SCS-C005400

cyclo(S-Phe-S-Gln)

Pathway: Alkaloids | Amino acids and Peptides Superclass: Peptide alkaloids | Small peptides Class: Dipeptides | Simple diketopiperazine alkaloids

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Chemical Structure

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Source Information

Penicillium sp. (soft coral-derived fungus)

Kingdom Fungi Phylum Ascomycota Class Eurotiomycetes Order Eurotiales Family Aspergillaceae Genus Penicillium Species NA

Zhanjiang

DOI: 10.1016/s1875-5364(18)30068-2 · Chinese Journal of Natural Medicines

Drug-likeness (Lipinski Ro5)

Molecular Weight

275.3 Da

Threshold ≤ 500

ALogP

-0.52

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C14H17N3O3

Molecular Weight:

275.3100 Da

SMILES:

NC(=O)CC[C@@H]1NC(=O)[C@H](Cc2ccccc2)NC1=O

InChIKey:

                        HFJWATQNEDWZFR-QWRGUYRKSA-N
                        
                    

InChI:

InChI=1S/C14H17N3O3/c15-12(18)7-6-10-13(19)17-11(14(20)16-10)8-9-4-2-1-3-5-9/h1-5,10-11H,6-8H2,(H2,15,18)(H,16,20)(H,17,19)/t10-,11-/m0/s1

Calculated Properties

ALogP:

-0.522 lipophilicity

TPSA:

101.29 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

2 (1 aromatic)

Chiral Centers:

Fsp³:

0.3571 fraction sp³ carbon

Database Information

Compound ID:

SCS-C005400

NPClassifier Pathway:

Alkaloids Amino acids and Peptides

NPClassifier Superclass:

Peptide alkaloids Small peptides

NPClassifier Class:

Dipeptides Simple diketopiperazine alkaloids

Glycoside:

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas CMNPD: CMNPD30932

Biological Activity Data

No bioactivity data available for this compound.

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