Eupenicinicol B

ID: ALA3359152

Chembl Id: CHEMBL3359152

PubChem CID: 101889567

Max Phase: Preclinical

Molecular Formula: C20H32O4

Molecular Weight: 336.47

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C20H32O4/c1-6-12(2)15-8-7-14-18(13(3)11-16(21)19(14)23)20(15,4)17(22)9-10-24-5/h7-10,12-16,18-19,21,23H,6,11H2,1-5H3/b10-9+/t12-,13-,14-,15-,16-,18+,19+,20-/m1/s1

Standard InChI Key:  RGGZASMNPBPUCJ-ALEDJNDKSA-N

Alternative Forms

1. Parent:

   

   ALA3359152

   (E)-1-[(1S,2S,4aR,5S,6R,8R,8aS)-2-[(2R)-butan-2-yl]-5,6-dihydroxy-1,8-dimethyl-4a,5,6,7,8,8a-hexahydro-2H-naphthalen-1-yl]-3-methoxyprop-2-en-1-one

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: 336.47

Molecular Weight (Monoisotopic): 336.2301

AlogP: 2.95

#Rotatable Bonds: 5

Polar Surface Area: 66.76

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.71

CX Basic pKa: ┄

CX LogP: 3.06

CX LogD: 3.06

Aromatic Rings: ┄

Heavy Atoms: 24

QED Weighted: 0.46

Np Likeness Score: 2.62

References

1. Li G, Kusari S, Lamshöft M, Schüffler A, Laatsch H, Spiteller M..  (2014)  Antibacterial secondary metabolites from an endophytic fungus, Eupenicillium sp. LG41.,  77  (11): [PMID:25356913] [10.1021/np500111w]

Source

Source(1):

• Scientific Literature