acremine B

ID: ALA254580

PubChem CID: 11356526

Max Phase: Preclinical

Molecular Formula: C12H16O4

Molecular Weight: 224.26

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)(O)/C=C/C1=CC(=O)[C@](C)(O)CC1=O

Standard InChI:  InChI=1S/C12H16O4/c1-11(2,15)5-4-8-6-10(14)12(3,16)7-9(8)13/h4-6,15-16H,7H2,1-3H3/b5-4+/t12-/m1/s1

Standard InChI Key:  YFSJQGDPFJQBQL-ZYOFXKKJSA-N

Molfile:  

     RDKit          2D

 16 16  0  0  1  0  0  0  0  0999 V2000
    0.5775    0.1696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5775   -0.6600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2919   -1.0725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0110   -0.6600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0110    0.1696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2919    0.5866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7249   -1.0735    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1379    0.5804    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2908    1.4116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0047    1.8251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0035    2.6501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9984    3.4787    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8285    2.6533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1786    2.6433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8700   -1.6546    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7012   -1.6546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  8  2  0
  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:

   

   ALA254580

   ACREMINE B

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: 224.26

Molecular Weight (Monoisotopic): 224.1049

AlogP: 0.53

#Rotatable Bonds: 2

Polar Surface Area: 74.60

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.06

CX Basic pKa: ┄

CX LogP: 0.72

CX LogD: 0.72

Aromatic Rings: ┄

Heavy Atoms: 16

QED Weighted: 0.72

Np Likeness Score: 2.73

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