Ligand profile

CHEMBL123614

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_02286 — Thymidylate synthase

Via homolog UniProt P07607 Formula C₂₇H₂₅F₄N₅O₇S

pchembl 8.28 ~5.2 nM

Mol. weight 639.58 Da

Permeability Check

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL123614
UniProt (similar protein): P07607
pchembl: 8.280 (~5.2 nM)
Target protein: KP13_02286

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 639.58 Da

LogP (Crippen) 2.66

H-bond donors 4

H-bond acceptors 9

TPSA 178.89 Å²

Rotatable bonds 11

Aromatic rings 3 / 3

Heavy atoms 44

Fraction sp³ C 0.30

Formula C₂₇H₂₅F₄N₅O₇S

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 2.66

Lipinski's Rule of Five Pass 1 violation

MW ≤ 500 Da 639.6
LogP ≤ 5 2.66
H-bond donors ≤ 5 4
H-bond acceptors ≤ 10 9

Veber's rules Fail

Rotatable bonds ≤ 10 11
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)N[C@@H](CCC(=O)NS(=O)(=O)C(F)(F)F)C(=O)O)c(F)c1

InChI

InChI=1S/C27H25F4N5O7S/c1-4-9-36(13-16-11-19-22(10-14(16)2)32-15(3)33-25(19)39)17-5-6-18(20(28)12-17)24(38)34-21(26(40)41)7-8-23(37)35-44(42,43)27(29,30)31/h1,5-6,10-12,21H,7-9,13H2,2-3H3,(H,34,38)(H,35,37)(H,40,41)(H,32,33,39)/t21-/m0/s1

InChIKey

ITMXYFCWQQUQBE-NRFANRHFSA-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 CHEMBL123614 →
UniProt UniProt P07607 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL123614”) →

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)