Ligand profile

CHEMBL5624492

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_03610 — Bifunctional protein UshA

Via homolog UniProt P21589 Formula C₁₈H₂₁ClFN₅O₁₀P₂
pchembl 9.50 ~0.3 nM
Mol. weight 583.79 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5624492
UniProt (similar protein)
P21589
pchembl
9.500 (~0.3 nM)
Target protein
KP13_03610

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 583.79 Da
LogP (Crippen) 1.10
H-bond donors 5
H-bond acceptors 12
TPSA 209.82 Ų
Rotatable bonds 9
Aromatic rings 3 / 4
Heavy atoms 37
Fraction sp³ C 0.39
Formula C₁₈H₂₁ClFN₅O₁₀P₂

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 209.8
  • −1 ≤ LogP ≤ 5 1.10
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 583.8
  • LogP ≤ 5 1.10
  • H-bond donors ≤ 5 5
  • H-bond acceptors ≤ 10 12
Veber's rules Fail
  • Rotatable bonds ≤ 10 9
  • TPSA ≤ 140 Ų 209.8
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CN(Cc1ccccc1F)c1nc(Cl)nc2c1ncn2[C@@H]1O[C@H](COP(=O)(O)OP(=O)(O)O)[C@@H](O)[C@H]1O
InChI 
InChI=1S/C18H21ClFN5O10P2/c1-24(6-9-4-2-3-5-10(9)20)15-12-16(23-18(19)22-15)25(8-21-12)17-14(27)13(26)11(34-17)7-33-37(31,32)35-36(28,29)30/h2-5,8,11,13-14,17,26-27H,6-7H2,1H3,(H,31,32)(H2,28,29,30)/t11-,13-,14-,17-/m1/s1
InChIKey 
JGKCVBRQINFIMA-LSCFUAHRSA-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
Curation
pdb_similarity_tanimoto
Binding sites
PF00149' 'PF02872

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_03610.

PDB 15

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)