SCS-C003078

penioxamide A

Pathway: Alkaloids Superclass: Tryptophan alkaloids Class: Carboline alkaloids

Chemical Structure

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Source Information

Penicillium oxalicum (deep-sea fungus)

Kingdom Fungi Phylum Ascomycota Class Eurotiomycetes Order Eurotiales Family Aspergillaceae Genus Penicillium Species Penicillium oxalicum

Hainan Island

DOI: 10.1016/j.phytol.2015.06.009 · Phytochemistry Letters

Drug-likeness (Lipinski Ro5)

Molecular Weight

417.6 Da

Threshold ≤ 500

ALogP

4.62

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C27H35N3O

Molecular Weight:

417.5970 Da

SMILES:

CC(C)=CCc1cccc2c3c([nH]c12)C(C)(C)[C@H]1C[C@]24CCCCN2C[C@@]1(C3)NC4=O

InChIKey:

                        HUWKBOGWFSCPBJ-ZFWHIUCFSA-N
                        
                    

InChI:

InChI=1S/C27H35N3O/c1-17(2)10-11-18-8-7-9-19-20-14-26-16-30-13-6-5-12-27(30,24(31)29-26)15-21(26)25(3,4)23(20)28-22(18)19/h7-10,21,28H,5-6,11-16H2,1-4H3,(H,29,31)/t21-,26-,27+/m1/s1

Calculated Properties

ALogP:

4.623 lipophilicity

TPSA:

48.13 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

7 (2 aromatic)

Chiral Centers:

Fsp³:

0.5926 fraction sp³ carbon

Database Information

Compound ID:

SCS-C003078

NPClassifier Pathway:

Alkaloids

NPClassifier Superclass:

Tryptophan alkaloids

NPClassifier Class:

Carboline alkaloids

Glycoside:

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas CMNPD: CMNPD26351

Biological Activity Data

No bioactivity data available for this compound.

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