Ligand profile

CHEMBL1094069

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_00978 — Menaquinone-specific isochorismate synthase

Via homolog UniProt P0AEJ2 Formula C₄₀H₄₁N₅O₁₀
Mol. weight 751.79 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL1094069
UniProt (similar protein)
P0AEJ2
Target protein
KP13_00978

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 751.79 Da
LogP (Crippen) 4.53
H-bond donors 5
H-bond acceptors 9
TPSA 233.20 Ų
Rotatable bonds 19
Aromatic rings 5 / 5
Heavy atoms 55
Fraction sp³ C 0.28
Formula C₄₀H₄₁N₅O₁₀

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 233.2
  • −1 ≤ LogP ≤ 5 4.53
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 751.8
  • LogP ≤ 5 4.53
  • H-bond donors ≤ 5 5
  • H-bond acceptors ≤ 10 9
Veber's rules Fail
  • Rotatable bonds ≤ 10 19
  • TPSA ≤ 140 Ų 233.2
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CC(C(=O)N[C@@H](CCCNC(=O)c1cccc(OCC(=O)O)c1)C(=O)NCCc1cccc2c1oc1c(CCC(N)=O)cccc12)c1ccc([N+](=O)[O-])cc1
InChI 
InChI=1S/C40H41N5O10/c1-24(25-13-16-29(17-14-25)45(52)53)38(49)44-33(12-5-20-42-39(50)28-8-2-9-30(22-28)54-23-35(47)48)40(51)43-21-19-27-7-4-11-32-31-10-3-6-26(15-18-34(41)46)36(31)55-37(27)32/h2-4,6-11,13-14,16-17,22,24,33H,5,12,15,18-21,23H2,1H3,(H2,41,46)(H,42,50)(H,43,51)(H,44,49)(H,47,48)/t24?,33-/m0/s1
InChIKey 
HSYLBAFDRMTESX-RULBIBMZSA-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
Active
Binding sites
PF00425

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_00978.

PDB 6

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

Ligand PDB entry

ChEMBL 13

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)