SCS-C007458

ilamycin K

Pathway: Amino acids and Peptides | Polyketides Superclass: Oligopeptides Class: Cyclic peptides | 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.

Download: SDF SMILES

Source Information

Streptomyces atratus SCSIO ZH16 ΔilaR (NA)

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

South China Sea · 3536 m

DOI: 10.1021/acs.jnatprod.0c00151 · Journal of Natural Products

Drug-likeness (Lipinski Ro5)

Molecular Weight

1058.2 Da

Threshold ≤ 500

ALogP

2.29

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:

C54H75N9O13

Molecular Weight:

1058.2440 Da

SMILES:

C=C[C@](C)(CO)n1cc(C[C@@H]2NC(=O)[C@H](CC=CC)NC(=O)[C@H](CC(C)C)N3C(=O)[C@H](C[C@@](C)(O)[C@H]3O)N(C)C(=O)[C@H](C)NC(=O)[C@H](Cc3ccc(O)c([N+](=O)[O-])c3)NC(=O)[C@H](CC(C)C)N(C)C2=O)c2ccccc21

InChIKey:

                        FKRFJHOXCALPQD-GFZCTITJSA-N
                        
                    

InChI:

InChI=1S/C54H75N9O13/c1-12-14-18-36-45(66)58-38(26-34-28-61(53(8,13-2)29-64)39-19-16-15-17-35(34)39)50(71)59(10)41(22-30(3)4)47(68)57-37(24-33-20-21-44(65)40(25-33)63(75)76)46(67)55-32(7)49(70)60(11)43-27-54(9,74)52(73)62(51(43)72)42(23-31(5)6)48(69)56-36/h12-17,19-21,25,28,30-32,36-38,41-43,52,64-65,73-74H,2,18,22-24,26-27,29H2,1,3-11H3,(H,55,67)(H,56,69)(H,57,68)(H,58,66)/t32-,36-,37-,38-,41-,42-,43-,52+,53+,54+/m0/s1

Calculated Properties

ALogP:

2.289 lipophilicity

TPSA:

306.32 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

5 (3 aromatic)

Chiral Centers:

Fsp³:

0.5370 fraction sp³ carbon

Database Information

Compound ID:

SCS-C007458

NPClassifier Pathway:

Amino acids and Peptides Polyketides

NPClassifier Superclass:

Oligopeptides

NPClassifier Class:

Cyclic peptides Depsipeptides

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
Antimycobacterial	MIC	Mycobacterium tuberculosis H37Rv	— Structured numeric value is not available in this record; see the primary reference.	10.1021/acs.jnatprod.0c00151 Journal of Natural Products
Antitumor	IC50	human cancer and nonmalignant cell lines	— Structured numeric value is not available in this record; see the primary reference.	10.1021/acs.jnatprod.0c00151 Journal of Natural Products

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