eryvarin D

ID: ALA1097045

PubChem CID: 15546808

Max Phase: Preclinical

Molecular Formula: C21H20O4

Molecular Weight: 336.39

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Eryvarin D | eryvarin D|CHEMBL1097045|BDBM50317434

Canonical SMILES:  COc1ccc2c3c(oc2c1CC=C(C)C)-c1ccc(O)cc1OC3

Standard InChI:  InChI=1S/C21H20O4/c1-12(2)4-6-15-18(23-3)9-8-14-17-11-24-19-10-13(22)5-7-16(19)21(17)25-20(14)15/h4-5,7-10,22H,6,11H2,1-3H3

Standard InChI Key:  BYZVMAQRPFEPSV-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 28  0  0  0  0  0  0  0  0999 V2000
    4.6108   -1.4099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6096   -2.2356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3231   -2.6477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3213   -0.9978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0353   -1.4062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0341   -2.2377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4722   -1.4083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7520   -0.9891    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4710   -2.2398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7489   -2.6511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9169   -3.4650    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0853   -2.7995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7425   -3.5535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2239   -4.2253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0479   -4.1442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3884   -3.3857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9050   -2.7171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8975   -0.9982    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4684   -4.8524    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8090   -4.9369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9855   -4.9338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5710   -5.6453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7476   -5.6421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9800   -6.3601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2917   -4.8422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  9 12  1  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
 19 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1097045

   ERYVARIN D

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: 336.39

Molecular Weight (Monoisotopic): 336.1362

AlogP: 5.22

#Rotatable Bonds: 3

Polar Surface Area: 51.83

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 8.95

CX Basic pKa: ┄

CX LogP: 4.56

CX LogD: 4.55

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.67

Np Likeness Score: 1.79

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