Ligand profile

1E4

Ligand co-crystallized with a similar protein (Protein Data Bank).

Bound to: KP13_05264 — L-lactate dehydrogenase 2

Via homolog PDB 4i9h UniProt P13491 Formula C₃₃H₃₁ClFN₃O₁₂S
Mol. weight 748.14 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
1E4
PDB
4i9h
UniProt (similar protein)
P13491
Target protein
KP13_05264

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 748.14 Da
LogP (Crippen) 2.97
H-bond donors 7
H-bond acceptors 13
TPSA 238.09 Ų
Rotatable bonds 17
Aromatic rings 4 / 4
Heavy atoms 51
Fraction sp³ C 0.24
Formula C₃₃H₃₁ClFN₃O₁₂S

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 238.1
  • −1 ≤ LogP ≤ 5 2.97
Lipinski's Rule of Five Fail 3 violations
  • MW ≤ 500 Da 748.1
  • LogP ≤ 5 2.97
  • H-bond donors ≤ 5 7
  • H-bond acceptors ≤ 10 13
Veber's rules Fail
  • Rotatable bonds ≤ 10 17
  • TPSA ≤ 140 Ų 238.1
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
COc1cc(c(cc1NC(=O)CSc2ccc(cn2)C(=O)O)Cl)OC[C@H]([C@H]([C@@H]([C@@H](COc3cc(cc(c3)F)c4ccc(cn4)C(=O)O)O)O)O)O
InChI 
InChI=1S/C33H31ClFN3O12S/c1-48-27-10-26(21(34)9-23(27)38-28(41)15-51-29-5-3-17(12-37-29)33(46)47)50-14-25(40)31(43)30(42)24(39)13-49-20-7-18(6-19(35)8-20)22-4-2-16(11-36-22)32(44)45/h2-12,24-25,30-31,39-40,42-43H,13-15H2,1H3,(H,38,41)(H,44,45)(H,46,47)/t24-,25-,30-,31-/m1/s1
InChIKey 
HTDBANWISVPXTR-KWINWIPXSA-N

Provenance

Annotation context from LigQ_2, the internal Target step that collects PDB, ChEMBL, and ZINC ligand evidence.

Method
LigQ nearest_k
Source
PDB
Binding sites
PF00056' 'PF02866

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_05264.

PDB 9

Ligands co-crystallized with this protein (structural evidence).

Ligand PDB entry

ZINC 50

Virtual screening candidates selected by structural similarity to known actives (Tanimoto ≥ 0.5).

Compound Similarity (Tanimoto)