Ligand profile

CHEMBL4557275

Bioactivity hit from ChEMBL on a similar protein.

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

Via homolog UniProt Q2G036 Formula C₄₀H₅₁F₂N₇O₉
pchembl 6.32 ~478.6 nM
Mol. weight 811.88 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4557275
UniProt (similar protein)
Q2G036
pchembl
6.320 (~478.6 nM)
Target protein
KP13_32154

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 811.88 Da
LogP (Crippen) 1.38
H-bond donors 5
H-bond acceptors 9
TPSA 206.79 Ų
Rotatable bonds 7
Aromatic rings 2 / 5
Heavy atoms 58
Fraction sp³ C 0.53
Formula C₄₀H₅₁F₂N₇O₉

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 206.8
  • −1 ≤ LogP ≤ 5 1.38
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 811.9
  • LogP ≤ 5 1.38
  • H-bond donors ≤ 5 5
  • H-bond acceptors ≤ 10 9
Veber's rules Fail
  • Rotatable bonds ≤ 10 7
  • TPSA ≤ 140 Ų 206.8
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@H](C)O)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/C40H51F2N7O9/c1-20-9-11-28(12-10-20)44-40(57)45-29(17-25-15-26(41)18-27(42)16-25)34(51)46-32-24(5)58-39(56)31-14-21(2)19-49(31)36(53)22(3)43-35(52)33(23(4)50)47(6)37(54)30-8-7-13-48(30)38(32)55/h9-12,15-16,18,21-24,29-33,50H,7-8,13-14,17,19H2,1-6H3,(H,43,52)(H,46,51)(H2,44,45,57)/t21-,22-,23-,24-,29-,30-,31-,32-,33-/m0/s1
InChIKey 
SCHOVIIGZHPBMD-AEKRRFLYSA-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)