Bipolaricin E

ID: ALA4464450

PubChem CID: 155530437

Max Phase: Preclinical

Molecular Formula: C25H40O3

Molecular Weight: 388.59

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)=C[C@H]1C[C@H](C)[C@]2(CC[C@]3(C)C[C@H]4[C@H](CC[C@@]4(C)O)/C(CO)=C\C[C@H]32)O1

Standard InChI:  InChI=1S/C25H40O3/c1-16(2)12-19-13-17(3)25(28-19)11-10-23(4)14-21-20(8-9-24(21,5)27)18(15-26)6-7-22(23)25/h6,12,17,19-22,26-27H,7-11,13-15H2,1-5H3/b18-6-/t17-,19-,20+,21-,22+,23+,24+,25-/m0/s1

Standard InChI Key:  WPXFKHCSNMMBKO-YSCFQODBSA-N

Molfile:  

 
     RDKit          2D

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   18.1722  -15.2130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3633  -15.5514    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   17.6968  -12.6028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4721  -11.8472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7583  -14.1564    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   21.2017  -12.2153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   15.4936  -13.9872    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6
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 14 23  1  1
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  6 26  1  6
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 26 28  2  0
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 28 30  1  0
 20 31  1  1
M  END

Alternative Forms

1. Parent:

   

   ALA4464450

   ---

Molecule Features

Natural Product: Yes

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: 388.59

Molecular Weight (Monoisotopic): 388.2977

AlogP: 5.02

#Rotatable Bonds: 2

Polar Surface Area: 49.69

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.99

CX LogD: 3.99

Aromatic Rings: ┄

Heavy Atoms: 28

QED Weighted: 0.65

Np Likeness Score: 3.41

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