SCS-C006420
asperindole D
Pathway: Alkaloids | Terpenoids
Superclass: Tryptophan alkaloids
Class: Indole-Diterpenoid alkaloids (Penitrems)
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
Aspergillus candidus
(Aspergillus)
Original source name: Aspergillus candidus | A. candidus
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Aspergillus
Species
Aspergillus candidus
South China Sea
DOI:
10.3390/md19050281
· Marine Drugs
Drug-likeness (Lipinski Ro5)
Molecular Weight
577.7 Da
Threshold ≤ 500
ALogP
4.19
Threshold ≤ 5
H-Bond Donors
2
Threshold ≤ 5
H-Bond Acceptors
8
Threshold ≤ 10
1 violation (MW) — borderline drug-like
Chemical Properties
Molecular Formula:
C33H39NO8
Molecular Weight:
577.6740 Da
SMILES:
CC(=O)OC(C)(C)C(=O)O[C@@]1(C)CO[C@@]23CC[C@@]4(C)[C@@](O)(CC[C@H]5Cc6c([nH]c7ccccc67)[C@@]54C)C2=CC(=O)[C@@H]1O3
InChIKey:
ZUKZDCPDVNVZEK-PNPWAEHXSA-N
InChI:
InChI=1S/C33H39NO8/c1-18(35)40-28(2,3)27(37)42-29(4)17-39-33-14-13-30(5)31(6)19(15-21-20-9-7-8-10-22(20)34-25(21)31)11-12-32(30,38)24(33)16-23(36)26(29)41-33/h7-10,16,19,26,34,38H,11-15,17H2,1-6H3/t19-,26-,29-,30+,31+,32+,33+/m0/s1
Calculated Properties
ALogP:
4.187 lipophilicity
TPSA:
124.15 Ų polar surface area
H-Bond Donors:
2
H-Bond Acceptors:
8
Rotatable Bonds:
3
Ring Count:
7
(2 aromatic)
Chiral Centers:
7
Fsp³:
0.6061 fraction sp³ carbon
Database Information
Compound ID:
SCS-C006420
NPClassifier Pathway:
Alkaloids
Terpenoids
NPClassifier Superclass:
Tryptophan alkaloids
NPClassifier Class:
Indole-Diterpenoid alkaloids (Penitrems)
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
No bioactivity data available for this compound.