3-methyl-N-[2,3,6-trifluoro-4-(5-fluoro-1,3-dioxo-isoindolin-2-yl)phenyl]furan-2-carboxamide

ID: ALA4789952

PubChem CID: 162669206

Max Phase: Preclinical

Molecular Formula: C20H10F4N2O4

Molecular Weight: 418.30

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ccoc1C(=O)Nc1c(F)cc(N2C(=O)c3ccc(F)cc3C2=O)c(F)c1F

Standard InChI:  InChI=1S/C20H10F4N2O4/c1-8-4-5-30-17(8)18(27)25-16-12(22)7-13(14(23)15(16)24)26-19(28)10-3-2-9(21)6-11(10)20(26)29/h2-7H,1H3,(H,25,27)

Standard InChI Key:  FAKWCXIYTJZMEN-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   27.0844  -14.1587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7966  -14.5718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5104  -14.1582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5076  -13.3314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7948  -12.9262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7924  -12.1049    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   26.3723  -14.5709    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.6608  -14.1576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9486  -14.5697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6614  -13.3363    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.2016  -14.2349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6543  -14.8459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0624  -15.5581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8659  -15.3887    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.0320  -13.4314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3783  -12.9257    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   29.2132  -12.9193    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.9593  -13.2507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2925  -12.1090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0909  -11.9350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5016  -12.6406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.3162  -12.6369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7211  -11.9281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.3055  -11.2218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4922  -11.2290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6818  -11.5659    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.1321  -14.0494    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.7964  -15.3890    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   31.7080  -10.5106    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
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  3  4  2  0
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  9 11  2  0
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 13 14  2  0
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 15 10  1  0
 12 16  1  0
  1 17  1  0
  5 18  1  0
 18 19  1  0
 19 22  1  0
 21 20  1  0
 20 18  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 21  1  0
 20 27  2  0
 19 28  2  0
  3 29  1  0
 25 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4789952

   ---

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: 418.30

Molecular Weight (Monoisotopic): 418.0577

AlogP: 4.20

#Rotatable Bonds: 3

Polar Surface Area: 79.62

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.10

CX Basic pKa: ┄

CX LogP: 3.81

CX LogD: 3.81

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.39

Np Likeness Score: -1.31

References

1. Davis DC,Bungard JD,Chang S,Rodriguez AL,Blobaum AL,Boutaud O,Melancon BJ,Niswender CM,Jeffrey Conn P,Lindsley CW.  (2021)  Lead optimization of the VU0486321 series of mGlu PAMs. Part 4: SAR reveals positive cooperativity across multiple mGlu receptor subtypes leading to subtype unselective PAMs.,  32  [PMID:33253881] [10.1016/j.bmcl.2020.127724]

Source

Source(1):

• Scientific Literature