Ligand profile

CHEMBL1094717

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_00978 — Menaquinone-specific isochorismate synthase

Via homolog UniProt P0AEJ2 Formula C₂₀H₂₁ClN₄O₆
Mol. weight 448.86 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL1094717
UniProt (similar protein)
P0AEJ2
Target protein
KP13_00978

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 448.86 Da
LogP (Crippen) 1.59
H-bond donors 4
H-bond acceptors 6
TPSA 164.66 Ų
Rotatable bonds 8
Aromatic rings 2 / 2
Heavy atoms 31
Fraction sp³ C 0.25
Formula C₂₀H₂₁ClN₄O₆

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 164.7
  • −1 ≤ LogP ≤ 5 1.59
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 448.9
  • LogP ≤ 5 1.59
  • H-bond donors ≤ 5 4
  • H-bond acceptors ≤ 10 6
Veber's rules Fail
  • Rotatable bonds ≤ 10 8
  • TPSA ≤ 140 Ų 164.7
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
Cc1ccc(C(=O)N[C@@H](C)C(=O)N[C@@H](Cc2cccc(Cl)c2)C(N)=O)c([N+](=O)[O-])c1O
InChI 
InChI=1S/C20H21ClN4O6/c1-10-6-7-14(16(17(10)26)25(30)31)20(29)23-11(2)19(28)24-15(18(22)27)9-12-4-3-5-13(21)8-12/h3-8,11,15,26H,9H2,1-2H3,(H2,22,27)(H,23,29)(H,24,28)/t11-,15-/m0/s1
InChIKey 
VRYIXVCGSCBMRB-NHYWBVRUSA-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)