Exo-1-bicyclo[2.2.1]hept-2-yl-3-[3-(trifluoromethyl)phenyl]thiourea

ID: ALA3617213

PubChem CID: 122190097

Max Phase: Preclinical

Molecular Formula: C16H17F3N2OS

Molecular Weight: 342.39

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(NC(=S)Nc1cccc(C(F)(F)F)c1)[C@H]1C[C@@H]2CC[C@H]1C2

Standard InChI:  InChI=1S/C16H17F3N2OS/c17-16(18,19)11-2-1-3-12(8-11)20-15(23)21-14(22)13-7-9-4-5-10(13)6-9/h1-3,8-10,13H,4-7H2,(H2,20,21,22,23)/t9-,10+,13+/m1/s1

Standard InChI Key:  VJVWMXOBKYCDLS-NRUUGDAUSA-N

Molfile:  

     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
    7.4674    1.8468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0680    6.7703    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4632    0.1632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5838    1.0203    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9011    1.6863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1193    6.1921    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    7.4371    3.3465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9011   -1.2692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6137    0.9247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1837    1.0707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8395    3.2940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3515    2.8979    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1884    0.9247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2702    1.7462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2480    2.9460    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.8697    1.7942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0928    5.5706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0415    6.1491    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1884   -0.5440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1231    4.0701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9843    0.9723    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3293    1.6981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6137   -0.5440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9011   -2.2692    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9011    2.6863    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 14 21  1  0
  4 14  1  0
 23  8  1  0
 17  6  1  0
  8  3  1  0
  1 10  1  0
 10 16  2  0
  5  3  1  0
  9  5  1  0
 19 13  1  0
 20  7  1  0
  7  1  2  0
 22 12  2  0
 17 18  1  0
 20 17  1  0
 13  5  1  0
 16 11  1  0
  9 22  1  1
 16  4  1  0
 17  2  1  0
 21 22  1  0
 11 20  2  0
  9 23  1  0
 14 15  2  0
  8 19  1  0
  8 24  1  1
  5 25  1  1
M  END

Alternative Forms

1. Parent:

   

   ALA3617213

   ---

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: 342.39

Molecular Weight (Monoisotopic): 342.1014

AlogP: 3.95

#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: 9.24

CX Basic pKa: ┄

CX LogP: 4.41

CX LogD: 4.41

Aromatic Rings: 1

Heavy Atoms: 23

QED Weighted: 0.80

Np Likeness Score: -1.65

References

1. 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