SCS-C006974
diaporthichalasin B
Pathway: Alkaloids
Superclass: Pseudoalkaloids
Class: Cytochalasan alkaloids
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
Acremonium implicatum
(NA)
Original source name: Acremonium implicatum | A. implicatum
Kingdom
Fungi
Phylum
Ascomycota
Class
Sordariomycetes
Order
Hypocreales
Family
Sarocladiaceae
Genus
Sarocladium
Species
Sarocladium implicatum
Nansha Islands
· 9°39′29.75" N, 112°59′09.84" E
DOI:
10.1016/j.phytochem.2025.114655
· Phytochemistry
Drug-likeness (Lipinski Ro5)
Molecular Weight
451.6 Da
Threshold ≤ 500
ALogP
3.76
Threshold ≤ 5
H-Bond Donors
4
Threshold ≤ 5
H-Bond Acceptors
4
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C28H37NO4
Molecular Weight:
451.6070 Da
SMILES:
C=C1[C@@H](C)[C@H]2[C@H](Cc3ccc(O)cc3)NC(=O)[C@]23[C@H](O)/C=C/[C@@H](C)C[C@@H](C)C/C=C/[C@H]3[C@@H]1O
InChIKey:
UPGOOTAUZGTPNB-WZHGOZAJSA-N
InChI:
InChI=1S/C28H37NO4/c1-16-6-5-7-22-26(32)19(4)18(3)25-23(15-20-9-11-21(30)12-10-20)29-27(33)28(22,25)24(31)13-8-17(2)14-16/h5,7-13,16-18,22-26,30-32H,4,6,14-15H2,1-3H3,(H,29,33)/b7-5+,13-8+/t16-,17+,18+,22-,23-,24+,25-,26+,28+/m0/s1
Calculated Properties
ALogP:
3.758 lipophilicity
TPSA:
89.79 Ų polar surface area
H-Bond Donors:
4
H-Bond Acceptors:
4
Rotatable Bonds:
2
Ring Count:
4
(1 aromatic)
Chiral Centers:
9
Fsp³:
0.5357 fraction sp³ carbon
Database Information
Compound ID:
SCS-C006974
NPClassifier Pathway:
Alkaloids
NPClassifier Superclass:
Pseudoalkaloids
NPClassifier Class:
Cytochalasan alkaloids
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
No bioactivity data available for this compound.