SCS-C000277

asperchalasin D

Pathway: Alkaloids Superclass: Pseudoalkaloids Class: Cytochalasan alkaloids

Chemical Structure

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Source Information

Aspergillus elegans ZJ-2008010 (soft coral-derived fungus)

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

South China Sea

DOI: 10.1016/j.fitote.2018.11.010 · Fitoterapia

Drug-likeness (Lipinski Ro5)

Molecular Weight

497.6 Da

Threshold ≤ 500

ALogP

3.41

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C29H39NO6

Molecular Weight:

497.6000 Da

SMILES:

COC(C[C@@](C)(O)C(=O)[C@@H](C)CC=CC1=C2C(=O)N[C@@H](Cc3ccccc3)[C@@H]2[C@H](C)[C@@H](C)C1=O)OC

InChIKey:

                        CQURLXDHXGWBFX-MFSHMBGISA-N
                        
                    

InChI:

InChI=1S/C29H39NO6/c1-17(27(32)29(4,34)16-23(35-5)36-6)11-10-14-21-25-24(18(2)19(3)26(21)31)22(30-28(25)33)15-20-12-8-7-9-13-20/h7-10,12-14,17-19,22-24,34H,11,15-16H2,1-6H3,(H,30,33)/t17-,18+,19+,22-,24-,29+/m0/s1

Calculated Properties

ALogP:

3.407 lipophilicity

TPSA:

101.93 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

3 (1 aromatic)

Chiral Centers:

Fsp³:

0.5517 fraction sp³ carbon

Database Information

Compound ID:

SCS-C000277

NPClassifier Pathway:

Alkaloids

NPClassifier Superclass:

Pseudoalkaloids

NPClassifier Class:

Cytochalasan alkaloids

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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