N-[2-(3-{2-[2-(3-Chloro-phenyl)-2-hydroxy-ethylamino]-propylamino}-phenyl)-acetyl]-4-methyl-benzenesulfonamide

ID: ALA347582

Chembl Id: CHEMBL347582

PubChem CID: 9984028

Max Phase: Preclinical

Molecular Formula: C26H30ClN3O4S

Molecular Weight: 516.06

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(S(=O)(=O)NC(=O)Cc2cccc(NC[C@@H](C)NC[C@H](O)c3cccc(Cl)c3)c2)cc1

Standard InChI:  InChI=1S/C26H30ClN3O4S/c1-18-9-11-24(12-10-18)35(33,34)30-26(32)14-20-5-3-8-23(13-20)29-16-19(2)28-17-25(31)21-6-4-7-22(27)15-21/h3-13,15,19,25,28-29,31H,14,16-17H2,1-2H3,(H,30,32)/t19-,25+/m1/s1

Standard InChI Key:  NKVSVXNFJOOTMR-CLOONOSVSA-N

Alternative Forms

1. Parent:

   

   ALA347582

   2-[3-[[(2R)-2-[[(2R)-2-(3-chlorophenyl)-2-hydroxyethyl]amino]propyl]amino]phenyl]-N-(4-methylphenyl)sulfonylacetamide

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: 516.06

Molecular Weight (Monoisotopic): 515.1646

AlogP: 3.82

#Rotatable Bonds: 11

Polar Surface Area: 107.53

Molecular Species: ZWITTERION

HBA: 6

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 4.20

CX Basic pKa: 9.11

CX LogP: 3.05

CX LogD: 3.06

Aromatic Rings: 3

Heavy Atoms: 35

QED Weighted: 0.31

Np Likeness Score: -1.04

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]

Source

Source(1):

• Scientific Literature