1-(4-chlorophenyl)-3-(4,5-dichloro-2-hydroxyphenyl)urea

ID: ALA3527578

Cas Number: 63348-27-6

PubChem CID: 3017405

Max Phase: Preclinical

Molecular Formula: C13H9Cl3N2O2

Molecular Weight: 331.59

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(Nc1ccc(Cl)cc1)Nc1cc(Cl)c(Cl)cc1O

Standard InChI:  InChI=1S/C13H9Cl3N2O2/c14-7-1-3-8(4-2-7)17-13(20)18-11-5-9(15)10(16)6-12(11)19/h1-6,19H,(H2,17,18,20)

Standard InChI Key:  JBDVVPPOIJMSRH-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 20 21  0  0  0  0  0  0  0  0999 V2000
   25.5131   -1.2546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5120   -2.0742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2200   -2.4831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9297   -2.0737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9268   -1.2510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2182   -0.8458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8053   -0.8462    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   27.6330   -0.8398    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.3422   -1.2457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0484   -0.8344    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.3453   -2.0629    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.7577   -1.2404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7576   -2.0564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4660   -2.4623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.1732   -2.0510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.1675   -1.2296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4585   -0.8274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8830   -2.4560    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   27.6380   -2.4812    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.8039   -2.4822    0.0000 Cl  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
  5  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  2  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 12  1  0
 15 18  1  0
  4 19  1  0
  2 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3527578

   N-(4-Chlorophenyl)-N'-(4,5-dichloro-2-hydroxyphenyl)urea

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: 331.59

Molecular Weight (Monoisotopic): 329.9730

AlogP: 5.00

#Rotatable Bonds: 2

Polar Surface Area: 61.36

Molecular Species: NEUTRAL

HBA: 2

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.55

CX Basic pKa: ┄

CX LogP: 4.63

CX LogD: 4.40

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.68

Np Likeness Score: -1.49

References

1. Schebb NH, Franze B, Maul R, Ranganathan A, Hammock BD..  (2012)  In vitro glucuronidation of the antibacterial triclocarban and its oxidative metabolites.,  40  (1): [PMID:21953915] [10.1124/dmd.111.042283]

Source

Source(1):

• Scientific Literature