Ligand profile

CHEMBL3947548

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_06703 — Carbepenem-hydrolyzing beta-lactamase KPC2

Via homolog UniProt Q93LQ9 Formula C₃₂H₃₄N₄O₁₆S
pchembl 7.92 ~12.0 nM
Mol. weight 762.70 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3947548
UniProt (similar protein)
Q93LQ9
pchembl
7.920 (~12.0 nM)
Target protein
KP13_06703

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 762.70 Da
LogP (Crippen) 0.53
H-bond donors 3
H-bond acceptors 15
TPSA 267.62 Ų
Rotatable bonds 13
Aromatic rings 2 / 4
Heavy atoms 53
Fraction sp³ C 0.38
Formula C₃₂H₃₄N₄O₁₆S

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 267.6
  • −1 ≤ LogP ≤ 5 0.53
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 762.7
  • LogP ≤ 5 0.53
  • H-bond donors ≤ 5 3
  • H-bond acceptors ≤ 10 15
Veber's rules Fail
  • Rotatable bonds ≤ 10 13
  • TPSA ≤ 140 Ų 267.6
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CC(=O)Oc1ccc(C(=O)NCC(CNC(=O)c2ccc(OC(C)=O)c(OC(C)=O)c2)OC(=O)[C@@H]2CC[C@@H]3CN2C(=O)N3S(=O)(=O)O)cc1OC(C)=O
InChI 
InChI=1S/C32H34N4O16S/c1-16(37)48-25-9-5-20(11-27(25)50-18(3)39)29(41)33-13-23(52-31(43)24-8-7-22-15-35(24)32(44)36(22)53(45,46)47)14-34-30(42)21-6-10-26(49-17(2)38)28(12-21)51-19(4)40/h5-6,9-12,22-24H,7-8,13-15H2,1-4H3,(H,33,41)(H,34,42)(H,45,46,47)/t22-,24+/m1/s1
InChIKey 
DNVAYTDOBGKDCV-VWNXMTODSA-N

Provenance

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

Method
LigQ sequence
Source
ChEMBL
Activity
215068.0
Binding sites
PF13354

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_06703.

PDB 36

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)