3-(4-{benzyl[2-(dimethylamino)ethyl]sulfamoyl}phenyl)-1-(3-chloro-4-methylphenyl)urea

ID: ALA3753329

PubChem CID: 127029488

Max Phase: Preclinical

Molecular Formula: C25H29ClN4O3S

Molecular Weight: 501.05

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(NC(=O)Nc2ccc(S(=O)(=O)N(CCN(C)C)Cc3ccccc3)cc2)cc1Cl

Standard InChI:  InChI=1S/C25H29ClN4O3S/c1-19-9-10-22(17-24(19)26)28-25(31)27-21-11-13-23(14-12-21)34(32,33)30(16-15-29(2)3)18-20-7-5-4-6-8-20/h4-14,17H,15-16,18H2,1-3H3,(H2,27,28,31)

Standard InChI Key:  VRLOQYKKBMKSEG-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 34 36  0  0  0  0  0  0  0  0999 V2000
    3.8933   -3.7570    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5951   -3.0039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5973   -1.5031    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5548   -3.6021    0.0000 O   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
   -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
    0.0000    1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8341  -10.3548    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8756   -9.7587    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.8709  -10.9587    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7722  -10.5288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0763   -9.7859    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4764   -9.7716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1723  -10.5144    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1671  -12.0152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1124  -10.3913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0830   -8.5860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4638  -12.7710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4608  -14.2710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7583  -15.0237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0588  -14.2763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0619  -12.7763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7644  -12.0237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8808   -8.2579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1824   -7.5124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1876   -6.0124    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
    2.5895   -6.0034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5844   -7.5034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3383    1.3500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.7000    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  0
  3  5  1  0
  5  6  2  0
  6 10  1  0
  9  7  1  0
  7  8  2  0
  8  5  1  0
  9 10  2  0
 12 11  2  0
 13 12  2  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 15 19  1  0
 15 20  1  0
 18 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 21  1  0
 17 12  1  0
 12 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 30 31  1  0
 31 32  2  0
 32 27  1  0
 30  1  1  0
  9 33  1  0
 10 34  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3753329

   ---

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: 501.05

Molecular Weight (Monoisotopic): 500.1649

AlogP: 5.04

#Rotatable Bonds: 9

Polar Surface Area: 81.75

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 11.15

CX Basic pKa: 7.54

CX LogP: 5.03

CX LogD: 4.65

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.43

Np Likeness Score: -1.87

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