Ligand profile

CHEMBL1094071

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_00978 — Menaquinone-specific isochorismate synthase

Via homolog UniProt P0AEJ2 Formula C₃₃H₃₆N₄O₁₀S
Mol. weight 680.74 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL1094071
UniProt (similar protein)
P0AEJ2
Target protein
KP13_00978

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 680.74 Da
LogP (Crippen) 1.80
H-bond donors 5
H-bond acceptors 9
TPSA 220.29 Ų
Rotatable bonds 15
Aromatic rings 3 / 4
Heavy atoms 48
Fraction sp³ C 0.30
Formula C₃₃H₃₆N₄O₁₀S

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 220.3
  • −1 ≤ LogP ≤ 5 1.80
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 680.7
  • LogP ≤ 5 1.80
  • H-bond donors ≤ 5 5
  • H-bond acceptors ≤ 10 9
Veber's rules Fail
  • Rotatable bonds ≤ 10 15
  • TPSA ≤ 140 Ų 220.3
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)c2ccc(Oc3ccccc3)cc2)CCS(=O)(=O)CC1
InChI 
InChI=1S/C33H36N4O10S/c34-32(43)33(15-18-48(44,45)19-16-33)37-31(42)27(10-5-17-35-29(40)23-6-4-9-26(20-23)46-21-28(38)39)36-30(41)22-11-13-25(14-12-22)47-24-7-2-1-3-8-24/h1-4,6-9,11-14,20,27H,5,10,15-19,21H2,(H2,34,43)(H,35,40)(H,36,41)(H,37,42)(H,38,39)/t27-/m0/s1
InChIKey 
MMAADPVDVROCJW-MHZLTWQESA-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)