Ligand profile

CHEMBL4549148

Bioactivity hit from ChEMBL on a similar protein.

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

Via homolog UniProt Q2G036 Formula C₃₈H₄₄F₅N₇O₉
pchembl 6.51 ~309.0 nM
Mol. weight 837.80 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4549148
UniProt (similar protein)
Q2G036
pchembl
6.510 (~309.0 nM)
Target protein
KP13_32154

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 837.80 Da
LogP (Crippen) 2.36
H-bond donors 4
H-bond acceptors 9
TPSA 195.79 Ų
Rotatable bonds 7
Aromatic rings 2 / 5
Heavy atoms 59
Fraction sp³ C 0.50
Formula C₃₈H₄₄F₅N₇O₉

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 195.8
  • −1 ≤ LogP ≤ 5 2.36
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 837.8
  • LogP ≤ 5 2.36
  • H-bond donors ≤ 5 4
  • H-bond acceptors ≤ 10 9
Veber's rules Fail
  • Rotatable bonds ≤ 10 7
  • TPSA ≤ 140 Ų 195.8
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
C[C@@H]1NC(=O)[C@H](C)N(C)C(=O)[C@@H]2CCCN2C(=O)[C@@H](NC(=O)[C@H](Cc2cc(F)cc(F)c2)NC(=O)Nc2ccc(OC(F)(F)F)cc2)[C@H](C)OC(=O)[C@@H]2CCCN2C1=O
InChI 
InChI=1S/C38H44F5N7O9/c1-19-33(53)50-14-6-8-29(50)36(56)58-21(3)30(35(55)49-13-5-7-28(49)34(54)48(4)20(2)31(51)44-19)47-32(52)27(17-22-15-23(39)18-24(40)16-22)46-37(57)45-25-9-11-26(12-10-25)59-38(41,42)43/h9-12,15-16,18-21,27-30H,5-8,13-14,17H2,1-4H3,(H,44,51)(H,47,52)(H2,45,46,57)/t19-,20-,21-,27-,28-,29-,30-/m0/s1
InChIKey 
FWIPTHVBLDXGRY-ACJIGFETSA-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)