1-Isopropyl-3-[6-(trifluoromethoxy)benzothiazol-2-yl]thiourea

ID: ALA1090092

PubChem CID: 25234798

Max Phase: Preclinical

Molecular Formula: C12H12F3N3OS2

Molecular Weight: 335.38

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)NC(=S)Nc1nc2ccc(OC(F)(F)F)cc2s1

Standard InChI:  InChI=1S/C12H12F3N3OS2/c1-6(2)16-10(20)18-11-17-8-4-3-7(5-9(8)21-11)19-12(13,14)15/h3-6H,1-2H3,(H2,16,17,18,20)

Standard InChI Key:  QKLCEPHQQTYNAE-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 21 22  0  0  0  0  0  0  0  0999 V2000
   -4.1264  -16.4209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1276  -15.5935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4128  -15.1806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4146  -16.8336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6992  -16.4245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6989  -15.5935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9085  -15.3369    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4201  -16.0094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9089  -16.6815    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5951  -16.0097    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8424  -15.1816    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8430  -14.3566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8500  -13.5333    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0180  -14.3528    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6680  -14.3586    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1824  -15.2953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6426  -15.2956    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0553  -14.5813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5947  -14.5807    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.6431  -13.8667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8803  -14.5816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  5  6  1  0
  2 11  1  0
 11 12  1  0
  2  3  1  0
 12 13  1  0
  3  6  2  0
 12 14  1  0
  1  2  2  0
 12 15  1  0
  5  4  2  0
 10 16  1  0
  6  7  1  0
 16 17  1  0
  7  8  1  0
 17 18  1  0
  8  9  2  0
 16 19  2  0
  9  5  1  0
 18 20  1  0
  4  1  1  0
  8 10  1  0
 18 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1090092

   1-Isopropyl-3-[6-(trifluoromethoxy)benzothiazol-2-yl]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: 335.38

Molecular Weight (Monoisotopic): 335.0374

AlogP: 3.89

#Rotatable Bonds: 3

Polar Surface Area: 46.18

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.85

CX Basic pKa: ┄

CX LogP: 5.02

CX LogD: 5.02

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.83

Np Likeness Score: -2.51

References

1. Anzini M, Chelini A, Mancini A, Cappelli A, Frosini M, Ricci L, Valoti M, Magistretti J, Castelli L, Giordani A, Makovec F, Vomero S..  (2010)  Synthesis and biological evaluation of amidine, guanidine, and thiourea derivatives of 2-amino(6-trifluoromethoxy)benzothiazole as neuroprotective agents potentially useful in brain diseases.,  53  (2): [PMID:19950903] [10.1021/jm901375r]

Source

Source(1):

• Scientific Literature