4-(3-Chloro-4,5-diisopropoxybenzamido)benzoic acid

ID: ALA4205045

Chembl Id: CHEMBL4205045

PubChem CID: 51033972

Max Phase: Preclinical

Molecular Formula: C20H22ClNO5

Molecular Weight: 391.85

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  CC(C)Oc1cc(C(=O)Nc2ccc(C(=O)O)cc2)cc(Cl)c1OC(C)C

Standard InChI:  InChI=1S/C20H22ClNO5/c1-11(2)26-17-10-14(9-16(21)18(17)27-12(3)4)19(23)22-15-7-5-13(6-8-15)20(24)25/h5-12H,1-4H3,(H,22,23)(H,24,25)

Standard InChI Key:  GISHBPXVPBXZQK-UHFFFAOYSA-N

Alternative Forms

Associated Targets(non-human)

Rattus norvegicus (775804 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Rarg Retinoic acid receptor gamma (95 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Rarb Retinoic acid receptor beta (93 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Rara Retinoic acid receptor alpha (153 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: Small moleculeTopical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Drug Indications

MESH IDMESH Heading EFO IDsEFO TermsMax Phase for IndicationReferences

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Calculated Properties

Molecular Weight: 391.85Molecular Weight (Monoisotopic): 391.1187AlogP: 4.86#Rotatable Bonds: 7
Polar Surface Area: 84.86Molecular Species: ACIDHBA: 4HBD: 2
#RO5 Violations: HBA (Lipinski): 6HBD (Lipinski): 2#RO5 Violations (Lipinski):
CX Acidic pKa: 4.15CX Basic pKa: CX LogP: 4.56CX LogD: 1.49
Aromatic Rings: 2Heavy Atoms: 27QED Weighted: 0.70Np Likeness Score: -1.03

References

1. Clarke E, Jarvis CI, Goncalves MB, Kalindjian SB, Adams DR, Brown JT, Shiers JJ, Taddei DMA, Ravier E, Barlow S, Miller I, Smith V, Borthwick AD, Corcoran JPT..  (2018)  Design and synthesis of a potent, highly selective, orally bioavailable, retinoic acid receptor alpha agonist.,  26  (4): [PMID:29288071] [10.1016/j.bmc.2017.12.015]

Source