SCS-C006095

grincamycin

Pathway: Polyketides Superclass: Polycyclic aromatic polyketides Class: Angucyclines Glycoside

Chemical Structure

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Source Information

Streptomyces lusitanus (NA)

Kingdom Bacillati Phylum Actinomycetota Class Actinomycetes Order Kitasatosporales Family Streptomycetaceae Genus Streptomyces Species Streptomyces lusitanus

South China Sea · deep-sea

DOI: 10.3390/md22010032 · Marine Drugs

Drug-likeness (Lipinski Ro5)

Molecular Weight

939.0 Da

Threshold ≤ 500

ALogP

3.84

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

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

Chemical Properties

Molecular Formula:

C49H62O18

Molecular Weight:

939.0170 Da

SMILES:

C[C@@H]1O[C@@H](O[C@H]2CC[C@H](O[C@H]3[C@H](O)C[C@H](c4ccc5c(c4O)C(=O)C4=C(C5=O)[C@@]5(O)C(=O)C[C@](C)(O[C@H]6CC[C@H](O[C@H]7CCC(=O)[C@H](C)O7)[C@H](C)O6)C[C@@]5(O)C=C4)O[C@@H]3C)O[C@H]2C)CCC1=O

InChIKey:

                        JEMVIRAQUIJOCL-XURVNGJNSA-N
                        
                    

InChI:

InChI=1S/C49H62O18/c1-22-30(50)9-13-37(60-22)64-33-11-15-39(62-24(33)3)66-46-26(5)59-35(19-32(46)52)27-7-8-28-41(43(27)54)44(55)29-17-18-48(57)21-47(6,20-36(53)49(48,58)42(29)45(28)56)67-40-16-12-34(25(4)63-40)65-38-14-10-31(51)23(2)61-38/h7-8,17-18,22-26,32-35,37-40,46,52,54,57-58H,9-16,19-21H2,1-6H3/t22-,23-,24-,25-,26+,32+,33-,34-,35+,37-,38-,39-,40-,46+,47-,48-,49-/m0/s1

Calculated Properties

ALogP:

3.843 lipophilicity

TPSA:

249.34 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

9 (1 aromatic)

Chiral Centers:

Fsp³:

0.6939 fraction sp³ carbon

Database Information

Compound ID:

SCS-C006095

NPClassifier Pathway:

Polyketides

NPClassifier Superclass:

Polycyclic aromatic polyketides

NPClassifier Class:

Angucyclines

Glycoside:

Yes

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	—	murine leukemia P388 cells	13.0 ng/mL	10.3390/md22010032 Marine Drugs

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