SCS-C003119

adametizine A

Pathway: Alkaloids Superclass: Peptide alkaloids Class: Thiodiketopiperazine alkaloids

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

Penicillium adametzioides (NA)

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

Hainan Island

DOI: 10.1021/acs.jnatprod.5b00102 · Journal of Natural Products

Drug-likeness (Lipinski Ro5)

Molecular Weight

533.0 Da

Threshold ≤ 500

ALogP

1.41

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

1 violation (MW) — borderline drug-like

Chemical Properties

Molecular Formula:

C21H25ClN2O8S2

Molecular Weight:

533.0240 Da

SMILES:

COc1ccc([C@@H]2SS[C@@]34C[C@]5(O)[C@H](Cl)CC[C@@H](O)[C@@H]5ON3C(=O)[C@@H]2N(C)C4=O)c(O)c1OC

InChIKey:

                        BEIRAJNWLWSMGB-FEHKQZEWSA-N
                        
                    

InChI:

InChI=1S/C21H25ClN2O8S2/c1-23-13-16(9-4-6-11(30-2)15(31-3)14(9)26)33-34-21(19(23)28)8-20(29)12(22)7-5-10(25)17(20)32-24(21)18(13)27/h4,6,10,12-13,16-17,25-26,29H,5,7-8H2,1-3H3/t10-,12-,13-,16+,17+,20+,21-/m1/s1

Calculated Properties

ALogP:

1.408 lipophilicity

TPSA:

129.00 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

6 (1 aromatic)

Chiral Centers:

Fsp³:

0.6190 fraction sp³ carbon

Database Information

Compound ID:

SCS-C003119

NPClassifier Pathway:

Alkaloids

NPClassifier Superclass:

Peptide alkaloids

NPClassifier Class:

Thiodiketopiperazine alkaloids

Glycoside:

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas CMNPD: CMNPD26076

Biological Activity Data

No bioactivity data available for this compound.

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