6-{3-[(2-{[(2R)-2-(3-chlorophenyl)-2-hydroxyethyl]amino}-ethyl)amino]phenyl}-2-pyridinecarboxylic acid

ID: ALA424866

Chembl Id: CHEMBL424866

PubChem CID: 11718543

Max Phase: Preclinical

Molecular Formula: C22H22ClN3O3

Molecular Weight: 411.89

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  O=C(O)c1cccc(-c2cccc(NCCNC[C@H](O)c3cccc(Cl)c3)c2)n1

Standard InChI:  InChI=1S/C22H22ClN3O3/c23-17-6-1-5-16(12-17)21(27)14-24-10-11-25-18-7-2-4-15(13-18)19-8-3-9-20(26-19)22(28)29/h1-9,12-13,21,24-25,27H,10-11,14H2,(H,28,29)/t21-/m0/s1

Standard InChI Key:  CQECFJNZZPYKHL-NRFANRHFSA-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
ADRB2 Tclin Beta-2 adrenergic receptor and beta-3 adrenergic receptor (173 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ADRB1 Tclin Beta-1 adrenergic receptor (6630 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: 411.89Molecular Weight (Monoisotopic): 411.1350AlogP: 3.84#Rotatable Bonds: 9
Polar Surface Area: 94.48Molecular Species: ZWITTERIONHBA: 5HBD: 4
#RO5 Violations: HBA (Lipinski): 6HBD (Lipinski): 4#RO5 Violations (Lipinski):
CX Acidic pKa: 0.90CX Basic pKa: 9.01CX LogP: 1.16CX LogD: 1.16
Aromatic Rings: 3Heavy Atoms: 29QED Weighted: 0.40Np Likeness Score: -1.11

References

1. 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]

Source