Ligand profile

CHEMBL126541

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_02286 — Thymidylate synthase

Via homolog UniProt P07607 Formula C₃₃H₃₂FN₅O₇S

pchembl 8.17 ~6.8 nM

Mol. weight 661.71 Da

Permeability Check

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL126541
UniProt (similar protein): P07607
pchembl: 8.170 (~6.8 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) 3.59

H-bond donors 4

H-bond acceptors 9

TPSA 178.89 Å²

Rotatable bonds 13

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 Å² and −1 ≤ LogP ≤ 5 are treated as a favorable small-molecule permeability screen.

TPSA ≤ 90 Å² 178.9
−1 ≤ LogP ≤ 5 3.59

Lipinski's Rule of Five Pass 1 violation

MW ≤ 500 Da 661.7
LogP ≤ 5 3.59
H-bond donors ≤ 5 4
H-bond acceptors ≤ 10 9

Veber's rules Fail

Rotatable bonds ≤ 10 13
TPSA ≤ 140 Å² 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)NC(CCCC(=O)NS(=O)(=O)c2ccccc2)C(=O)O)c(F)c1

InChI

InChI=1S/C33H32FN5O7S/c1-4-15-39(19-22-17-26-29(16-20(22)2)35-21(3)36-32(26)42)23-13-14-25(27(34)18-23)31(41)37-28(33(43)44)11-8-12-30(40)38-47(45,46)24-9-6-5-7-10-24/h1,5-7,9-10,13-14,16-18,28H,8,11-12,15,19H2,2-3H3,(H,37,41)(H,38,40)(H,43,44)(H,35,36,42)

InChIKey

RDPNXCDIQJPEOR-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.

ChEMBL ChEMBL compound CHEMBL126541 →
UniProt UniProt P07607 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL126541”) →

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)