Bipolaricin B

ID: ALA4474947

PubChem CID: 155537607

Max Phase: Preclinical

Molecular Formula: C25H36O5

Molecular Weight: 416.56

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC1=CC(=O)/C2=C(\CO)[C@@H](O)C[C@@H]3[C@](C)(CC[C@@]34O[C@@H](/C=C(\C)CO)C[C@@H]4C)C[C@H]12

Standard InChI:  InChI=1S/C25H36O5/c1-14(12-26)7-17-9-16(3)25(30-17)6-5-24(4)11-18-15(2)8-21(29)23(18)19(13-27)20(28)10-22(24)25/h7-8,16-18,20,22,26-28H,5-6,9-13H2,1-4H3/b14-7+,23-19+/t16-,17-,18+,20-,22+,24+,25-/m0/s1

Standard InChI Key:  YFKBWWAKVYPIJD-WBPCHNOMSA-N

Molfile:  

 
     RDKit          2D

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   20.5249   -2.8136    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   18.3818   -4.6768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3818   -2.7027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   15.5269   -4.1040    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   18.1392   -5.2540    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   18.4728   -2.3053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2480   -1.5498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5342   -3.8590    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   21.9776   -1.9179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6612   -1.4701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   23.3908   -1.8382    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.2494   -1.9478    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  6
  2  3  1  0
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 13  1  1  0
  1 10  1  0
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 20 21  1  0
 18 22  2  0
 11 23  1  1
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  5 25  1  1
  3 26  1  6
 10 27  1  6
 26 28  2  0
 28 29  1  0
 28 30  1  0
 29 31  1  0
  7 32  1  1
M  END

Alternative Forms

1. Parent:

   

   ALA4474947

   ---

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: 416.56

Molecular Weight (Monoisotopic): 416.2563

AlogP: 3.09

#Rotatable Bonds: 3

Polar Surface Area: 86.99

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.04

CX LogD: 2.04

Aromatic Rings: ┄

Heavy Atoms: 30

QED Weighted: 0.62

Np Likeness Score: 2.96

References

1. Liu M, Sun W, Shen L, Hao X, Al Anbari WH, Lin S, Li H, Gao W, Wang J, Hu Z, Zhang Y..  (2019)  Bipolaricins A-I, Ophiobolin-Type Tetracyclic Sesterterpenes from a Phytopathogenic Bipolaris sp. Fungus.,  82  (10): [PMID:31573805] [10.1021/acs.jnatprod.9b00744]

Source

Source(1):

• Scientific Literature