N-[4-(1,3-dioxoisoindolin-2-yl)-2,6-difluorophenyl]-3-methylfuran-2-carboxamide

ID: ALA4779008

PubChem CID: 162660880

Max Phase: Preclinical

Molecular Formula: C20H12F2N2O4

Molecular Weight: 382.32

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ccoc1C(=O)Nc1c(F)cc(N2C(=O)c3ccccc3C2=O)cc1F

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

Standard InChI Key:  GATQHRGXHDETND-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 28 31  0  0  0  0  0  0  0  0999 V2000
   34.7557   -4.3286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.7546   -5.1560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.4700   -5.5668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.1871   -5.1555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.1842   -4.3249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.4682   -3.9137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.8978   -3.9076    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.6509   -4.2445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.9783   -3.0884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.7847   -2.9146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.1992   -3.6274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.0203   -3.6253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.4280   -2.9113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.0126   -2.1978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.1929   -2.2034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0391   -5.5659    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.3286   -5.1548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6131   -5.5648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3292   -4.3298    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.8586   -5.2307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.3045   -5.8445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7186   -6.5599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.5259   -6.3856    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.6882   -4.4235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.3656   -2.5421    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.8236   -5.0470    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.0443   -3.9189    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   35.4698   -6.3877    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
  1 27  1  0
  3 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4779008

   ---

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: 12.40

CX Basic pKa: ┄

CX LogP: 3.53

CX LogD: 3.53

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.70

Np Likeness Score: -1.27

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