SCS-C003660

mangrovamide E

Pathway: Alkaloids 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.

Download: SDF SMILES

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

493.6 Da

Threshold ≤ 500

ALogP

2.68

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C28H35N3O5

Molecular Weight:

493.6040 Da

SMILES:

C[C@@H]1C[C@]23C[C@H]4C(C)(C)[C@@]5(C[C@@]4(CN2[C@@H]1O)N(C)C3=O)C(=O)Nc1c5ccc2c1C(=O)CC(C)(C)O2

InChIKey:

                        AVHXMWTYIVAUTD-BNKKBXNESA-N
                        
                    

InChI:

InChI=1S/C28H35N3O5/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/h7-8,14,18,21,33H,9-13H2,1-6H3,(H,29,34)/t14-,18+,21-,26-,27+,28-/m1/s1

Calculated Properties

ALogP:

2.680 lipophilicity

TPSA:

99.18 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

8 (1 aromatic)

Chiral Centers:

Fsp³:

0.6786 fraction sp³ carbon

Database Information

Compound ID:

SCS-C003660

NPClassifier Pathway:

Alkaloids

NPClassifier Superclass:

Peptide alkaloids

NPClassifier Class:

Indole diketopiperazine alkaloids (L-Trp, L-Pro)

Glycoside:

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas CMNPD: CMNPD30934

Biological Activity Data

No bioactivity data available for this compound.

Back to Compounds