SCS-C006169

ilamycin F

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

Chemical Structure

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Source Information

Streptomyces atratus (NA)

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

South China Sea

DOI: 10.3389/fchem.2021.774555 · Frontiers in Chemistry

Drug-likeness (Lipinski Ro5)

Molecular Weight

1042.2 Da

Threshold ≤ 500

ALogP

4.24

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:

C54H75N9O12

Molecular Weight:

1042.2450 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@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:

                        BZTIRPDASPVERT-VFTQYNRUSA-N
                        
                    

InChI:

InChI=1S/C54H75N9O12/c1-13-15-19-37-46(65)59-40(28-35-29-62(54(9,10)14-2)41-20-17-16-18-36(35)41)52(71)61(12)43(24-31(5)6)49(68)58-39(26-34-21-22-45(64)42(27-34)63(74)75)47(66)55-33(8)51(70)60(11)44(25-32(7)53(72)73)50(69)57-38(23-30(3)4)48(67)56-37/h13-18,20-22,27,29-33,37-40,43-44,64H,2,19,23-26,28H2,1,3-12H3,(H,55,66)(H,56,67)(H,57,69)(H,58,68)(H,59,65)(H,72,73)/b15-13+/t32-,33-,37-,38-,39-,40-,43-,44-/m0/s1

Calculated Properties

ALogP:

4.242 lipophilicity

TPSA:

291.72 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-C006169

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
Antimycobacterial	minimum inhibitory concentration	Mycobacterium tuberculosis H37Rv	1.2 μM	10.3389/fchem.2021.774555 Frontiers in Chemistry

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