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

ID: ALA4795522

PubChem CID: 162673689

Max Phase: Preclinical

Molecular Formula: C20H10ClF3N2O4

Molecular Weight: 434.76

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ccoc1C(=O)Nc1c(F)cc(N2C(=O)c3ccc(Cl)cc3C2=O)c(F)c1F

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

Standard InChI Key:  AKVFVJZDZOOWFM-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   15.6408  -20.5123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6396  -21.3360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3518  -21.7490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0656  -21.3355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0628  -20.5087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3500  -20.1034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3476  -19.2821    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   14.9275  -21.7481    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.2160  -21.3348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5038  -21.7470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2166  -20.5135    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.7568  -21.4122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2095  -22.0232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6176  -22.7354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4211  -22.5660    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.5872  -20.6087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9335  -20.1030    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   17.7684  -20.0966    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.5145  -20.4279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8477  -19.2862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6461  -19.1122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0568  -19.8179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8714  -19.8141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2763  -19.1054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8607  -18.3990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0474  -18.4063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2370  -18.7432    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.6873  -21.2266    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.3516  -22.5662    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   20.2632  -17.6878    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
  6  7  1  0
  2  8  1  0
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  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  2  0
 24 25  1  0
 25 26  2  0
 26 21  1  0
 20 27  2  0
 19 28  2  0
  3 29  1  0
 25 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4795522

   ---

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: 12.10

CX Basic pKa: ┄

CX LogP: 4.27

CX LogD: 4.27

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.48

Np Likeness Score: -1.34

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