N-benzyl-N-(2-(dimethylamino)ethyl)-4-iodobenzenesulfonamide

ID: ALA3753894

PubChem CID: 3763575

Max Phase: Preclinical

Molecular Formula: C17H21IN2O2S

Molecular Weight: 444.34

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN(C)CCN(Cc1ccccc1)S(=O)(=O)c1ccc(I)cc1

Standard InChI:  InChI=1S/C17H21IN2O2S/c1-19(2)12-13-20(14-15-6-4-3-5-7-15)23(21,22)17-10-8-16(18)9-11-17/h3-11H,12-14H2,1-2H3

Standard InChI Key:  FKOWTFSDJJKWPN-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 24  0  0  0  0  0  0  0  0999 V2000
    4.9336   -3.1588    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8933   -3.7570    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.8956   -2.5570    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0048   -2.9949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3074   -3.7403    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2925   -3.7494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5951   -3.0039    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5973   -1.5031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3448   -3.1371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3116   -4.9403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8912   -5.2578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1892   -6.0097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1870   -7.5097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8869   -8.2578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5890   -7.5060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5911   -6.0060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8852   -9.4578    0.0000 I   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
  4  5  1  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  5  9  1  0
  5 10  1  0
  8 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 11  1  0
  7  2  1  0
  2 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 17  1  0
 20 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3753894

   N-benzyl-N-[2-(dimethylamino)ethyl]-4-iodobenzenesulfonamide

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: 444.34

Molecular Weight (Monoisotopic): 444.0368

AlogP: 3.04

#Rotatable Bonds: 7

Polar Surface Area: 40.62

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.54

CX LogP: 3.70

CX LogD: 3.32

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.62

Np Likeness Score: -1.85

References

1. Éliás O, Nógrádi K, Domány G, Szakács Z, Kóti J, Szántay C, Tarcsay Á, Keserű GM, Gere A, Kiss B, Kurkó D, Kolok S, Némethy Z, Kapui Z, Hellinger É, Vastag M, Sághy K, Kedves R, Gyertyán I..  (2016)  The influence of 5-HT(2A) activity on a 5-HT(2C) specific in vivo assay used for early identification of multiple acting SERT and 5-HT(2C) receptor ligands.,  26  (3): [PMID:26748694] [10.1016/j.bmcl.2015.12.071]

Source

Source(1):

• Scientific Literature