SCS-C003644

mangrovamide B

Pathway: Alkaloids

Chemical Structure

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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.2014.04.043 · Tetrahedron

Drug-likeness (Lipinski Ro5)

Molecular Weight

493.6 Da

Threshold ≤ 500

ALogP

3.37

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(C[N+]2([O-])C1)N(C)C3=O)C(=O)Nc1c5ccc2c1C(=O)CC(C)(C)O2

InChIKey:

                        PTNVFKCMDYPMFP-ZLHVRMADSA-N
                        
                    

InChI:

InChI=1S/C28H35N3O5/c1-15-9-27-11-19-25(4,5)28(13-26(19,30(6)23(27)34)14-31(27,35)12-15)16-7-8-18-20(21(16)29-22(28)33)17(32)10-24(2,3)36-18/h7-8,15,19H,9-14H2,1-6H3,(H,29,33)/t15-,19+,26-,27+,28-,31?/m1/s1

Calculated Properties

ALogP:

3.374 lipophilicity

TPSA:

98.77 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-C003644

NPClassifier Pathway:

Alkaloids

NPClassifier Superclass:

N/A

NPClassifier Class:

N/A

Glycoside:

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas CMNPD: CMNPD24911

Biological Activity Data

No bioactivity data available for this compound.

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