1-(3-tert-butyl-2-methyl-5-oxo-1-phenyl-2,5-dihydro-1H-pyrazol-4-yl)-3-(4-chlorophenyl)urea

ID: ALA377226

Chembl Id: CHEMBL377226

PubChem CID: 44413534

Max Phase: Preclinical

Molecular Formula: C21H23ClN4O2

Molecular Weight: 398.89

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cn1c(C(C)(C)C)c(NC(=O)Nc2ccc(Cl)cc2)c(=O)n1-c1ccccc1

Standard InChI:  InChI=1S/C21H23ClN4O2/c1-21(2,3)18-17(24-20(28)23-15-12-10-14(22)11-13-15)19(27)26(25(18)4)16-8-6-5-7-9-16/h5-13H,1-4H3,(H2,23,24,28)

Standard InChI Key:  ZLYDOKIRSQSMRT-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA377226

   1-(3-tert-butyl-2-methyl-5-oxo-1-phenyl-2,5-dihydro-1H-pyrazol-4-yl)-3-(4-chlorophenyl)urea

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: 398.89

Molecular Weight (Monoisotopic): 398.1510

AlogP: 4.77

#Rotatable Bonds: 3

Polar Surface Area: 68.06

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.80

CX Basic pKa: ┄

CX LogP: 3.93

CX LogD: 3.93

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.67

Np Likeness Score: -1.55

References

1. Bürli RW, Xu H, Zou X, Muller K, Golden J, Frohn M, Adlam M, Plant MH, Wong M, McElvain M, Regal K, Viswanadhan VN, Tagari P, Hungate R..  (2006)  Potent hFPRL1 (ALXR) agonists as potential anti-inflammatory agents.,  16  (14): [PMID:16697190] [10.1016/j.bmcl.2006.04.068]

2. Maciuszek M,Ortega-Gomez A,Maas SL,Perretti M,Merritt A,Soehnlein O,Chapman TM.  (2021)  Synthesis and evaluation of novel cyclopentane urea FPR2 agonists and their potential application in the treatment of cardiovascular inflammation.,  214  [PMID:33548634] [10.1016/j.ejmech.2021.113194]

3. Maciuszek M, Cacace A, Brennan E, Godson C, Chapman TM..  (2021)  Recent advances in the design and development of formyl peptide receptor 2 (FPR2/ALX) agonists as pro-resolving agents with diverse therapeutic potential.,  213  [PMID:33486199] [10.1016/j.ejmech.2021.113167]

Source

Source(1):

• Scientific Literature