Ligand profile

CHEMBL4548756

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_02169 — D-3-phosphoglycerate dehydrogenase

Via homolog UniProt O43175 Formula C₄₁H₄₀Cl₂N₄O₇S₂
pchembl 7.92 ~12.0 nM
Mol. weight 835.83 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4548756
UniProt (similar protein)
O43175
pchembl
7.920 (~12.0 nM)
Target protein
KP13_02169

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 835.83 Da
LogP (Crippen) 7.39
H-bond donors 2
H-bond acceptors 9
TPSA 153.41 Ų
Rotatable bonds 12
Aromatic rings 6 / 6
Heavy atoms 56
Fraction sp³ C 0.24
Formula C₄₁H₄₀Cl₂N₄O₇S₂

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 153.4
  • −1 ≤ LogP ≤ 5 7.39
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 835.8
  • LogP ≤ 5 7.39
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 9
Veber's rules Fail
  • Rotatable bonds ≤ 10 12
  • TPSA ≤ 140 Ų 153.4
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
Cc1cc(Cl)c2cc(C(=O)N[C@H](C)c3ccc(S(=O)(=O)CC(=O)CS(=O)(=O)c4ccc([C@@H](C)NC(=O)c5cc6c(Cl)cc(C)cc6n5C)cc4)cc3)n(C)c2c1
InChI 
InChI=1S/C41H40Cl2N4O7S2/c1-23-15-34(42)32-19-38(46(5)36(32)17-23)40(49)44-25(3)27-7-11-30(12-8-27)55(51,52)21-29(48)22-56(53,54)31-13-9-28(10-14-31)26(4)45-41(50)39-20-33-35(43)16-24(2)18-37(33)47(39)6/h7-20,25-26H,21-22H2,1-6H3,(H,44,49)(H,45,50)/t25-,26-/m1/s1
InChIKey 
VBQFHTXSSQUTPB-CLJLJLNGSA-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)