Farinomalein

ID: ALA1082049

Cas Number: 1175521-35-3

PubChem CID: 44254797

Max Phase: Preclinical

Molecular Formula: C10H13NO4

Molecular Weight: 211.22

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Farinomalein | Farinomalein|1175521-35-3|Farinomalein A|X32ZX6P3ZV|3-(2,5-dioxo-3-propan-2-ylpyrrol-1-yl)propanoic acid|UNII-X32ZX6P3ZV|2,5-dihydro-3-(1-methylethyl)-2,5-dioxo-1H-pyrrole-1-propanoic acid|1H-Pyrrole-1-propanoic acid, 2,5-dihydro-3-(1-methylethyl)-2,5-dioxo-|CHEMBL1082049|DTXSID50658055|CHEBI:199231|Q5435335|3-[2,5-Dioxo-3-(propan-2-yl)-2,5-dihydro-1H-pyrrol-1-yl]propanoic acid

Canonical SMILES:  CC(C)C1=CC(=O)N(CCC(=O)O)C1=O

Standard InChI:  InChI=1S/C10H13NO4/c1-6(2)7-5-8(12)11(10(7)15)4-3-9(13)14/h5-6H,3-4H2,1-2H3,(H,13,14)

Standard InChI Key:  UWAZSQUZHSRNTR-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 15 15  0  0  0  0  0  0  0  0999 V2000
   -1.9045   -0.4620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0560   -0.4620    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7937    0.3449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4802    0.8437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1666    0.3449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9511    0.5998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1227    1.4068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5642    0.0479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0092    0.5998    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3894   -1.1294    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6488   -1.1800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1761   -1.1861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5833   -1.9035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4082   -1.9096    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1655   -2.6149    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
  6  8  1  0
  3  4  1  0
  3  9  2  0
  4  5  2  0
  1 10  2  0
  5  1  1  0
  2 11  1  0
  1  2  1  0
 11 12  1  0
  5  6  1  0
 12 13  1  0
 13 14  1  0
  6  7  1  0
 13 15  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA1082049

   FARINOMALEIN

Molecule Features

Natural Product: Yes

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 211.22

Molecular Weight (Monoisotopic): 211.0845

AlogP: 0.41

#Rotatable Bonds: 4

Polar Surface Area: 74.68

Molecular Species: ACID

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.25

CX Basic pKa: ┄

CX LogP: 0.43

CX LogD: -2.57

Aromatic Rings: ┄

Heavy Atoms: 15

QED Weighted: 0.68

Np Likeness Score: 0.61

References

1. Putri SP, Kinoshita H, Ihara F, Igarashi Y, Nihira T..  (2009)  Farinomalein, a maleimide-bearing compound from the entomopathogenic fungus Paecilomyces farinosus.,  72  (8): [PMID:19670877] [10.1021/np9002806]

Source

Source(1):

• Scientific Literature