SCS-C000868

cytochalasin analog

Pathway: Alkaloids Superclass: Pseudoalkaloids Class: Cytochalasan alkaloids

Chemical Structure

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Source Information

Curvularia verruculosa CS-129 (deep-sea endozoic fungus)

Kingdom Fungi Phylum Ascomycota Class Dothideomycetes Order Pleosporales Family Pleosporaceae Genus Curvularia Species Curvularia verruculosa

South China Sea

DOI: 10.1021/acs.jnatprod.1c00907 · Journal of Natural Products

Drug-likeness (Lipinski Ro5)

Molecular Weight

463.6 Da

Threshold ≤ 500

ALogP

4.52

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C29H37NO4

Molecular Weight:

463.6180 Da

SMILES:

C=C1[C@@H](C)[C@H]2[C@H](Cc3ccccc3)NC(=O)[C@]23OC(=O)C=CCCCC[C@@H](C)CC=C[C@H]3[C@@H]1O

InChIKey:

                        BUKZWTVLGROJKW-RWGFNXFISA-N
                        
                    

InChI:

InChI=1S/C29H37NO4/c1-19-12-7-4-5-10-17-25(31)34-29-23(16-11-13-19)27(32)21(3)20(2)26(29)24(30-28(29)33)18-22-14-8-6-9-15-22/h6,8-11,14-17,19-20,23-24,26-27,32H,3-5,7,12-13,18H2,1-2H3,(H,30,33)/t19-,20-,23+,24+,26+,27-,29-/m1/s1

Calculated Properties

ALogP:

4.521 lipophilicity

TPSA:

75.63 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

4 (1 aromatic)

Chiral Centers:

Fsp³:

0.5172 fraction sp³ carbon

Database Information

Compound ID:

SCS-C000868

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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