(R,S)2-[4-(Bis(4-fluorophenyl)methyl)piperazin-1-yl]-4-hydroxy-N-(4-methoxylbenzyl)butanamide

ID: ALA1651896

PubChem CID: 51031486

Max Phase: Preclinical

Molecular Formula: C29H33F2N3O3

Molecular Weight: 509.60

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(CNC(=O)C(CCO)N2CCN(C(c3ccc(F)cc3)c3ccc(F)cc3)CC2)cc1

Standard InChI:  InChI=1S/C29H33F2N3O3/c1-37-26-12-2-21(3-13-26)20-32-29(36)27(14-19-35)33-15-17-34(18-16-33)28(22-4-8-24(30)9-5-22)23-6-10-25(31)11-7-23/h2-13,27-28,35H,14-20H2,1H3,(H,32,36)

Standard InChI Key:  TWLMFIIBVTZWOS-UHFFFAOYSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA1651896

   2-[4-[bis(4-fluorophenyl)methyl]piperazin-1-yl]-4-hydroxy-N-[(4-methoxyphenyl)methyl]butanamide

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: 509.60

Molecular Weight (Monoisotopic): 509.2490

AlogP: 3.75

#Rotatable Bonds: 10

Polar Surface Area: 65.04

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 6.53

CX LogP: 3.87

CX LogD: 3.82

Aromatic Rings: 3

Heavy Atoms: 37

QED Weighted: 0.44

Np Likeness Score: -0.85

References

1. Kulig K, Więckowski K, Więckowska A, Gajda J, Pochwat B, Höfner GC, Wanner KT, Malawska B..  (2011)  Synthesis and biological evaluation of new derivatives of 2-substituted 4-hydroxybutanamides as GABA uptake inhibitors.,  46  (1): [PMID:21111516] [10.1016/j.ejmech.2010.11.001]

Source

Source(1):

• Scientific Literature