SCS-C005301

diaporisoindole C

Pathway: Alkaloids Superclass: Pseudoalkaloids Class: Isoindole alkaloids

Chemical Structure

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Download: SDF SMILES

Source Information

Diaporthe sp. (NA)

Kingdom Fungi Phylum Ascomycota Class Sordariomycetes Order Diaporthales Family Diaporthaceae Genus Diaporthe Species NA

Zhuhai

DOI: 10.1021/acs.orglett.7b02748 · Organic Letters

Drug-likeness (Lipinski Ro5)

Molecular Weight

811.0 Da

Threshold ≤ 500

ALogP

9.08

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

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

Chemical Properties

Molecular Formula:

C50H54N2O8

Molecular Weight:

810.9880 Da

SMILES:

CC(C)=CCc1ccc(O)c2c1C(c1cc(C)cc3c1O[C@H](C(C)(C)O)CO3)=N/C2=C1/N=C(c2cc(C)cc3c2O[C@H](C(C)(C)O)CO3)c2c(CC=C(C)C)ccc(O)c21

InChIKey:

                        HDRUNFXHQOQTHT-VYQBSJJESA-N
                        
                    

InChI:

InChI=1S/C50H54N2O8/c1-25(2)11-13-29-15-17-33(53)41-39(29)43(31-19-27(5)21-35-47(31)59-37(23-57-35)49(7,8)55)51-45(41)46-42-34(54)18-16-30(14-12-26(3)4)40(42)44(52-46)32-20-28(6)22-36-48(32)60-38(24-58-36)50(9,10)56/h11-12,15-22,37-38,53-56H,13-14,23-24H2,1-10H3/b46-45+/t37-,38-/m0/s1

Calculated Properties

ALogP:

9.081 lipophilicity

TPSA:

142.56 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

8 (4 aromatic)

Chiral Centers:

Fsp³:

0.3600 fraction sp³ carbon

Database Information

Compound ID:

SCS-C005301

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: CMNPD29171

Biological Activity Data

No bioactivity data available for this compound.

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