SCS-C001403

Semiantarmycin D

Pathway: Polyketides Superclass: Linear polyketides Class: Open-chain polyketides

Chemical Structure

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Download: SDF SMILES

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

557.7 Da

Threshold ≤ 500

ALogP

-0.89

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

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

Chemical Properties

Molecular Formula:

C28H47NO10

Molecular Weight:

557.6810 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]2OC(C)(CO)C2[C@H]1O

InChIKey:

                        YUJRSFXKVHTKDB-WEPRWOKWSA-N
                        
                    

InChI:

InChI=1S/C28H47NO10/c1-14(2)9-7-5-6-8-10-17(31)22(33)27(36)38-19-11-15(3)21(32)24(35)26(19)37-18-12-16(29)25-20(23(18)34)28(4,13-30)39-25/h5-10,14-27,30-36H,11-13,29H2,1-4H3/b6-5+,9-7+,10-8+/t15?,16-,17?,18-,19?,20?,21?,22?,23+,24?,25-,26?,27?,28?/m1/s1

Calculated Properties

ALogP:

-0.890 lipophilicity

TPSA:

195.32 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

3 (0 aromatic)

Chiral Centers:

Fsp³:

0.7857 fraction sp³ carbon

Database Information

Compound ID:

SCS-C001403

NPClassifier Pathway:

Polyketides

NPClassifier Superclass:

Linear polyketides

NPClassifier Class:

Open-chain polyketides

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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