N-[4-(1,3-dioxoisoindolin-2-yl)-3,5-difluorophenyl]-3-methylfuran-2-carboxamide

ID: ALA4755776

PubChem CID: 162655874

Max Phase: Preclinical

Molecular Formula: C20H12F2N2O4

Molecular Weight: 382.32

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ccoc1C(=O)Nc1cc(F)c(N2C(=O)c3ccccc3C2=O)c(F)c1

Standard InChI:  InChI=1S/C20H12F2N2O4/c1-10-6-7-28-17(10)18(25)23-11-8-14(21)16(15(22)9-11)24-19(26)12-4-2-3-5-13(12)20(24)27/h2-9H,1H3,(H,23,25)

Standard InChI Key:  LWBNXPBJBKOWST-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 28 31  0  0  0  0  0  0  0  0999 V2000
   34.2886  -12.0228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2874  -12.8502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.0028  -13.2610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.7198  -12.8497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.7170  -12.0192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.0010  -11.6079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4305  -11.6019    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.1836  -11.9388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.5110  -10.7828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.3174  -10.6090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.7318  -11.3217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.5529  -11.3196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.9604  -10.6056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.5452   -9.8922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.7254   -9.8978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5721  -13.2600    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.8615  -12.8491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1461  -13.2589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8621  -12.0240    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.3916  -12.9249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8377  -13.5387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2518  -14.2541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0589  -14.0797    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.2212  -12.1177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.8983  -10.2365    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.3561  -12.7413    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.9986  -10.7871    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   36.4308  -13.2599    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  5  7  1  0
  7  8  1  0
  8 11  1  0
 10  9  1  0
  9  7  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 10  1  0
  2 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  2  0
 18 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 18  1  0
 20 24  1  0
  9 25  2  0
  8 26  2  0
  6 27  1  0
  4 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4755776

   ---

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: 382.32

Molecular Weight (Monoisotopic): 382.0765

AlogP: 3.92

#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: 13.44

CX Basic pKa: ┄

CX LogP: 3.53

CX LogD: 3.53

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.70

Np Likeness Score: -1.25

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