SCS-C007038

phomoamide

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

Chemical Structure

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Source Information

Phomopsis sp. SYSUQYP-23 (fungus)

Kingdom Fungi Phylum Ascomycota Class Sordariomycetes Order Diaporthales Family Diaporthaceae Genus Phomopsis Species NA

South China Sea

DOI: 10.1016/j.bioorg.2020.103712 · Bioorganic Chemistry

Drug-likeness (Lipinski Ro5)

Molecular Weight

423.5 Da

Threshold ≤ 500

ALogP

2.67

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C24H29N3O4

Molecular Weight:

423.5130 Da

SMILES:

C=CC(C)(C)[C@]1(C[C@@H]2NC(=O)[C@H](C)NC2=O)C(=O)Nc2cc3c(cc21)C=CC(C)(C)O3

InChIKey:

                        OXZJXKYJFMVODO-GQTFGIAHSA-N
                        
                    

InChI:

InChI=1S/C24H29N3O4/c1-7-22(3,4)24(12-17-20(29)25-13(2)19(28)26-17)15-10-14-8-9-23(5,6)31-18(14)11-16(15)27-21(24)30/h7-11,13,17H,1,12H2,2-6H3,(H,25,29)(H,26,28)(H,27,30)/t13-,17-,24-/m0/s1

Calculated Properties

ALogP:

2.666 lipophilicity

TPSA:

96.53 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

4 (1 aromatic)

Chiral Centers:

Fsp³:

0.4583 fraction sp³ carbon

Database Information

Compound ID:

SCS-C007038

NPClassifier Pathway:

Alkaloids Amino acids and Peptides

NPClassifier Superclass:

Peptide alkaloids

NPClassifier Class:

N/A

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
Anti-inflammatory	IC50	Nitric oxide (NO) production	25.0 μM	10.1016/j.bioorg.2020.103712 Bioorganic Chemistry

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