oxaspirol B

ID: ALA3800252

Chembl Id: CHEMBL3800252

PubChem CID: 101907906

Max Phase: Preclinical

Molecular Formula: C17H20O5

Molecular Weight: 304.34

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=C1OC(=O)C2(C1=O)[C@H](/C=C/C=C/CCC)C=C[C@@H](O)[C@@H]2O

Standard InChI:  InChI=1S/C17H20O5/c1-3-4-5-6-7-8-12-9-10-13(18)15(20)17(12)14(19)11(2)22-16(17)21/h5-10,12-13,15,18,20H,2-4H2,1H3/b6-5+,8-7+/t12-,13-,15+,17?/m1/s1

Standard InChI Key:  GIXMLHVPEUCNBI-VRRHEOGASA-N

Alternative Forms

1. Parent:

   

   ALA3800252

   (6R,7R,10R)-10-[(1E,3E)-hepta-1,3-dienyl]-6,7-dihydroxy-3-methylidene-2-oxaspiro[4.5]dec-8-ene-1,4-dione

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 304.34

Molecular Weight (Monoisotopic): 304.1311

AlogP: 1.43

#Rotatable Bonds: 4

Polar Surface Area: 83.83

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.12

CX Basic pKa: ┄

CX LogP: 2.06

CX LogD: 2.06

Aromatic Rings: ┄

Heavy Atoms: 22

QED Weighted: 0.27

Np Likeness Score: 2.67

References

1. Wijeratne EM, Gunaherath GM, Chapla VM, Tillotson J, de la Cruz F, Kang M, U'Ren JM, Araujo AR, Arnold AE, Chapman E, Gunatilaka AA..  (2016)  Oxaspirol B with p97 Inhibitory Activity and Other Oxaspirols from Lecythophora sp. FL1375 and FL1031, Endolichenic Fungi Inhabiting Parmotrema tinctorum and Cladonia evansii.,  79  (2): [PMID:26812276] [10.1021/acs.jnatprod.5b00986]

Source

Source(1):

• Scientific Literature