SCS-C006047

aborycin

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

Chemical Structure

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Source Information

Streptomyces sp. SCSIO ZS0098 (bacterium)

Kingdom Bacillati Phylum Actinomycetota Class Actinomycetes Order Kitasatosporales Family Streptomycetaceae Genus Streptomyces Species NA

South China Sea · 3000 m

DOI: 10.3390/md17020127 · Marine Drugs

Drug-likeness (Lipinski Ro5)

Molecular Weight

2163.5 Da

Threshold ≤ 500

ALogP

-5.56

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

3 violations (MW, HBD, HBA) — not drug-like by Ro5

Chemical Properties

Molecular Formula:

C97H131N23O26S4

Molecular Weight:

2163.5180 Da

SMILES:

CCC(C)C1NC(=O)CNC(=O)C(CC(C)C)NC(=O)C2CSSCC3NC(=O)CNC(=O)C(C)NC(=O)C(Cc4ccccc4)NC(=O)C(CC(=O)N2)NC(=O)C(CC(N)=O)NC(=O)C(CSSCC(C(=O)NC(Cc2ccccc2)C(=O)NC(Cc2c[nH]c4ccccc24)C(=O)O)NC(=O)C(C(C)C)NC(=O)C(C(C)C)NC(=O)C(C)NC(=O)C(Cc2ccc(O)cc2)NC(=O)CNC3=O)NC(=O)C(CO)NC(=O)CNC1=O

InChIKey:

                        AJFZCVFYMNSDFP-UHFFFAOYSA-N
                        
                    

InChI:

InChI=1S/C97H131N23O26S4/c1-11-50(8)80-94(142)103-40-75(126)107-67(42-121)90(138)116-70-45-149-150-46-71(93(141)112-63(32-54-22-16-13-17-23-54)87(135)115-66(97(145)146)34-56-37-99-59-25-19-18-24-58(56)59)117-95(143)78(48(4)5)120-96(144)79(49(6)7)119-82(130)52(10)105-85(133)61(33-55-26-28-57(122)29-27-55)106-74(125)39-102-84(132)68-43-147-148-44-69(91(139)110-60(30-47(2)3)83(131)101-41-77(128)118-80)108-73(124)36-65(114-88(136)64(35-72(98)123)113-92(70)140)89(137)111-62(31-53-20-14-12-15-21-53)86(134)104-51(9)81(129)100-38-76(127)109-68/h12-29,37,47-52,60-71,78-80,99,121-122H,11,30-36,38-46H2,1-10H3,(H2,98,123)(H,100,129)(H,101,131)(H,102,132)(H,103,142)(H,104,134)(H,105,133)(H,106,125)(H,107,126)(H,108,124)(H,109,127)(H,110,139)(H,111,137)(H,112,141)(H,113,140)(H,114,136)(H,115,135)(H,116,138)(H,117,143)(H,118,128)(H,119,130)(H,120,144)(H,145,146)

Calculated Properties

ALogP:

-5.559 lipophilicity

TPSA:

747.74 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

8 (5 aromatic)

Chiral Centers:

Fsp³:

0.4948 fraction sp³ carbon

Database Information

Compound ID:

SCS-C006047

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
Antibacterial	MIC	13 Staphylococcus aureus strains	8.0–64.0 μg/mL	10.3390/md17020127 Marine Drugs
Antibacterial	MIC	Enterococcus faecalis ATCC 29212	8.0 μg/mL	10.3390/md17020127 Marine Drugs
Antibacterial	MIC	Bacillus thuringiensis	2.0 μg/mL	10.3390/md17020127 Marine Drugs
Antibacterial	MIC	Enterococcus gallinarum 5F52C	0.5 μg/mL	10.3390/md17020127 Marine Drugs
Antibacterial	MIC	Staphylococcus aureus (cfr) GDQ6P012P	64.0 μg/mL	10.3390/md17020127 Marine Drugs
Antibacterial	MIC	Acinetobacter baumannii (ATCC 19606 and 4 clinical isolates)	128.0–512.0 μg/mL	10.3390/md17020127 Marine Drugs

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