Ligand profile

CHEMBL4551822

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_02169 — D-3-phosphoglycerate dehydrogenase

Via homolog UniProt O43175 Formula C₂₄H₂₃ClN₄O₅S
pchembl 7.70 ~20.0 nM
Mol. weight 514.99 Da
Permeability Check
PAINS Alert

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4551822
UniProt (similar protein)
O43175
pchembl
7.700 (~20.0 nM)
Target protein
KP13_02169

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 514.99 Da
LogP (Crippen) 3.58
H-bond donors 2
H-bond acceptors 7
TPSA 123.29 Ų
Rotatable bonds 7
Aromatic rings 4 / 4
Heavy atoms 35
Fraction sp³ C 0.21
Formula C₂₄H₂₃ClN₄O₅S

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 123.3
  • −1 ≤ LogP ≤ 5 3.58
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 515.0
  • LogP ≤ 5 3.58
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 7
Veber's rules Pass
  • Rotatable bonds ≤ 10 7
  • TPSA ≤ 140 Ų 123.3
PAINS Alert

Matches PAINS filter: dyes5A(27). May be a frequent false positive in HTS — review carefully.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
C[C@@H](NC(=O)c1cc2c(Cl)cc(-c3cnn(C)c3)cc2n1C)c1ccc(S(=O)(=O)CC(=O)O)cc1
InChI 
InChI=1S/C24H23ClN4O5S/c1-14(15-4-6-18(7-5-15)35(33,34)13-23(30)31)27-24(32)22-10-19-20(25)8-16(9-21(19)29(22)3)17-11-26-28(2)12-17/h4-12,14H,13H2,1-3H3,(H,27,32)(H,30,31)/t14-/m1/s1
InChIKey 
NIRVOUBEMGOARI-CQSZACIVSA-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
Activity
1160713
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)