Ligand profile

CHEMBL5401730

Bioactivity hit from ChEMBL on a similar protein.

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

Via homolog UniProt Q16740 Formula C₄₂H₅₇F₂N₅O₈
pchembl 6.36 ~436.5 nM
Mol. weight 797.94 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5401730
UniProt (similar protein)
Q16740
pchembl
6.360 (~436.5 nM)
Target protein
KP13_32154

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 797.94 Da
LogP (Crippen) 3.67
H-bond donors 3
H-bond acceptors 8
TPSA 171.29 Ų
Rotatable bonds 10
Aromatic rings 1 / 5
Heavy atoms 57
Fraction sp³ C 0.64
Formula C₄₂H₅₇F₂N₅O₈

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 171.3
  • −1 ≤ LogP ≤ 5 3.67
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 797.9
  • LogP ≤ 5 3.67
  • H-bond donors ≤ 5 3
  • H-bond acceptors ≤ 10 8
Veber's rules Fail
  • Rotatable bonds ≤ 10 10
  • TPSA ≤ 140 Ų 171.3
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CCCCC/C=C/C(=O)N[C@@H](Cc1cc(F)cc(F)c1)C(=O)N[C@@H]1C(=O)C2CCC[C@H]2C(=O)N2CC[C@H](C)C[C@H]2C(=O)N[C@@H](C)C(=O)N2CCC[C@H]2C(=O)O[C@H]1C
InChI 
InChI=1S/C42H57F2N5O8/c1-5-6-7-8-9-15-35(50)46-32(22-27-20-28(43)23-29(44)21-27)38(52)47-36-26(4)57-42(56)33-14-11-17-48(33)40(54)25(3)45-39(53)34-19-24(2)16-18-49(34)41(55)31-13-10-12-30(31)37(36)51/h9,15,20-21,23-26,30-34,36H,5-8,10-14,16-19,22H2,1-4H3,(H,45,53)(H,46,50)(H,47,52)/b15-9+/t24-,25-,26-,30?,31+,32-,33-,34-,36-/m0/s1
InChIKey 
DQYCEIFKPARYPV-NMDFOGBWSA-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)