N-[4-(1,3-dioxo-4,5,6,7-tetrahydroisoindol-2-yl)-2,3,6-trifluorophenyl]-3-methylfuran-2-carboxamide

ID: ALA4763120

PubChem CID: 162659650

Max Phase: Preclinical

Molecular Formula: C20H15F3N2O4

Molecular Weight: 404.34

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ccoc1C(=O)Nc1c(F)cc(N2C(=O)C3=C(CCCC3)C2=O)c(F)c1F

Standard InChI:  InChI=1S/C20H15F3N2O4/c1-9-6-7-29-17(9)18(26)24-16-12(21)8-13(14(22)15(16)23)25-19(27)10-4-2-3-5-11(10)20(25)28/h6-8H,2-5H2,1H3,(H,24,26)

Standard InChI Key:  SRBUHKFXLGNPMU-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    5.7260  -28.6700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4382  -29.0831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1520  -28.6696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1492  -27.8428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4364  -27.4375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4340  -26.6162    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    5.0139  -29.0822    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3024  -28.6689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5902  -29.0811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3030  -27.8476    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8432  -28.7463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2959  -29.3572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7040  -30.0695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5075  -29.9001    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6736  -27.9427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0199  -27.4371    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    7.8548  -27.4306    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.6009  -27.7620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9341  -26.6203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7325  -26.4463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1432  -27.1520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9578  -27.1482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3627  -26.4395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9471  -25.7331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1338  -25.7403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3234  -26.0773    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7737  -28.5607    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4380  -29.9003    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
  6  7  1  0
  2  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  2  0
 10 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 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  1  0
 24 25  1  0
 25 26  1  0
 26 21  1  0
 20 27  2  0
 19 28  2  0
  3 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4763120

   ---

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: 404.34

Molecular Weight (Monoisotopic): 404.0984

AlogP: 4.00

#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: 0.97

CX LogP: 3.56

CX LogD: 3.56

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.62

Np Likeness Score: -0.85

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