Ligand profile

CHEMBL3763937

Bioactivity hit from ChEMBL on a similar protein.

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

Via homolog UniProt Q5F914 Formula C₄₁H₅₄F₂N₆O₈
pchembl 6.64 ~229.1 nM
Mol. weight 796.91 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3763937
UniProt (similar protein)
Q5F914
pchembl
6.640 (~229.1 nM)
Target protein
KP13_32154

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 796.91 Da
LogP (Crippen) 2.45
H-bond donors 3
H-bond acceptors 8
TPSA 174.53 Ų
Rotatable bonds 9
Aromatic rings 1 / 5
Heavy atoms 57
Fraction sp³ C 0.59
Formula C₄₁H₅₄F₂N₆O₈

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 174.5
  • −1 ≤ LogP ≤ 5 2.45
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 796.9
  • LogP ≤ 5 2.45
  • H-bond donors ≤ 5 3
  • H-bond acceptors ≤ 10 8
Veber's rules Fail
  • Rotatable bonds ≤ 10 9
  • TPSA ≤ 140 Ų 174.5
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CCC/C=C/C=C/C(=O)N[C@@H](Cc1cc(F)cc(F)c1)C(=O)N[C@@H]1C(=O)N2CCC[C@H]2C(=O)N2CCCC[C@H]2C(=O)N[C@@H](C)C(=O)N2C[C@H](C)C[C@H]2C(=O)O[C@H]1C
InChI 
InChI=1S/C41H54F2N6O8/c1-5-6-7-8-9-15-34(50)45-30(21-27-19-28(42)22-29(43)20-27)36(51)46-35-26(4)57-41(56)33-18-24(2)23-49(33)38(53)25(3)44-37(52)31-13-10-11-16-47(31)39(54)32-14-12-17-48(32)40(35)55/h7-9,15,19-20,22,24-26,30-33,35H,5-6,10-14,16-18,21,23H2,1-4H3,(H,44,52)(H,45,50)(H,46,51)/b8-7+,15-9+/t24-,25+,26+,30+,31+,32+,33+,35+/m1/s1
InChIKey 
HMKPWAZKFGCLHC-FIIDVNKBSA-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)