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

ID: ALA4782646

PubChem CID: 162664872

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)c3ccc(Cl)cc3C2=O)c(F)c1F

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

Standard InChI Key:  YRUIDYRSHCCOPQ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 30 33  0  0  0  0  0  0  0  0999 V2000
   16.0081  -13.3103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0070  -14.1339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7191  -14.5470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4329  -14.1335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4301  -13.3067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7173  -12.9014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7149  -12.0801    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   15.2948  -14.5461    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.5833  -14.1328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8711  -14.5450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5839  -13.3115    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.1241  -14.2102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5768  -14.8211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9849  -15.5334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7885  -15.3640    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.9545  -13.4066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3008  -12.9010    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   18.1416  -14.5403    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   18.1357  -12.8945    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.8818  -13.2259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2150  -12.0842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0134  -11.9102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4241  -12.6159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2387  -12.6121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6436  -11.9034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2280  -11.1970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4147  -11.2043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6044  -11.5412    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.0547  -14.0246    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.6305  -10.4858    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
  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
  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
 26 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4782646

   ---

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: -1.34

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