Ligand profile

CHEMBL4579446

Bioactivity hit from ChEMBL on a similar protein.

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

Via homolog UniProt Q2G036 Formula C₃₉H₄₆F₅N₇O₉
pchembl 6.72 ~190.5 nM
Mol. weight 851.83 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4579446
UniProt (similar protein)
Q2G036
pchembl
6.720 (~190.5 nM)
Target protein
KP13_32154

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 851.83 Da
LogP (Crippen) 2.61
H-bond donors 4
H-bond acceptors 9
TPSA 195.79 Ų
Rotatable bonds 7
Aromatic rings 2 / 5
Heavy atoms 60
Fraction sp³ C 0.51
Formula C₃₉H₄₆F₅N₇O₉

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 195.8
  • −1 ≤ LogP ≤ 5 2.61
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 851.8
  • LogP ≤ 5 2.61
  • H-bond donors ≤ 5 4
  • H-bond acceptors ≤ 10 9
Veber's rules Fail
  • Rotatable bonds ≤ 10 7
  • TPSA ≤ 140 Ų 195.8
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
C[C@H]1C[C@H]2C(=O)O[C@@H](C)[C@H](NC(=O)[C@H](Cc3cc(F)cc(F)c3)NC(=O)Nc3ccc(OC(F)(F)F)cc3)C(=O)N3CCC[C@H]3C(=O)N(C)[C@@H](C)C(=O)N[C@@H](C)C(=O)N2C1
InChI 
InChI=1S/C39H46F5N7O9/c1-19-13-30-37(57)59-22(4)31(36(56)50-12-6-7-29(50)35(55)49(5)21(3)32(52)45-20(2)34(54)51(30)18-19)48-33(53)28(16-23-14-24(40)17-25(41)15-23)47-38(58)46-26-8-10-27(11-9-26)60-39(42,43)44/h8-11,14-15,17,19-22,28-31H,6-7,12-13,16,18H2,1-5H3,(H,45,52)(H,48,53)(H2,46,47,58)/t19-,20-,21-,22-,28-,29-,30-,31-/m0/s1
InChIKey 
XTEYJALDQURONW-JCRWQNBBSA-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)