SCS-C007465

ilamycin R

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

Chemical Structure

Loading 3D structure...

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

1024.3 Da

Threshold ≤ 500

ALogP

5.15

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

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

Chemical Properties

Molecular Formula:

C55H77N9O10

Molecular Weight:

1024.2740 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)N3C(=O)[C@H](C[C@H](C)[C@H]3OC)N(C)C(=O)[C@H](C)NC(=O)[C@H](Cc3cccc([N+](=O)[O-])c3)NC(=O)[C@H](CC(C)C)N(C)C2=O)c2ccccc21

InChIKey:

                        RKDWMOUDQQGHSJ-KWRCPKMTSA-N
                        
                    

InChI:

InChI=1S/C55H77N9O10/c1-14-16-23-40-47(65)59-42(30-37-31-62(55(9,10)15-2)43-24-18-17-22-39(37)43)52(70)60(11)44(25-32(3)4)49(67)58-41(29-36-20-19-21-38(28-36)64(72)73)48(66)56-35(8)51(69)61(12)46-27-34(7)54(74-13)63(53(46)71)45(26-33(5)6)50(68)57-40/h14-22,24,28,31-35,40-42,44-46,54H,2,23,25-27,29-30H2,1,3-13H3,(H,56,66)(H,57,68)(H,58,67)(H,59,65)/b16-14+/t34-,35-,40-,41-,42-,44-,45-,46-,54+/m0/s1

Calculated Properties

ALogP:

5.150 lipophilicity

TPSA:

234.63 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

5 (3 aromatic)

Chiral Centers:

Fsp³:

0.5455 fraction sp³ carbon

Database Information

Compound ID:

SCS-C007465

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

Back to Compounds