SCS-C003605
mangrovamide D
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 sp.
(soft coral-derived fungus)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Penicillium
Species
NA
Sanya
DOI:
10.1016/j.tet.2017.11.038
· Tetrahedron
Drug-likeness (Lipinski Ro5)
Molecular Weight
491.6 Da
Threshold ≤ 500
ALogP
2.89
Threshold ≤ 5
H-Bond Donors
1
Threshold ≤ 5
H-Bond Acceptors
5
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C28H33N3O5
Molecular Weight:
491.5880 Da
SMILES:
C[C@@H]1C[C@]23C[C@H]4C(C)(C)[C@@]5(C[C@@]4(CN2C1=O)N(C)C3=O)C(=O)Nc1c5ccc2c1C(=O)CC(C)(C)O2
InChIKey:
OCDHXMNIGVKHJP-JXZFTQIHSA-N
InChI:
InChI=1S/C28H33N3O5/c1-14-9-26-11-18-25(4,5)28(12-27(18,30(6)23(26)35)13-31(26)21(14)33)15-7-8-17-19(20(15)29-22(28)34)16(32)10-24(2,3)36-17/h7-8,14,18H,9-13H2,1-6H3,(H,29,34)/t14-,18+,26-,27+,28-/m1/s1
Calculated Properties
ALogP:
2.888 lipophilicity
TPSA:
96.02 Ų polar surface area
H-Bond Donors:
1
H-Bond Acceptors:
5
Rotatable Bonds:
0
Ring Count:
8
(1 aromatic)
Chiral Centers:
5
Fsp³:
0.6429 fraction sp³ carbon
Database Information
Compound ID:
SCS-C003605
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.