SCS-C002405

cristatumin F

Pathway: Alkaloids | Amino acids and Peptides Superclass: Peptide alkaloids Class: Indole diketopiperazine alkaloids (L-Trp, L-Ala)

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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

Aspergillus hiratsukae (SCSIO 7S2001)

Kingdom Fungi Phylum Ascomycota Class Eurotiomycetes Order Eurotiales Family Aspergillaceae Genus Aspergillus Species Aspergillus hiratsukae

Meiji Reef · -

Marine Drugs, 2023, 42(2), 23-30.

Drug-likeness (Lipinski Ro5)

Molecular Weight

489.7 Da

Threshold ≤ 500

ALogP

5.83

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

1 violation (ALogP) — borderline drug-like

Chemical Properties

Molecular Formula:

C31H43N3O2

Molecular Weight:

489.7000 Da

SMILES:

C=CC(C)(C)c1[nH]c2c(CC=C(C)C)cc(CC=C(C)C)cc2c1C[C@@H]1NC(=O)[C@@H](C(C)C)NC1=O

InChIKey:

                        YLYVEDGFLNUJTJ-IZZNHLLZSA-N
                        
                    

InChI:

InChI=1S/C31H43N3O2/c1-10-31(8,9)28-24(17-25-29(35)34-26(20(6)7)30(36)32-25)23-16-21(13-11-18(2)3)15-22(27(23)33-28)14-12-19(4)5/h10-12,15-16,20,25-26,33H,1,13-14,17H2,2-9H3,(H,32,36)(H,34,35)/t25-,26+/m0/s1

Calculated Properties

ALogP:

5.831 lipophilicity

TPSA:

73.99 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

3 (2 aromatic)

Chiral Centers:

Fsp³:

0.4839 fraction sp³ carbon

Database Information

Compound ID:

SCS-C002405

NPClassifier Pathway:

Alkaloids Amino acids and Peptides

NPClassifier Superclass:

Peptide alkaloids

NPClassifier Class:

Indole diketopiperazine alkaloids (L-Trp, L-Ala)

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
Enzyme inhibition	inhibition_percent	Acetylcholinesterase	16.44 %	—

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