SCS-C007399

GKK1032

Pathway: Alkaloids | Amino acids and Peptides Superclass: Tetramate alkaloids Class: Pyrrocidine tetramate 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

Penicillium sp. (soft coral-derived fungus)

Kingdom Fungi Phylum Ascomycota Class Eurotiomycetes Order Eurotiales Family Aspergillaceae Genus Penicillium Species NA

South China Sea

DOI: 10.1021/acs.jnatprod.5c01203 · Journal of Natural Products

Drug-likeness (Lipinski Ro5)

Molecular Weight

501.7 Da

Threshold ≤ 500

ALogP

5.15

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

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

Chemical Properties

Molecular Formula:

C32H39NO4

Molecular Weight:

501.6670 Da

SMILES:

C=CC1(C)C=C(C)C2C3C(Oc4ccc(cc4)CC4C(=O)NC(=O)C4C(=O)C31)C1C(C)CC(C)CC21C

InChIKey:

                        GAPPHVJLWSRLAC-UHFFFAOYSA-N
                        
                    

InChI:

InChI=1S/C32H39NO4/c1-7-31(5)15-18(4)24-23-26(31)27(34)22-21(29(35)33-30(22)36)13-19-8-10-20(11-9-19)37-28(23)25-17(3)12-16(2)14-32(24,25)6/h7-11,15-17,21-26,28H,1,12-14H2,2-6H3,(H,33,35,36)

Calculated Properties

ALogP:

5.151 lipophilicity

TPSA:

72.47 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

7 (1 aromatic)

Chiral Centers:

Fsp³:

0.5938 fraction sp³ carbon

Database Information

Compound ID:

SCS-C007399

NPClassifier Pathway:

Alkaloids Amino acids and Peptides

NPClassifier Superclass:

Tetramate alkaloids

NPClassifier Class:

Pyrrocidine tetramate 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	human cancer cell lines	— Structured numeric value is not available in this record; see the primary reference.	10.1021/acs.jnatprod.5c01203 Journal of Natural Products

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