SCS-C003553

aspergillipeptide A

Pathway: Amino acids and Peptides | Polyketides Superclass: Oligopeptides Class: Depsipeptides

Chemical Structure

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

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Source Information

Aspergillus sp. (coral-derived fungus)

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

Sanya

DOI: 10.1016/j.tet.2013.01.021 · Tetrahedron

Drug-likeness (Lipinski Ro5)

Molecular Weight

516.6 Da

Threshold ≤ 500

ALogP

0.62

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

1 violation (MW) — borderline drug-like

Chemical Properties

Molecular Formula:

C26H36N4O7

Molecular Weight:

516.5950 Da

SMILES:

CC(C)C[C@@H]1NC(=O)[C@@H](NC(=O)/C=C/c2ccc(O)cc2)[C@@H](C)OC(=O)[C@@H](C)CNC(=O)[C@@H](C)NC1=O

InChIKey:

                        GXKRFCOMAWYRAO-CSGOZAJOSA-N
                        
                    

InChI:

InChI=1S/C26H36N4O7/c1-14(2)12-20-24(34)28-16(4)23(33)27-13-15(3)26(36)37-17(5)22(25(35)29-20)30-21(32)11-8-18-6-9-19(31)10-7-18/h6-11,14-17,20,22,31H,12-13H2,1-5H3,(H,27,33)(H,28,34)(H,29,35)(H,30,32)/b11-8+/t15-,16+,17+,20-,22-/m0/s1

Calculated Properties

ALogP:

0.623 lipophilicity

TPSA:

162.93 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

2 (1 aromatic)

Chiral Centers:

Fsp³:

0.5000 fraction sp³ carbon

Database Information

Compound ID:

SCS-C003553

NPClassifier Pathway:

Amino acids and Peptides Polyketides

NPClassifier Superclass:

Oligopeptides

NPClassifier Class:

Depsipeptides

Glycoside:

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas CMNPD: CMNPD23389

Biological Activity Data

No bioactivity data available for this compound.

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