SCS-C002922

fiscalin E

Pathway: Alkaloids Superclass: Anthranilic acid alkaloids Class: Quinazoline alkaloids

Chemical Structure

Loading 3D structure...

3D conformers are computationally generated from SMILES by RDKit for visualization and download; they are not experimental crystal or NMR structures.

Download: SDF SMILES

Source Information

Neosartorya udagawae (NA)

Kingdom Fungi Phylum Ascomycota Class Eurotiomycetes Order Eurotiales Family Aspergillaceae Genus Neosartorya Species Neosartorya udagawae

Hainan Island

DOI: 10.1021/acs.orglett.5b02964 · Organic Letters

Drug-likeness (Lipinski Ro5)

Molecular Weight

517.6 Da

Threshold ≤ 500

ALogP

1.85

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

1 violation (MW) — borderline drug-like

Chemical Properties

Molecular Formula:

C28H31N5O5

Molecular Weight:

517.5860 Da

SMILES:

CO[C@@]1(C(C)C)NC(=O)[C@@H](C[C@]2(O)c3ccccc3N3C(=O)C(C)(C)N[C@H]32)n2c1nc1ccccc1c2=O

InChIKey:

                        WBPMSXZGPZHZRG-PFUZJNDJSA-N
                        
                    

InChI:

InChI=1S/C28H31N5O5/c1-15(2)28(38-5)24-29-18-12-8-6-10-16(18)22(35)32(24)20(21(34)30-28)14-27(37)17-11-7-9-13-19(17)33-23(27)31-26(3,4)25(33)36/h6-13,15,20,23,31,37H,14H2,1-5H3,(H,30,34)/t20-,23-,27+,28-/m1/s1

Calculated Properties

ALogP:

1.855 lipophilicity

TPSA:

125.79 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

6 (3 aromatic)

Chiral Centers:

Fsp³:

0.4286 fraction sp³ carbon

Database Information

Compound ID:

SCS-C002922

NPClassifier Pathway:

Alkaloids

NPClassifier Superclass:

Anthranilic acid alkaloids

NPClassifier Class:

Quinazoline alkaloids

Glycoside:

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas CMNPD: CMNPD27681

Biological Activity Data

No bioactivity data available for this compound.

Back to Compounds