SCS-C003667

mangrovamide C

Pathway: Alkaloids | Terpenoids Superclass: Pseudoalkaloids Class: Terpenoid 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

447.6 Da

Threshold ≤ 500

ALogP

3.71

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C27H33N3O3

Molecular Weight:

447.5790 Da

SMILES:

C[C@H]1CN2C[C@]34Cc5c([nH]c6c7c(ccc56)OC(C)(C)CC7=O)C(C)(C)[C@@H]3C[C@@]2(C1)C(=O)N4

InChIKey:

                        YWLUOKNUCHQDAC-DPEAJVMMSA-N
                        
                    

InChI:

InChI=1S/C27H33N3O3/c1-14-8-27-11-19-25(4,5)22-16(9-26(19,29-23(27)32)13-30(27)12-14)15-6-7-18-20(21(15)28-22)17(31)10-24(2,3)33-18/h6-7,14,19,28H,8-13H2,1-5H3,(H,29,32)/t14-,19+,26-,27+/m1/s1

Calculated Properties

ALogP:

3.715 lipophilicity

TPSA:

74.43 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

8 (2 aromatic)

Chiral Centers:

Fsp³:

0.6296 fraction sp³ carbon

Database Information

Compound ID:

SCS-C003667

NPClassifier Pathway:

Alkaloids Terpenoids

NPClassifier Superclass:

Pseudoalkaloids

NPClassifier Class:

Terpenoid alkaloids

Glycoside:

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas CMNPD: CMNPD24912

Biological Activity Data

No bioactivity data available for this compound.

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