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

ID: ALA4744841

PubChem CID: 162648373

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)c3cccc(F)c3C2=O)c(F)c1F

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

Standard InChI Key:  ZINCLDYYOIGHBO-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    6.7104  -21.1498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7075  -20.3230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9948  -19.9177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9924  -19.0964    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.5723  -21.5624    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8607  -21.1491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1486  -21.5613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8614  -20.3278    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4016  -21.2264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.2624  -22.5496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0659  -22.3803    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2320  -20.4229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5783  -19.9172    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    7.4132  -19.9108    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.1593  -20.2422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4925  -19.1005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2909  -18.9265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7016  -19.6322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5162  -19.6284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9211  -18.9197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5054  -18.2133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6922  -18.2205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8818  -18.5575    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3321  -21.0409    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9964  -22.3805    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    8.2781  -17.5160    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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 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
 26 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4744841

   ---

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: -1.22

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