SCS-C000319

versicoloritide B

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

Chemical Structure

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Source Information

Aspergillus versicolor (coral-associated fungus)

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

South China Sea

DOI: 10.1016/j.tet.2011.07.003 · Tetrahedron

Drug-likeness (Lipinski Ro5)

Molecular Weight

545.6 Da

Threshold ≤ 500

ALogP

0.55

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

1 violation (MW) — borderline drug-like

Chemical Properties

Molecular Formula:

C30H35N5O5

Molecular Weight:

545.6000 Da

SMILES:

O=C1CNC(=O)[C@@H]2CCCN2C(=O)[C@H](Cc2ccccc2)NC(=O)[C@@H]2CCCN2C(=O)[C@H](Cc2ccccc2)N1

InChIKey:

                        HOYUVNRHMGMLTE-QORCZRPOSA-N
                        
                    

InChI:

InChI=1S/C30H35N5O5/c36-26-19-31-27(37)24-13-7-15-34(24)30(40)23(18-21-11-5-2-6-12-21)33-28(38)25-14-8-16-35(25)29(39)22(32-26)17-20-9-3-1-4-10-20/h1-6,9-12,22-25H,7-8,13-19H2,(H,31,37)(H,32,36)(H,33,38)/t22-,23-,24-,25-/m0/s1

Calculated Properties

ALogP:

0.553 lipophilicity

TPSA:

127.92 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

5 (2 aromatic)

Chiral Centers:

Fsp³:

0.4333 fraction sp³ carbon

Database Information

Compound ID:

SCS-C000319

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

Biological Activity Data

No bioactivity data available for this compound.

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