SCS-C008285

ilamycin B1

Pathway: Amino acids and Peptides 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 ΔilaL (NA)

Original source name: Streptomyces atratus | Streptomyces atratus SCSIO ZH16 ΔilaL mutant | Streptomyces atratus SCSIO ZH16 ΔilaR mutant

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

South China Sea · 3536 m · 120°0.250'E, 20°22.971'N

DOI: 10.1038/s41467-017-00419-5 · Nature Communications

Streptomyces atratus SCSIO ZH16 ΔilaR (NA)

Original source name: Streptomyces atratus | Streptomyces atratus SCSIO ZH16 ΔilaL mutant | Streptomyces atratus SCSIO ZH16 ΔilaR mutant

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

South China Sea · 3536 m · 120°0.250'E, 20°22.971'N

DOI: 10.1038/s41467-017-00419-5 · Nature Communications

Drug-likeness (Lipinski Ro5)

Molecular Weight

1012.3 Da

Threshold ≤ 500

ALogP

5.18

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

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

Chemical Properties

Molecular Formula:

C54H77N9O10

Molecular Weight:

1012.2630 Da

SMILES:

C=CC(C)(C)n1cc(C[C@@H]2NC(=O)[C@H](C/C=C/C)NC(=O)[C@H](CC(C)C)NC(=O)C(CC(C)C)N(C)C(=O)C(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:

                        HCKHGXRBMDZKJV-VRSBDSPUSA-N
                        
                    

InChI:

InChI=1S/C54H77N9O10/c1-14-16-20-38-47(65)59-41(29-36-30-62(54(10,11)15-2)42-21-18-17-19-37(36)42)53(71)61(13)45(26-33(7)8)51(69)58-40(27-35-22-23-46(64)43(28-35)63(72)73)48(66)55-34(9)52(70)60(12)44(25-32(5)6)50(68)57-39(24-31(3)4)49(67)56-38/h14-19,21-23,28,30-34,38-41,44-45,64H,2,20,24-27,29H2,1,3-13H3,(H,55,66)(H,56,67)(H,57,68)(H,58,69)(H,59,65)/b16-14+/t34?,38-,39-,40-,41-,44?,45-/m0/s1

Calculated Properties

ALogP:

5.177 lipophilicity

TPSA:

254.42 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

4 (3 aromatic)

Chiral Centers:

Fsp³:

0.5370 fraction sp³ carbon

Database Information

Compound ID:

SCS-C008285

NPClassifier Pathway:

Amino acids and Peptides

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
Antibacterial	MIC	six Gram-positive and Gram-negative bacteria	> 121.0 μM	10.1038/s41467-017-00419-5 Nature Communications
Antimycobacterial	MIC	Mycobacterium tuberculosis H37Rv	— Structured numeric value is not available in this record; see the primary reference.	10.1038/s41467-017-00419-5 Nature Communications
Antitumor	IC50	human tumor cell lines (HeLa	we assessed the cytotoxicity of 1–8 using five human tumor cell lines and two normal human cell lines	10.1038/s41467-017-00419-5 Nature Communications

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