SCS-C001191

saroclazine B

Pathway: Alkaloids | Amino acids and Peptides 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

Sarocladium kiliense HDN11-84 (mangrove-derived fungus)

Kingdom Fungi Phylum Ascomycota Class Sordariomycetes Order Hypocreales Family Sarocladiaceae Genus Sarocladium Species Sarocladium kiliense

Beibu Gulf

DOI: 10.1007/s12272-017-0961-7 · Archives of Pharmacal Research

Drug-likeness (Lipinski Ro5)

Molecular Weight

394.6 Da

Threshold ≤ 500

ALogP

2.91

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C19H26N2O3S2

Molecular Weight:

394.6000 Da

SMILES:

CS[C@@H]1C(=O)N[C@](Cc2ccc(OCC=C(C)C)cc2)(SC)C(=O)N1C

InChIKey:

                        KYNWNEIOVRAUFT-IEBWSBKVSA-N
                        
                    

InChI:

InChI=1S/C19H26N2O3S2/c1-13(2)10-11-24-15-8-6-14(7-9-15)12-19(26-5)18(23)21(3)17(25-4)16(22)20-19/h6-10,17H,11-12H2,1-5H3,(H,20,22)/t17-,19-/m1/s1

Calculated Properties

ALogP:

2.911 lipophilicity

TPSA:

58.64 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

2 (1 aromatic)

Chiral Centers:

Fsp³:

0.4737 fraction sp³ carbon

Database Information

Compound ID:

SCS-C001191

NPClassifier Pathway:

Alkaloids Amino acids and Peptides

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

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	IC50	HeLa cell line	4.2 μM	10.1007/s12272-017-0961-7 Archives of Pharmacal Research

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