4-{[4-[[[N'-[(5-Fluoro-2-hydroxy-3-propylphenyl)-methylene]hydrazine]carbonyl]methyl]-1-piperazinyl]-methyl}benzenesulfonamide

ID: ALA3426437

Chembl Id: CHEMBL3426437

PubChem CID: 136510234

Max Phase: Preclinical

Molecular Formula: C23H30FN5O4S

Molecular Weight: 491.59

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCc1cc(F)cc(/C=N/NC(=O)CN2CCN(Cc3ccc(S(N)(=O)=O)cc3)CC2)c1O

Standard InChI:  InChI=1S/C23H30FN5O4S/c1-2-3-18-12-20(24)13-19(23(18)31)14-26-27-22(30)16-29-10-8-28(9-11-29)15-17-4-6-21(7-5-17)34(25,32)33/h4-7,12-14,31H,2-3,8-11,15-16H2,1H3,(H,27,30)(H2,25,32,33)/b26-14+

Standard InChI Key:  HEKKKIBBMRLKNH-VULFUBBASA-N

Alternative Forms

1. Parent:

   

   ALA3426437

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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: 491.59

Molecular Weight (Monoisotopic): 491.2003

AlogP: 1.40

#Rotatable Bonds: 9

Polar Surface Area: 128.33

Molecular Species: NEUTRAL

HBA: 7

HBD: 3

#RO5 Violations: 0

HBA (Lipinski): 9

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 8.79

CX Basic pKa: 6.16

CX LogP: 2.42

CX LogD: 2.38

Aromatic Rings: 2

Heavy Atoms: 34

QED Weighted: 0.36

Np Likeness Score: -1.80

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