Ligand profile

CHEMBL4590594

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_02169 — D-3-phosphoglycerate dehydrogenase

Via homolog UniProt O43175 Formula C₂₄H₂₅N₅O₅S
pchembl 7.13 ~74.1 nM
Mol. weight 495.56 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4590594
UniProt (similar protein)
O43175
pchembl
7.130 (~74.1 nM)
Target protein
KP13_02169

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 495.56 Da
LogP (Crippen) 2.59
H-bond donors 1
H-bond acceptors 9
TPSA 125.18 Ų
Rotatable bonds 8
Aromatic rings 4 / 4
Heavy atoms 35
Fraction sp³ C 0.25
Formula C₂₄H₂₅N₅O₅S

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 125.2
  • −1 ≤ LogP ≤ 5 2.59
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 495.6
  • LogP ≤ 5 2.59
  • H-bond donors ≤ 5 1
  • H-bond acceptors ≤ 10 9
Veber's rules Pass
  • Rotatable bonds ≤ 10 8
  • TPSA ≤ 140 Ų 125.2
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CCOC(=O)CS(=O)(=O)c1ccc([C@@H](C)NC(=O)c2cc(-n3ncc4ccccc43)nn2C)cc1
InChI 
InChI=1S/C24H25N5O5S/c1-4-34-23(30)15-35(32,33)19-11-9-17(10-12-19)16(2)26-24(31)21-13-22(27-28(21)3)29-20-8-6-5-7-18(20)14-25-29/h5-14,16H,4,15H2,1-3H3,(H,26,31)/t16-/m1/s1
InChIKey 
KTFWLOVXOCDZEO-MRXNPFEDSA-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
Curation
pdb_similarity_tanimoto
Binding sites
PF02826

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_02169.

PDB 20

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)