4-tert-Butoxycarbonyl-2-methyl-1-[(4-trifluoromethylphenyl)aminothiocarbonyl]piperazine

ID: ALA4550674

PubChem CID: 155554850

Max Phase: Preclinical

Molecular Formula: C18H24F3N3O2S

Molecular Weight: 403.47

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC1CN(C(=O)OC(C)(C)C)CCN1C(=S)Nc1ccc(C(F)(F)F)cc1

Standard InChI:  InChI=1S/C18H24F3N3O2S/c1-12-11-23(16(25)26-17(2,3)4)9-10-24(12)15(27)22-14-7-5-13(6-8-14)18(19,20)21/h5-8,12H,9-11H2,1-4H3,(H,22,27)

Standard InChI Key:  RSJHPPAILDWGOT-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   10.4608  -11.1706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4597  -11.9902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1677  -12.3991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8774  -11.9897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8745  -11.1670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1659  -10.7618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7530  -10.7622    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.0454  -11.1710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0456  -11.9882    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    8.3376  -10.7625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.3358   -9.9404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6321   -9.5320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9221   -9.9373    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.9203  -10.7555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6285  -11.1683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0435   -9.5318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2158   -9.5262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2187   -8.7090    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5066   -9.9323    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8004   -9.5212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0912   -9.9273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8033   -8.7040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0901   -9.1088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5857  -12.3972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5870  -13.2144    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   13.2928  -11.9875    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   13.2897  -12.8027    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
  1  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
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 10 15  1  0
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 13 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
 20 23  1  0
  4 24  1  0
 24 25  1  0
 24 26  1  0
 24 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4550674

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 403.47

Molecular Weight (Monoisotopic): 403.1541

AlogP: 4.34

#Rotatable Bonds: 1

Polar Surface Area: 44.81

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.98

CX Basic pKa: ┄

CX LogP: 4.26

CX LogD: 4.26

Aromatic Rings: 1

Heavy Atoms: 27

QED Weighted: 0.71

Np Likeness Score: -1.69

References

1. Mazzotta S, Marrugal-Lorenzo JA, Vega-Holm M, Serna-Gallego A, Álvarez-Vidal J, Berastegui-Cabrera J, Pérez Del Palacio J, Díaz C, Aiello F, Pachón J, Iglesias-Guerra F, Vega-Pérez JM, Sánchez-Céspedes J..  (2020)  Optimization of piperazine-derived ureas privileged structures for effective antiadenovirus agents.,  185  [PMID:31711794] [10.1016/j.ejmech.2019.111840]

Source

Source(1):

• Scientific Literature