Ligand profile

CHEMBL4542946

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_32154 — ATP-dependent Clp protease proteolytic subunit ClpP

Via homolog UniProt Q2G036 Formula C₃₉H₄₉F₂N₇O₈
pchembl 6.54 ~288.4 nM
Mol. weight 781.86 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4542946
UniProt (similar protein)
Q2G036
pchembl
6.540 (~288.4 nM)
Target protein
KP13_32154

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 781.86 Da
LogP (Crippen) 2.02
H-bond donors 4
H-bond acceptors 8
TPSA 186.56 Ų
Rotatable bonds 6
Aromatic rings 2 / 5
Heavy atoms 56
Fraction sp³ C 0.51
Formula C₃₉H₄₉F₂N₇O₈

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 186.6
  • −1 ≤ LogP ≤ 5 2.02
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 781.9
  • LogP ≤ 5 2.02
  • H-bond donors ≤ 5 4
  • H-bond acceptors ≤ 10 8
Veber's rules Fail
  • Rotatable bonds ≤ 10 6
  • TPSA ≤ 140 Ų 186.6
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
Cc1ccc(NC(=O)N[C@@H](Cc2cc(F)cc(F)c2)C(=O)N[C@@H]2C(=O)N3CCC[C@H]3C(=O)N(C)[C@@H](C)C(=O)N[C@@H](C)C(=O)N3C[C@@H](C)C[C@H]3C(=O)O[C@H]2C)cc1
InChI 
InChI=1S/C39H49F2N7O8/c1-20-9-11-28(12-10-20)43-39(55)44-29(17-25-15-26(40)18-27(41)16-25)34(50)45-32-24(5)56-38(54)31-14-21(2)19-48(31)35(51)22(3)42-33(49)23(4)46(6)36(52)30-8-7-13-47(30)37(32)53/h9-12,15-16,18,21-24,29-32H,7-8,13-14,17,19H2,1-6H3,(H,42,49)(H,45,50)(H2,43,44,55)/t21-,22-,23-,24-,29-,30-,31-,32-/m0/s1
InChIKey 
FGYWOHUMTNPCBH-YRBXSORDSA-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
Binding sites
PF00574

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_32154.

PDB 5

Ligands co-crystallized with this protein (structural evidence).

Ligand PDB entry

ChEMBL 99

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)