Ligand profile

CHEMBL4800275

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_31484 — 3-oxoacyl-[acyl-carrier-protein] synthase 2

Via homolog UniProt Q5TKS0 Formula C₂₄H₂₇NO₇

Mol. weight 441.48 Da

Permeability Check

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL4800275
UniProt (similar protein): Q5TKS0
Target protein: KP13_31484

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 441.48 Da

LogP (Crippen) 3.23

H-bond donors 4

H-bond acceptors 6

TPSA 136.46 Å²

Rotatable bonds 5

Aromatic rings 1 / 6

Heavy atoms 32

Fraction sp³ C 0.54

Formula C₂₄H₂₇NO₇

Drug-likeness

Descriptor-based ADME screening flags from SMILES. These are not experimental toxicity results.

Permeability proxy Check

Estimated from TPSA and LogP only: TPSA ≤ 90 Å² and −1 ≤ LogP ≤ 5 are treated as a favorable small-molecule permeability screen.

TPSA ≤ 90 Å² 136.5
−1 ≤ LogP ≤ 5 3.23

Lipinski's Rule of Five Pass 0 violations

MW ≤ 500 Da 441.5
LogP ≤ 5 3.23
H-bond donors ≤ 5 4
H-bond acceptors ≤ 10 6

Veber's rules Pass

Rotatable bonds ≤ 10 5
TPSA ≤ 140 Å² 136.5

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

C=C1C[C@@]23CC[C@@H]1C[C@H]2[C@](C)(CCC(=O)Nc1c(O)ccc(C(=O)O)c1O)C(=O)[C@@H]1O[C@@H]13

InChI

InChI=1S/C24H27NO7/c1-11-10-24-8-5-12(11)9-15(24)23(2,20(29)19-21(24)32-19)7-6-16(27)25-17-14(26)4-3-13(18(17)28)22(30)31/h3-4,12,15,19,21,26,28H,1,5-10H2,2H3,(H,25,27)(H,30,31)/t12-,15+,19+,21+,23+,24+/m1/s1

InChIKey

COJYQISVXAULDA-PBXYHTHBSA-N

Provenance

Annotation context from LigQ_2, the internal Target step that collects PDB, ChEMBL, and ZINC ligand evidence.

Method: LigQ nearest_k
Source: ChEMBL
Activity: Active
Curation: pdb_similarity_tanimoto
Binding sites: PF00109' 'PF02801

External resources

Open this ligand in third-party databases and cheminformatics tools.

ChEMBL ChEMBL compound CHEMBL4800275 →
UniProt UniProt Q5TKS0 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL4800275”) →

Other ligands for this protein

Quick navigation to other ligands bound to KP13_31484.

PDB 13

Ligands co-crystallized with this protein (structural evidence).

Ligand PDB entry

ChEMBL 14

Compounds with measured inhibitory activity on this target (higher pchembl = more potent).

Compound Potency (pchembl)

ZINC 50

Virtual screening candidates selected by structural similarity to known actives (Tanimoto ≥ 0.5).

Compound Similarity (Tanimoto)