SCS-C003523

fennebricin C

Pathway: Alkaloids Superclass: Tyrosine alkaloids Class: Tetrahydroisoquinoline alkaloids

Chemical Structure

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Download: SDF SMILES

Source Information

Xestospongia sp. (sponge)

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

Hainan Island

DOI: 10.4155/fmc.15.169 · Future Medicinal Chemistry

Drug-likeness (Lipinski Ro5)

Molecular Weight

622.7 Da

Threshold ≤ 500

ALogP

1.08

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

2 violations (MW, HBA) — not drug-like by Ro5

Chemical Properties

Molecular Formula:

C33H38N2O10

Molecular Weight:

622.6700 Da

SMILES:

C/C=C(/C)C(=O)OC[C@H]1C2=C(C[C@H]3[C@H]4C5=C(C(=O)C(C)=C(OC)C5=O)[C@H](O)[C@@H]([C@H](CC(C)=O)N13)N4C)C(=O)C(C)=C(OC)C2=O

InChIKey:

                        CDGLVRSTDYIPDL-XWOOZNRNSA-N
                        
                    

InChI:

InChI=1S/C33H38N2O10/c1-9-13(2)33(42)45-12-20-21-17(26(37)15(4)31(43-7)29(21)40)11-19-24-22-23(27(38)16(5)32(44-8)30(22)41)28(39)25(34(24)6)18(35(19)20)10-14(3)36/h9,18-20,24-25,28,39H,10-12H2,1-8H3/b13-9-/t18-,19-,20-,24-,25+,28-/m0/s1

Calculated Properties

ALogP:

1.081 lipophilicity

TPSA:

156.82 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

5 (0 aromatic)

Chiral Centers:

Fsp³:

0.5152 fraction sp³ carbon

Database Information

Compound ID:

SCS-C003523

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: CMNPD27965

Biological Activity Data

No bioactivity data available for this compound.

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