Ligand profile

C6F

Bioactivity hit from ChEMBL on a similar protein.

Bound to: O00116

Via homolog UniProt Q15392 Formula C₂₉H₄₄N₈O₃

pchembl 6.37 ~426.6 nM

Mol. weight 552.72 Da

Permeability Check

PAINS Alert

Identifiers

Database identifiers and provenance.

Ligand ID: C6F
UniProt (similar protein): Q15392
pchembl: 6.370 (~426.6 nM)
Target protein: O00116

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 552.72 Da

LogP (Crippen) 2.70

H-bond donors 3

H-bond acceptors 10

TPSA 121.11 Å²

Rotatable bonds 9

Aromatic rings 2 / 5

Heavy atoms 40

Fraction sp³ C 0.62

Formula C₂₉H₄₄N₈O₃

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 Å² and −1 ≤ LogP ≤ 5 are treated as a favorable small-molecule permeability screen.

TPSA ≤ 90 Å² 121.1
−1 ≤ LogP ≤ 5 2.70

Lipinski's Rule of Five Pass 1 violation

MW ≤ 500 Da 552.7
LogP ≤ 5 2.70
H-bond donors ≤ 5 3
H-bond acceptors ≤ 10 10

Veber's rules Pass

Rotatable bonds ≤ 10 9
TPSA ≤ 140 Å² 121.1

PAINS Alert

Matches PAINS filter: anil_di_alk_A(478). May be a frequent false positive in HTS — review carefully.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

CCc1c(nc(c(n1)C(=O)N)Nc2ccc(c(c2)OC)N3CCC(CC3)N4CCN(CC4)C)NC5CCOCC5

InChI

InChI=1S/C29H44N8O3/c1-4-23-28(31-20-9-17-40-18-10-20)34-29(26(33-23)27(30)38)32-21-5-6-24(25(19-21)39-3)37-11-7-22(8-12-37)36-15-13-35(2)14-16-36/h5-6,19-20,22H,4,7-18H2,1-3H3,(H2,30,38)(H2,31,32,34)

InChIKey

GYQYAJJFPNQOOW-UHFFFAOYSA-N

Provenance

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

Method: LigQ domain
Source: ChEMBL
Activity: Active
Binding sites: PF01565

External resources

Open this ligand in third-party databases and cheminformatics tools.

Other ligands for this protein

Quick navigation to other ligands bound to O00116.

PDB 63

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

Ligand PDB entry

ChEMBL 52

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)