SCS-C007454

ilamycin G

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

Chemical Structure

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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

3.21

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)NC(=O)[C@H](C[C@H](C)C(=O)O)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:

                        QWHKOZHKPNTTDE-VCWQNSNGSA-N
                        
                    

InChI:

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

Calculated Properties

ALogP:

3.215 lipophilicity

TPSA:

311.95 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

4 (3 aromatic)

Chiral Centers:

Fsp³:

0.5185 fraction sp³ carbon

Database Information

Compound ID:

SCS-C007454

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

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