4-(4-Butoxy-3,5-dichlorobenzamido)benzoic acid

ID: ALA4211312

Chembl Id: CHEMBL4211312

PubChem CID: 145965260

Max Phase: Preclinical

Molecular Formula: C18H17Cl2NO4

Molecular Weight: 382.24

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  CCCCOc1c(Cl)cc(C(=O)Nc2ccc(C(=O)O)cc2)cc1Cl

Standard InChI:  InChI=1S/C18H17Cl2NO4/c1-2-3-8-25-16-14(19)9-12(10-15(16)20)17(22)21-13-6-4-11(5-7-13)18(23)24/h4-7,9-10H,2-3,8H2,1H3,(H,21,22)(H,23,24)

Standard InChI Key:  DJDSDBSSDYYYAY-UHFFFAOYSA-N

Alternative Forms

  1. Parent:

    ALA4211312

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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: 382.24Molecular Weight (Monoisotopic): 381.0535AlogP: 5.12#Rotatable Bonds: 7
Polar Surface Area: 75.63Molecular Species: ACIDHBA: 3HBD: 2
#RO5 Violations: 1HBA (Lipinski): 5HBD (Lipinski): 2#RO5 Violations (Lipinski): 1
CX Acidic pKa: 4.15CX Basic pKa: CX LogP: 5.10CX LogD: 2.03
Aromatic Rings: 2Heavy Atoms: 25QED Weighted: 0.65Np Likeness Score: -1.04

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