Ligand profile

CHEMBL4513944

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_02169 — D-3-phosphoglycerate dehydrogenase

Via homolog UniProt O43175 Formula C₂₄H₂₇ClN₂O₇S₂
pchembl 7.43 ~37.2 nM
Mol. weight 555.07 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4513944
UniProt (similar protein)
O43175
pchembl
7.430 (~37.2 nM)
Target protein
KP13_02169

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 555.07 Da
LogP (Crippen) 2.99
H-bond donors 1
H-bond acceptors 8
TPSA 128.61 Ų
Rotatable bonds 9
Aromatic rings 3 / 3
Heavy atoms 36
Fraction sp³ C 0.33
Formula C₂₄H₂₇ClN₂O₇S₂

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 128.6
  • −1 ≤ LogP ≤ 5 2.99
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 555.1
  • LogP ≤ 5 2.99
  • H-bond donors ≤ 5 1
  • H-bond acceptors ≤ 10 8
Veber's rules Pass
  • Rotatable bonds ≤ 10 9
  • TPSA ≤ 140 Ų 128.6
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)OCCS(C)(=O)=O)cc3)n(C)c2c1
InChI 
InChI=1S/C24H27ClN2O7S2/c1-15-11-20(25)19-13-22(27(3)21(19)12-15)24(29)26-16(2)17-5-7-18(8-6-17)36(32,33)14-23(28)34-9-10-35(4,30)31/h5-8,11-13,16H,9-10,14H2,1-4H3,(H,26,29)/t16-/m1/s1
InChIKey 
BNHQPQOSMPLPDD-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
Activity
1160847
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)