1-Benzoyl-3-(3-triflurophenyl)thiourea

ID: ALA3087551

Cas Number: 89069-94-3

PubChem CID: 821727

Max Phase: Preclinical

Molecular Formula: C15H11F3N2OS

Molecular Weight: 324.33

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(NC(=S)Nc1cccc(C(F)(F)F)c1)c1ccccc1

Standard InChI:  InChI=1S/C15H11F3N2OS/c16-15(17,18)11-7-4-8-12(9-11)19-14(22)20-13(21)10-5-2-1-3-6-10/h1-9H,(H2,19,20,21,22)

Standard InChI Key:  FHPQVWUHWIPMIS-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 22 23  0  0  0  0  0  0  0  0999 V2000
   15.0442  -13.1748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0431  -14.0021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7578  -14.4150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4743  -14.0016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4714  -13.1712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7560  -12.7620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7536  -11.9370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4668  -11.5224    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.0379  -11.5266    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.1825  -11.9328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8957  -11.5181    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.6114  -11.9285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1849  -12.7578    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   18.6119  -12.7550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3267  -13.1653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0410  -12.7507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0358  -11.9214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3204  -11.5148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7476  -11.5043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4647  -11.9121    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   20.7422  -10.6793    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   21.4580  -11.0874    0.0000 F   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
  6  7  1  0
  7  8  1  0
  7  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 10 13  2  0
 12 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 12  1  0
 17 19  1  0
 19 20  1  0
 19 21  1  0
 19 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3087551

   N-benzoyl-N'-[3-(trifluoromethyl)phenyl]thiourea

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: 324.33

Molecular Weight (Monoisotopic): 324.0544

AlogP: 3.83

#Rotatable Bonds: 2

Polar Surface Area: 41.13

Molecular Species: NEUTRAL

HBA: 2

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.11

CX Basic pKa: ┄

CX LogP: 4.49

CX LogD: 4.49

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.83

Np Likeness Score: -2.11

References

1. Rauf MK, Talib A, Badshah A, Zaib S, Shoaib K, Shahid M, Flörke U, Imtiaz-ud-Din, Iqbal J..  (2013)  Solution-phase microwave assisted parallel synthesis of N,N'-disubstituted thioureas derived from benzoic acid: biological evaluation and molecular docking studies.,  70  [PMID:24185379] [10.1016/j.ejmech.2013.10.012]

2. Bielenica A, Stefańska J, Stępień K, Napiórkowska A, Augustynowicz-Kopeć E, Sanna G, Madeddu S, Boi S, Giliberti G, Wrzosek M, Struga M..  (2015)  Synthesis, cytotoxicity and antimicrobial activity of thiourea derivatives incorporating 3-(trifluoromethyl)phenyl moiety.,  101  [PMID:26119992] [10.1016/j.ejmech.2015.06.027]

Source

Source(1):

• Scientific Literature