SCS-C004614

xyloallenoide A

Pathway: Amino acids and Peptides Superclass: Oligopeptides Class: Cyclic peptides

Chemical Structure

Loading 3D structure...

3D conformers are computationally generated from SMILES by RDKit for visualization and download; they are not experimental crystal or NMR structures.

Download: SDF SMILES

Source Information

Xylaria sp. (gorgonian-derived fungus)

Kingdom Fungi Phylum Ascomycota Class Sordariomycetes Order Xylariales Family Xylariaceae Genus Xylaria Species NA

South China Sea

DOI: 10.1016/s0040-4039(00)01948-1 · Tetrahedron Letters

Drug-likeness (Lipinski Ro5)

Molecular Weight

524.7 Da

Threshold ≤ 500

ALogP

2.53

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

1 violation (MW) — borderline drug-like

Chemical Properties

Molecular Formula:

C29H40N4O5

Molecular Weight:

524.6620 Da

SMILES:

C=C=CCOc1ccc(/C=C/C(=O)N[C@H]2CCCCNC(=O)[C@H](C)N(C)C(=O)[C@@H](C(C)C)N(C)C2=O)cc1

InChIKey:

                        KZGBTBDGCRRWLS-ZPURVYPPSA-N
                        
                    

InChI:

InChI=1S/C29H40N4O5/c1-7-8-19-38-23-15-12-22(13-16-23)14-17-25(34)31-24-11-9-10-18-30-27(35)21(4)32(5)29(37)26(20(2)3)33(6)28(24)36/h8,12-17,20-21,24,26H,1,9-11,18-19H2,2-6H3,(H,30,35)(H,31,34)/b17-14+/t21-,24-,26+/m0/s1

Calculated Properties

ALogP:

2.534 lipophilicity

TPSA:

108.05 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

2 (1 aromatic)

Chiral Centers:

Fsp³:

0.4828 fraction sp³ carbon

Database Information

Compound ID:

SCS-C004614

NPClassifier Pathway:

Amino acids and Peptides

NPClassifier Superclass:

Oligopeptides

NPClassifier Class:

Cyclic peptides

Glycoside:

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas CMNPD: CMNPD22325

Biological Activity Data

No bioactivity data available for this compound.

Back to Compounds