Brachangobinan F

ID: ALA4574570

PubChem CID: 155564223

Max Phase: Preclinical

Molecular Formula: C15H20O6

Molecular Weight: 296.32

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cc(C(=O)[C@H](O)COC(=O)CC(C)C)ccc1O

Standard InChI:  InChI=1S/C15H20O6/c1-9(2)6-14(18)21-8-12(17)15(19)10-4-5-11(16)13(7-10)20-3/h4-5,7,9,12,16-17H,6,8H2,1-3H3/t12-/m1/s1

Standard InChI Key:  MLHIDKFVWZBOIN-GFCCVEGCSA-N

Molfile:  

 
     RDKit          2D

 21 21  0  0  0  0  0  0  0  0999 V2000
   18.3647  -14.5402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3636  -15.3597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0716  -15.7687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7813  -15.3593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7785  -14.5366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0699  -14.1313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6569  -14.1318    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.9493  -14.5405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6556  -15.7678    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.4846  -14.1253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1939  -14.5313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4816  -13.3081    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.1970  -15.3484    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.9001  -14.1200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6093  -14.5259    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.3155  -14.1147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0247  -14.5206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3124  -13.2975    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.7309  -14.1093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4401  -14.5153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7278  -13.2921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  1  7  1  0
  7  8  1  0
  2  9  1  0
  5 10  1  0
 10 11  1  0
 10 12  2  0
 11 13  1  1
 11 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  2  0
 17 19  1  0
 19 20  1  0
 19 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4574570

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 296.32

Molecular Weight (Monoisotopic): 296.1260

AlogP: 1.53

#Rotatable Bonds: 7

Polar Surface Area: 93.06

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.17

CX Basic pKa: ┄

CX LogP: 1.65

CX LogD: 1.58

Aromatic Rings: 1

Heavy Atoms: 21

QED Weighted: 0.59

Np Likeness Score: 0.89

References

1. Odonbayar B, Murata T, Suganuma K, Ishikawa Y, Buyankhishig B, Batkhuu J, Sasaki K..  (2019)  Acylated Lignans Isolated from Brachanthemum gobicum and Their Trypanocidal Activity.,  82  (4): [PMID:30896183] [10.1021/acs.jnatprod.8b00670]

Source

Source(1):

• Scientific Literature