SCS-C005027

aspergilumamide A

Pathway: Alkaloids Superclass: Pseudoalkaloids Class: pteridine alkaloids

Chemical Structure

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Download: SDF SMILES

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/hlca.201400197 · Helvetica Chimica Acta

Drug-likeness (Lipinski Ro5)

Molecular Weight

497.5 Da

Threshold ≤ 500

ALogP

-1.18

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

1 violation (HBA) — borderline drug-like

Chemical Properties

Molecular Formula:

C22H23N7O7

Molecular Weight:

497.4680 Da

SMILES:

COC(=O)c1ccccc1NC(=O)[C@H](CCC(N)=O)NC(=O)c1cnc2c(n1)c(=O)n(C)c(=O)n2C

InChIKey:

                        MEICOTRNKNPKQV-ZDUSSCGKSA-N
                        
                    

InChI:

InChI=1S/C22H23N7O7/c1-28-17-16(20(33)29(2)22(28)35)25-14(10-24-17)19(32)27-13(8-9-15(23)30)18(31)26-12-7-5-4-6-11(12)21(34)36-3/h4-7,10,13H,8-9H2,1-3H3,(H2,23,30)(H,26,31)(H,27,32)/t13-/m0/s1

Calculated Properties

ALogP:

-1.184 lipophilicity

TPSA:

197.37 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

3 (3 aromatic)

Chiral Centers:

Fsp³:

0.2727 fraction sp³ carbon

Database Information

Compound ID:

SCS-C005027

NPClassifier Pathway:

Alkaloids

NPClassifier Superclass:

Pseudoalkaloids

NPClassifier Class:

pteridine alkaloids

Glycoside:

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas CMNPD: CMNPD26291

Biological Activity Data

No bioactivity data available for this compound.

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