and Identifiers

Canonical SMILES:  CC(C)OP(=O)(OC(C)C)C(Cc1cc(C23CC4CC(CC(C4)C2)C3)nc(C23CC4CC(CC(C4)C2)C3)c1)P(=O)(OC(C)C)OC(C)C

Standard InChI:  InChI=1S/C39H63NO6P2/c1-24(2)43-47(41,44-25(3)4)37(48(42,45-26(5)6)46-27(7)8)17-28-15-35(38-18-29-9-30(19-38)11-31(10-29)20-38)40-36(16-28)39-21-32-12-33(22-39)14-34(13-32)23-39/h15-16,24-27,29-34,37H,9-14,17-23H2,1-8H3

Standard InChI Key:  JPOZVAIFLKWAOY-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA5280701

   ---

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

Calculated Properties

Molecular Weight: 703.88

Molecular Weight (Monoisotopic): 703.4131

AlogP: 10.97

#Rotatable Bonds: 14

Polar Surface Area: 83.95

Molecular Species: NEUTRAL

HBA: 7

HBD: ┄

#RO5 Violations: 2

HBA (Lipinski): 7

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 5.17

CX LogP: 9.08

CX LogD: 9.07

Aromatic Rings: 1

Heavy Atoms: 48

QED Weighted: 0.18

Np Likeness Score: -0.05

References

1. 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