1-(1-Methyl-1H-indol-6-yl)-3-phenyl-urea hydrochloride

ID: ALA537029

PubChem CID: 45263928

Max Phase: Preclinical

Molecular Formula: C16H16ClN3O

Molecular Weight: 265.32

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cl.Cn1ccc2ccc(NC(=O)Nc3ccccc3)cc21

Standard InChI:  InChI=1S/C16H15N3O.ClH/c1-19-10-9-12-7-8-14(11-15(12)19)18-16(20)17-13-5-3-2-4-6-13;/h2-11H,1H3,(H2,17,18,20);1H

Standard InChI Key:  ZTTBDYHNIPNHEC-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 21 22  0  0  0  0  0  0  0  0999 V2000
    5.8627    0.0000    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.8770    0.5123    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0924    0.2574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7655    0.2574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3619   -0.1551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8770   -0.8225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3779    0.6699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0924   -0.5676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0510    0.6699    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4800    0.6699    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6634    0.2574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7655   -0.5676    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3779   -0.9801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6634   -0.5676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1944    0.2574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1320    1.2970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9089    0.6699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1944   -0.5676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6234    0.2574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9089   -0.9801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6234   -0.5676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
  2  5  1  0
  5  6  2  0
  3  7  1  0
  3  8  2  0
  6  8  1  0
  4  9  1  0
  4 10  1  0
  7 11  2  0
  9 11  1  0
  4 12  2  0
  8 13  1  0
 11 14  1  0
 13 14  2  0
 10 15  1  0
  2 16  1  0
 15 17  1  0
 15 18  2  0
 17 19  2  0
 18 20  1  0
 19 21  1  0
 20 21  2  0
M  END

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: 265.32

Molecular Weight (Monoisotopic): 265.1215

AlogP: 3.82

#Rotatable Bonds: 2

Polar Surface Area: 46.06

Molecular Species: NEUTRAL

HBA: 2

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.39

CX Basic pKa: ┄

CX LogP: 3.44

CX LogD: 3.44

Aromatic Rings: 3

Heavy Atoms: 20

QED Weighted: 0.73

Np Likeness Score: -1.48

References

1. Forbes IT, Kennett GA, Gadre A, Ham P, Hayward CJ, Martin RT, Thompson M, Wood MD, Baxter GS, Glen A..  (1993)  N-(1-methyl-5-indolyl)-N'-(3-pyridyl)urea hydrochloride: the first selective 5-HT1C receptor antagonist.,  36  (8): [PMID:8478907] [10.1021/jm00060a019]

Source

Source(1):

• Scientific Literature