1-[(1-(4-Chlorophenyl)-1H-pyrazol-4-yl)methyl]-4-phenylpiperazine

ID: ALA597601

Chembl Id: CHEMBL597601

Cas Number: 591774-47-9

PubChem CID: 11624518

Max Phase: Preclinical

Molecular Formula: C20H21ClN4

Molecular Weight: 352.87

Molecule Type: Small molecule

Names and Identifiers

Synonyms: LASSBio-579 | CHEMBL597601|1-[(1-(4-Chlorophenyl)-1H-pyrazol-4-yl)methyl]-4-phenylpiperazine|591774-47-9|LASSBio-579|SCHEMBL6014220|DTXSID10469649|1-[[1-(4-chlorophenyl)pyrazol-4-yl]methyl]-4-phenylpiperazine|BDBM50308002|PD089339|L022513

Canonical SMILES:  Clc1ccc(-n2cc(CN3CCN(c4ccccc4)CC3)cn2)cc1

Standard InChI:  InChI=1S/C20H21ClN4/c21-18-6-8-20(9-7-18)25-16-17(14-22-25)15-23-10-12-24(13-11-23)19-4-2-1-3-5-19/h1-9,14,16H,10-13,15H2

Standard InChI Key:  MHJWMIITIMUUKU-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA597601

   1-[(1-(4-Chlorophenyl)-1H-pyrazol-4-yl)methyl]-4-phenylpiperazine

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: 352.87

Molecular Weight (Monoisotopic): 352.1455

AlogP: 3.85

#Rotatable Bonds: 4

Polar Surface Area: 24.30

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.03

CX LogP: 4.34

CX LogD: 4.19

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.71

Np Likeness Score: -2.23

References

1. Neves G, Menegatti R, Antonio CB, Grazziottin LR, Vieira RO, Rates SM, Noël F, Barreiro EJ, Fraga CA..  (2010)  Searching for multi-target antipsychotics: Discovery of orally active heterocyclic N-phenylpiperazine ligands of D2-like and 5-HT1A receptors.,  18  (5): [PMID:20153652] [10.1016/j.bmc.2010.01.040]

2. Gomes TF, Pompeu TE, Rodrigues DA, Noël F, Menegatti R, Andrade CH, Sabino JR, Gil ES, Dalla Costa T, Betti AH, Antonio CB, Rates SM, Fraga CA, Barreiro EJ, de Oliveira V..  (2013)  Biotransformation of LASSBio-579 and pharmacological evaluation of p-hydroxylated metabolite a N-phenylpiperazine antipsychotic lead compound.,  62  [PMID:23353740] [10.1016/j.ejmech.2012.08.011]

3. Pompeu TE, Alves FR, Figueiredo CD, Antonio CB, Herzfeldt V, Moura BC, Rates SM, Barreiro EJ, Fraga CA, Noël F..  (2013)  Synthesis and pharmacological evaluation of new N-phenylpiperazine derivatives designed as homologues of the antipsychotic lead compound LASSBio-579.,  66  [PMID:23792350] [10.1016/j.ejmech.2013.05.027]

Source

Source(1):

• Scientific Literature