4-(3-Chloro-4-ethoxy-5-isopropoxybenzamido)benzoic acid

ID: ALA4210164

Chembl Id: CHEMBL4210164

PubChem CID: 67041703

Max Phase: Preclinical

Molecular Formula: C19H20ClNO5

Molecular Weight: 377.82

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  CCOc1c(Cl)cc(C(=O)Nc2ccc(C(=O)O)cc2)cc1OC(C)C

Standard InChI:  InChI=1S/C19H20ClNO5/c1-4-25-17-15(20)9-13(10-16(17)26-11(2)3)18(22)21-14-7-5-12(6-8-14)19(23)24/h5-11H,4H2,1-3H3,(H,21,22)(H,23,24)

Standard InChI Key:  LEFYAWNORVVOOT-UHFFFAOYSA-N

Associated Targets(non-human)

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: 377.82Molecular Weight (Monoisotopic): 377.1030AlogP: 4.48#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: 4.14CX LogD: 1.08
Aromatic Rings: 2Heavy Atoms: 26QED Weighted: 0.74Np Likeness Score: -1.22

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