Trichoflectin

ID: ALA476920

Cas Number: 203257-87-8

PubChem CID: 6442235

Max Phase: Preclinical

Molecular Formula: C17H14O5

Molecular Weight: 298.29

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Trichoflectin | Trichoflectin|203257-87-8|(6aS)-9-acetyl-6a-methyl-3-[(E)-prop-1-enyl]furo[2,3-h]isochromene-6,8-dione|CHEMBL476920|SCHEMBL18270615

Canonical SMILES:  C/C=C/C1=CC2=CC(=O)[C@@]3(C)OC(=O)C(C(C)=O)=C3C2=CO1

Standard InChI:  InChI=1S/C17H14O5/c1-4-5-11-6-10-7-13(19)17(3)15(12(10)8-21-11)14(9(2)18)16(20)22-17/h4-8H,1-3H3/b5-4+/t17-/m1/s1

Standard InChI Key:  QBKJTHVGHONHOD-LAQIPUCWSA-N

Molfile:  

     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
   -3.5068    0.2544    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5068   -0.5712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7942   -0.9799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7942    0.6713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0816    0.2544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0851   -0.5712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3759   -0.9848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6586   -0.5773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0541   -0.9941    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2211   -0.9851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9368   -0.5733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6512   -0.9871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3689    0.6664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6599    0.2483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0431    0.7933    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3709    1.5484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1902    1.4699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0485    2.2595    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7369    2.0886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4745    2.8713    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5460    1.9244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0500   -0.1626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2 10  1  0
  5  6  1  0
 10 11  2  0
 11 12  1  0
 13 14  1  0
  1  2  1  0
  1  4  1  0
  2  3  2  0
  5 13  1  0
  6  7  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 13  2  0
  7  8  1  0
 16 18  2  0
  8 14  1  0
 17 19  1  0
  3  6  1  0
 19 20  2  0
  8  9  2  0
 19 21  1  0
  5  4  2  0
 14 22  1  1
M  END

Alternative Forms

1. Parent:

   

   ALA476920

   TRICHOFLECTIN

Molecule Features

Natural Product: No

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: 298.29

Molecular Weight (Monoisotopic): 298.0841

AlogP: 2.07

#Rotatable Bonds: 2

Polar Surface Area: 69.67

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 1.46

CX LogD: 1.46

Aromatic Rings: ┄

Heavy Atoms: 22

QED Weighted: 0.58

Np Likeness Score: 2.89

References

1. Thines E, Anke H, Sterner O..  (1998)  Trichoflectin, a bioactive azaphilone from the ascomycete Trichopezizella nidulus.,  61  (2): [PMID:9548866] [10.1021/np970469g]

Source

Source(1):

• Scientific Literature