N-(4-{benzyl[2-(dimethylamino)ethyl]sulfamoyl}phenyl)-4-(3-chlorophenyl)piperazine-1-carboxamide

ID: ALA3752059

PubChem CID: 127026350

Max Phase: Preclinical

Molecular Formula: C28H34ClN5O3S

Molecular Weight: 556.13

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN(C)CCN(Cc1ccccc1)S(=O)(=O)c1ccc(NC(=O)N2CCN(c3cccc(Cl)c3)CC2)cc1

Standard InChI:  InChI=1S/C28H34ClN5O3S/c1-31(2)15-20-34(22-23-7-4-3-5-8-23)38(36,37)27-13-11-25(12-14-27)30-28(35)33-18-16-32(17-19-33)26-10-6-9-24(29)21-26/h3-14,21H,15-20,22H2,1-2H3,(H,30,35)

Standard InChI Key:  LQOJVFVDIIDILZ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 38 41  0  0  0  0  0  0  0  0999 V2000
    1.2990   -0.7500    0.0000 N   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 N   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
   -2.5987    1.5004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6012    3.0004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9015    3.7484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1993    2.9963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1969    1.4963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8967    0.7484    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
    3.6375   -0.9049    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8303   -5.4072    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7912   -6.0075    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    8.8307   -6.6070    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4967   -9.7626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1987  -10.5161    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4941   -8.2618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7921   -7.5083    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.0919   -8.2588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2008  -11.7161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1583   -9.9182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0928   -9.7596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3907  -10.5115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3886  -12.0115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0885  -12.7597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7905  -12.0078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7927  -10.5078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4915   -5.2571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1924   -6.0070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8934   -5.2570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8933   -3.7570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1925   -3.0070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4915   -3.7571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2352    0.8946    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  6  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  4  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12  7  1  0
 13 14  1  0
 14  1  1  0
 14 15  2  0
 17 16  2  0
 18 17  2  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
 20 24  1  0
 20 25  1  0
 23 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 31 26  1  0
 22 17  1  0
 17 32  1  0
 32 33  2  0
 33 34  1  0
 34 35  2  0
 35 36  1  0
 36 37  2  0
 37 32  1  0
 35 13  1  0
 11 38  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3752059

   ---

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: 556.13

Molecular Weight (Monoisotopic): 555.2071

AlogP: 4.45

#Rotatable Bonds: 9

Polar Surface Area: 76.20

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.54

CX Basic pKa: 7.54

CX LogP: 4.46

CX LogD: 4.09

Aromatic Rings: 3

Heavy Atoms: 38

QED Weighted: 0.42

Np Likeness Score: -2.04

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