SCS-C006765

glandicoline B

Pathway: Alkaloids Superclass: Histidine alkaloids Class: Imidazole 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: 10.1177/1934578x1300800313 · Natural Product Communications

Drug-likeness (Lipinski Ro5)

Molecular Weight

419.4 Da

Threshold ≤ 500

ALogP

2.18

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C22H21N5O4

Molecular Weight:

419.4410 Da

SMILES:

C=CC(C)(C)[C@@]12C=C(O)C(=O)N3/C(=C/c4c[nH]cn4)C(=O)N[C@]31N(O)c1ccccc12

InChIKey:

                        YEVSOYBNHBOQJZ-UNPMEJEESA-N
                        
                    

InChI:

InChI=1S/C22H21N5O4/c1-4-20(2,3)21-10-17(28)19(30)26-16(9-13-11-23-12-24-13)18(29)25-22(21,26)27(31)15-8-6-5-7-14(15)21/h4-12,28,31H,1H2,2-3H3,(H,23,24)(H,25,29)/b16-9+/t21-,22-/m0/s1

Calculated Properties

ALogP:

2.178 lipophilicity

TPSA:

121.79 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

5 (2 aromatic)

Chiral Centers:

Fsp³:

0.2273 fraction sp³ carbon

Database Information

Compound ID:

SCS-C006765

NPClassifier Pathway:

Alkaloids

NPClassifier Superclass:

Histidine alkaloids

NPClassifier Class:

Imidazole alkaloids

Glycoside:

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas

Biological Activity Data

No bioactivity data available for this compound.

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