1H-indole-2,3-dione 3-(N-2-adamantylthiosemicarbazone)

ID: ALA4751564

Cas Number: 92882-05-8

PubChem CID: 4026571

Max Phase: Preclinical

Molecular Formula: C19H22N4OS

Molecular Weight: 354.48

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C1Nc2ccccc2/C1=N\NC(=S)NC1C2CC3CC(C2)CC1C3

Standard InChI:  InChI=1S/C19H22N4OS/c24-18-17(14-3-1-2-4-15(14)20-18)22-23-19(25)21-16-12-6-10-5-11(8-12)9-13(16)7-10/h1-4,10-13,16H,5-9H2,(H,20,22,24)(H2,21,23,25)

Standard InChI Key:  JTKOHQHAQOCCRY-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 25 29  0  0  0  0  0  0  0  0999 V2000
    5.2715   -7.2391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9108   -6.5619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0683   -7.0162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6113   -6.8180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8139   -7.3120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3521   -6.6342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0657   -6.1718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6170   -5.5201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9023   -5.7699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3579   -5.8272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0390   -5.3757    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.7706   -5.7399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4517   -5.2884    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.8210   -6.5555    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   10.1833   -5.6525    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.8644   -5.2010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6271   -5.4896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1354   -4.8497    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.8442   -6.2774    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.8966   -4.3875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6827   -4.1712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8869   -3.3838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3061   -2.8120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5180   -3.0330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3175   -3.8200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  3  1  0
  2  4  1  0
  3  5  1  0
  4  6  1  0
  5  6  1  0
  7  8  1  0
  3  7  1  0
  2  9  1  0
  6 10  1  0
 10  8  1  0
  8  9  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
 13 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 21  1  0
 20 16  1  0
 17 19  2  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4751564

   1-(2-Adamantyl)-3-[(2-oxoindol-3-yl)amino]thiourea

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: 354.48

Molecular Weight (Monoisotopic): 354.1514

AlogP: 2.63

#Rotatable Bonds: 2

Polar Surface Area: 65.52

Molecular Species: NEUTRAL

HBA: 3

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.91

CX Basic pKa: ┄

CX LogP: 3.33

CX LogD: 3.33

Aromatic Rings: 1

Heavy Atoms: 25

QED Weighted: 0.56

Np Likeness Score: -1.00

References

1. Suslov, Evgenii V., Mozhaytsev, Evgenii S., Korchagina, Dina V., Bormotov, Nikolay I., Yarovaya, Olga I., Volcho, Konstantin P., Serova, Olga A., Agafonov, Alexander P., Maksyutov, Rinat A., Shishkina, Larisa N., Salakhutdinov, Nariman F..  (2020)  New chemical agents based on adamantane-monoterpene conjugates against orthopoxvirus infections,  11  (10): [PMID:33479623] [10.1039/d0md00108b]

Source

Source(1):

• Scientific Literature