Thiophene-2-sulfonic acid (3-{(R)-1-hydroxy-2-[(R)-2-(1H-indol-3-yl)-1-methyl-ethylamino]-ethyl}-phenyl)-amide

ID: ALA185836

Chembl Id: CHEMBL185836

PubChem CID: 44396532

Max Phase: Preclinical

Molecular Formula: C23H25N3O3S2

Molecular Weight: 455.61

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@H](Cc1c[nH]c2ccccc12)NC[C@H](O)c1cccc(NS(=O)(=O)c2cccs2)c1

Standard InChI:  InChI=1S/C23H25N3O3S2/c1-16(12-18-14-25-21-9-3-2-8-20(18)21)24-15-22(27)17-6-4-7-19(13-17)26-31(28,29)23-10-5-11-30-23/h2-11,13-14,16,22,24-27H,12,15H2,1H3/t16-,22+/m1/s1

Standard InChI Key:  MHWIKAADEJCYCU-ZHRRBRCNSA-N

Alternative Forms

1. Parent:

   

   ALA185836

   N-[3-[(1R)-1-hydroxy-2-[[(2R)-1-(1H-indol-3-yl)propan-2-yl]amino]ethyl]phenyl]thiophene-2-sulfonamide

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: 455.61

Molecular Weight (Monoisotopic): 455.1337

AlogP: 4.28

#Rotatable Bonds: 9

Polar Surface Area: 94.22

Molecular Species: ZWITTERION

HBA: 5

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 6.31

CX Basic pKa: 9.82

CX LogP: 2.77

CX LogD: 2.75

Aromatic Rings: 4

Heavy Atoms: 31

QED Weighted: 0.30

Np Likeness Score: -1.31

References

1. Mizuno K, Sawa M, Harada H, Tateishi H, Oue M, Tsujiuchi H, Furutani Y, Kato S..  (2004)  Tryptamine-based human beta3-adrenergic receptor agonists. Part 1: SAR studies of the 7-position of the indole ring.,  14  (24): [PMID:15546707] [10.1016/j.bmcl.2004.10.035]

2. Senthil Kumar P, Bharatam PV..  (2010)  Comparative 3D QSAR study on β(1)-, β(2)-, and β(3)-adrenoceptor agonists.,  19  (9): [PMID:21170122] [10.1007/s00044-009-9257-x]

Source

Source(1):

• Scientific Literature