SCS-C002560

18-oxotryprostatin A

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

Chemical Structure

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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 sydowii (coral-derived fungus)

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

Baishamen

DOI: 10.1021/np700737g · Journal of Natural Products

Drug-likeness (Lipinski Ro5)

Molecular Weight

395.5 Da

Threshold ≤ 500

ALogP

2.36

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C22H25N3O4

Molecular Weight:

395.4590 Da

SMILES:

COc1ccc2c(CC3NC(=O)[C@@H]4CCCN4C3=O)c(C(=O)C=C(C)C)[nH]c2c1

InChIKey:

                        UJAJXFUZWQQKAG-ZVAWYAOSSA-N
                        
                    

InChI:

InChI=1S/C22H25N3O4/c1-12(2)9-19(26)20-15(14-7-6-13(29-3)10-16(14)23-20)11-17-22(28)25-8-4-5-18(25)21(27)24-17/h6-7,9-10,17-18,23H,4-5,8,11H2,1-3H3,(H,24,27)/t17?,18-/m0/s1

Calculated Properties

ALogP:

2.357 lipophilicity

TPSA:

91.50 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

4 (2 aromatic)

Chiral Centers:

Fsp³:

0.4091 fraction sp³ carbon

Database Information

Compound ID:

SCS-C002560

NPClassifier Pathway:

Amino acids and Peptides

NPClassifier Superclass:

Small peptides

NPClassifier Class:

Dipeptides

Glycoside:

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas CMNPD: CMNPD17621

Biological Activity Data

No bioactivity data available for this compound.

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