5-((3S,4R)-3-((Benzo[d][1,3]dioxol-5-yloxy)methyl)piperidin-4-yl)-2-fluoro-N-((1-methyl-1H-pyrazol-5-yl)methyl)benzamide

ID: ALA4105100

Chembl Id: CHEMBL4105100

PubChem CID: 137656379

Max Phase: Preclinical

Molecular Formula: C25H27FN4O4

Molecular Weight: 466.51

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cn1nccc1CNC(=O)c1cc([C@@H]2CCNC[C@H]2COc2ccc3c(c2)OCO3)ccc1F

Standard InChI:  InChI=1S/C25H27FN4O4/c1-30-18(6-9-29-30)13-28-25(31)21-10-16(2-4-22(21)26)20-7-8-27-12-17(20)14-32-19-3-5-23-24(11-19)34-15-33-23/h2-6,9-11,17,20,27H,7-8,12-15H2,1H3,(H,28,31)/t17-,20-/m0/s1

Standard InChI Key:  KRZNCIOIWCUTGV-PXNSSMCTSA-N

Alternative Forms

1. Parent:

   

   ALA4105100

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 466.51

Molecular Weight (Monoisotopic): 466.2016

AlogP: 2.99

#Rotatable Bonds: 7

Polar Surface Area: 86.64

Molecular Species: BASE

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.23

CX Basic pKa: 9.76

CX LogP: 2.29

CX LogD: -0.01

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.56

Np Likeness Score: -1.02

References

1. Waldschmidt HV, Homan KT, Cato MC, Cruz-Rodríguez O, Cannavo A, Wilson MW, Song J, Cheung JY, Koch WJ, Tesmer JJ, Larsen SD..  (2017)  Structure-Based Design of Highly Selective and Potent G Protein-Coupled Receptor Kinase 2 Inhibitors Based on Paroxetine.,  60  (7): [PMID:28323425] [10.1021/acs.jmedchem.7b00112]

Source

Source(1):

• Scientific Literature