SCS-C000655
Phakellisin A
Pathway: Amino acids and Peptides
Superclass: Oligopeptides
Class: Cyclic 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
902.1 Da
Threshold ≤ 500
ALogP
1.68
Threshold ≤ 5
H-Bond Donors
7
Threshold ≤ 5
H-Bond Acceptors
9
Threshold ≤ 10
2 violations (MW, HBD) — not drug-like by Ro5
Chemical Properties
Molecular Formula:
C47H67N9O9
Molecular Weight:
902.1070 Da
SMILES:
CC(C)C[C@@H]1NC(=O)[C@@H]2CCCN2C(=O)[C@H](C(C)C)NC(=O)/C(=C/c2c[nH]c3ccccc23)NC(=O)[C@@H]2CCCN2C(=O)[C@H](CC(C)C)NC(=O)[C@@H]2CCCN2C(=O)[C@H]([C@@H](C)O)NC1=O
InChIKey:
SLDQQCICKYJELP-GQJXSFAMSA-N
InChI:
InChI=1S/C47H67N9O9/c1-25(2)21-32-40(58)53-39(28(7)57)47(65)56-20-12-17-37(56)44(62)51-34(22-26(3)4)45(63)54-18-10-15-35(54)42(60)50-33(23-29-24-48-31-14-9-8-13-30(29)31)41(59)52-38(27(5)6)46(64)55-19-11-16-36(55)43(61)49-32/h8-9,13-14,23-28,32,34-39,48,57H,10-12,15-22H2,1-7H3,(H,49,61)(H,50,60)(H,51,62)(H,52,59)(H,53,58)/b33-23-/t28-,32+,34+,35+,36+,37+,38+,39+/m1/s1
Calculated Properties
ALogP:
1.680 lipophilicity
TPSA:
242.45 Ų polar surface area
H-Bond Donors:
7
H-Bond Acceptors:
9
Rotatable Bonds:
7
Ring Count:
6
(2 aromatic)
Chiral Centers:
8
Fsp³:
0.6170 fraction sp³ carbon
Database Information
Compound ID:
SCS-C000655
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 | WSU-DLCL-2 | 5.25 ± 0.2 μM | 10.1016/j.bioorg.2023.106699 Bioorganic Chemistry |