Ligand profile

CHEMBL160502

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_02286 — Thymidylate synthase

Via homolog UniProt P07607 Formula C₃₀H₃₁N₉O₇
pchembl 8.40 ~4.0 nM
Mol. weight 629.63 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL160502
UniProt (similar protein)
P07607
pchembl
8.400 (~4.0 nM)
Target protein
KP13_02286

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 629.63 Da
LogP (Crippen) 0.55
H-bond donors 6
H-bond acceptors 10
TPSA 236.25 Ų
Rotatable bonds 15
Aromatic rings 4 / 4
Heavy atoms 46
Fraction sp³ C 0.30
Formula C₃₀H₃₁N₉O₇

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 236.2
  • −1 ≤ LogP ≤ 5 0.55
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 629.6
  • LogP ≤ 5 0.55
  • H-bond donors ≤ 5 6
  • H-bond acceptors ≤ 10 10
Veber's rules Fail
  • Rotatable bonds ≤ 10 15
  • TPSA ≤ 140 Ų 236.2
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
C#CCN(Cc1ccc2nc(C)[nH]c(=O)c2c1)c1ccc(C(=O)N[C@@H](CCC(=O)N[C@@H](CCc2nnn[nH]2)C(=O)O)C(=O)O)cc1
InChI 
InChI=1S/C30H31N9O7/c1-3-14-39(16-18-4-9-22-21(15-18)28(42)32-17(2)31-22)20-7-5-19(6-8-20)27(41)34-24(30(45)46)11-13-26(40)33-23(29(43)44)10-12-25-35-37-38-36-25/h1,4-9,15,23-24H,10-14,16H2,2H3,(H,33,40)(H,34,41)(H,43,44)(H,45,46)(H,31,32,42)(H,35,36,37,38)/t23-,24-/m0/s1
InChIKey 
DPSPMVODFYBBCW-ZEQRLZLVSA-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)