1-(1-Methyl-1H-indol-4-yl)-3-phenyl-urea hydrochloride

ID: ALA537468

PubChem CID: 45263857

Max Phase: Preclinical

Molecular Formula: C16H16ClN3O

Molecular Weight: 265.32

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cl.Cn1ccc2c(NC(=O)Nc3ccccc3)cccc21

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

Standard InChI Key:  FXZUSYLLDPUSKQ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 21 22  0  0  0  0  0  0  0  0999 V2000
    4.0765    0.0000    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.4083    1.0411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3764    0.7862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4083   -0.6089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3764    2.1211    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4083    1.8661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8613    1.4536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1227    0.6286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1227   -0.1964    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4083   -1.4339    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3062   -0.1964    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3062   -1.8464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1227    2.2786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6313    2.9057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8372    1.0411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8372    1.8661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3062   -2.6714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0207   -1.4339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0207   -3.0839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7352   -1.8464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7352   -2.6714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
  2  6  2  0
  5  6  1  0
  3  7  2  0
  5  7  1  0
  2  8  1  0
  4  9  1  0
  8  9  1  0
  4 10  1  0
  4 11  2  0
 10 12  1  0
  6 13  1  0
  5 14  1  0
  8 15  2  0
 13 16  2  0
 15 16  1  0
 12 17  2  0
 12 18  1  0
 17 19  1  0
 18 20  2  0
 19 21  2  0
 20 21  1  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: 11.14

CX Basic pKa: ┄

CX LogP: 3.44

CX LogD: 3.44

Aromatic Rings: 3

Heavy Atoms: 20

QED Weighted: 0.73

Np Likeness Score: -1.61

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