SCS-C003129

janthinolide B

Pathway: Alkaloids | Amino acids and Peptides Superclass: Peptide alkaloids Class: Pyrazine and Piperazine alkaloids

Chemical Structure

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Source Information

Penicillium simplicissimum (NA)

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

Hainan Island

DOI: 10.1002/chin.200715195 · Die Pharmazie

Drug-likeness (Lipinski Ro5)

Molecular Weight

418.5 Da

Threshold ≤ 500

ALogP

2.00

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C22H30N2O6

Molecular Weight:

418.4900 Da

SMILES:

C/C(=C\COc1ccc(/C=C2\NC(=O)[C@H](C)N(O)C2=O)cc1)CC[C@H](O)C(C)(C)O

InChIKey:

                        MQUATMOIPMHKPH-VQBUCGEQSA-N
                        
                    

InChI:

InChI=1S/C22H30N2O6/c1-14(5-10-19(25)22(3,4)28)11-12-30-17-8-6-16(7-9-17)13-18-21(27)24(29)15(2)20(26)23-18/h6-9,11,13,15,19,25,28-29H,5,10,12H2,1-4H3,(H,23,26)/b14-11+,18-13-/t15-,19-/m0/s1

Calculated Properties

ALogP:

2.001 lipophilicity

TPSA:

119.33 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

2 (1 aromatic)

Chiral Centers:

Fsp³:

0.4545 fraction sp³ carbon

Database Information

Compound ID:

SCS-C003129

NPClassifier Pathway:

Alkaloids Amino acids and Peptides

NPClassifier Superclass:

Peptide alkaloids

NPClassifier Class:

Pyrazine and Piperazine alkaloids

Glycoside:

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas CMNPD: CMNPD15755

Biological Activity Data

No bioactivity data available for this compound.

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