SCS-C006422
asperindole F
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
570.1 Da
Threshold ≤ 500
ALogP
4.27
Threshold ≤ 5
H-Bond Donors
3
Threshold ≤ 5
H-Bond Acceptors
7
Threshold ≤ 10
1 violation (MW) — borderline drug-like
Chemical Properties
Molecular Formula:
C31H36ClNO7
Molecular Weight:
570.0820 Da
SMILES:
CC(C)(O)C(=O)O[C@@]1(C)CO[C@@]23CC[C@@]4(C)[C@@](O)(CC[C@H]5Cc6c([nH]c7cc(Cl)ccc67)[C@@]54C)C2=CC(=O)[C@@H]1O3
InChIKey:
RPVALKVDXNGLQH-TXTFGNRZSA-N
InChI:
InChI=1S/C31H36ClNO7/c1-26(2,36)25(35)40-27(3)15-38-31-11-10-28(4)29(5)16(8-9-30(28,37)22(31)14-21(34)24(27)39-31)12-19-18-7-6-17(32)13-20(18)33-23(19)29/h6-7,13-14,16,24,33,36-37H,8-12,15H2,1-5H3/t16-,24-,27-,28+,29+,30+,31+/m0/s1
Calculated Properties
ALogP:
4.270 lipophilicity
TPSA:
118.08 Ų polar surface area
H-Bond Donors:
3
H-Bond Acceptors:
7
Rotatable Bonds:
2
Ring Count:
7
(2 aromatic)
Chiral Centers:
7
Fsp³:
0.6129 fraction sp³ carbon
Database Information
Compound ID:
SCS-C006422
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.