N-[4-(1,3-dioxo-4,5,6,7-tetrahydroisoindol-2-yl)-5-fluoro-2-methylphenyl]furan-2-carboxamide

ID: ALA4760570

PubChem CID: 162657826

Max Phase: Preclinical

Molecular Formula: C20H17FN2O4

Molecular Weight: 368.36

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1cc(N2C(=O)C3=C(CCCC3)C2=O)c(F)cc1NC(=O)c1ccco1

Standard InChI:  InChI=1S/C20H17FN2O4/c1-11-9-16(23-19(25)12-5-2-3-6-13(12)20(23)26)14(21)10-15(11)22-18(24)17-7-4-8-27-17/h4,7-10H,2-3,5-6H2,1H3,(H,22,24)

Standard InChI Key:  VAEVWBOTTXZZNF-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    6.3421  -10.7142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3410  -11.5379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0532  -11.9510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7669  -11.5374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7641  -10.7106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0514  -10.3054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0489   -9.4841    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    5.6288  -11.9501    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9173  -11.5368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2052  -11.9490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9180  -10.7155    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4582  -11.6141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9109  -12.2251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3189  -12.9373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1225  -12.7679    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4698  -10.2985    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.2159  -10.6299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5491   -9.4882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3475   -9.3142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7581  -10.0199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5727  -10.0161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9777   -9.3074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5620   -8.6010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7488   -8.6082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9384   -8.9451    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3887  -11.4286    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0530  -12.7682    0.0000 C   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
  5 16  1  0
 16 17  1  0
 17 20  1  0
 19 18  1  0
 18 16  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 19  1  0
 18 25  2  0
 17 26  2  0
  3 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4760570

   ---

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: 368.36

Molecular Weight (Monoisotopic): 368.1172

AlogP: 3.72

#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: 13.57

CX Basic pKa: 1.03

CX LogP: 3.27

CX LogD: 3.27

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.84

Np Likeness Score: -1.39

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