Thiophene-2-sulfonic acid (3-{(R)-1-hydroxy-2-[(R)-2-(7-methoxy-1H-indol-3-yl)-1-methyl-ethylamino]-ethyl}-phenyl)-amide

ID: ALA361505

Chembl Id: CHEMBL361505

PubChem CID: 44396596

Max Phase: Preclinical

Molecular Formula: C24H27N3O4S2

Molecular Weight: 485.63

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cccc2c(C[C@@H](C)NC[C@H](O)c3cccc(NS(=O)(=O)c4cccs4)c3)c[nH]c12

Standard InChI:  InChI=1S/C24H27N3O4S2/c1-16(12-18-14-26-24-20(18)8-4-9-22(24)31-2)25-15-21(28)17-6-3-7-19(13-17)27-33(29,30)23-10-5-11-32-23/h3-11,13-14,16,21,25-28H,12,15H2,1-2H3/t16-,21+/m1/s1

Standard InChI Key:  GGFAWZQZGYUXOY-IERDGZPVSA-N

Alternative Forms

1. Parent:

   

   ALA361505

   N-[3-[(1R)-1-hydroxy-2-[[(2R)-1-(7-methoxy-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: 485.63

Molecular Weight (Monoisotopic): 485.1443

AlogP: 4.29

#Rotatable Bonds: 10

Polar Surface Area: 103.45

Molecular Species: ZWITTERION

HBA: 6

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 6.31

CX Basic pKa: 9.85

CX LogP: 2.62

CX LogD: 2.59

Aromatic Rings: 4

Heavy Atoms: 33

QED Weighted: 0.27

Np Likeness Score: -1.18

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