N-(4-(2-amino-2-methylpropyl)phenyl)-4-(3-hexylureido)benzenesulfonamide

ID: ALA1079045

PubChem CID: 46882804

Max Phase: Preclinical

Molecular Formula: C23H34N4O3S

Molecular Weight: 446.62

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C23H34N4O3S/c1-4-5-6-7-16-25-22(28)26-19-12-14-21(15-13-19)31(29,30)27-20-10-8-18(9-11-20)17-23(2,3)24/h8-15,27H,4-7,16-17,24H2,1-3H3,(H2,25,26,28)

Standard InChI Key:  RHQJLSVFJVOPOM-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 31 32  0  0  0  0  0  0  0  0999 V2000
   18.4870  -12.4317    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.9038  -13.1485    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   19.3162  -12.4292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.3438  -14.8072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0564  -14.3946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7691  -14.8072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4817  -14.3946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1944  -14.8072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9070  -14.3946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6221  -14.8063    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.3362  -14.3929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0513  -14.8046    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.3352  -13.5677    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.7654  -14.3911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4796  -14.8051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1933  -14.3923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1928  -13.5662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4726  -13.1548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7620  -13.5698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6220  -13.5626    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.3364  -13.1498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0503  -13.5633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7641  -13.1512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7642  -12.3251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0444  -11.9130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3334  -12.3276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4780  -11.9112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1934  -12.3225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9072  -11.9086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1949  -13.1477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9048  -12.7318    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  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
 14 15  2  0
 28 29  1  0
  4  5  1  0
 28 30  1  0
 15 16  1  0
 28 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1079045

   N-(4-(2-amino-2-methylpropyl)phenyl)-4-(3-hexylureido)benzenesulfonamide

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: 446.62

Molecular Weight (Monoisotopic): 446.2352

AlogP: 4.47

#Rotatable Bonds: 11

Polar Surface Area: 113.32

Molecular Species: BASE

HBA: 4

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.04

CX Basic pKa: 10.25

CX LogP: 3.01

CX LogD: 2.34

Aromatic Rings: 2

Heavy Atoms: 31

QED Weighted: 0.38

Np Likeness Score: -1.14

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