SCS-C007923

dassonmycin B

Chemical Structure

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Download: SDF SMILES

Source Information

Nocardiopsis dassonvillei SCSIO 40065 (NA)

Original source name: Nocardiopsis dassonvillei SCSIO 40065 (associated with marine sponge Petrosia sp.)

Kingdom Bacillati Phylum Actinomycetota Class Actinomycetes Order Streptosporangiales Family Nocardiopsidaceae Genus Nocardiopsis Species Nocardiopsis dassonvillei

South China Sea · 20 m

DOI: 10.1021/acs.orglett.1c00328 · Organic Letters

Drug-likeness (Lipinski Ro5)

Molecular Weight

342.4 Da

Threshold ≤ 500

ALogP

0.89

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C17H14N2O4S

Molecular Weight:

342.3760 Da

SMILES:

CN1C(=O)[C@@]23CSC4=C(C(=O)c5ccccc5C4=O)N2C[C@@H]1CO3

InChIKey:

                        HHQOUKRIJSWEOP-XLFHBGCDSA-N
                        
                    

InChI:

InChI=1S/C17H14N2O4S/c1-18-9-6-19-12-13(20)10-4-2-3-5-11(10)14(21)15(12)24-8-17(19,16(18)22)23-7-9/h2-5,9H,6-8H2,1H3/t9-,17+/m1/s1

Calculated Properties

ALogP:

0.893 lipophilicity

TPSA:

66.92 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

6 (1 aromatic)

Chiral Centers:

Fsp³:

0.3529 fraction sp³ carbon

Database Information

Compound ID:

SCS-C007923

NPClassifier Pathway:

N/A

NPClassifier Superclass:

N/A

NPClassifier Class:

N/A

Glycoside:

NPClassifier Status:

No classification

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
Antibacterial	MIC	Bacillus subtilis 1064, Micrococcus luteus SCSIO ML01, Staphylococcus aureus ATCC 29213, methicillin-resistant Staphylococcus aureus (MRSA) shhsA1	8.0–64.0 μg/mL	10.1021/acs.orglett.1c00328 Organic Letters
Antitumor	IC50	SF-268, HepG-2, A549, MCF-7 human cancer cell lines	12.0–34.0 μM	10.1021/acs.orglett.1c00328 Organic Letters

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