Ligand profile

CHEMBL1088493

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_00978 — Menaquinone-specific isochorismate synthase

Via homolog UniProt P0AEJ2 Formula C₂₈H₃₄N₄O₉

Mol. weight 570.60 Da

Permeability Check

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL1088493
UniProt (similar protein): P0AEJ2
Target protein: KP13_00978

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 570.60 Da

LogP (Crippen) 1.17

H-bond donors 7

H-bond acceptors 8

TPSA 217.38 Å²

Rotatable bonds 13

Aromatic rings 2 / 3

Heavy atoms 41

Fraction sp³ C 0.39

Formula C₂₈H₃₄N₄O₉

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 217.4
−1 ≤ LogP ≤ 5 1.17

Lipinski's Rule of Five Fail 2 violations

MW ≤ 500 Da 570.6
LogP ≤ 5 1.17
H-bond donors ≤ 5 7
H-bond acceptors ≤ 10 8

Veber's rules Fail

Rotatable bonds ≤ 10 13
TPSA ≤ 140 Å² 217.4

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

NC(=O)C1(NC(=O)[C@H](CCCNC(=O)c2cccc(OCC(=O)O)c2)NC(=O)c2cc(O)cc(O)c2)CCCCC1

InChI

InChI=1S/C28H34N4O9/c29-27(40)28(9-2-1-3-10-28)32-26(39)22(31-25(38)18-12-19(33)15-20(34)13-18)8-5-11-30-24(37)17-6-4-7-21(14-17)41-16-23(35)36/h4,6-7,12-15,22,33-34H,1-3,5,8-11,16H2,(H2,29,40)(H,30,37)(H,31,38)(H,32,39)(H,35,36)/t22-/m0/s1

InChIKey

QPUPYTRQVPPYLH-QFIPXVFZSA-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
Binding sites: PF00425

External resources

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

ChEMBL ChEMBL compound CHEMBL1088493 →
UniProt UniProt P0AEJ2 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL1088493”) →

Other ligands for this protein

Quick navigation to other ligands bound to KP13_00978.

PDB 6

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

Ligand PDB entry

ChEMBL 13

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)