phenyl(1-adamantylamino)carbonothioylcarbamate

ID: ALA3247964

PubChem CID: 3007728

Max Phase: Preclinical

Molecular Formula: C18H22N2O2S

Molecular Weight: 330.45

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(NC(=S)NC12CC3CC(CC(C3)C1)C2)Oc1ccccc1

Standard InChI:  InChI=1S/C18H22N2O2S/c21-17(22-15-4-2-1-3-5-15)19-16(23)20-18-9-12-6-13(10-18)8-14(7-12)11-18/h1-5,12-14H,6-11H2,(H2,19,20,21,23)

Standard InChI Key:  WBXNJYFKHKHSQN-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 26  0  0  0  0  0  0  0  0999 V2000
   13.6603   -4.9590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3022   -4.2746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4655   -4.7337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0142   -4.5376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2189   -5.0368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7628   -4.3518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4628   -3.8845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0200   -3.2218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2977   -3.4784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7687   -3.5322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4745   -4.7630    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.1898   -4.3503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9049   -4.7633    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.1900   -3.5245    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   18.6201   -4.3506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3352   -4.7637    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.6203   -3.5248    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.0505   -4.3510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7635   -4.7680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4783   -4.3560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4790   -3.5292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7588   -3.1163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0470   -3.5307    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
  6 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
 13 15  1  0
 15 16  1  0
 15 17  2  0
 16 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
M  END

Alternative Forms

1. Parent:

   

   ALA3247964

   phenyl N-(1-adamantylcarbamothioyl)carbamate

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: 330.45

Molecular Weight (Monoisotopic): 330.1402

AlogP: 3.62

#Rotatable Bonds: 2

Polar Surface Area: 50.36

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.49

CX Basic pKa: ┄

CX LogP: 4.11

CX LogD: 4.07

Aromatic Rings: 1

Heavy Atoms: 23

QED Weighted: 0.81

Np Likeness Score: -0.88

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