SCS-C000684

Isotryptoquivaline F

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

Chemical Structure

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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

Talaromyces helicus (NA)

Kingdom Fungi Phylum Ascomycota Class Eurotiomycetes Order Eurotiales Family Trichocomaceae Genus Talaromyces Species Talaromyces helicus

South China Sea · -1138

DOI: 10.1007/s13205-022-03237-9 · 3 Biotech

Drug-likeness (Lipinski Ro5)

Molecular Weight

402.4 Da

Threshold ≤ 500

ALogP

2.06

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C22H18N4O4

Molecular Weight:

402.4100 Da

SMILES:

C[C@H]1N[C@@H]2N(C1=O)c1ccccc1[C@@]21CC(n2cnc3ccccc3c2=O)=C(O)O1

InChIKey:

                        HHUOPWWDNFTKHB-WLERDACDSA-N
                        
                    

InChI:

InChI=1S/C22H18N4O4/c1-12-18(27)26-16-9-5-3-7-14(16)22(21(26)24-12)10-17(20(29)30-22)25-11-23-15-8-4-2-6-13(15)19(25)28/h2-9,11-12,21,24,29H,10H2,1H3/t12-,21-,22+/m1/s1

Calculated Properties

ALogP:

2.061 lipophilicity

TPSA:

96.69 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

6 (3 aromatic)

Chiral Centers:

Fsp³:

0.2273 fraction sp³ carbon

Database Information

Compound ID:

SCS-C000684

NPClassifier Pathway:

Alkaloids

NPClassifier Superclass:

Anthranilic acid alkaloids

NPClassifier Class:

Quinazoline alkaloids

Glycoside:

Yes

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas

Biological Activity Data

Activity values are displayed only when a quantitative or clearly reported result is available. Tested organisms, cell lines and molecular targets are shown under Target / model.

Activity	Assay	Target / model	Result	Reference
Anti-inflammatory	IC50	LPS-induced NO production in BV2 microglia	26.51 μM	10.1007/s13205-022-03237-9 3 Biotech

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