Ligand profile

CHEMBL1094068

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_00978 — Menaquinone-specific isochorismate synthase

Via homolog UniProt P0AEJ2 Formula C₃₄H₃₇N₅O₈
Mol. weight 643.70 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL1094068
UniProt (similar protein)
P0AEJ2
Target protein
KP13_00978

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 643.70 Da
LogP (Crippen) 2.39
H-bond donors 5
H-bond acceptors 8
TPSA 206.88 Ų
Rotatable bonds 15
Aromatic rings 3 / 4
Heavy atoms 47
Fraction sp³ C 0.32
Formula C₃₄H₃₇N₅O₈

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 Ų and −1 ≤ LogP ≤ 5 are treated as a favorable small-molecule permeability screen.

  • TPSA ≤ 90 Ų 206.9
  • −1 ≤ LogP ≤ 5 2.39
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 643.7
  • LogP ≤ 5 2.39
  • H-bond donors ≤ 5 5
  • H-bond acceptors ≤ 10 8
Veber's rules Fail
  • Rotatable bonds ≤ 10 15
  • TPSA ≤ 140 Ų 206.9
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)c2ncccc2C(=O)c2ccccc2)CCCCC1
InChI 
InChI=1S/C34H37N5O8/c35-33(46)34(16-5-2-6-17-34)39-31(44)26(15-9-19-37-30(43)23-12-7-13-24(20-23)47-21-27(40)41)38-32(45)28-25(14-8-18-36-28)29(42)22-10-3-1-4-11-22/h1,3-4,7-8,10-14,18,20,26H,2,5-6,9,15-17,19,21H2,(H2,35,46)(H,37,43)(H,38,45)(H,39,44)(H,40,41)/t26-/m0/s1
InChIKey 
PDGZWKAIBXGMDS-SANMLTNESA-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.

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)