SCS-C007457
ilamycin J
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.
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
1042.2 Da
Threshold ≤ 500
ALogP
3.17
Threshold ≤ 5
H-Bond Donors
7
Threshold ≤ 5
H-Bond Acceptors
13
Threshold ≤ 10
3 violations (MW, HBD, HBA) — not drug-like by Ro5
Chemical Properties
Molecular Formula:
C54H75N9O12
Molecular Weight:
1042.2450 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@H](C)[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:
MCIFREXBXPGXRT-GNGZGKRHSA-N
InChI:
InChI=1S/C54H75N9O12/c1-12-14-18-37-46(66)58-39(27-35-28-61(54(9,13-2)29-64)40-19-16-15-17-36(35)40)52(72)59(10)42(22-30(3)4)48(68)57-38(25-34-20-21-45(65)41(26-34)63(74)75)47(67)55-33(8)51(71)60(11)44-24-32(7)50(70)62(53(44)73)43(23-31(5)6)49(69)56-37/h12-17,19-21,26,28,30-33,37-39,42-44,50,64-65,70H,2,18,22-25,27,29H2,1,3-11H3,(H,55,67)(H,56,69)(H,57,68)(H,58,66)/t32-,33-,37-,38-,39-,42-,43-,44-,50+,54+/m0/s1
Calculated Properties
ALogP:
3.174 lipophilicity
TPSA:
286.09 Ų polar surface area
H-Bond Donors:
7
H-Bond Acceptors:
13
Rotatable Bonds:
14
Ring Count:
5
(3 aromatic)
Chiral Centers:
10
Fsp³:
0.5370 fraction sp³ carbon
Database Information
Compound ID:
SCS-C007457
NPClassifier Pathway:
Amino acids and Peptides
Polyketides
NPClassifier Superclass:
Oligopeptides
NPClassifier Class:
Cyclic peptides
Depsipeptides
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
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 |