Ligand profile

CHEMBL524361

Bioactivity hit from ChEMBL on a similar protein.

Bound to: P35318

Via homolog UniProtP06881 FormulaC₁₅₉H₂₄₆N₄₄O₄₁
pchembl 8.45 ~3.5 nM
Mol. weight 3429.98 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL524361
UniProt (similar protein)
P06881
pchembl
8.450 (~3.5 nM)
Target protein
P35318

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 3429.98 Da
LogP (Crippen) -11.39
H-bond donors 47
H-bond acceptors 43
TPSA 1340.34 Ų
Rotatable bonds 107
Aromatic rings 6 / 7
Heavy atoms 244
Fraction sp³ C 0.58
Formula C₁₅₉H₂₄₆N₄₄O₄₁

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 1340.3
  • −1 ≤ LogP ≤ 5 -11.39
Lipinski's Rule of Five Fail 3 violations
  • MW ≤ 500 Da 3430.0
  • LogP ≤ 5 -11.39
  • H-bond donors ≤ 5 47
  • H-bond acceptors ≤ 10 43
Veber's rules Fail
  • Rotatable bonds ≤ 10 107
  • TPSA ≤ 140 Ų 1340.3
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES
CC(=O)N[C@@H](Cc1c[nH]c2ccccc12)C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@@H](Cc1cnc[nH]1)C(=O)N[C@@H](CCCNC(N)=O)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](C)C(=O)NCC(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CO)C(=O)N[C@@H](CCCNC(N)=O)C(=O)N[C@@H](CO)C(=O)NCC(=O)NCC(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@@H](CCCCNC(=N)N)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CC(N)=O)C(=O)N[C@@H](Cc1ccccc1)C(=O)N[C@H](C(=O)N1CCC[C@H]1C(=O)N[C@H](C(=O)N[C@@H](CC(=O)O)C(=O)N[C@H](C(=O)NCC(=O)NC(C)(C)C(=O)N[C@@H](Cc1ccccc1)C(=O)N[C@@H](C)C(=O)N[C@@H](Cc1ccccc1)C(N)=O)C(C)C)[C@@H](C)O)C(C)C)C(C)C)C(C)C)[C@@H](C)O)C(C)C
InChI
InChI=1S/C159H246N44O41/c1-79(2)60-104(180-118(211)74-173-130(217)87(17)177-137(224)105(61-80(3)4)186-135(222)101(52-39-57-169-157(165)243)182-141(228)110(67-96-71-167-78-176-96)190-153(240)128(90(20)207)201-151(238)125(85(13)14)197-144(231)109(179-91(21)208)66-95-70-171-98-49-34-33-48-97(95)98)139(226)187-106(62-81(5)6)140(227)193-114(77-205)146(233)183-102(53-40-58-170-158(166)244)136(223)192-113(76-204)132(219)174-72-117(210)172-73-119(212)195-123(83(9)10)150(237)198-124(84(11)12)149(236)184-100(51-36-38-56-168-156(163)164)133(220)181-99(50-35-37-55-160)134(221)189-111(68-116(161)209)142(229)188-107(64-93-44-29-25-30-45-93)143(230)199-126(86(15)16)154(241)203-59-41-54-115(203)147(234)200-127(89(19)206)152(239)191-112(69-121(214)215)145(232)196-122(82(7)8)148(235)175-75-120(213)202-159(22,23)155(242)194-108(65-94-46-31-26-32-47-94)138(225)178-88(18)131(218)185-103(129(162)216)63-92-42-27-24-28-43-92/h24-34,42-49,70-71,78-90,99-115,122-128,171,204-207H,35-41,50-69,72-77,160H2,1-23H3,(H2,161,209)(H2,162,216)(H,167,176)(H,172,210)(H,173,217)(H,174,219)(H,175,235)(H,177,224)(H,178,225)(H,179,208)(H,180,211)(H,181,220)(H,182,228)(H,183,233)(H,184,236)(H,185,218)(H,186,222)(H,187,226)(H,188,229)(H,189,221)(H,190,240)(H,191,239)(H,192,223)(H,193,227)(H,194,242)(H,195,212)(H,196,232)(H,197,231)(H,198,237)(H,199,230)(H,200,234)(H,201,238)(H,202,213)(H,214,215)(H4,163,164,168)(H3,165,169,243)(H3,166,170,244)/t87-,88-,89+,90+,99-,100-,101-,102-,103-,104-,105-,106-,107-,108-,109-,110-,111-,112-,113-,114-,115-,122-,123-,124-,125-,126-,127-,128-/m0/s1
InChIKey
NZFVRRONVMHYFC-ZBHBYNLDSA-N

Provenance

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

Method
LigQ domain
Source
ChEMBL
Binding sites
PF00214

External resources

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

Other ligands for this protein

Quick navigation to other ligands bound to P35318.

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)