SCS-C004685

(+)-variecolortin C

Pathway: Polyketides Superclass: Polycyclic aromatic polyketides

Chemical Structure

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Source Information

Eurotium sp. (gorgonian-derived fungus)

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

South China Sea

DOI: 10.1021/acs.orglett.8b01880 · Organic Letters

Drug-likeness (Lipinski Ro5)

Molecular Weight

619.7 Da

Threshold ≤ 500

ALogP

4.42

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

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

Chemical Properties

Molecular Formula:

C36H33N3O7

Molecular Weight:

619.6740 Da

SMILES:

C=CC(C)(C)c1[nH]c2ccccc2c1/C=C1\NC(=O)[C@]2(CC[C@]3(O)c4cc(C)cc(O)c4C(=O)c4c(O)cc(OC)c2c43)NC1=O

InChIKey:

                        QJNGRMBNUUTRKF-PHFDLOSWSA-N
                        
                    

InChI:

InChI=1S/C36H33N3O7/c1-6-34(3,4)31-19(18-9-7-8-10-21(18)37-31)15-22-32(43)39-35(33(44)38-22)11-12-36(45)20-13-17(2)14-23(40)26(20)30(42)27-24(41)16-25(46-5)28(35)29(27)36/h6-10,13-16,37,40-41,45H,1,11-12H2,2-5H3,(H,38,44)(H,39,43)/b22-15-/t35-,36+/m1/s1

Calculated Properties

ALogP:

4.416 lipophilicity

TPSA:

160.98 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

7 (4 aromatic)

Chiral Centers:

Fsp³:

0.2500 fraction sp³ carbon

Database Information

Compound ID:

SCS-C004685

NPClassifier Pathway:

Polyketides

NPClassifier Superclass:

Polycyclic aromatic polyketides

NPClassifier Class:

N/A

Glycoside:

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas CMNPD: CMNPD30544

Biological Activity Data

No bioactivity data available for this compound.

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