N'-[(5-Fluoro-2-hydroxy-3-propylphenyl)methylene]-4-benzoyl-1-piperazineacetohydrazide

ID: ALA3426438

Chembl Id: CHEMBL3426438

PubChem CID: 136510227

Max Phase: Preclinical

Molecular Formula: C23H27FN4O3

Molecular Weight: 426.49

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCc1cc(F)cc(/C=N/NC(=O)CN2CCN(C(=O)c3ccccc3)CC2)c1O

Standard InChI:  InChI=1S/C23H27FN4O3/c1-2-6-18-13-20(24)14-19(22(18)30)15-25-26-21(29)16-27-9-11-28(12-10-27)23(31)17-7-4-3-5-8-17/h3-5,7-8,13-15,30H,2,6,9-12,16H2,1H3,(H,26,29)/b25-15+

Standard InChI Key:  PJYMLQGGSYBZLO-MFKUBSTISA-N

Alternative Forms

1. Parent:

   

   ALA3426438

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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: 426.49

Molecular Weight (Monoisotopic): 426.2067

AlogP: 2.39

#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: 8.80

CX Basic pKa: 4.92

CX LogP: 3.17

CX LogD: 3.15

Aromatic Rings: 2

Heavy Atoms: 31

QED Weighted: 0.53

Np Likeness Score: -1.76

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