Ligand profile

CHEMBL3244858

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_31590 — Dihydrofolate reductase type 15

Via homolog UniProt P00380 Formula C₂₆H₃₂N₆O₅
pchembl 8.41 ~3.9 nM
Mol. weight 508.58 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3244858
UniProt (similar protein)
P00380
pchembl
8.410 (~3.9 nM)
Target protein
KP13_31590

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 508.58 Da
LogP (Crippen) 2.72
H-bond donors 4
H-bond acceptors 10
TPSA 171.55 Ų
Rotatable bonds 11
Aromatic rings 3 / 3
Heavy atoms 37
Fraction sp³ C 0.35
Formula C₂₆H₃₂N₆O₅

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 171.5
  • −1 ≤ LogP ≤ 5 2.72
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 508.6
  • LogP ≤ 5 2.72
  • H-bond donors ≤ 5 4
  • H-bond acceptors ≤ 10 10
Veber's rules Fail
  • Rotatable bonds ≤ 10 11
  • TPSA ≤ 140 Ų 171.5
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CCOC(=O)CC[C@H](NC(=O)c1ccc(CNc2ccc3nc(N)nc(N)c3c2C)cc1)C(=O)OCC
InChI 
InChI=1S/C26H32N6O5/c1-4-36-21(33)13-12-20(25(35)37-5-2)30-24(34)17-8-6-16(7-9-17)14-29-18-10-11-19-22(15(18)3)23(27)32-26(28)31-19/h6-11,20,29H,4-5,12-14H2,1-3H3,(H,30,34)(H4,27,28,31,32)/t20-/m0/s1
InChIKey 
VQTJZJPHQHDBPI-FQEVSTJZSA-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
PF00186

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_31590.

PDB 24

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)