Ligand profile

CHEMBL4591519

Bioactivity hit from ChEMBL on a similar protein.

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

Via homolog UniProt Q2G036 Formula C₄₀H₅₁F₂N₇O₈
pchembl 6.37 ~426.6 nM
Mol. weight 795.88 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4591519
UniProt (similar protein)
Q2G036
pchembl
6.370 (~426.6 nM)
Target protein
KP13_32154

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 795.88 Da
LogP (Crippen) 2.27
H-bond donors 4
H-bond acceptors 8
TPSA 186.56 Ų
Rotatable bonds 7
Aromatic rings 2 / 5
Heavy atoms 57
Fraction sp³ C 0.53
Formula C₄₀H₅₁F₂N₇O₈

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 2.27
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 795.9
  • LogP ≤ 5 2.27
  • H-bond donors ≤ 5 4
  • H-bond acceptors ≤ 10 8
Veber's rules Fail
  • Rotatable bonds ≤ 10 7
  • TPSA ≤ 140 Ų 186.6
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CCc1ccc(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/C40H51F2N7O8/c1-7-25-10-12-29(13-11-25)44-40(56)45-30(18-26-16-27(41)19-28(42)17-26)35(51)46-33-24(5)57-39(55)32-15-21(2)20-49(32)36(52)22(3)43-34(50)23(4)47(6)37(53)31-9-8-14-48(31)38(33)54/h10-13,16-17,19,21-24,30-33H,7-9,14-15,18,20H2,1-6H3,(H,43,50)(H,46,51)(H2,44,45,56)/t21-,22-,23-,24-,30-,31-,32-,33-/m0/s1
InChIKey 
KHGYYTVSAFEBFJ-SLEFJWIRSA-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)