SCS-C000240

variecolorin M

Pathway: Alkaloids | Amino acids and Peptides Superclass: Peptide alkaloids Class: Indole diketopiperazine alkaloids (L-Trp, L-Ala)

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Chemical Structure

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Source Information

Aspergillus sp. (coral-derived fungus)

Kingdom Fungi Phylum Ascomycota Class Eurotiomycetes Order Eurotiales Family Aspergillaceae Genus Aspergillus Species NA

South China Sea

DOI: 10.1002/cbdv.202000106 · Chemistry & Biodiversity

Drug-likeness (Lipinski Ro5)

Molecular Weight

407.5 Da

Threshold ≤ 500

ALogP

3.09

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C24H29N3O3

Molecular Weight:

407.5000 Da

SMILES:

C=CC(C)(C)c1[nH]c2c(C/C=C(/C)CO)cccc2c1/C=C1\NC(=O)[C@H](C)NC1=O

InChIKey:

                        ABLYEZZJYZHBEO-MORIRKSKSA-N
                        
                    

InChI:

InChI=1S/C24H29N3O3/c1-6-24(4,5)21-18(12-19-23(30)25-15(3)22(29)26-19)17-9-7-8-16(20(17)27-21)11-10-14(2)13-28/h6-10,12,15,27-28H,1,11,13H2,2-5H3,(H,25,30)(H,26,29)/b14-10-,19-12-/t15-/m0/s1

Calculated Properties

ALogP:

3.088 lipophilicity

TPSA:

94.22 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

3 (2 aromatic)

Chiral Centers:

Fsp³:

0.3333 fraction sp³ carbon

Database Information

Compound ID:

SCS-C000240

NPClassifier Pathway:

Alkaloids Amino acids and Peptides

NPClassifier Superclass:

Peptide alkaloids

NPClassifier Class:

Indole diketopiperazine alkaloids (L-Trp, L-Ala)

Glycoside:

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas

Biological Activity Data

No bioactivity data available for this compound.

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