N-(benzo[d]thiazol-2-yl)adamantane-1-carboxamide

ID: ALA4483617

Cas Number: 35871-25-1

PubChem CID: 2836420

Max Phase: Preclinical

Molecular Formula: C18H20N2OS

Molecular Weight: 312.44

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(Nc1nc2ccccc2s1)C12CC3CC(CC(C3)C1)C2

Standard InChI:  InChI=1S/C18H20N2OS/c21-16(20-17-19-14-3-1-2-4-15(14)22-17)18-8-11-5-12(9-18)7-13(6-11)10-18/h1-4,11-13H,5-10H2,(H,19,20,21)

Standard InChI Key:  FQOGZGPRJUOJNB-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   42.6106  -25.1471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.2457  -24.4700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.4074  -24.9242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.9462  -24.7301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.1530  -25.2241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.6911  -24.5464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.4006  -24.0839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.9560  -23.4281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.2413  -23.6821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.6969  -23.7352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.5098  -24.7675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.5086  -25.5911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.2208  -26.0042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.2190  -24.3586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.9317  -24.7639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.9320  -25.5866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.7148  -25.8394    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   41.1958  -25.1769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.7144  -24.5107    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   42.0171  -25.1766    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   42.4255  -24.4687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.0166  -23.7612    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
 11 12  2  0
 12 13  1  0
 13 16  2  0
 15 14  2  0
 14 11  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 15  1  0
 18 20  1  0
 20 21  1  0
 21  2  1  0
 21 22  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4483617

   N-(1,3-benzothiazol-2-yl)adamantane-1-carboxamide

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: 312.44

Molecular Weight (Monoisotopic): 312.1296

AlogP: 4.45

#Rotatable Bonds: 2

Polar Surface Area: 41.99

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.86

CX Basic pKa: ┄

CX LogP: 4.64

CX LogD: 4.52

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.89

Np Likeness Score: -1.75

References

1. Ghonim AE, Ligresti A, Rabbito A, Mahmoud AM, Di Marzo V, Osman NA, Abadi AH..  (2019)  Structure-activity relationships of thiazole and benzothiazole derivatives as selective cannabinoid CB2 agonists with in vivo anti-inflammatory properties.,  180  [PMID:31302448] [10.1016/j.ejmech.2019.07.002]

Source

Source(1):

• Scientific Literature