Ligand profile

CHEMBL461523

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_31590 — Dihydrofolate reductase type 15

Via homolog UniProt P00380 Formula C₂₁H₂₁N₅O₅
pchembl 8.60 ~2.5 nM
Mol. weight 423.43 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL461523
UniProt (similar protein)
P00380
pchembl
8.600 (~2.5 nM)
Target protein
KP13_31590

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 423.43 Da
LogP (Crippen) 1.79
H-bond donors 5
H-bond acceptors 7
TPSA 167.53 Ų
Rotatable bonds 8
Aromatic rings 3 / 3
Heavy atoms 31
Fraction sp³ C 0.19
Formula C₂₁H₂₁N₅O₅

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 167.5
  • −1 ≤ LogP ≤ 5 1.79
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 423.4
  • LogP ≤ 5 1.79
  • H-bond donors ≤ 5 5
  • H-bond acceptors ≤ 10 7
Veber's rules Fail
  • Rotatable bonds ≤ 10 8
  • TPSA ≤ 140 Ų 167.5
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
Cc1c(CNc2ccc(C(=O)N[C@@H](CC(=O)O)C(=O)O)cc2)ccc2ncnc(N)c12
InChI 
InChI=1S/C21H21N5O5/c1-11-13(4-7-15-18(11)19(22)25-10-24-15)9-23-14-5-2-12(3-6-14)20(29)26-16(21(30)31)8-17(27)28/h2-7,10,16,23H,8-9H2,1H3,(H,26,29)(H,27,28)(H,30,31)(H2,22,24,25)/t16-/m0/s1
InChIKey 
RNVBRRHDZWFUAK-INIZCTEOSA-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)