SCS-C002602

cytochalasin Z19

Pathway: Alkaloids Superclass: Pseudoalkaloids Class: Cytochalasan alkaloids

Chemical Structure

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Download: SDF SMILES

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

511.6 Da

Threshold ≤ 500

ALogP

2.18

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

1 violation (MW) — borderline drug-like

Chemical Properties

Molecular Formula:

C29H37NO7

Molecular Weight:

511.6150 Da

SMILES:

C=C1[C@@H](C)[C@H]2[C@H](Cc3ccccc3)NC(=O)[C@@]2(C(=O)OC)[C@@H](/C=C/C[C@H](C)C(=O)C(C)(O)CC=O)[C@@H]1O

InChIKey:

                        FNFGHZWCGLTKCG-UKDBMQGKSA-N
                        
                    

InChI:

InChI=1S/C29H37NO7/c1-17(25(33)28(4,36)14-15-31)10-9-13-21-24(32)19(3)18(2)23-22(16-20-11-7-6-8-12-20)30-26(34)29(21,23)27(35)37-5/h6-9,11-13,15,17-18,21-24,32,36H,3,10,14,16H2,1-2,4-5H3,(H,30,34)/b13-9+/t17-,18+,21-,22-,23-,24+,28?,29+/m0/s1

Calculated Properties

ALogP:

2.178 lipophilicity

TPSA:

130.00 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

3 (1 aromatic)

Chiral Centers:

Fsp³:

0.5172 fraction sp³ carbon

Database Information

Compound ID:

SCS-C002602

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: CMNPD18712

Biological Activity Data

No bioactivity data available for this compound.

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