2-(phenylethynyl)-5,6-dihydrobenzo[d]thiazol-7(4H)-one

ID: ALA2426621

PubChem CID: 53235518

Max Phase: Preclinical

Molecular Formula: C15H11NOS

Molecular Weight: 253.33

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1CCCc2nc(C#Cc3ccccc3)sc21

Standard InChI:  InChI=1S/C15H11NOS/c17-13-8-4-7-12-15(13)18-14(16-12)10-9-11-5-2-1-3-6-11/h1-3,5-6H,4,7-8H2

Standard InChI Key:  SZGKTGVROKLYCT-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 18 20  0  0  0  0  0  0  0  0999 V2000
   85.2418   -9.1985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   85.9538   -8.7901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   85.9538   -7.9651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   85.2418   -7.5485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   84.5298   -8.7901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   84.5252   -7.9652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   83.7393   -7.7146    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   83.2580   -8.3847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   83.7466   -9.0493    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   85.2429   -6.7235    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   82.4330   -8.3893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   81.6070   -8.3974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   80.7820   -8.4056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   80.3677   -7.6943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   79.5435   -7.7021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   79.1373   -8.4212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   79.5613   -9.1339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   80.3841   -9.1226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  6  4  1  0
  5  1  1  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9  5  1  0
  4 10  2  0
  8 11  1  0
 11 12  3  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 13  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2426621

   2-(2-phenylethynyl)-5,6-dihydro-4H-1,3-benzothiazol-7-one

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: 253.33

Molecular Weight (Monoisotopic): 253.0561

AlogP: 3.06

#Rotatable Bonds: ┄

Polar Surface Area: 29.96

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.44

CX LogD: 3.44

Aromatic Rings: 2

Heavy Atoms: 18

QED Weighted: 0.68

Np Likeness Score: -0.99

References

1. Bartolomé-Nebreda JM, Conde-Ceide S, Delgado F, Iturrino L, Pastor J, Pena MÁ, Trabanco AA, Tresadern G, Wassvik CM, Stauffer SR, Jadhav S, Gogi K, Vinson PN, Noetzel MJ, Days E, Weaver CD, Lindsley CW, Niswender CM, Jones CK, Conn PJ, Rombouts F, Lavreysen H, Macdonald GJ, Mackie C, Steckler T..  (2013)  Dihydrothiazolopyridone derivatives as a novel family of positive allosteric modulators of the metabotropic glutamate 5 (mGlu5) receptor.,  56  (18): [PMID:23947773] [10.1021/jm400650w]

Source

Source(1):

• Scientific Literature