Erythribyssin O

ID: ALA1096406

PubChem CID: 46861837

Max Phase: Preclinical

Molecular Formula: C21H18O5

Molecular Weight: 350.37

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Erythribyssin O | Erythribyssin O|CHEMBL1096406|BDBM50317435

Canonical SMILES:  CC(C)=CCc1c(O)ccc2c3c(oc12)-c1cc(C=O)c(O)cc1OC3

Standard InChI:  InChI=1S/C21H18O5/c1-11(2)3-4-14-17(23)6-5-13-16-10-25-19-8-18(24)12(9-22)7-15(19)21(16)26-20(13)14/h3,5-9,23-24H,4,10H2,1-2H3

Standard InChI Key:  AGFXXWXSPAYWMF-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 26 29  0  0  0  0  0  0  0  0999 V2000
   13.9128   -1.4762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9117   -2.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6251   -2.7140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6233   -1.0643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3372   -1.4726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3361   -2.3041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7739   -1.4747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0539   -1.0556    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.7727   -2.3061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0507   -2.7174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2187   -3.5312    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.3870   -2.8657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0443   -3.6197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5255   -4.2914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3495   -4.2104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6899   -3.4519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2066   -2.7833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1997   -1.0647    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.7699   -4.9185    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.1107   -5.0030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2873   -4.9998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8729   -5.7113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0495   -5.7081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2818   -6.4259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1983   -2.7130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1976   -3.5364    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
 12 13  2  0
  3  6  2  0
 13 14  1  0
  1  2  2  0
 14 15  2  0
  5  8  1  0
 15 16  1  0
  6 10  1  0
 16 17  2  0
 17 12  1  0
  9  7  1  0
  1 18  1  0
  7  8  1  0
 15 19  1  0
  9 10  2  0
 14 20  1  0
  5  4  2  0
 20 21  1  0
  4  1  1  0
 21 22  2  0
  5  6  1  0
 22 23  1  0
 10 11  1  0
 22 24  1  0
 11 13  1  0
  2 25  1  0
  9 12  1  0
 25 26  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA1096406

   ERYTHRIBYSSIN O

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: 350.37

Molecular Weight (Monoisotopic): 350.1154

AlogP: 4.72

#Rotatable Bonds: 3

Polar Surface Area: 79.90

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.61

CX Basic pKa: ┄

CX LogP: 4.78

CX LogD: 4.55

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.53

Np Likeness Score: 1.87

References

1. Nguyen PH, Nguyen TN, Kang KW, Ndinteh DT, Mbafor JT, Kim YR, Oh WK..  (2010)  Prenylated pterocarpans as bacterial neuraminidase inhibitors.,  18  (9): [PMID:20363636] [10.1016/j.bmc.2010.03.005]

Source

Source(1):

• Scientific Literature