3-(Bis(2-(pivaloylthio)ethoxy)phosphoryl)-2-oxopiperidin-1-yl Acetate

ID: ALA5207017

PubChem CID: 166450640

Max Phase: Preclinical

Molecular Formula: C21H36NO8PS2

Molecular Weight: 525.63

Names and Identifiers

Canonical SMILES:  CC(=O)ON1CCCC(P(=O)(OCCSC(=O)C(C)(C)C)OCCSC(=O)C(C)(C)C)C1=O

Standard InChI:  InChI=1S/C21H36NO8PS2/c1-15(23)30-22-10-8-9-16(17(22)24)31(27,28-11-13-32-18(25)20(2,3)4)29-12-14-33-19(26)21(5,6)7/h16H,8-14H2,1-7H3

Standard InChI Key:  JURRWCVRTCUNTB-UHFFFAOYSA-N

Molfile:  

 
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 30 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5207017

   ---

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: 525.63

Molecular Weight (Monoisotopic): 525.1620

AlogP: 4.29

#Rotatable Bonds: 10

Polar Surface Area: 116.28

Molecular Species: NEUTRAL

HBA: 10

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 10.02

CX Basic pKa: ┄

CX LogP: 3.58

CX LogD: 3.58

Aromatic Rings: ┄

Heavy Atoms: 33

QED Weighted: 0.30

Np Likeness Score: 0.04

References

1. Yan VC, Pham CD, Ballato ES, Yang KL, Arthur K, Khadka S, Barekatain Y, Shrestha P, Tran T, Poral AH, Washington M, Raghavan S, Czako B, Pisaneschi F, Lin YH, Satani N, Hammoudi N, Ackroyd JJ, Georgiou DK, Millward SW, Muller FL..  (2022)  Prodrugs of a 1-Hydroxy-2-oxopiperidin-3-yl Phosphonate Enolase Inhibitor for the Treatment of ENO1-Deleted Cancers.,  65  (20.0): [PMID:36251833] [10.1021/acs.jmedchem.2c01039]

Source

Source(1):

• Scientific Literature