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

ID: ALA4744409

PubChem CID: 162647511

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)[C@H]3CC=CC[C@H]3C2=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/h2-3,6-8,10-11H,4-5H2,1H3,(H,24,26)/t10-,11+

Standard InChI Key:  IZRULXCQTHRVDR-PHIMTYICSA-N

Molfile:  

 
     RDKit          2D

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   27.2289  -21.7982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   28.6520  -20.9709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9393  -20.5657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9368  -19.7444    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   26.5167  -22.2104    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.8052  -21.7971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0931  -22.2092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   24.1765  -21.0709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   30.6460  -20.2801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4606  -20.2764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8656  -19.5676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4499  -18.8613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6367  -18.8685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8263  -19.2054    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.2766  -21.6889    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.9409  -23.0285    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   29.8192  -18.8614    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   31.0491  -20.9828    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
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  5 18  1  0
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  3 29  1  0
 21 30  1  6
 22 31  1  6
M  END

Alternative Forms

1. Parent:

   

   ALA4744409

   ---

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: 3.71

#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: 12.11

CX Basic pKa: ┄

CX LogP: 3.13

CX LogD: 3.13

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.48

Np Likeness Score: -0.93

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