SCS-C003727

mangrovamide F

Pathway: Alkaloids Superclass: Tryptophan alkaloids Class: Iboga type

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

431.6 Da

Threshold ≤ 500

ALogP

4.12

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C27H33N3O2

Molecular Weight:

431.5800 Da

SMILES:

CC(C)=CC(=O)c1cccc2c3c([nH]c12)C(C)(C)[C@@H]1C[C@]24C[C@@H](C)CN2C[C@]1(C3)NC4=O

InChIKey:

                        UEDWZMYNGYEVPL-ONBOKVDLSA-N
                        
                    

InChI:

InChI=1S/C27H33N3O2/c1-15(2)9-20(31)18-8-6-7-17-19-11-26-14-30-13-16(3)10-27(30,24(32)29-26)12-21(26)25(4,5)23(19)28-22(17)18/h6-9,16,21,28H,10-14H2,1-5H3,(H,29,32)/t16-,21+,26+,27+/m1/s1

Calculated Properties

ALogP:

4.120 lipophilicity

TPSA:

65.20 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

7 (2 aromatic)

Chiral Centers:

Fsp³:

0.5556 fraction sp³ carbon

Database Information

Compound ID:

SCS-C003727

NPClassifier Pathway:

Alkaloids

NPClassifier Superclass:

Tryptophan alkaloids

NPClassifier Class:

Iboga type

Glycoside:

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas CMNPD: CMNPD30935

Biological Activity Data

No bioactivity data available for this compound.

Back to Compounds