SCS-C008275
reniochalistatin E
Pathway: Amino acids and Peptides
Superclass: Oligopeptides
Class: Cyclic peptides
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.
Source Information
Reniochalina stalagmitis
(NA)
Original source name: Reniochalina stalagmitis Lendenfeld
South China Sea
DOI:
10.1021/np5006778
· Journal of Natural Products
Drug-likeness (Lipinski Ro5)
Molecular Weight
916.2 Da
Threshold ≤ 500
ALogP
2.92
Threshold ≤ 5
H-Bond Donors
6
Threshold ≤ 5
H-Bond Acceptors
8
Threshold ≤ 10
2 violations (MW, HBD) — not drug-like by Ro5
Chemical Properties
Molecular Formula:
C49H73N9O8
Molecular Weight:
916.1780 Da
SMILES:
CC[C@@H](C)[C@@H]1NC(=O)[C@H](C(C)C)NC(=O)[C@@H]2CCCN2C(=O)[C@H](Cc2c[nH]c3ccccc23)NC(=O)[C@H](CC(C)C)NC(=O)[C@@H]2CCCN2C(=O)[C@H]([C@@H](C)CC)NC(=O)[C@@H]2CCCN2C1=O
InChIKey:
HGGAWGHAMKKZMS-ABXBZLCRSA-N
InChI:
InChI=1S/C49H73N9O8/c1-9-29(7)40-48(65)57-22-14-18-36(57)43(60)51-34(24-27(3)4)42(59)52-35(25-31-26-50-33-17-12-11-16-32(31)33)47(64)56-21-13-19-37(56)44(61)53-39(28(5)6)46(63)55-41(30(8)10-2)49(66)58-23-15-20-38(58)45(62)54-40/h11-12,16-17,26-30,34-41,50H,9-10,13-15,18-25H2,1-8H3,(H,51,60)(H,52,59)(H,53,61)(H,54,62)(H,55,63)/t29-,30+,34-,35-,36-,37-,38-,39-,40-,41-/m0/s1
Calculated Properties
ALogP:
2.915 lipophilicity
TPSA:
222.22 Ų polar surface area
H-Bond Donors:
6
H-Bond Acceptors:
8
Rotatable Bonds:
9
Ring Count:
6
(2 aromatic)
Chiral Centers:
10
Fsp³:
0.6735 fraction sp³ carbon
Database Information
Compound ID:
SCS-C008275
NPClassifier Pathway:
Amino acids and Peptides
NPClassifier Superclass:
Oligopeptides
NPClassifier Class:
Cyclic peptides
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 |
|---|---|---|---|---|
| Antitumor | IC50 | RPMI-8226 myeloma cells | 4.9 μM | 10.1021/np5006778 Journal of Natural Products |
| Antitumor | IC50 | MGC-803 gastric cancer cells | 9.7 μM | 10.1021/np5006778 Journal of Natural Products |
| Antitumor | IC50 | HL-60 leukemia cells | > 20.0 μM | 10.1021/np5006778 Journal of Natural Products |
| Antitumor | IC50 | HepG2 hepatoma cells | > 20.0 μM | 10.1021/np5006778 Journal of Natural Products |
| Antitumor | IC50 | HeLa cervical cancer cells | 17.3 μM | 10.1021/np5006778 Journal of Natural Products |