(((Benzylamino)(1-hydroxy-2-oxopiperidin-3-yl)-phosphoryl)oxy)methyl[1,4'-bipiperidine]-1'-carboxylate

ID: ALA5203340

PubChem CID: 166779369

Max Phase: Preclinical

Molecular Formula: C24H37N4O6P

Molecular Weight: 508.56

Names and Identifiers

Canonical SMILES:  O=C1C(P(=O)(NCc2ccccc2)OCOC(=O)N2CCC(N3CCCCC3)CC2)CCCN1O

Standard InChI:  InChI=1S/C24H37N4O6P/c29-23-22(10-7-15-28(23)31)35(32,25-18-20-8-3-1-4-9-20)34-19-33-24(30)27-16-11-21(12-17-27)26-13-5-2-6-14-26/h1,3-4,8-9,21-22,31H,2,5-7,10-19H2,(H,25,32)

Standard InChI Key:  KKROMZZNHQMJSH-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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M  END

Alternative Forms

1. Parent:

   

   ALA5203340

   ---

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: 508.56

Molecular Weight (Monoisotopic): 508.2451

AlogP: 3.41

#Rotatable Bonds: 8

Polar Surface Area: 111.65

Molecular Species: BASE

HBA: 7

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 8.25

CX Basic pKa: 9.50

CX LogP: 0.22

CX LogD: -0.52

Aromatic Rings: 1

Heavy Atoms: 35

QED Weighted: 0.31

Np Likeness Score: -0.35

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