SCS-C005019

(1R,4R,7S,9R)-4-(2-methylpropyl)-9-[(1R,4R,7S,9R)-4-(2-methylpropyl)-3,6-dioxo-2,5,16-triazatetracyclo[7.7.0.02,7.010,15]hexadeca-10,12,14-trien-9-yl]-2,5,16-triazatetracyclo[7.7.0.02,7.010,15]hexadeca-10,12,14-triene-3,6-dione

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

Chemical Structure

Structure of (1R,4R,7S,9R)-4-(2-methylpropyl)-9-[(1R,4R,7S,9R)-4-(2-methylpropyl)-3,6-dioxo-2,5,16-triazatetracyclo[7.7.0.02,7.010,15]hexadeca-10,12,14-trien-9-yl]-2,5,16-triazatetracyclo[7.7.0.02,7.010,15]hexadeca-10,12,14-triene-3,6-dione

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Source Information

Aspergillus violaceofuscus (NA)

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

South China Sea

DOI: 10.1039/c9np00069k · Natural Product Reports

Drug-likeness (Lipinski Ro5)

Molecular Weight

596.7 Da

Threshold ≤ 500

ALogP

2.66

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

1 violation (MW) — borderline drug-like

Chemical Properties

Molecular Formula:

C34H40N6O4

Molecular Weight:

596.7320 Da

SMILES:

CC(C)C[C@H]1NC(=O)[C@@H]2C[C@]3([C@]45C[C@H]6C(=O)N[C@H](CC(C)C)C(=O)N6[C@H]4Nc4ccccc45)c4ccccc4N[C@@H]3N2C1=O

InChIKey:

                        FBCYAKIWHXOUFS-JFSYCEAVSA-N
                        
                    

InChI:

InChI=1S/C34H40N6O4/c1-17(2)13-23-29(43)39-25(27(41)35-23)15-33(19-9-5-7-11-21(19)37-31(33)39)34-16-26-28(42)36-24(14-18(3)4)30(44)40(26)32(34)38-22-12-8-6-10-20(22)34/h5-12,17-18,23-26,31-32,37-38H,13-16H2,1-4H3,(H,35,41)(H,36,42)/t23-,24-,25+,26+,31-,32-,33+,34+/m1/s1

Calculated Properties

ALogP:

2.656 lipophilicity

TPSA:

122.88 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

8 (2 aromatic)

Chiral Centers:

Fsp³:

0.5294 fraction sp³ carbon

Database Information

Compound ID:

SCS-C005019

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: CMNPD30417

Biological Activity Data

No bioactivity data available for this compound.

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