SCS-C000333

simplicilliumtide A

Pathway: Amino acids and Peptides Superclass: Small peptides Class: Tripeptides

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

Simplicillium sp. (soft coral-derived fungus)

Kingdom Fungi Phylum Ascomycota Class Sordariomycetes Order Hypocreales Family Cordycipitaceae Genus Simplicillium Species NA

South China Sea

DOI: 10.1016/j.phytochem.2018.06.014 · Phytochemistry

Drug-likeness (Lipinski Ro5)

Molecular Weight

510.6 Da

Threshold ≤ 500

ALogP

2.91

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

1 violation (MW) — borderline drug-like

Chemical Properties

Molecular Formula:

C28H38N4O5

Molecular Weight:

510.6000 Da

SMILES:

CC(C)C[C@H](NC(=O)[C@@H](Cc1ccccc1)N(C)C(=O)[C@@H](N)C(C)C)C(=O)Nc1ccccc1C(=O)O

InChIKey:

                        WVSUPNBMEHZSFN-VXNXHJTFSA-N
                        
                    

InChI:

InChI=1S/C28H38N4O5/c1-17(2)15-22(25(33)30-21-14-10-9-13-20(21)28(36)37)31-26(34)23(16-19-11-7-6-8-12-19)32(5)27(35)24(29)18(3)4/h6-14,17-18,22-24H,15-16,29H2,1-5H3,(H,30,33)(H,31,34)(H,36,37)/t22-,23+,24-/m0/s1

Calculated Properties

ALogP:

2.907 lipophilicity

TPSA:

141.83 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

2 (2 aromatic)

Chiral Centers:

Fsp³:

0.4286 fraction sp³ carbon

Database Information

Compound ID:

SCS-C000333

NPClassifier Pathway:

Amino acids and Peptides

NPClassifier Superclass:

Small peptides

NPClassifier Class:

Tripeptides

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
Antimicrobial	MIC	Colletotrichum asianum	19.5 μg/mL	10.1016/j.phytochem.2018.06.014 Phytochemistry

Back to Compounds