3-(1-ethyl-5-fluoro-1H-indol-3-yl)-4-(3-(2-(fluoro-18F)ethoxy)phenyl)-1H-pyrrole-2,5-dione

ID: ALA5190086

PubChem CID: 168283625

Max Phase: Preclinical

Molecular Formula: C22H18F2N2O3

Molecular Weight: 396.39

Names and Identifiers

Canonical SMILES:  CCn1cc(C2=C(c3cccc(OCC[18F])c3)C(=O)NC2=O)c2cc(F)ccc21

Standard InChI:  InChI=1S/C22H18F2N2O3/c1-2-26-12-17(16-11-14(24)6-7-18(16)26)20-19(21(27)25-22(20)28)13-4-3-5-15(10-13)29-9-8-23/h3-7,10-12H,2,8-9H2,1H3,(H,25,27,28)/i23-1

Standard InChI Key:  YCVNCXIPRCVVBB-VNRZBHCFSA-N

Molfile:  

 
     RDKit          2D

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   -1.0464    1.6953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3928    2.1659    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2745    1.6740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0712    1.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8432    1.9087    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.7962   -0.5372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3673   -1.1557    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.4367    0.1558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5266   -0.6639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.2639   -1.2503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4431   -1.2519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0269   -0.5403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1510    0.5681    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3571   -2.1659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5013   -0.5358    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9137   -1.2501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7385   -1.2501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1510   -1.9644    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
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M  ISO  1  29  18
M  END

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 396.39

Molecular Weight (Monoisotopic): 396.1285

AlogP: 3.72

#Rotatable Bonds: 6

Polar Surface Area: 60.33

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.92

CX Basic pKa: ┄

CX LogP: 3.57

CX LogD: 3.56

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.65

Np Likeness Score: -0.95

References

1. Chen Z, Haider A, Chen J, Xiao Z, Gobbi L, Honer M, Grether U, Arnold SE, Josephson L, Liang SH..  (2021)  The Repertoire of Small-Molecule PET Probes for Neuroinflammation Imaging: Challenges and Opportunities beyond TSPO.,  64  (24.0): [PMID:34905377] [10.1021/acs.jmedchem.1c01571]

Source

Source(1):

• Scientific Literature