Brachangobinan J

ID: ALA4559458

PubChem CID: 155557775

Max Phase: Preclinical

Molecular Formula: C23H26O8

Molecular Weight: 430.45

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cc([C@@H]2Oc3c(OC)cc(C(=O)O)cc3[C@H]2COC(=O)CC(C)C)ccc1O

Standard InChI:  InChI=1S/C23H26O8/c1-12(2)7-20(25)30-11-16-15-8-14(23(26)27)10-19(29-4)22(15)31-21(16)13-5-6-17(24)18(9-13)28-3/h5-6,8-10,12,16,21,24H,7,11H2,1-4H3,(H,26,27)/t16-,21+/m1/s1

Standard InChI Key:  LVWZYRSQVBHEHU-IERDGZPVSA-N

Molfile:  

 
     RDKit          2D

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   35.3536  -20.8741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.0632  -20.4646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.0604  -19.6420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.3518  -19.2367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.3534  -21.6913    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.6456  -22.0997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.7666  -19.2307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.6455  -20.4651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.6467  -19.6486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.8705  -19.3951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3896  -20.0550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.8686  -20.7162    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.5757  -20.0562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1687  -19.3463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.3523  -19.3447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9419  -20.0524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.3538  -20.7630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1689  -20.7611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1247  -20.0523    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.9451  -18.6362    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.1279  -18.6346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.6192  -18.6175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.1670  -18.0110    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.9156  -17.2335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4634  -16.6270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1165  -17.0623    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.2624  -16.7981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.8102  -16.1917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.5138  -17.5757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.7635  -18.4135    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.4758  -19.6366    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  8  1  1  0
  1  2  2  0
  2  3  1  0
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  4  9  1  0
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  3  7  1  0
  8  9  2  0
  9 10  1  0
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 11 12  1  0
 12  8  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 13  1  0
 11 13  1  1
 16 19  1  0
 15 20  1  0
 20 21  1  0
 10 22  1  6
 22 23  1  0
 23 24  1  0
 24 25  1  0
 24 26  2  0
 25 27  1  0
 27 28  1  0
 27 29  1  0
  7 30  2  0
  7 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4559458

   ---

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: 430.45

Molecular Weight (Monoisotopic): 430.1628

AlogP: 3.91

#Rotatable Bonds: 8

Polar Surface Area: 111.52

Molecular Species: ACID

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.09

CX Basic pKa: ┄

CX LogP: 3.52

CX LogD: 0.42

Aromatic Rings: 2

Heavy Atoms: 31

QED Weighted: 0.61

Np Likeness Score: 1.38

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