SCS-C003352

fennebricin A

Pathway: Alkaloids Superclass: Tyrosine alkaloids Class: Tetrahydroisoquinoline alkaloids

Chemical Structure

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3D conformers are computationally generated from SMILES by RDKit for visualization and download; they are not experimental crystal or NMR structures.

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Source Information

Xestospongia sp. (sponge)

Kingdom Metazoa Phylum Porifera Class Demospongiae Order Haplosclerida Family Petrosiidae Genus Xestospongia Species NA

Lingshui

DOI: 10.1016/j.fitote.2014.04.011 · Fitoterapia

Drug-likeness (Lipinski Ro5)

Molecular Weight

524.6 Da

Threshold ≤ 500

ALogP

0.59

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

1 violation (MW) — borderline drug-like

Chemical Properties

Molecular Formula:

C28H32N2O8

Molecular Weight:

524.5700 Da

SMILES:

COC1=C(C)C(=O)C2=C(C1=O)[C@@H]1[C@@H]3CC4=C(C(=O)C(OC)=C(C)C4=O)[C@H](CO)N3[C@@H](CC(C)=O)[C@H](C2)N1C

InChIKey:

                        HKLYVBDGNSNYPK-SHUHUVMISA-N
                        
                    

InChI:

InChI=1S/C28H32N2O8/c1-11(32)7-17-16-8-15-21(26(36)28(38-6)13(3)24(15)34)22(29(16)4)18-9-14-20(19(10-31)30(17)18)25(35)27(37-5)12(2)23(14)33/h16-19,22,31H,7-10H2,1-6H3/t16-,17-,18-,19-,22-/m0/s1

Calculated Properties

ALogP:

0.593 lipophilicity

TPSA:

130.52 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

5 (0 aromatic)

Chiral Centers:

Fsp³:

0.5357 fraction sp³ carbon

Database Information

Compound ID:

SCS-C003352

NPClassifier Pathway:

Alkaloids

NPClassifier Superclass:

Tyrosine alkaloids

NPClassifier Class:

Tetrahydroisoquinoline alkaloids

Glycoside:

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas CMNPD: CMNPD25602

Biological Activity Data

No bioactivity data available for this compound.

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