SCS-C000657
Phakellisin C
Pathway: Amino acids and Peptides
Superclass: Oligopeptides
Class: Linear peptides
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
Phakellia sp.
(NA)
Kingdom
Metazoa
Phylum
Porifera
Class
Demospongiae
Order
Axinellida
Family
Axinellidae
Genus
Phakellia
Species
NA
Yongxing Island
DOI:
10.1016/j.bioorg.2023.106699
· Bioorganic Chemistry
Drug-likeness (Lipinski Ro5)
Molecular Weight
842.1 Da
Threshold ≤ 500
ALogP
1.82
Threshold ≤ 5
H-Bond Donors
7
Threshold ≤ 5
H-Bond Acceptors
8
Threshold ≤ 10
2 violations (MW, HBD) — not drug-like by Ro5
Chemical Properties
Molecular Formula:
C45H63N9O7
Molecular Weight:
842.0550 Da
SMILES:
CNC(=O)[C@H](Cc1ccccc1)NC(=O)[C@@H]1CCCN1C(=O)[C@H](CC(C)C)NC(=O)[C@H](Cc1c[nH]c2ccccc12)NC(=O)[C@H](CCCCN)NC(=O)[C@@H]1CCCN1C(C)=O
InChIKey:
XVXCTMCCGBXKHC-BGBFCPIGSA-N
InChI:
InChI=1S/C45H63N9O7/c1-28(2)24-37(45(61)54-23-13-20-39(54)44(60)51-35(40(56)47-4)25-30-14-6-5-7-15-30)52-42(58)36(26-31-27-48-33-17-9-8-16-32(31)33)50-41(57)34(18-10-11-21-46)49-43(59)38-19-12-22-53(38)29(3)55/h5-9,14-17,27-28,34-39,48H,10-13,18-26,46H2,1-4H3,(H,47,56)(H,49,59)(H,50,57)(H,51,60)(H,52,58)/t34-,35-,36-,37-,38-,39-/m0/s1
Calculated Properties
ALogP:
1.815 lipophilicity
TPSA:
227.93 Ų polar surface area
H-Bond Donors:
7
H-Bond Acceptors:
8
Rotatable Bonds:
20
Ring Count:
5
(3 aromatic)
Chiral Centers:
6
Fsp³:
0.5333 fraction sp³ carbon
Database Information
Compound ID:
SCS-C000657
NPClassifier Pathway:
Amino acids and Peptides
NPClassifier Superclass:
Oligopeptides
NPClassifier Class:
Linear 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 | — | A2780; PC9; HePG2; Du145 | cytotoxic activity | 10.1016/j.bioorg.2023.106699 Bioorganic Chemistry |