SCS-C006768

isoroquefortine C

Pathway: Alkaloids | Amino acids and Peptides Superclass: Histidine alkaloids | Peptide alkaloids Class: Imidazole alkaloids | Other indole diketopiperazine alkaloids

Back to List

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

Penicillium sp. (soft coral-derived fungus)

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

South China Sea

DOI: 10.1177/1934578x1300800313 · Natural Product Communications

Drug-likeness (Lipinski Ro5)

Molecular Weight

389.5 Da

Threshold ≤ 500

ALogP

2.38

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C22H23N5O2

Molecular Weight:

389.4590 Da

SMILES:

C=CC(C)(C)[C@@]12C[C@H]3C(=O)N/C(=C\c4cnc[nH]4)C(=O)N3[C@@H]1Nc1ccccc12

InChIKey:

                        SPWSUFUPTSJWNG-LIMLNZRCSA-N
                        
                    

InChI:

InChI=1S/C22H23N5O2/c1-4-21(2,3)22-10-17-18(28)25-16(9-13-11-23-12-24-13)19(29)27(17)20(22)26-15-8-6-5-7-14(15)22/h4-9,11-12,17,20,26H,1,10H2,2-3H3,(H,23,24)(H,25,28)/b16-9-/t17-,20-,22+/m0/s1

Calculated Properties

ALogP:

2.383 lipophilicity

TPSA:

90.12 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

5 (2 aromatic)

Chiral Centers:

Fsp³:

0.3182 fraction sp³ carbon

Database Information

Compound ID:

SCS-C006768

NPClassifier Pathway:

Alkaloids Amino acids and Peptides

NPClassifier Superclass:

Histidine alkaloids Peptide alkaloids

NPClassifier Class:

Imidazole alkaloids Other indole diketopiperazine alkaloids

Glycoside:

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
Antifouling	antifouling	Balanus amphitrite, Bugula neritina	— Structured numeric value is not available in this record; see the primary reference.	10.1177/1934578x1300800313 Natural Product Communications

Back to Compounds