Ligand profile

CHEMBL36433

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_02286 — Thymidylate synthase

Via homolog UniProt P07607 Formula C₃₀H₃₅N₅O₉
pchembl 8.09 ~8.1 nM
Mol. weight 609.64 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL36433
UniProt (similar protein)
P07607
pchembl
8.090 (~8.1 nM)
Target protein
KP13_02286

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 609.64 Da
LogP (Crippen) 2.33
H-bond donors 5
H-bond acceptors 9
TPSA 210.56 Ų
Rotatable bonds 14
Aromatic rings 3 / 3
Heavy atoms 44
Fraction sp³ C 0.37
Formula C₃₀H₃₅N₅O₉

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 210.6
  • −1 ≤ LogP ≤ 5 2.33
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 609.6
  • LogP ≤ 5 2.33
  • H-bond donors ≤ 5 5
  • H-bond acceptors ≤ 10 9
Veber's rules Fail
  • Rotatable bonds ≤ 10 14
  • TPSA ≤ 140 Ų 210.6
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
Cc1nc(O)c2cc(CN(C)c3ccc(C(=O)N[C@@H](CCC(=O)O)C(=O)N(C)[C@@H](CCC(=O)O)C(=O)O)cc3)c(C)cc2n1
InChI 
InChI=1S/C30H35N5O9/c1-16-13-23-21(28(41)32-17(2)31-23)14-19(16)15-34(3)20-7-5-18(6-8-20)27(40)33-22(9-11-25(36)37)29(42)35(4)24(30(43)44)10-12-26(38)39/h5-8,13-14,22,24H,9-12,15H2,1-4H3,(H,33,40)(H,36,37)(H,38,39)(H,43,44)(H,31,32,41)/t22-,24-/m0/s1
InChIKey 
UDYGDMYKZKTEBC-UPVQGACJSA-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)