SCS-C002969

baculiferin I

Pathway: Alkaloids Superclass: Proline alkaloids Class: Pyrrole alkaloids

Chemical Structure

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Source Information

Iotrochota baculifera (NA)

Kingdom Metazoa Phylum Porifera Class Demospongiae Order Poecilosclerida Family Iotrochotidae Genus Iotrochota Species Iotrochota baculifera

Hainan Island

DOI: 10.1016/j.bmc.2010.06.052 · Bioorganic & Medicinal Chemistry

Drug-likeness (Lipinski Ro5)

Molecular Weight

645.6 Da

Threshold ≤ 500

ALogP

3.71

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

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

Chemical Properties

Molecular Formula:

C32H23NO12S

Molecular Weight:

645.5980 Da

SMILES:

O=C1C(c2ccc(O)c(O)c2)=C2C(=C(c3ccc(O)c(OS(=O)(=O)O)c3)C(=O)N2CCc2ccc(O)cc2)c2cc(O)c(O)cc21

InChIKey:

                        LGEAHYIUKRJGBC-UHFFFAOYSA-N
                        
                    

InChI:

InChI=1S/C32H23NO12S/c34-18-5-1-15(2-6-18)9-10-33-30-28(16-3-7-21(35)23(37)11-16)31(40)20-14-25(39)24(38)13-19(20)29(30)27(32(33)41)17-4-8-22(36)26(12-17)45-46(42,43)44/h1-8,11-14,34-39H,9-10H2,(H,42,43,44)

Calculated Properties

ALogP:

3.705 lipophilicity

TPSA:

222.36 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

6 (4 aromatic)

Chiral Centers:

Fsp³:

0.0625 fraction sp³ carbon

Database Information

Compound ID:

SCS-C002969

NPClassifier Pathway:

Alkaloids

NPClassifier Superclass:

Proline alkaloids

NPClassifier Class:

Pyrrole alkaloids

Glycoside:

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas CMNPD: CMNPD20211

Biological Activity Data

No bioactivity data available for this compound.

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