4-[({3-[2-Chloro-6-(trifluoromethyl)phenyl]-5-(1H-pyrrol-3-yl)-1,2-oxazol-4-yl}methyl)amino]benzoic Acid

ID: ALA4522217

Chembl Id: CHEMBL4522217

PubChem CID: 145714275

Max Phase: Preclinical

Molecular Formula: C22H15ClF3N3O3

Molecular Weight: 461.83

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(O)c1ccc(NCc2c(-c3c(Cl)cccc3C(F)(F)F)noc2-c2cc[nH]c2)cc1

Standard InChI:  InChI=1S/C22H15ClF3N3O3/c23-17-3-1-2-16(22(24,25)26)18(17)19-15(20(32-29-19)13-8-9-27-10-13)11-28-14-6-4-12(5-7-14)21(30)31/h1-10,27-28H,11H2,(H,30,31)

Standard InChI Key:  KGEONJPJJNFHOI-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA4522217

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 461.83

Molecular Weight (Monoisotopic): 461.0754

AlogP: 6.32

#Rotatable Bonds: 6

Polar Surface Area: 91.15

Molecular Species: ACID

HBA: 4

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 4.73

CX Basic pKa: 2.21

CX LogP: 5.35

CX LogD: 2.73

Aromatic Rings: 4

Heavy Atoms: 32

QED Weighted: 0.31

Np Likeness Score: -1.09

References

1. Meijer FA, Doveston RG, de Vries RMJM, Vos GM, Vos AAA, Leysen S, Scheepstra M, Ottmann C, Milroy LG, Brunsveld L..  (2020)  Ligand-Based Design of Allosteric Retinoic Acid Receptor-Related Orphan Receptor γt (RORγt) Inverse Agonists.,  63  (1): [PMID:31821760] [10.1021/acs.jmedchem.9b01372]

2. Meijer FA,van den Oetelaar MCM,Doveston RG,Sampers ENR,Brunsveld L.  (2021)  Covalent Occlusion of the RORγt Ligand Binding Pocket Allows Unambiguous Targeting of an Allosteric Site.,  12  (4.0): [PMID:33854703] [10.1021/acsmedchemlett.1c00029]

3. Leijten-van de Gevel IA, van Herk KHN, de Vries RMJM, Ottenheym NJ, Ottmann C, Brunsveld L..  (2022)  Indazole MRL-871 interacts with PPARγ via a binding mode that induces partial agonism.,  68  [PMID:35714534] [10.1016/j.bmc.2022.116877]

4. Meijer FA, Saris AOWM, Doveston RG, Oerlemans GJM, de Vries RMJM, Somsen BA, Unger A, Klebl B, Ottmann C, Cossar PJ, Brunsveld L..  (2021)  Structure-Activity Relationship Studies of Trisubstituted Isoxazoles as Selective Allosteric Ligands for the Retinoic-Acid-Receptor-Related Orphan Receptor γt.,  64  (13.0): [PMID:34008974] [10.1021/acs.jmedchem.1c00475]

Source

Source(1):

• Scientific Literature