(2S,3S)-ethyl 2-(1,3-dioxoisoindolin-2-yl)-3-methylpentanoate

ID: ALA3580851

PubChem CID: 122178477

Max Phase: Preclinical

Molecular Formula: C16H19NO4

Molecular Weight: 289.33

Molecule Type: Small molecule

This compound is available for customization.

Associated Items:

Names and Identifiers

Canonical SMILES:  CCOC(=O)[C@H]([C@@H](C)CC)N1C(=O)c2ccccc2C1=O

Standard InChI:  InChI=1S/C16H19NO4/c1-4-10(3)13(16(20)21-5-2)17-14(18)11-8-6-7-9-12(11)15(17)19/h6-10,13H,4-5H2,1-3H3/t10-,13-/m0/s1

Standard InChI Key:  FGZPGPDOEBZZEU-GWCFXTLKSA-N

Molfile:  

     RDKit          2D

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   -2.3155    0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3155   -0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0028   -1.5132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0028    1.5132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2917    0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2917   -0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7138   -1.2033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5889    0.0182    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7138    1.2033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0872    0.0382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0825    2.3453    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0907   -2.3426    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8208    1.3475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3215    1.3677    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2072    2.3788    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8520   -1.2531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0552    2.6770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2551    2.6932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1168   -2.5616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0519   -1.2394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7283   -3.5941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9  5  1  0
  8 10  1  0
  9 11  2  0
  7 12  2  0
 10 13  1  6
 13 14  1  0
 13 15  2  0
 10 16  1  0
 14 17  1  0
 17 18  1  0
 16 19  1  0
 16 20  1  1
 19 21  1  0
M  END

Alternative Forms

  1. Parent:

    ALA3580851

    ---

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: Small moleculeTopical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Drug Indications

MESH IDMESH Heading EFO IDsEFO TermsMax Phase for IndicationReferences

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Calculated Properties

Molecular Weight: 289.33Molecular Weight (Monoisotopic): 289.1314AlogP: 2.26#Rotatable Bonds: 5
Polar Surface Area: 63.68Molecular Species: HBA: 4HBD:
#RO5 Violations: HBA (Lipinski): 5HBD (Lipinski): #RO5 Violations (Lipinski):
CX Acidic pKa: CX Basic pKa: CX LogP: 2.80CX LogD: 2.80
Aromatic Rings: 1Heavy Atoms: 21QED Weighted: 0.62Np Likeness Score: -0.50

References

1. Coelho LCD, Cardoso MVdO, Moreira DRM, Gomes PATdM, Cavalcanti SMT, Oliveira AR, Filho GBdO, Siqueira LRPd, Barbosa MdO, Borba EFdO, Silva TGd, Kaskow B, Karimi M, Abraham LJ, Leite ACL.  (2014)  Novel phthalimide derivatives with TNF- and IL-1 expression inhibitory and apoptotic inducing properties,  (6): [10.1039/C4MD00070F]

Source