SCS-C004686

penacillazine

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

South China Sea

DOI: 10.1016/s0040-4020(00)00917-0 · Tetrahedron

Drug-likeness (Lipinski Ro5)

Molecular Weight

432.4 Da

Threshold ≤ 500

ALogP

-0.38

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C20H20N2O9

Molecular Weight:

432.3850 Da

SMILES:

COc1ccc2cc(OC(=O)C3=NO[C@@H]4[C@@H](O)C=C[C@H](O)[C@]4(O)C3)c(=O)[nH]c2c1OC

InChIKey:

                        OMKNEUHCPGXFKG-HORILSJLSA-N
                        
                    

InChI:

InChI=1S/C20H20N2O9/c1-28-12-5-3-9-7-13(18(25)21-15(9)16(12)29-2)30-19(26)10-8-20(27)14(24)6-4-11(23)17(20)31-22-10/h3-7,11,14,17,23-24,27H,8H2,1-2H3,(H,21,25)/t11-,14-,17+,20+/m0/s1

Calculated Properties

ALogP:

-0.382 lipophilicity

TPSA:

159.90 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

4 (2 aromatic)

Chiral Centers:

Fsp³:

0.3500 fraction sp³ carbon

Database Information

Compound ID:

SCS-C004686

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: CMNPD10960

Biological Activity Data

No bioactivity data available for this compound.

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