SCS-C001492

pepticinnamin U

Pathway: Amino acids and Peptides | Shikimates and Phenylpropanoids Superclass: Phenylpropanoids (C6-C3) Class: Cinnamic acid amides

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

Streptomyces sp. SCSIO 68065 (bacterium)

Kingdom Bacillati Phylum Actinomycetota Class Actinomycetes Order Kitasatosporales Family Streptomycetaceae Genus Streptomyces Species NA

South China Sea

DOI: 10.1021/acs.jnatprod.5c00991 · Journal of Natural Products

Drug-likeness (Lipinski Ro5)

Molecular Weight

379.5 Da

Threshold ≤ 500

ALogP

4.03

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C23H25NO4

Molecular Weight:

379.4560 Da

SMILES:

CCC/C=C\c1ccccc1/C=C/C(=O)N[C@@H](Cc1ccc(O)cc1)C(=O)O

InChIKey:

                        FDDFEZGNYMNKPJ-OLCDNHLOSA-N
                        
                    

InChI:

InChI=1S/C23H25NO4/c1-2-3-4-7-18-8-5-6-9-19(18)12-15-22(26)24-21(23(27)28)16-17-10-13-20(25)14-11-17/h4-15,21,25H,2-3,16H2,1H3,(H,24,26)(H,27,28)/b7-4-,15-12+/t21-/m0/s1

Calculated Properties

ALogP:

4.031 lipophilicity

TPSA:

86.63 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

2 (2 aromatic)

Chiral Centers:

Fsp³:

0.2174 fraction sp³ carbon

Database Information

Compound ID:

SCS-C001492

NPClassifier Pathway:

Amino acids and Peptides Shikimates and Phenylpropanoids

NPClassifier Superclass:

Phenylpropanoids (C6-C3)

NPClassifier Class:

Cinnamic acid amides

Glycoside:

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas

Biological Activity Data

No bioactivity data available for this compound.

Back to Compounds