2-(1-Adamantylamino)2-thiazolin-4(5H)-one

ID: ALA3247971

PubChem CID: 135415613

Max Phase: Preclinical

Molecular Formula: C13H18N2OS

Molecular Weight: 250.37

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1CSC(NC23CC4CC(CC(C4)C2)C3)=N1

Standard InChI:  InChI=1S/C13H18N2OS/c16-11-7-17-12(14-11)15-13-4-8-1-9(5-13)3-10(2-8)6-13/h8-10H,1-7H2,(H,14,15,16)

Standard InChI Key:  TXHVTYLYFADORD-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 17 20  0  0  0  0  0  0  0  0999 V2000
   14.8623  -17.9739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5053  -17.2883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6689  -17.7482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2186  -17.5517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4237  -18.0518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9685  -17.3657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6663  -16.8976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2244  -16.2337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5008  -16.4907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9743  -16.5446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6814  -17.7776    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.3979  -17.3641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1516  -17.6996    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.7052  -17.0850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2918  -16.3684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4827  -16.5403    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   20.5279  -17.1717    0.0000 O   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  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 12  1  0
 14 17  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA3247971

   ---

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: 250.37

Molecular Weight (Monoisotopic): 250.1140

AlogP: 2.17

#Rotatable Bonds: 1

Polar Surface Area: 41.46

Molecular Species: ACID

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.80

CX Basic pKa: 0.23

CX LogP: 1.71

CX LogD: -0.41

Aromatic Rings: ┄

Heavy Atoms: 17

QED Weighted: 0.78

Np Likeness Score: -0.80

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