4-(4-(4-chlorobenzyl)-1-ethylpiperidin-4-yl)-2-hydroxy-4-oxobut-2-enoic acid

ID: ALA5286364

Chembl Id: CHEMBL5286364

Max Phase: Preclinical

Molecular Formula: C18H22ClNO4

Molecular Weight: 351.83

Names and Identifiers

Canonical SMILES:  CCN1CCC(Cc2ccc(Cl)cc2)(C(=O)/C=C(\O)C(=O)O)CC1

Standard InChI:  InChI=1S/C18H22ClNO4/c1-2-20-9-7-18(8-10-20,16(22)11-15(21)17(23)24)12-13-3-5-14(19)6-4-13/h3-6,11,21H,2,7-10,12H2,1H3,(H,23,24)/b15-11-

Standard InChI Key:  RKVUWIUUOBNFHA-PTNGSMBKSA-N

Alternative Forms

1. Parent:

   

   ALA5286364

   ---

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: 351.83

Molecular Weight (Monoisotopic): 351.1237

AlogP: 3.08

#Rotatable Bonds: 6

Polar Surface Area: 77.84

Molecular Species: ZWITTERION

HBA: 4

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 2.51

CX Basic pKa: 8.64

CX LogP: 0.62

CX LogD: 0.60

Aromatic Rings: 1

Heavy Atoms: 24

QED Weighted: 0.61

Np Likeness Score: -0.11

References

1. Subbaiah MAM, Meanwell NA..  (2021)  Bioisosteres of the Phenyl Ring: Recent Strategic Applications in Lead Optimization and Drug Design.,  64  (19.0): [PMID:34591488] [10.1021/acs.jmedchem.1c01215]

Source

Source(1):

• Scientific Literature