Ligand profile

CHEMBL6715

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_02286 — Thymidylate synthase

Via homolog UniProt P07607 Formula C₂₆H₂₇FN₄O₄
pchembl 8.22 ~6.0 nM
Mol. weight 478.52 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL6715
UniProt (similar protein)
P07607
pchembl
8.220 (~6.0 nM)
Target protein
KP13_02286

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 478.52 Da
LogP (Crippen) 3.57
H-bond donors 3
H-bond acceptors 6
TPSA 115.65 Ų
Rotatable bonds 8
Aromatic rings 3 / 3
Heavy atoms 35
Fraction sp³ C 0.31
Formula C₂₆H₂₇FN₄O₄

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 115.6
  • −1 ≤ LogP ≤ 5 3.57
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 478.5
  • LogP ≤ 5 3.57
  • H-bond donors ≤ 5 3
  • H-bond acceptors ≤ 10 6
Veber's rules Pass
  • Rotatable bonds ≤ 10 8
  • TPSA ≤ 140 Ų 115.6
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](C(=O)O)C(C)C)c(F)c1
InChI 
InChI=1S/C26H27FN4O4/c1-6-9-31(13-17-11-20-22(10-15(17)4)28-16(5)29-25(20)33)18-7-8-19(21(27)12-18)24(32)30-23(14(2)3)26(34)35/h1,7-8,10-12,14,23H,9,13H2,2-5H3,(H,30,32)(H,34,35)(H,28,29,33)/t23-/m1/s1
InChIKey 
LTQCSMIKXLRUAA-HSZRJFAPSA-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)