SCS-C005536

protuboxepin C

Pathway: Alkaloids | Amino acids and Peptides Superclass: Peptide alkaloids Class: 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

Aspergillus sp. (coral-derived fungus)

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

South China Sea

DOI: 10.1039/c8ra06854b · RSC Advances

Drug-likeness (Lipinski Ro5)

Molecular Weight

407.5 Da

Threshold ≤ 500

ALogP

2.92

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C23H25N3O4

Molecular Weight:

407.4700 Da

SMILES:

CC[C@H](C)[C@]1(OC)NC(=O)[C@@H](Cc2ccccc2)n2c1nc1c(c2=O)C=CC=CO1

InChIKey:

                        UNKBGIGJMVVZES-TUVUNVSASA-N
                        
                    

InChI:

InChI=1S/C23H25N3O4/c1-4-15(2)23(29-3)22-24-20-17(12-8-9-13-30-20)21(28)26(22)18(19(27)25-23)14-16-10-6-5-7-11-16/h5-13,15,18H,4,14H2,1-3H3,(H,25,27)/t15-,18+,23+/m0/s1

Calculated Properties

ALogP:

2.921 lipophilicity

TPSA:

82.45 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

4 (2 aromatic)

Chiral Centers:

Fsp³:

0.3478 fraction sp³ carbon

Database Information

Compound ID:

SCS-C005536

NPClassifier Pathway:

Alkaloids Amino acids and Peptides

NPClassifier Superclass:

Peptide alkaloids

NPClassifier Class:

Other indole diketopiperazine alkaloids

Glycoside:

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas CMNPD: CMNPD30441

Biological Activity Data

No bioactivity data available for this compound.

Back to Compounds