N-[(1-adamantylamino)carbonothioyl]-4-methylbenzenesulfonamide

ID: ALA3247966

PubChem CID: 3007730

Max Phase: Preclinical

Molecular Formula: C18H24N2O2S2

Molecular Weight: 364.54

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(S(=O)(=O)NC(=S)NC23CC4CC(CC(C4)C2)C3)cc1

Standard InChI:  InChI=1S/C18H24N2O2S2/c1-12-2-4-16(5-3-12)24(21,22)20-17(23)19-18-9-13-6-14(10-18)8-15(7-13)11-18/h2-5,13-15H,6-11H2,1H3,(H2,19,20,23)

Standard InChI Key:  PKZPHCYQQDFVOI-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 27  0  0  0  0  0  0  0  0999 V2000
    5.8688   -7.2175    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.2814   -6.5031    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4564   -6.5029    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9136   -7.8253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5549   -7.1416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7180   -7.6002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2662   -7.4043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4708   -7.9030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0141   -7.2187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7154   -6.7519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2720   -6.0898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5504   -6.3461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0200   -6.3998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7251   -7.6295    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4398   -7.2171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1542   -7.6298    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4400   -6.3920    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.5832   -7.6302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5806   -8.4555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2941   -8.8682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0097   -8.4557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0073   -7.6265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2931   -7.2176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7247   -8.8676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  1  3  2  0
  4  5  1  0
  4  6  1  0
  5  7  1  0
  6  8  1  0
  7  9  1  0
  8  9  1  0
 10 11  1  0
  6 10  1  0
  5 12  1  0
  9 13  1  0
 13 11  1  0
 11 12  1  0
  9 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  2  0
 16  1  1  0
  1 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 18  1  0
 21 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3247966

   1-(1-Adamantyl)-3-(p-tolylsulfonyl)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: 364.54

Molecular Weight (Monoisotopic): 364.1279

AlogP: 3.12

#Rotatable Bonds: 3

Polar Surface Area: 58.20

Molecular Species: ACID

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 6.05

CX Basic pKa: ┄

CX LogP: 3.95

CX LogD: 3.13

Aromatic Rings: 1

Heavy Atoms: 24

QED Weighted: 0.81

Np Likeness Score: -1.19

References

1. Tilley JW, Levitan P, Kramer MJ..  (1979)  Adamantylthiourea derivatives as antiviral agents.,  22  (8): [PMID:490532] [10.1021/jm00194a025]

Source

Source(1):

• Scientific Literature