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

ID: ALA4787053

PubChem CID: 162667269

Max Phase: Preclinical

Molecular Formula: C20H10ClF3N2O4

Molecular Weight: 434.76

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ccoc1C(=O)Nc1cc(F)c(N2C(=O)c3cccc(Cl)c3C2=O)c(F)c1F

Standard InChI:  InChI=1S/C20H10ClF3N2O4/c1-8-5-6-30-17(8)18(27)25-12-7-11(22)16(15(24)14(12)23)26-19(28)9-3-2-4-10(21)13(9)20(26)29/h2-7H,1H3,(H,25,27)

Standard InChI Key:  PKLJSDSDRYJRNX-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    5.8799  -13.1865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8787  -14.0101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5909  -14.4232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3047  -14.0096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3019  -13.1829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5891  -12.7776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5867  -11.9563    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    5.1666  -14.4223    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4551  -14.0090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7429  -14.4212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4557  -13.1877    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9959  -14.0863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4486  -14.6973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8567  -15.4095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6602  -15.2402    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8263  -13.2828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1726  -12.7771    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    8.0134  -14.4165    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    8.0075  -12.7707    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.7536  -13.1021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0868  -11.9604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8852  -11.7864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2959  -12.4921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1105  -12.4883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5154  -11.7796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0998  -11.0732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2865  -11.0804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4761  -11.4174    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9264  -13.9008    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8724  -10.3759    0.0000 Cl  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
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  2  8  1  0
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  9 11  2  0
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 13 14  2  0
 14 15  1  0
 15 10  1  0
 12 16  1  0
  1 17  1  0
  4 18  1  0
  5 19  1  0
 19 20  1  0
 20 23  1  0
 22 21  1  0
 21 19  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 22  1  0
 21 28  2  0
 20 29  2  0
 27 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4787053

   ---

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: 434.76

Molecular Weight (Monoisotopic): 434.0281

AlogP: 4.71

#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: 12.61

CX Basic pKa: ┄

CX LogP: 4.27

CX LogD: 4.27

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.48

Np Likeness Score: -1.36

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