acremine A

ID: ALA256509

PubChem CID: 11447472

Max Phase: Preclinical

Molecular Formula: C12H18O4

Molecular Weight: 226.27

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)(O)/C=C/C1=CC(=O)[C@](C)(O)C[C@@H]1O

Standard InChI:  InChI=1S/C12H18O4/c1-11(2,15)5-4-8-6-10(14)12(3,16)7-9(8)13/h4-6,9,13,15-16H,7H2,1-3H3/b5-4+/t9-,12+/m0/s1

Standard InChI Key:  MQTHRHQDRZPYGH-HEDQKTOPSA-N

Molfile:  

     RDKit          2D

 16 16  0  0  1  0  0  0  0  0999 V2000
   -4.2988    0.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2988   -0.5591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5844   -0.9715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8654   -0.5591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8654    0.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5844    0.6874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1515   -0.9725    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0143    0.6812    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5856    1.5124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8717    1.9258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8728    2.7508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8781    3.5793    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0479    2.7539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6978    2.7439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0064   -1.5536    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1750   -1.5536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  8  1  6
  1  6  1  0
  6  9  1  0
  2  3  1  0
  9 10  2  0
  3  4  1  0
 10 11  1  0
  4  5  1  0
 11 12  1  0
  5  6  2  0
 11 13  1  0
 11 14  1  0
  4  7  2  0
  3 15  1  6
  1  2  1  0
  3 16  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA256509

   ACREMINE A

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: 226.27

Molecular Weight (Monoisotopic): 226.1205

AlogP: 0.32

#Rotatable Bonds: 2

Polar Surface Area: 77.76

Molecular Species: NEUTRAL

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.15

CX Basic pKa: ┄

CX LogP: -0.07

CX LogD: -0.07

Aromatic Rings: ┄

Heavy Atoms: 16

QED Weighted: 0.63

Np Likeness Score: 2.98

References

1. Arnone A, Nasini G, Panzeri W, de Pava OV, Malpezzi L..  (2008)  Acremine G, dimeric metabolite from cultures of Acremonium byssoides A20.,  71  (1): [PMID:18154270] [10.1021/np070413e]

Source

Source(1):

• Scientific Literature