Drophiobolin B; (2'S,3'S,3aR,5'R,9aR,10aR)-6-(hydroxymethyl)-3',9,10a-trimethyl-5'-(2-methylprop-1-en-1-yl)-3a,4,4',5',10,10a-hexahydro-1H,3'H-spiro[dicyclopenta[a,d][8]annulene-3,2'-furan]-5,7(2H,9aH)dione

ID: ALA4779249

Chembl Id: CHEMBL4779249

PubChem CID: 162663672

Max Phase: Preclinical

Molecular Formula: C25H34O4

Molecular Weight: 398.54

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]4C(C)=CC(=O)/C4=C(\CO)C(=O)C[C@H]32)O1

Standard InChI:  InChI=1S/C25H34O4/c1-14(2)8-17-10-16(4)25(29-17)7-6-24(5)12-18-15(3)9-21(28)23(18)19(13-26)20(27)11-22(24)25/h8-9,16-18,22,26H,6-7,10-13H2,1-5H3/b23-19+/t16-,17-,18+,22+,24+,25-/m0/s1

Standard InChI Key:  VSGIUTNUGKJBMM-QUMYQEGPSA-N

Alternative Forms

1. Parent:

   

   ALA4779249

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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: 398.54

Molecular Weight (Monoisotopic): 398.2457

AlogP: 4.33

#Rotatable Bonds: 2

Polar Surface Area: 63.60

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa:

CX LogP: 3.88

CX LogD: 3.88

Aromatic Rings: 0

Heavy Atoms: 29

QED Weighted: 0.70

Np Likeness Score: 2.79

References

1. Zatout R,Masi M,Sangermano F,Vurro M,Zonno MC,Santoro E,Calabrò V,Superchi S,Evidente A.  (2020)  Drophiobiolins A and B, Bioactive Ophiobolan Sestertepenoids Produced by Dreschslera gigantea.,  83  (11): [PMID:33074690] [10.1021/acs.jnatprod.0c00836]

Source

Source(1):

• Scientific Literature