Ligand profile

CHEMBL1095961

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_00978 — Menaquinone-specific isochorismate synthase

Via homolog UniProt P0AEJ2 Formula C₃₂H₃₄ClN₅O₁₀S
Mol. weight 716.17 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL1095961
UniProt (similar protein)
P0AEJ2
Target protein
KP13_00978

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 716.17 Da
LogP (Crippen) 2.59
H-bond donors 6
H-bond acceptors 10
TPSA 240.29 Ų
Rotatable bonds 18
Aromatic rings 3 / 3
Heavy atoms 49
Fraction sp³ C 0.28
Formula C₃₂H₃₄ClN₅O₁₀S

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 240.3
  • −1 ≤ LogP ≤ 5 2.59
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 716.2
  • LogP ≤ 5 2.59
  • H-bond donors ≤ 5 6
  • H-bond acceptors ≤ 10 10
Veber's rules Fail
  • Rotatable bonds ≤ 10 18
  • TPSA ≤ 140 Ų 240.3
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
Cc1ccc(C(=O)N[C@@H](CSCCCNC(=O)c2cccc(OCC(=O)O)c2)C(=O)N[C@@H](Cc2cccc(Cl)c2)C(N)=O)c([N+](=O)[O-])c1O
InChI 
InChI=1S/C32H34ClN5O10S/c1-18-9-10-23(27(28(18)41)38(46)47)31(44)37-25(32(45)36-24(29(34)42)14-19-5-2-7-21(33)13-19)17-49-12-4-11-35-30(43)20-6-3-8-22(15-20)48-16-26(39)40/h2-3,5-10,13,15,24-25,41H,4,11-12,14,16-17H2,1H3,(H2,34,42)(H,35,43)(H,36,45)(H,37,44)(H,39,40)/t24-,25-/m0/s1
InChIKey 
CXZWCCBAJGLAKG-DQEYMECFSA-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)