N-(4-ethylphenyl)-4-(3-hexylureido)benzenesulfonamide

ID: ALA1077717

PubChem CID: 46882765

Max Phase: Preclinical

Molecular Formula: C21H29N3O3S

Molecular Weight: 403.55

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCCCNC(=O)Nc1ccc(S(=O)(=O)Nc2ccc(CC)cc2)cc1

Standard InChI:  InChI=1S/C21H29N3O3S/c1-3-5-6-7-16-22-21(25)23-18-12-14-20(15-13-18)28(26,27)24-19-10-8-17(4-2)9-11-19/h8-15,24H,3-7,16H2,1-2H3,(H2,22,23,25)

Standard InChI Key:  FSTAEEBGFXLBHL-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 28 29  0  0  0  0  0  0  0  0999 V2000
   17.4415   -6.0891    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.8586   -6.8064    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   18.2713   -6.0866    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2921   -8.4663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0053   -8.0534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7184   -8.4663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4316   -8.0534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1448   -8.4663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8580   -8.0534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5737   -8.4655    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.2883   -8.0517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0039   -8.4638    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.2873   -7.2259    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.7186   -8.0500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4334   -8.4642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1475   -8.0512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1470   -7.2245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4264   -6.8126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7151   -7.2281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5773   -7.2209    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.2923   -6.8076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0065   -7.2216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7210   -6.8091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7211   -5.9825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0007   -5.5701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2892   -5.9850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4355   -5.5683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1514   -5.9799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 14 15  2  0
  4  5  1  0
 15 16  1  0
  8  9  1  0
 16 17  2  0
  3  2  2  0
 17 18  1  0
  9 10  1  0
 18 19  2  0
 19 14  1  0
 17  2  1  0
  5  6  1  0
  2 20  1  0
 10 11  1  0
 20 21  1  0
 21 22  2  0
 11 12  1  0
 22 23  1  0
  6  7  1  0
 23 24  2  0
 11 13  2  0
 24 25  1  0
  2  1  2  0
 25 26  2  0
 26 21  1  0
 12 14  1  0
 24 27  1  0
  7  8  1  0
 27 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1077717

   1-[4-[(4-Ethylphenyl)sulfamoyl]phenyl]-3-hexylurea

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: 403.55

Molecular Weight (Monoisotopic): 403.1930

AlogP: 4.75

#Rotatable Bonds: 10

Polar Surface Area: 87.30

Molecular Species: NEUTRAL

HBA: 3

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.04

CX Basic pKa: ┄

CX LogP: 4.76

CX LogD: 4.68

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.50

Np Likeness Score: -1.52

References

1. Pasternak A, Goble SD, deJesus RK, Hreniuk DL, Chung CC, Tota MR, Mazur P, Feighner SD, Howard AD, Mills SG, Yang L..  (2009)  Discovery and optimization of novel 4-[(aminocarbonyl)amino]-N-[4-(2-aminoethyl)phenyl]benzenesulfonamide ghrelin receptor antagonists.,  19  (21): [PMID:19767208] [10.1016/j.bmcl.2009.08.076]

Source

Source(1):

• Scientific Literature