SCS-C000238
3β-hydroxy-deoxyisoaustamide
Pathway: Alkaloids | Amino acids and Peptides
Superclass: Peptide alkaloids
Class: Indole diketopiperazine alkaloids (L-Trp, L-Pro)
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
Penicillium dimorphosporum
(NA)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Penicillium
Species
Penicillium dimorphosporum
South China Sea
DOI:
10.3390/md19010032
· Marine Drugs
Drug-likeness (Lipinski Ro5)
Molecular Weight
363.4 Da
Threshold ≤ 500
ALogP
2.23
Threshold ≤ 5
H-Bond Donors
1
Threshold ≤ 5
H-Bond Acceptors
4
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C21H21N3O3
Molecular Weight:
363.4170 Da
SMILES:
CC1(C)C=CN2C(=O)C3=CCCN3C(=O)[C@@H]2C[C@]2(O)C1=Nc1ccccc12
InChIKey:
GRPIDZRFHRIPMJ-HRAATJIYSA-N
InChI:
InChI=1S/C21H21N3O3/c1-20(2)9-11-24-16(18(26)23-10-5-8-15(23)17(24)25)12-21(27)13-6-3-4-7-14(13)22-19(20)21/h3-4,6-9,11,16,27H,5,10,12H2,1-2H3/t16-,21+/m0/s1
Calculated Properties
ALogP:
2.231 lipophilicity
TPSA:
73.21 Ų polar surface area
H-Bond Donors:
1
H-Bond Acceptors:
4
Rotatable Bonds:
0
Ring Count:
5
(1 aromatic)
Chiral Centers:
2
Fsp³:
0.3810 fraction sp³ carbon
Database Information
Compound ID:
SCS-C000238
NPClassifier Pathway:
Alkaloids
Amino acids and Peptides
NPClassifier Superclass:
Peptide alkaloids
NPClassifier Class:
Indole diketopiperazine alkaloids (L-Trp, L-Pro)
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
No bioactivity data available for this compound.