Ligand profile

CHEMBL1088356

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_00978 — Menaquinone-specific isochorismate synthase

Via homolog UniProt P0AEJ2 Formula C₂₃H₂₈ClN₅O₆
Mol. weight 505.96 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL1088356
UniProt (similar protein)
P0AEJ2
Target protein
KP13_00978

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 505.96 Da
LogP (Crippen) 1.70
H-bond donors 5
H-bond acceptors 7
TPSA 190.68 Ų
Rotatable bonds 12
Aromatic rings 2 / 2
Heavy atoms 35
Fraction sp³ C 0.35
Formula C₂₃H₂₈ClN₅O₆

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 190.7
  • −1 ≤ LogP ≤ 5 1.70
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 506.0
  • LogP ≤ 5 1.70
  • H-bond donors ≤ 5 5
  • H-bond acceptors ≤ 10 7
Veber's rules Fail
  • Rotatable bonds ≤ 10 12
  • TPSA ≤ 140 Ų 190.7
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
Cc1ccc(C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](Cc2cccc(Cl)c2)C(N)=O)c([N+](=O)[O-])c1O
InChI 
InChI=1S/C23H28ClN5O6/c1-13-8-9-16(19(20(13)30)29(34)35)22(32)27-17(7-2-3-10-25)23(33)28-18(21(26)31)12-14-5-4-6-15(24)11-14/h4-6,8-9,11,17-18,30H,2-3,7,10,12,25H2,1H3,(H2,26,31)(H,27,32)(H,28,33)/t17-,18-/m0/s1
InChIKey 
HJWRRASZLVSVIR-ROUUACIJSA-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)