Ligand profile

CHEMBL1094072

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_00978 — Menaquinone-specific isochorismate synthase

Via homolog UniProt P0AEJ2 Formula C₃₁H₃₂ClN₅O₁₀
Mol. weight 670.08 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL1094072
UniProt (similar protein)
P0AEJ2
Target protein
KP13_00978

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 670.08 Da
LogP (Crippen) 2.25
H-bond donors 6
H-bond acceptors 9
TPSA 240.29 Ų
Rotatable bonds 16
Aromatic rings 3 / 3
Heavy atoms 47
Fraction sp³ C 0.26
Formula C₃₁H₃₂ClN₅O₁₀

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 2.25
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 670.1
  • LogP ≤ 5 2.25
  • H-bond donors ≤ 5 6
  • H-bond acceptors ≤ 10 9
Veber's rules Fail
  • Rotatable bonds ≤ 10 16
  • 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](CCCNC(=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/C31H32ClN5O10/c1-17-10-11-22(26(27(17)40)37(45)46)30(43)35-23(31(44)36-24(28(33)41)14-18-5-2-7-20(32)13-18)9-4-12-34-29(42)19-6-3-8-21(15-19)47-16-25(38)39/h2-3,5-8,10-11,13,15,23-24,40H,4,9,12,14,16H2,1H3,(H2,33,41)(H,34,42)(H,35,43)(H,36,44)(H,38,39)/t23-,24-/m0/s1
InChIKey 
DFNZCULYAYFVQZ-ZEQRLZLVSA-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)