1-(4-Chlorophenyl)-3-[5-(3-methoxyphenyl)thiophen-2-yl]urea

ID: ALA4513477

PubChem CID: 155436497

Max Phase: Preclinical

Molecular Formula: C18H15ClN2O2S

Molecular Weight: 358.85

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cccc(-c2ccc(NC(=O)Nc3ccc(Cl)cc3)s2)c1

Standard InChI:  InChI=1S/C18H15ClN2O2S/c1-23-15-4-2-3-12(11-15)16-9-10-17(24-16)21-18(22)20-14-7-5-13(19)6-8-14/h2-11H,1H3,(H2,20,21,22)

Standard InChI Key:  ONNBCDSUCDVCHG-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
   15.9256  -23.9585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9244  -24.7822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6366  -25.1953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3462  -24.7817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3434  -23.9549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6348  -23.5497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2136  -23.5501    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   18.0587  -25.1933    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.7699  -24.7795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4824  -25.1911    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.7686  -23.9582    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.1936  -24.7773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9422  -25.1096    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   21.4881  -24.4974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0783  -23.7861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2752  -23.9574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3077  -24.4951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7197  -25.2066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5385  -25.2047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9451  -24.4927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5310  -23.7811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7135  -23.7865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9360  -23.0714    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.7532  -23.0673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  1  7  1  0
  4  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  2  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 12  2  0
 14 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
 21 23  1  0
 23 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4513477

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 358.85

Molecular Weight (Monoisotopic): 358.0543

AlogP: 5.72

#Rotatable Bonds: 4

Polar Surface Area: 50.36

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 9.90

CX Basic pKa: ┄

CX LogP: 5.16

CX LogD: 5.15

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.63

Np Likeness Score: -1.59

References

1. Nguyen T, Gamage TF, Decker AM, Barrus D, Langston TL, Li JX, Thomas BF, Zhang Y..  (2019)  Synthesis and Pharmacological Evaluation of 1-Phenyl-3-Thiophenylurea Derivatives as Cannabinoid Type-1 Receptor Allosteric Modulators.,  62  (21): [PMID:31596583] [10.1021/acs.jmedchem.9b01161]

Source

Source(1):

• Scientific Literature