Ligand profile

CHEMBL125856

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_02286 — Thymidylate synthase

Via homolog UniProt P07607 Formula C₂₇H₂₇FN₈O₄
pchembl 8.62 ~2.4 nM
Mol. weight 546.56 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL125856
UniProt (similar protein)
P07607
pchembl
8.620 (~2.4 nM)
Target protein
KP13_02286

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 546.56 Da
LogP (Crippen) 2.45
H-bond donors 4
H-bond acceptors 9
TPSA 170.11 Ų
Rotatable bonds 11
Aromatic rings 4 / 4
Heavy atoms 40
Fraction sp³ C 0.30
Formula C₂₇H₂₇FN₈O₄

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 170.1
  • −1 ≤ LogP ≤ 5 2.45
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 546.6
  • LogP ≤ 5 2.45
  • H-bond donors ≤ 5 4
  • H-bond acceptors ≤ 10 9
Veber's rules Fail
  • Rotatable bonds ≤ 10 11
  • TPSA ≤ 140 Ų 170.1
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)NC(CCCc2nnn[nH]2)C(=O)O)c(F)c1
InChI 
InChI=1S/C27H27FN8O4/c1-4-10-36(14-17-12-20-23(11-15(17)2)29-16(3)30-26(20)38)18-8-9-19(21(28)13-18)25(37)31-22(27(39)40)6-5-7-24-32-34-35-33-24/h1,8-9,11-13,22H,5-7,10,14H2,2-3H3,(H,31,37)(H,39,40)(H,29,30,38)(H,32,33,34,35)
InChIKey 
HHKITHPZADYETO-UHFFFAOYSA-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)