SCS-C001402

Semiantarmycin C

Pathway: Polyketides

Chemical Structure

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Source Information

Pseudonocardia antarctica SCSIO 07407 (NA)

Kingdom Bacillati Phylum Actinomycetota Class Actinomycetes Order Pseudonocardiales Family Pseudonocardiaceae Genus Pseudonocardia Species Pseudonocardia antarctica

South China Sea · -3386m · 10.003°N,88.728°E

DOI: 10.1021/acs.jnatprod.5c00639 · Journal of Natural Products

Drug-likeness (Lipinski Ro5)

Molecular Weight

515.6 Da

Threshold ≤ 500

ALogP

-0.66

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

2 violations (MW, HBD) — not drug-like by Ro5

Chemical Properties

Molecular Formula:

C26H45NO9

Molecular Weight:

515.6440 Da

SMILES:

CC(C)/C=C/C=C/C=C/C(O)C(O)C(O)OC1CC(C)C(O)C(O)C1O[C@@H]1C[C@@H](N)[C@H](O)[C@@H](C)[C@H]1O

InChIKey:

                        IKCCPFBPESIKLE-XIZQWQHNSA-N
                        
                    

InChI:

InChI=1S/C26H45NO9/c1-13(2)9-7-5-6-8-10-17(28)23(32)26(34)36-19-11-14(3)20(29)24(33)25(19)35-18-12-16(27)21(30)15(4)22(18)31/h5-10,13-26,28-34H,11-12,27H2,1-4H3/b6-5+,9-7+,10-8+/t14?,15-,16-,17?,18-,19?,20?,21-,22-,23?,24?,25?,26?/m1/s1

Calculated Properties

ALogP:

-0.659 lipophilicity

TPSA:

186.09 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

2 (0 aromatic)

Chiral Centers:

Fsp³:

0.7692 fraction sp³ carbon

Database Information

Compound ID:

SCS-C001402

NPClassifier Pathway:

Polyketides

NPClassifier Superclass:

N/A

NPClassifier Class:

N/A

Glycoside:

NPClassifier Status:

Classified

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
Antitumor	—	HepG2,HCT116,SW480,MCF7,MDA-MB-468,BT-549	> 50.0 μM	10.1021/acs.jnatprod.5c00639 Journal of Natural Products

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