SCS-C002569

emeriphenolicin A

Pathway: Alkaloids Superclass: Pseudoalkaloids Class: Isoindole alkaloids

Chemical Structure

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Source Information

Emericella sp. (NA)

Kingdom Fungi Phylum Ascomycota Class Eurotiomycetes Order Eurotiales Family Aspergillaceae Genus Emericella Species NA

Haikou

DOI: 10.1016/j.phytochem.2011.04.014 · Phytochemistry

Drug-likeness (Lipinski Ro5)

Molecular Weight

466.0 Da

Threshold ≤ 500

ALogP

5.16

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

1 violation (ALogP) — borderline drug-like

Chemical Properties

Molecular Formula:

C25H36ClNO5

Molecular Weight:

466.0180 Da

SMILES:

COc1cc2c(c(OC)c1OC/C=C(\C)CC/C=C(\C)CC[C@@H](O)C(C)(C)Cl)CNC2=O

InChIKey:

                        XHARUSJPEBQZJG-LIWSNNFWSA-N
                        
                    

InChI:

InChI=1S/C25H36ClNO5/c1-16(10-11-21(28)25(3,4)26)8-7-9-17(2)12-13-32-23-20(30-5)14-18-19(22(23)31-6)15-27-24(18)29/h8,12,14,21,28H,7,9-11,13,15H2,1-6H3,(H,27,29)/b16-8+,17-12+/t21-/m1/s1

Calculated Properties

ALogP:

5.157 lipophilicity

TPSA:

77.02 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

2 (1 aromatic)

Chiral Centers:

Fsp³:

0.5600 fraction sp³ carbon

Database Information

Compound ID:

SCS-C002569

NPClassifier Pathway:

Alkaloids

NPClassifier Superclass:

Pseudoalkaloids

NPClassifier Class:

Isoindole alkaloids

Glycoside:

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas CMNPD: CMNPD20978

Biological Activity Data

No bioactivity data available for this compound.

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