SCS-C002656

cytochalasin Z18

Pathway: Alkaloids Superclass: Pseudoalkaloids Class: Cytochalasan alkaloids

Chemical Structure

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Source Information

Aspergillus flavipes (NA)

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

Dongzhaigang

DOI: 10.1002/hlca.200800455 · Helvetica Chimica Acta

Drug-likeness (Lipinski Ro5)

Molecular Weight

557.7 Da

Threshold ≤ 500

ALogP

2.84

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

1 violation (MW) — borderline drug-like

Chemical Properties

Molecular Formula:

C31H43NO8

Molecular Weight:

557.6840 Da

SMILES:

COC(=O)[C@@]12C(=O)N[C@@H](Cc3ccccc3)[C@@H]1[C@H](C)[C@@]1(C)O[C@H]1[C@@H]2/C=C/C[C@H](C)C(=O)C(C)(O)CC(OC)OC

InChIKey:

                        LSCOELACBATASY-SVNSFHOFSA-N
                        
                    

InChI:

InChI=1S/C31H43NO8/c1-18(25(33)29(3,36)17-23(37-5)38-6)12-11-15-21-26-30(4,40-26)19(2)24-22(16-20-13-9-8-10-14-20)32-27(34)31(21,24)28(35)39-7/h8-11,13-15,18-19,21-24,26,36H,12,16-17H2,1-7H3,(H,32,34)/b15-11+/t18-,19-,21-,22-,24-,26-,29?,30+,31+/m0/s1

Calculated Properties

ALogP:

2.838 lipophilicity

TPSA:

123.69 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

4 (1 aromatic)

Chiral Centers:

Fsp³:

0.6452 fraction sp³ carbon

Database Information

Compound ID:

SCS-C002656

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 CMNPD: CMNPD18711

Biological Activity Data

No bioactivity data available for this compound.

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