SCS-C000234
16α-hydroxy-17α-methoxy-deoxydihydroisoaustamide
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
395.5 Da
Threshold ≤ 500
ALogP
1.66
Threshold ≤ 5
H-Bond Donors
2
Threshold ≤ 5
H-Bond Acceptors
4
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C22H25N3O4
Molecular Weight:
395.4590 Da
SMILES:
CO[C@]12C(=O)N3/C=C\C(C)(C)c4[nH]c5ccccc5c4C[C@H]3C(=O)N1CC[C@@H]2O
InChIKey:
QDTOCZCLCVBZTQ-PTLNAENXSA-N
InChI:
InChI=1S/C22H25N3O4/c1-21(2)9-11-24-16(12-14-13-6-4-5-7-15(13)23-18(14)21)19(27)25-10-8-17(26)22(25,29-3)20(24)28/h4-7,9,11,16-17,23,26H,8,10,12H2,1-3H3/b11-9-/t16-,17-,22+/m0/s1
Calculated Properties
ALogP:
1.662 lipophilicity
TPSA:
85.87 Ų polar surface area
H-Bond Donors:
2
H-Bond Acceptors:
4
Rotatable Bonds:
1
Ring Count:
5
(2 aromatic)
Chiral Centers:
3
Fsp³:
0.4545 fraction sp³ carbon
Database Information
Compound ID:
SCS-C000234
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.