3-{3-[(2-{[(2R)-2-(3-chlorophenyl)-2-hydroxyethyl]amino}ethyl)amino]phenyl}-4-pyridinecarboxylic acid

ID: ALA207943

Chembl Id: CHEMBL207943

PubChem CID: 11575154

Max Phase: Preclinical

Molecular Formula: C22H22ClN3O3

Molecular Weight: 411.89

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)c1ccncc1-c1cccc(NCCNC[C@H](O)c2cccc(Cl)c2)c1

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

Standard InChI Key:  GDTIPNINUYSPCT-NRFANRHFSA-N

Alternative Forms

1. Parent:

   

   ALA207943

   3-{3-[(2-{[(2R)-2-(3-chlorophenyl)-2-hydroxyethyl]amino}ethyl)amino]phenyl}isonicotinic Acid

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 411.89

Molecular Weight (Monoisotopic): 411.1350

AlogP: 3.84

#Rotatable Bonds: 9

Polar Surface Area: 94.48

Molecular Species: ZWITTERION

HBA: 5

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.66

CX Basic pKa: 9.02

CX LogP: 0.39

CX LogD: 0.39

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.40

Np Likeness Score: -0.99

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

Source(1):

• Scientific Literature