N-[4-(7,9-dioxo-8-azaspiro[4.5]decan-8-yl)-2,3,6-trifluorophenyl]-3-methylfuran-2-carboxamide

ID: ALA4752766

PubChem CID: 162652796

Max Phase: Preclinical

Molecular Formula: C21H19F3N2O4

Molecular Weight: 420.39

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ccoc1C(=O)Nc1c(F)cc(N2C(=O)CC3(CCCC3)CC2=O)c(F)c1F

Standard InChI:  InChI=1S/C21H19F3N2O4/c1-11-4-7-30-19(11)20(29)25-18-12(22)8-13(16(23)17(18)24)26-14(27)9-21(10-15(26)28)5-2-3-6-21/h4,7-8H,2-3,5-6,9-10H2,1H3,(H,25,29)

Standard InChI Key:  BEJUCQKMQKIDEO-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 30 33  0  0  0  0  0  0  0  0999 V2000
   19.8027  -26.4856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5910  -26.6961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0348  -26.0114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5207  -25.3777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7593  -25.6709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2599  -27.7226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2587  -28.5462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9709  -28.9593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6847  -28.5457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6818  -27.7190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9691  -27.3137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9667  -26.4924    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   15.5466  -28.9584    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.8350  -28.5451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1229  -28.9573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8357  -27.7238    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.3759  -28.6224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8286  -29.2334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2367  -29.9456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0402  -29.7762    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.2063  -27.8189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5526  -27.3132    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   18.3875  -27.3068    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.9707  -29.7765    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   19.0957  -27.7141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7993  -27.3055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0898  -26.0807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3801  -26.4910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6704  -26.0859    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.0974  -28.5313    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  1  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11  6  1  0
 11 12  1  0
  7 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  2  0
 15 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 15  1  0
 17 21  1  0
  6 22  1  0
 10 23  1  0
  8 24  1  0
 23 25  1  0
 23 28  1  0
 25 26  1  0
 26  1  1  0
  1 27  1  0
 27 28  1  0
 28 29  2  0
 25 30  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4752766

   ---

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: 420.39

Molecular Weight (Monoisotopic): 420.1297

AlogP: 4.47

#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: 12.11

CX Basic pKa: ┄

CX LogP: 3.44

CX LogD: 3.44

Aromatic Rings: 2

Heavy Atoms: 30

QED Weighted: 0.59

Np Likeness Score: -0.69

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