SCS-C006091

haematocin

Pathway: Alkaloids | Amino acids and Peptides Superclass: Peptide alkaloids Class: Thiodiketopiperazine alkaloids

Chemical Structure

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Source Information

Lecanicillium kalimantanense (NA)

Original source name: Lecanicillium kalimantanense | L. kalimantanense SCSIO41702

Kingdom Fungi Phylum Ascomycota Class Sordariomycetes Order Hypocreales Family Cordycipitaceae Genus Gamszarea Species Gamszarea kalimantanensis

South China Sea

DOI: 10.3390/md21110575 · Marine Drugs

Drug-likeness (Lipinski Ro5)

Molecular Weight

560.7 Da

Threshold ≤ 500

ALogP

2.77

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

1 violation (MW) — borderline drug-like

Chemical Properties

Molecular Formula:

C27H32N2O7S2

Molecular Weight:

560.6940 Da

SMILES:

CC(C)=O.CS[C@@]12CC3=CC=C[C@H](OC(C)=O)[C@H]3N1C(=O)[C@]1(SC)CC3=CC=C[C@H](OC(C)=O)[C@H]3N1C2=O

InChIKey:

                        CAJAVJOCQLOKCP-YUICTOCPSA-N
                        
                    

InChI:

InChI=1S/C24H26N2O6S2.C3H6O/c1-13(27)31-17-9-5-7-15-11-23(33-3)22(30)26-20-16(8-6-10-18(20)32-14(2)28)12-24(26,34-4)21(29)25(23)19(15)17;1-3(2)4/h5-10,17-20H,11-12H2,1-4H3;1-2H3/t17-,18-,19-,20-,23+,24+;/m0./s1

Calculated Properties

ALogP:

2.772 lipophilicity

TPSA:

110.29 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

5 (0 aromatic)

Chiral Centers:

Fsp³:

0.5185 fraction sp³ carbon

Database Information

Compound ID:

SCS-C006091

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
Toxicity	TC50	brine shrimps	— Structured numeric value is not available in this record; see the primary reference.	10.3390/md21110575 Marine Drugs

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