Ligand profile

CHEMBL338644

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_02286 — Thymidylate synthase

Via homolog UniProt P07607 Formula C₂₈H₂₉FN₈O₄S
pchembl 8.47 ~3.4 nM
Mol. weight 592.66 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL338644
UniProt (similar protein)
P07607
pchembl
8.470 (~3.4 nM)
Target protein
KP13_02286

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 592.66 Da
LogP (Crippen) 3.39
H-bond donors 4
H-bond acceptors 10
TPSA 170.11 Ų
Rotatable bonds 13
Aromatic rings 4 / 4
Heavy atoms 42
Fraction sp³ C 0.32
Formula C₂₈H₂₉FN₈O₄S

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 3.39
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 592.7
  • LogP ≤ 5 3.39
  • H-bond donors ≤ 5 4
  • H-bond acceptors ≤ 10 10
Veber's rules Fail
  • Rotatable bonds ≤ 10 13
  • 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(CCCCSc2nn[nH]n2)C(=O)O)c(F)c1
InChI 
InChI=1S/C28H29FN8O4S/c1-4-10-37(15-18-13-21-24(12-16(18)2)30-17(3)31-26(21)39)19-8-9-20(22(29)14-19)25(38)32-23(27(40)41)7-5-6-11-42-28-33-35-36-34-28/h1,8-9,12-14,23H,5-7,10-11,15H2,2-3H3,(H,32,38)(H,40,41)(H,30,31,39)(H,33,34,35,36)
InChIKey 
VZYWXVNPFBVQHB-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)