5'[(1R)-1-hydroxyethyl)3,4,2',5'-tetrahydro-2H-[2,2']bifuranyl-5-one]

ID: ALA523256

PubChem CID: 44583842

Max Phase: Preclinical

Molecular Formula: C10H14O4

Molecular Weight: 198.22

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Diplobifuranylone B | CHEMBL523256

Canonical SMILES:  C[C@H](O)[C@H]1C=CC(C2CCC(=O)O2)O1

Standard InChI:  InChI=1S/C10H14O4/c1-6(11)7-2-3-8(13-7)9-4-5-10(12)14-9/h2-3,6-9,11H,4-5H2,1H3/t6-,7+,8?,9?/m0/s1

Standard InChI Key:  SJSGYYGIRSKXTM-MZUZGICHSA-N

Molfile:  

     RDKit          2D

 15 16  0  0  0  0  0  0  0  0999 V2000
    8.5096    0.4539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1740   -0.0386    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.8459    0.4410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6002    1.2305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7752    1.2336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6278    0.1761    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7255    0.2044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0620    0.6981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3910    0.2216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6386   -0.5687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4608   -0.5735    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1450   -1.2281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3268   -1.1346    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4735   -1.9853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8130   -0.5376    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  1  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11  7  1  0
  1  7  1  0
  1  2  1  0
 10 12  1  0
  3  6  2  0
 12 13  1  6
  7  8  1  0
 12 14  1  0
 10 15  1  6
M  END

Alternative Forms

1. Parent:

   

   ALA523256

   DIPLOBIFURANYLONE B

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: 198.22

Molecular Weight (Monoisotopic): 198.0892

AlogP: 0.40

#Rotatable Bonds: 2

Polar Surface Area: 55.76

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 0.36

CX LogD: 0.36

Aromatic Rings: ┄

Heavy Atoms: 14

QED Weighted: 0.52

Np Likeness Score: 2.98

References

1. Evidente A, Andolfi A, Fiore M, Spanu E, Maddau L, Franceschini A, Marras F, Motta A..  (2006)  Diplobifuranylones A and B, 5'-monosubstituted tetrahydro-2H-bifuranyl-5-ones produced by Diplodia corticola, a fungus pathogen of cork oak.,  69  (4): [PMID:16643050] [10.1021/np050393l]

Source

Source(1):

• Scientific Literature