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

ID: ALA4780280

PubChem CID: 162662674

Max Phase: Preclinical

Molecular Formula: C21H15FN2O4

Molecular Weight: 378.36

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1cc(N2C(=O)c3ccccc3C2=O)c(F)cc1NC(=O)c1occc1C

Standard InChI:  InChI=1S/C21H15FN2O4/c1-11-7-8-28-18(11)19(25)23-16-10-15(22)17(9-12(16)2)24-20(26)13-5-3-4-6-14(13)21(24)27/h3-10H,1-2H3,(H,23,25)

Standard InChI Key:  ODWPRNVQRZRNOH-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 28 31  0  0  0  0  0  0  0  0999 V2000
   14.9082   -4.1378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9071   -4.9653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6225   -5.3762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3396   -4.9648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3368   -4.1342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6207   -3.7229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0503   -3.7170    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.8035   -4.0538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1308   -2.8977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9373   -2.7240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3518   -3.4367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1729   -3.4346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5805   -2.7205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1652   -2.0071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3454   -2.0126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1917   -5.3752    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.4810   -4.9642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7656   -5.3741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4817   -4.1391    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.0110   -5.0400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4571   -5.6538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8712   -6.3693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6784   -6.1950    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.8406   -4.2327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5181   -2.3513    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.9761   -4.8564    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.6183   -2.9021    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   15.6223   -6.1971    0.0000 C   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
  3 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4780280

   ---

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: 378.36

Molecular Weight (Monoisotopic): 378.1016

AlogP: 4.09

#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: 13.82

CX Basic pKa: ┄

CX LogP: 3.90

CX LogD: 3.90

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.70

Np Likeness Score: -1.39

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