Ligand profile

CHEMBL2372189

Bioactivity hit from ChEMBL on a similar protein.

Bound to: P35318

Via homolog UniProt P06881 Formula C₁₆₇H₂₄₉N₄₅O₄₁

pchembl 7.53 ~29.5 nM

Mol. weight 3543.10 Da

Permeability Check

PAINS Alert

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL2372189
UniProt (similar protein): P06881
pchembl: 7.530 (~29.5 nM)
Target protein: P35318

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 3543.10 Da

LogP (Crippen) -9.85

H-bond donors 47

H-bond acceptors 43

TPSA 1347.34 Å²

Rotatable bonds 106

Aromatic rings 8 / 10

Heavy atoms 253

Fraction sp³ C 0.56

Formula C₁₆₇H₂₄₉N₄₅O₄₁

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 1347.3
−1 ≤ LogP ≤ 5 -9.85

Lipinski's Rule of Five Fail 3 violations

MW ≤ 500 Da 3543.1
LogP ≤ 5 -9.85
H-bond donors ≤ 5 47
H-bond acceptors ≤ 10 43

Veber's rules Fail

Rotatable bonds ≤ 10 106
TPSA ≤ 140 Å² 1347.3

PAINS Alert

Matches PAINS filter: indol_3yl_alk(461). May be a frequent false positive in HTS — review carefully.

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)N1Cc2[nH]c3ccccc3c2C[C@H]1C(=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/C167H249N45O41/c1-83(2)62-111(189-127(220)77-181-139(226)91(17)185-146(233)112(63-84(3)4)195-144(231)108(54-39-59-177-166(173)252)191-150(237)117(69-100-74-175-82-184-100)200-163(250)137(94(20)216)210-161(248)134(89(13)14)206-153(240)116(187-95(21)217)68-99-73-179-104-50-33-31-48-101(99)104)148(235)196-113(64-85(5)6)149(236)203-122(81-214)155(242)192-109(55-40-60-178-167(174)253)145(232)202-121(80-213)141(228)182-75-126(219)180-76-128(221)204-132(87(9)10)160(247)207-133(88(11)12)159(246)193-107(53-36-38-58-176-165(171)172)142(229)190-106(52-35-37-57-168)143(230)198-118(71-125(169)218)151(238)197-115(67-98-46-29-24-30-47-98)152(239)208-135(90(15)16)164(251)211-61-41-56-123(211)156(243)209-136(93(19)215)162(249)201-119(72-130(223)224)154(241)205-131(86(7)8)158(245)183-78-129(222)212-79-120-103(102-49-32-34-51-105(102)188-120)70-124(212)157(244)199-114(66-97-44-27-23-28-45-97)147(234)186-92(18)140(227)194-110(138(170)225)65-96-42-25-22-26-43-96/h22-34,42-51,73-74,82-94,106-119,121-124,131-137,179,188,213-216H,35-41,52-72,75-81,168H2,1-21H3,(H2,169,218)(H2,170,225)(H,175,184)(H,180,219)(H,181,226)(H,182,228)(H,183,245)(H,185,233)(H,186,234)(H,187,217)(H,189,220)(H,190,229)(H,191,237)(H,192,242)(H,193,246)(H,194,227)(H,195,231)(H,196,235)(H,197,238)(H,198,230)(H,199,244)(H,200,250)(H,201,249)(H,202,232)(H,203,236)(H,204,221)(H,205,241)(H,206,240)(H,207,247)(H,208,239)(H,209,243)(H,210,248)(H,223,224)(H4,171,172,176)(H3,173,177,252)(H3,174,178,253)/t91-,92-,93+,94+,106-,107-,108-,109-,110-,111-,112-,113-,114-,115-,116-,117-,118-,119-,121-,122-,123-,124-,131-,132-,133-,134-,135-,136-,137-/m0/s1

InChIKey

ZTLJGKCUXALWHR-ZRHVUPJASA-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.

ChEMBL ChEMBL compound CHEMBL2372189 →
UniProt UniProt P06881 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL2372189”) →

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)