1-(2-(benzyloxy)phenyl)-3-(3-chlorophenyl)urea

ID: ALA5279925

Max Phase: Preclinical

Molecular Formula: C20H17ClN2O2

Molecular Weight: 352.82

Names and Identifiers

Canonical SMILES:  O=C(Nc1cccc(Cl)c1)Nc1ccccc1OCc1ccccc1

Standard InChI:  InChI=1S/C20H17ClN2O2/c21-16-9-6-10-17(13-16)22-20(24)23-18-11-4-5-12-19(18)25-14-15-7-2-1-3-8-15/h1-13H,14H2,(H2,22,23,24)

Standard InChI Key:  VFJQWPHQKYOFBV-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
   -2.8452   -0.8203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8452   -1.6453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1318   -2.0516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4247   -1.6416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4247   -0.8198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1336   -0.4097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7131   -0.4090    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7131    0.4126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0015    0.8235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0015    1.6452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7085    2.0541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4219    1.6432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4219    0.8255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7131    0.4108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7131   -2.0524    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0015   -1.6416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7101   -2.0524    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4216   -1.6416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4216   -0.8198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1317   -0.4109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8452   -0.8219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8452   -1.6394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1363   -2.0541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1317    0.4107    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.0015   -0.8198    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  1  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
 10  9  2  0
 11 10  1  0
 12 11  2  0
 13 12  1  0
 14 13  2  0
  9 14  1  0
  4 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 19 18  2  0
 20 19  1  0
 21 20  2  0
 22 21  1  0
 23 22  2  0
 18 23  1  0
 20 24  1  0
 16 25  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA5279925

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 352.82

Molecular Weight (Monoisotopic): 352.0979

AlogP: 5.56

#Rotatable Bonds: 5

Polar Surface Area: 50.36

Molecular Species: NEUTRAL

HBA: 2

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 10.72

CX Basic pKa: ┄

CX LogP: 5.29

CX LogD: 5.29

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.63

Np Likeness Score: -1.71

References

1. Dunyak BM, Gestwicki JE..  (2016)  Peptidyl-Proline Isomerases (PPIases): Targets for Natural Products and Natural Product-Inspired Compounds.,  59  (21): [PMID:27409354] [10.1021/acs.jmedchem.6b00411]

Source

Source(1):

• Scientific Literature