SCS-C000337

aspergillipeptide D

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

Chemical Structure

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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

South China Sea

DOI: 10.1016/j.tetlet.2017.02.005 · Tetrahedron Letters

Drug-likeness (Lipinski Ro5)

Molecular Weight

0.0 Da

Threshold ≤ 500

ALogP

2.38

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Insufficient data for complete Ro5 evaluation

Chemical Properties

Molecular Formula:

C40H49N5O8

Molecular Weight:

N/A

SMILES:

COc1ccc(C[C@@H]2NC(=O)[C@H]3CCCN3C(=O)[C@H](C(C)C)NC(=O)[C@H](Cc3ccc(O)cc3)N(C)C(=O)[C@H](Cc3ccc(OC)cc3)NC2=O)cc1

InChIKey:

                        GXJNHGQMYBROHH-LMOJIFKQSA-N
                        
                    

InChI:

InChI=1S/C40H49N5O8/c1-24(2)35-40(51)45-20-6-7-33(45)37(48)41-31(21-25-10-16-29(52-4)17-11-25)36(47)42-32(22-26-12-18-30(53-5)19-13-26)39(50)44(3)34(38(49)43-35)23-27-8-14-28(46)15-9-27/h8-19,24,31-35,46H,6-7,20-23H2,1-5H3,(H,41,48)(H,42,47)(H,43,49)/t31-,32-,33+,34-,35-/m0/s1

Calculated Properties

ALogP:

2.379 lipophilicity

TPSA:

166.61 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

5 (3 aromatic)

Chiral Centers:

Fsp³:

0.4250 fraction sp³ carbon

Database Information

Compound ID:

SCS-C000337

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

Activity values are displayed only when a quantitative or clearly reported result is available. Tested organisms, cell lines and molecular targets are shown under Target / model.

Activity	Assay	Target / model	Result	Reference
Antiviral	IC50	HSV-1	9.5 μM	10.1016/j.tetlet.2017.02.005 Tetrahedron Letters

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