peniciaculin B

ID: ALA3577361

Chembl Id: CHEMBL3577361

PubChem CID: 122177658

Max Phase: Preclinical

Molecular Formula: C30H44O6

Molecular Weight: 500.68

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)CCC[C@](C)(O)c1ccc(COC(=O)c2ccc([C@@](C)(O)CCCC(C)C)c(O)c2)cc1O

Standard InChI:  InChI=1S/C30H44O6/c1-20(2)9-7-15-29(5,34)24-13-11-22(17-26(24)31)19-36-28(33)23-12-14-25(27(32)18-23)30(6,35)16-8-10-21(3)4/h11-14,17-18,20-21,31-32,34-35H,7-10,15-16,19H2,1-6H3/t29-,30-/m0/s1

Standard InChI Key:  KNIRNRYVMBOJSZ-KYJUHHDHSA-N

Alternative Forms

1. Parent:

   

   ALA3577361

   ---

Molecule Features

Natural Product: Yes

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: 500.68

Molecular Weight (Monoisotopic): 500.3138

AlogP: 6.52

#Rotatable Bonds: 13

Polar Surface Area: 107.22

Molecular Species: NEUTRAL

HBA: 6

HBD: 4

#RO5 Violations: 2

HBA (Lipinski): 6

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 9.27

CX Basic pKa:

CX LogP: 7.24

CX LogD: 7.23

Aromatic Rings: 2

Heavy Atoms: 36

QED Weighted: 0.23

Np Likeness Score: 0.48

References

1. Li XD, Li XM, Xu GM, Zhang P, Wang BG..  (2015)  Antimicrobial Phenolic Bisabolanes and Related Derivatives from Penicillium aculeatum SD-321, a Deep Sea Sediment-Derived Fungus.,  78  (4): [PMID:25763602] [10.1021/acs.jnatprod.5b00004]

Source

Source(1):

• Scientific Literature