Ligand profile

CHEMBL126242

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_02286 — Thymidylate synthase

Via homolog UniProt P07607 Formula C₃₃H₃₂FN₅O₇S
pchembl 8.05 ~8.9 nM
Mol. weight 661.71 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL126242
UniProt (similar protein)
P07607
pchembl
8.050 (~8.9 nM)
Target protein
KP13_02286

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 661.71 Da
LogP (Crippen) 3.51
H-bond donors 4
H-bond acceptors 9
TPSA 178.89 Ų
Rotatable bonds 12
Aromatic rings 4 / 4
Heavy atoms 47
Fraction sp³ C 0.24
Formula C₃₃H₃₂FN₅O₇S

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 178.9
  • −1 ≤ LogP ≤ 5 3.51
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 661.7
  • LogP ≤ 5 3.51
  • H-bond donors ≤ 5 4
  • H-bond acceptors ≤ 10 9
Veber's rules Fail
  • Rotatable bonds ≤ 10 12
  • TPSA ≤ 140 Ų 178.9
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
C#CCN(Cc1cc2c(O)nc(C)nc2cc1C)c1ccc(C(=O)N[C@@H](CCC(=O)NS(=O)(=O)c2ccc(C)cc2)C(=O)O)c(F)c1
InChI 
InChI=1S/C33H32FN5O7S/c1-5-14-39(18-22-16-26-29(15-20(22)3)35-21(4)36-32(26)42)23-8-11-25(27(34)17-23)31(41)37-28(33(43)44)12-13-30(40)38-47(45,46)24-9-6-19(2)7-10-24/h1,6-11,15-17,28H,12-14,18H2,2-4H3,(H,37,41)(H,38,40)(H,43,44)(H,35,36,42)/t28-/m0/s1
InChIKey 
QFEQCFQLFPXLAB-NDEPHWFRSA-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
PF00303

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_02286.

PDB 33

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)