Erythribyssin D

ID: ALA1099089

PubChem CID: 46887822

Max Phase: Preclinical

Molecular Formula: C20H20O5

Molecular Weight: 340.38

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Erythribyssin D | Erythribyssin D|CHEMBL1099089|BDBM50317428

Canonical SMILES:  CC1(C)Oc2ccc3c(c2CC1O)O[C@H]1c2ccc(O)cc2OC[C@@H]31

Standard InChI:  InChI=1S/C20H20O5/c1-20(2)17(22)8-13-15(25-20)6-5-11-14-9-23-16-7-10(21)3-4-12(16)19(14)24-18(11)13/h3-7,14,17,19,21-22H,8-9H2,1-2H3/t14-,17?,19-/m0/s1

Standard InChI Key:  ZCLUCQDBFSBCJB-OZIHFDBSSA-N

Molfile:  

     RDKit          2D

 27 31  0  0  0  0  0  0  0  0999 V2000
    5.0162  -14.3617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0150  -15.1886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7295  -15.6011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7277  -13.9492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4425  -14.3581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4413  -15.1906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8812  -14.3601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1602  -13.9406    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8800  -15.1927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1570  -15.6045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3253  -16.4195    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4951  -15.7531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1518  -16.5081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7998  -16.3400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3158  -15.6706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5904  -14.7740    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4376  -16.0107    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3021  -13.9497    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4589  -17.0995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6384  -17.1828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3023  -17.9309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7824  -18.6006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6028  -18.5173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9432  -17.7643    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.8146  -19.3086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3976  -18.7257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4434  -19.3522    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
 12 13  2  0
 13 20  1  0
  3  6  2  0
 19 14  1  0
  1  2  2  0
 14 15  2  0
 15 12  1  0
  5  8  1  0
  9 16  1  6
  6 10  1  0
 10 17  1  6
  9  7  1  0
  1 18  1  0
 19 20  2  0
  7  8  1  0
  9 10  1  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
 10 11  1  0
 19 24  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 11 13  1  0
 23 25  1  0
  9 12  1  0
 23 26  1  0
 22 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1099089

   ERYTHRIBYSSIN 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: 340.38

Molecular Weight (Monoisotopic): 340.1311

AlogP: 3.08

#Rotatable Bonds: ┄

Polar Surface Area: 68.15

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.42

CX Basic pKa: ┄

CX LogP: 2.62

CX LogD: 2.61

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.77

Np Likeness Score: 2.85

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