Ophiobolin H

ID: ALA4526980

PubChem CID: 11222919

Max Phase: Preclinical

Molecular Formula: C25H38O3

Molecular Weight: 386.58

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)=C/C=C\[C@H](C)[C@H]1CC[C@]2(C)C[C@H]3[C@H]4/C(=C\C[C@@H]12)CO[C@@]4(O)C[C@@]3(C)O

Standard InChI:  InChI=1S/C25H38O3/c1-16(2)7-6-8-17(3)19-11-12-23(4)13-21-22-18(9-10-20(19)23)14-28-25(22,27)15-24(21,5)26/h6-9,17,19-22,26-27H,10-15H2,1-5H3/b8-6-,18-9-/t17-,19+,20-,21-,22+,23+,24+,25-/m0/s1

Standard InChI Key:  IBUCSLMTZXQXRS-CNKIPQCUSA-N

Molfile:  

 
     RDKit          2D

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    3.7393   -5.2086    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
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    6.2940   -2.6373    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
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    8.2008   -3.7298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9403   -2.3112    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0554   -3.5205    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
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 29 30  1  0
 30 31  1  0
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 27 32  1  1
M  END

Alternative Forms

1. Parent:

   

   ALA4526980

   Ophiobolin H

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: 386.58

Molecular Weight (Monoisotopic): 386.2821

AlogP: 5.00

#Rotatable Bonds: 3

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: 11.66

CX Basic pKa: ┄

CX LogP: 4.54

CX LogD: 4.54

Aromatic Rings: ┄

Heavy Atoms: 28

QED Weighted: 0.53

Np Likeness Score: 3.00

References

1. Cai R, Jiang H, Mo Y, Guo H, Li C, Long Y, Zang Z, She Z..  (2019)  Ophiobolin-Type Sesterterpenoids from the Mangrove Endophytic Fungus Aspergillus sp. ZJ-68.,  82  (8): [PMID:31365251] [10.1021/acs.jnatprod.9b00462]

Source

Source(1):

• Scientific Literature