Ligand profile

CHEMBL4525304

Bioactivity hit from ChEMBL on a similar protein.

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

Via homolog UniProt Q2G036 Formula C₃₈H₄₇F₂N₇O₈
pchembl 6.32 ~478.6 nM
Mol. weight 767.83 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4525304
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 767.83 Da
LogP (Crippen) 1.77
H-bond donors 4
H-bond acceptors 8
TPSA 186.56 Ų
Rotatable bonds 6
Aromatic rings 2 / 5
Heavy atoms 55
Fraction sp³ C 0.50
Formula C₃₈H₄₇F₂N₇O₈

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 1.77
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 767.8
  • LogP ≤ 5 1.77
  • H-bond donors ≤ 5 4
  • H-bond acceptors ≤ 10 8
Veber's rules Fail
  • Rotatable bonds ≤ 10 6
  • TPSA ≤ 140 Ų 186.6
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)C(=O)N[C@@H](C)C(=O)N3CCC[C@H]3C(=O)O[C@H]2C)cc1
InChI 
InChI=1S/C38H47F2N7O8/c1-20-10-12-27(13-11-20)42-38(54)43-28(18-24-16-25(39)19-26(40)17-24)33(49)44-31-23(4)55-37(53)30-9-7-15-47(30)34(50)21(2)41-32(48)22(3)45(5)35(51)29-8-6-14-46(29)36(31)52/h10-13,16-17,19,21-23,28-31H,6-9,14-15,18H2,1-5H3,(H,41,48)(H,44,49)(H2,42,43,54)/t21-,22-,23-,28-,29-,30-,31-/m0/s1
InChIKey 
JWYHGFSBKAIFRM-QLASMIDKSA-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)