N'-[[5-Fluoro-2-hydroxy-3-(2-propenyl)phenyl]methylene]-4-(4-fluorobenzoyl)-1-piperazineacetohydrazide

ID: ALA3426433

Chembl Id: CHEMBL3426433

PubChem CID: 136268305

Max Phase: Preclinical

Molecular Formula: C23H24F2N4O3

Molecular Weight: 442.47

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=CCc1cc(F)cc(/C=N/NC(=O)CN2CCN(C(=O)c3ccc(F)cc3)CC2)c1O

Standard InChI:  InChI=1S/C23H24F2N4O3/c1-2-3-17-12-20(25)13-18(22(17)31)14-26-27-21(30)15-28-8-10-29(11-9-28)23(32)16-4-6-19(24)7-5-16/h2,4-7,12-14,31H,1,3,8-11,15H2,(H,27,30)/b26-14+

Standard InChI Key:  WDQVZDYJNIYCRJ-VULFUBBASA-N

Alternative Forms

1. Parent:

   

   ALA3426433

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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: 442.47

Molecular Weight (Monoisotopic): 442.1816

AlogP: 2.31

#Rotatable Bonds: 7

Polar Surface Area: 85.24

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 8.30

CX Basic pKa: 4.88

CX LogP: 3.01

CX LogD: 2.96

Aromatic Rings: 2

Heavy Atoms: 32

QED Weighted: 0.39

Np Likeness Score: -1.71

References

1. Roth HS, Botham RC, Schmid SC, Fan TM, Dirikolu L, Hergenrother PJ..  (2015)  Removal of Metabolic Liabilities Enables Development of Derivatives of Procaspase-Activating Compound 1 (PAC-1) with Improved Pharmacokinetics.,  58  (9): [PMID:25856364] [10.1021/acs.jmedchem.5b00413]

Source

Source(1):

• Scientific Literature