Zanzibariolide B; (3S,5S,8S,9S,10S,12R,14R)-5-hydroxy-8,14-epoxy-3,10,15-trimethyl-4-methylene-2,3,6,7,9,11,12,14-decahydrophenanthro-[3,2-b]furan-1,16-dione

ID: ALA5201447

Chembl Id: CHEMBL5201447

PubChem CID: 168291810

Max Phase: Preclinical

Molecular Formula: C20H24O5

Molecular Weight: 344.41

Names and Identifiers

Canonical SMILES:  C=C1[C@@H](C)CC(=O)[C@@]2(C)[C@@H]3C[C@H]4OC(=O)C(C)=C4[C@H]4O[C@]43CC[C@]12O

Standard InChI:  InChI=1S/C20H24O5/c1-9-7-14(21)18(4)13-8-12-15(10(2)17(22)24-12)16-19(13,25-16)5-6-20(18,23)11(9)3/h9,12-13,16,23H,3,5-8H2,1-2,4H3/t9-,12+,13-,16+,18+,19-,20-/m0/s1

Standard InChI Key:  QEYTYJWLDDXLEY-DZPWYAHCSA-N

Alternative Forms

1. Parent:

   

   ALA5201447

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Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 344.41

Molecular Weight (Monoisotopic): 344.1624

AlogP: 2.08

#Rotatable Bonds: 0

Polar Surface Area: 76.13

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 12.65

CX Basic pKa:

CX LogP: 1.96

CX LogD: 1.96

Aromatic Rings: 0

Heavy Atoms: 25

QED Weighted: 0.41

Np Likeness Score: 2.93

References

1. Kalenga TM, Mollel JT, Said J, Orthaber A, Ward JS, Atilaw Y, Umereweneza D, Ndoile MM, Munissi JJE, Rissanen K, Trybala E, Bergström T, Nyandoro SS, Erdelyi M..  (2022)  Modified ent-Abietane Diterpenoids from the Leaves of Suregada zanzibariensis.,  85  (9.0): [PMID:36075014] [10.1021/acs.jnatprod.2c00147]

Source

Source(1):

• Scientific Literature