Paraconiothin B; (3R*,4R*,5R*,6R*,7S*,8S*)-8-acetoxy-6,7-epoxy-3,12-dihydroxyeremophila-9,11(13)-diene

ID: ALA4473917

Chembl Id: CHEMBL4473917

PubChem CID: 155536675

Max Phase: Preclinical

Molecular Formula: C17H24O5

Molecular Weight: 308.37

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C=C(CO)[C@@]12O[C@@H]1[C@@]1(C)C(=C[C@@H]2OC(C)=O)CC[C@@H](O)[C@@H]1C

Standard InChI:  InChI=1S/C17H24O5/c1-9(8-18)17-14(21-11(3)19)7-12-5-6-13(20)10(2)16(12,4)15(17)22-17/h7,10,13-15,18,20H,1,5-6,8H2,2-4H3/t10-,13+,14-,15+,16+,17-/m0/s1

Standard InChI Key:  USDWLTPEKGKRLF-CHXCLDMJSA-N

Alternative Forms

1. Parent:

   

   ALA4473917

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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: 308.37

Molecular Weight (Monoisotopic): 308.1624

AlogP: 1.34

#Rotatable Bonds: 3

Polar Surface Area: 79.29

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 0.54

CX LogD: 0.54

Aromatic Rings: ┄

Heavy Atoms: 22

QED Weighted: 0.47

Np Likeness Score: 3.29

References

1. Nakashima KI, Tomida J, Hirai T, Kawamura Y, Inoue M..  (2019)  Paraconiothins A-J: Sesquiterpenoids from the Endophytic Fungus Paraconiothyrium brasiliense ECN258.,  82  (12): [PMID:31815465] [10.1021/acs.jnatprod.9b00638]

Source

Source(1):

• Scientific Literature