Ligand profile

CHEMBL127142

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_02286 — Thymidylate synthase

Via homolog UniProt P07607 Formula C₂₇H₂₇FN₄O₆
pchembl 8.49 ~3.2 nM
Mol. weight 522.53 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL127142
UniProt (similar protein)
P07607
pchembl
8.490 (~3.2 nM)
Target protein
KP13_02286

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 522.53 Da
LogP (Crippen) 3.17
H-bond donors 4
H-bond acceptors 7
TPSA 152.95 Ų
Rotatable bonds 11
Aromatic rings 3 / 3
Heavy atoms 38
Fraction sp³ C 0.30
Formula C₂₇H₂₇FN₄O₆

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 152.9
  • −1 ≤ LogP ≤ 5 3.17
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 522.5
  • LogP ≤ 5 3.17
  • H-bond donors ≤ 5 4
  • H-bond acceptors ≤ 10 7
Veber's rules Fail
  • Rotatable bonds ≤ 10 11
  • TPSA ≤ 140 Ų 152.9
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](CCCC(=O)O)C(=O)O)c(F)c1
InChI 
InChI=1S/C27H27FN4O6/c1-4-10-32(14-17-12-20-23(11-15(17)2)29-16(3)30-26(20)36)18-8-9-19(21(28)13-18)25(35)31-22(27(37)38)6-5-7-24(33)34/h1,8-9,11-13,22H,5-7,10,14H2,2-3H3,(H,31,35)(H,33,34)(H,37,38)(H,29,30,36)/t22-/m0/s1
InChIKey 
KQAHGPNTUDHJAL-QFIPXVFZSA-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)