Ligand profile

CHEMBL4578446

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_02169 — D-3-phosphoglycerate dehydrogenase

Via homolog UniProt O43175 Formula C₂₆H₂₉ClN₂O₇S
pchembl 7.21 ~61.7 nM
Mol. weight 549.05 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4578446
UniProt (similar protein)
O43175
pchembl
7.210 (~61.7 nM)
Target protein
KP13_02169

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 549.05 Da
LogP (Crippen) 2.96
H-bond donors 2
H-bond acceptors 8
TPSA 123.93 Ų
Rotatable bonds 9
Aromatic rings 3 / 4
Heavy atoms 37
Fraction sp³ C 0.38
Formula C₂₆H₂₉ClN₂O₇S

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 123.9
  • −1 ≤ LogP ≤ 5 2.96
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 549.0
  • LogP ≤ 5 2.96
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 8
Veber's rules Pass
  • Rotatable bonds ≤ 10 9
  • TPSA ≤ 140 Ų 123.9
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
Cc1cc(Cl)c2cc(C(=O)N[C@H](CO)c3ccc(S(=O)(=O)CC(=O)OCC4(C)COC4)cc3)n(C)c2c1
InChI 
InChI=1S/C26H29ClN2O7S/c1-16-8-20(27)19-10-23(29(3)22(19)9-16)25(32)28-21(11-30)17-4-6-18(7-5-17)37(33,34)12-24(31)36-15-26(2)13-35-14-26/h4-10,21,30H,11-15H2,1-3H3,(H,28,32)/t21-/m1/s1
InChIKey 
QXSAMGFSZVJMIF-OAQYLSRUSA-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
1160628
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)