SCS-C000342

hirsutellic acid A

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

Chemical Structure

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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

524.7 Da

Threshold ≤ 500

ALogP

3.30

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

1 violation (MW) — borderline drug-like

Chemical Properties

Molecular Formula:

C29H40N4O5

Molecular Weight:

524.7000 Da

SMILES:

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

InChIKey:

                        NBHDIKSJKKZUEO-MNVNNWCQSA-N
                        
                    

InChI:

InChI=1S/C29H40N4O5/c1-6-19(4)25(30)28(36)33(5)24(17-20-12-8-7-9-13-20)27(35)32-23(16-18(2)3)26(34)31-22-15-11-10-14-21(22)29(37)38/h7-15,18-19,23-25H,6,16-17,30H2,1-5H3,(H,31,34)(H,32,35)(H,37,38)/t19-,23+,24-,25+/m1/s1

Calculated Properties

ALogP:

3.297 lipophilicity

TPSA:

141.83 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

2 (2 aromatic)

Chiral Centers:

Fsp³:

0.4483 fraction sp³ carbon

Database Information

Compound ID:

SCS-C000342

NPClassifier Pathway:

Amino acids and Peptides

NPClassifier Superclass:

Small peptides

NPClassifier Class:

Dipeptides 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
Other specified activity	IC50	MptpB	35.0 μM	10.1016/j.phytochem.2018.06.014 Phytochemistry

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