(4-{2-[2-(3-Chloro-phenyl)-2-hydroxy-ethylamino]-propylamino}-phenyl)-acetic acid

ID: ALA154419

Chembl Id: CHEMBL154419

PubChem CID: 9799092

Max Phase: Preclinical

Molecular Formula: C19H23ClN2O3

Molecular Weight: 362.86

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  C[C@H](CNc1ccc(CC(=O)O)cc1)NC[C@H](O)c1cccc(Cl)c1

Standard InChI:  InChI=1S/C19H23ClN2O3/c1-13(21-12-18(23)15-3-2-4-16(20)10-15)11-22-17-7-5-14(6-8-17)9-19(24)25/h2-8,10,13,18,21-23H,9,11-12H2,1H3,(H,24,25)/t13-,18+/m1/s1

Standard InChI Key:  FUQCILPMICPJAL-ACJLOTCBSA-N

Associated Targets(Human)

ADRB3 Tclin Beta-3 adrenergic receptor (5850 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ADRB2 Tclin Beta-2 adrenergic receptor (11824 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ADRB1 Tclin Beta-1 adrenergic receptor (6630 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ADRB2 Tclin Beta-2 adrenergic receptor and beta-3 adrenergic receptor (173 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ADRB1 Tclin Adrenergic receptor beta; ADRB1 & ADRB3 (200 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: 362.86Molecular Weight (Monoisotopic): 362.1397AlogP: 3.09#Rotatable Bonds: 9
Polar Surface Area: 81.59Molecular Species: ZWITTERIONHBA: 4HBD: 4
#RO5 Violations: HBA (Lipinski): 5HBD (Lipinski): 4#RO5 Violations (Lipinski):
CX Acidic pKa: 4.10CX Basic pKa: 9.11CX LogP: 0.36CX LogD: 0.36
Aromatic Rings: 2Heavy Atoms: 25QED Weighted: 0.55Np Likeness Score: -0.64

References

1. Uehling DE, Donaldson KH, Deaton DN, Hyman CE, Sugg EE, Barrett DG, Hughes RG, Reitter B, Adkison KK, Lancaster ME, Lee F, Hart R, Paulik MA, Sherman BW, True T, Cowan C..  (2002)  Synthesis and evaluation of potent and selective beta(3) adrenergic receptor agonists containing acylsulfonamide, sulfonylsulfonamide, and sulfonylurea carboxylic acid isosteres.,  45  (3): [PMID:11806709] [10.1021/jm0101500]
2. Uehling DE, Shearer BG, Donaldson KH, Chao EY, Deaton DN, Adkison KK, Brown KK, Cariello NF, Faison WL, Lancaster ME, Lin J, Hart R, Milliken TO, Paulik MA, Sherman BW, Sugg EE, Cowan C..  (2006)  Biarylaniline phenethanolamines as potent and selective beta3 adrenergic receptor agonists.,  49  (9): [PMID:16640337] [10.1021/jm0509445]
3. Shearer BG, Chao EY, Uehling DE, Deaton DN, Cowan C, Sherman BW, Milliken T, Faison W, Brown K, Adkison KK, Lee F..  (2007)  Synthesis and evaluation of potent and selective beta3 adrenergic receptor agonists containing heterobiaryl carboxylic acids.,  17  (16): [PMID:17560786] [10.1016/j.bmcl.2007.05.069]

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