[11C]-1-(2,3-Dichlorobenzoyl)-5-methoxy-2-methyl-3-[2-(4-morpholinyl)ethyl]-1H-indole

ID: ALA1807842

PubChem CID: 46916568

Max Phase: Preclinical

Molecular Formula: C23H24Cl2N2O3

Molecular Weight: 447.36

Molecule Type: Small molecule

Names and Identifiers

Synonyms: GW405833 | CHEMBL1807842

Canonical SMILES:  Cc1c(CCN2CCOCC2)c2cc(O[11CH3])ccc2n1C(=O)c1cccc(Cl)c1Cl

Standard InChI:  InChI=1S/C23H24Cl2N2O3/c1-15-17(8-9-26-10-12-30-13-11-26)19-14-16(29-2)6-7-21(19)27(15)23(28)18-4-3-5-20(24)22(18)25/h3-7,14H,8-13H2,1-2H3/i2-1

Standard InChI Key:  FSFZRNZSZYDVLI-JVVVGQRLSA-N

Molfile:  

     RDKit          2D

 30 33  0  0  0  0  0  0  0  0999 V2000
   14.8907   -5.0279    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.3757   -4.3580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8913   -3.6938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1074   -3.9459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3921   -3.5337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6767   -3.9459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6767   -4.7702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3921   -5.1824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1074   -4.7702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2991   -2.9780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1269   -2.9752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5348   -2.2595    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.3583   -2.2558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7704   -1.5411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3547   -0.8290    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.5311   -0.8327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1191   -1.5476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2000   -4.3580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9615   -3.5337    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.2504   -3.9459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9100   -5.8515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1847   -6.2448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1649   -7.0674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4396   -7.4608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7354   -7.0275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7592   -6.2061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4844   -5.8128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6155   -6.2807    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.4198   -8.2834    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   14.8652   -7.4995    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  1  9  1  0
  4  9  2  0
 10 11  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 12 17  1  0
 11 12  1  0
  3 10  1  0
  2 18  1  0
 19 20  1  0
  6 19  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 22 27  2  0
 21 28  2  0
 24 29  1  0
 23 30  1  0
  1 21  1  0
M  ISO  1  20  11
M  END

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: 447.36

Molecular Weight (Monoisotopic): 446.1164

AlogP: 4.83

#Rotatable Bonds: 5

Polar Surface Area: 43.70

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 6.80

CX LogP: 4.51

CX LogD: 4.41

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.56

Np Likeness Score: -1.21

References

1. Evens N, Vandeputte C, Muccioli GG, Lambert DM, Baekelandt V, Verbruggen AM, Debyser Z, Van Laere K, Bormans GM..  (2011)  Synthesis, in vitro and in vivo evaluation of fluorine-18 labelled FE-GW405833 as a PET tracer for type 2 cannabinoid receptor imaging.,  19  (15): [PMID:21737287] [10.1016/j.bmc.2011.06.033]

2. Lueg C, Schepmann D, Günther R, Brust P, Wünsch B..  (2013)  Development of fluorinated CB(2) receptor agonists for PET studies.,  21  (23): [PMID:24139843] [10.1016/j.bmc.2013.09.040]

Source

Source(1):

• Scientific Literature