3-(3-chloro-4-hydroxyphenylamino)-4-(4-nitrophenyl)-1H-pyrrole-2,5-dione

Details

• Internal ID: d1ecf554-974d-4dd3-896a-1ad27eba22d7
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Alpha amino acids and derivatives
• IUPAC Name: 3-(3-chloro-4-hydroxyanilino)-4-(2-nitrophenyl)pyrrole-2,5-dione
• SMILES (Canonical): C1=CC=C(C(=C1)C2=C(C(=O)NC2=O)NC3=CC(=C(C=C3)O)Cl)[N+](=O)[O-]
• SMILES (Isomeric): C1=CC=C(C(=C1)C2=C(C(=O)NC2=O)NC3=CC(=C(C=C3)O)Cl)[N+](=O)[O-]
• InChI: InChI=1S/C16H10ClN3O5/c17-10-7-8(5-6-12(10)21)18-14-13(15(22)19-16(14)23)9-3-1-2-4-11(9)20(24)25/h1-7,21H,(H2,18,19,22,23)
• InChI Key: PQCXVIPXISBFPN-UHFFFAOYSA-N
• Popularity: 206 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₀ClN₃O₅
• Molecular Weight: 359.72 g/mol
• Exact Mass: 359.0308981 g/mol
• Topological Polar Surface Area (TPSA): 124.00 Ų
• XlogP: 2.80

Synonyms

• SB 415286
• SB-415286
• SB415286
• 3-(3-chloro-4-hydroxyphenylamino)-4-(4-nitrophenyl)-1H-pyrrole-2,5-dione
• 3-(3-chloro-4-hydroxyphenylamino)-4-(2-nitrophenyl)-1H-pyrrole-2,5-dione
• CHEMBL322970
• 1H-Pyrrole-2,5-dione, 3-[(3-chloro-4-hydroxyphenyl)amino]-4-(2-nitrophenyl)-
• 3-((3-chloro-4-hydroxyphenyl)amino)-4-(2-nitrophenyl)-1H-pyrrole-2,5-dione
• 3-[(3-chloro-4-hydroxyphenyl)amino]-4-(2-nitrophenyl)-1H-pyrrole-2,5-dione
• 3-[(3-chloro-4-hydroxyphenyl)amino]-4-(2-nitrophenyl)-2,5-dihydro-1H-pyrrole-2,5-dione
• SMR000568415
• SR-01000075855
• Tocris-1617
• 3-(3-chloro-4-hydroxyanilino)-4-(2-nitrophenyl)pyrrole-2,5-dione
• Lopac-S-3567
• Lopac0_000481
• BSPBio_001516
• KBioGR_000236
• KBioSS_000236
• MLS001074895
• MLS002172454
• MLS006011019
• SCHEMBL454710
• BDBM8297
• GTPL8019
• BCBcMAP01_000113
• CHEBI:91107
• cid_4210951
• KBio2_000236
• KBio2_002804
• KBio2_005372
• KBio3_000471
• KBio3_000472
• DTXSID30181018
• Bio2_000236
• Bio2_000716
• HMS1361L18
• HMS1791L18
• HMS1989L18
• HMS2235D14
• HMS3261B03
• HMS3268I07
• HMS3402L18
• HMS3412N07
• HMS3656D19
• HMS3676N07
• BCP02901
• EX-A2437
• Tox21_500481
• BDBM50130725
• s2729
• AKOS015950826
• CCG-101286
• CCG-221785
• CS-0951
• LP00481
• SB19274
• SDCCGSBI-0050465.P002
• 1H-Pyrrol-2,5-dione, 3-((3-chloro-4-hydroxyphenyl)amino)-4-(2-nitrophenyl)-
• IDI1_033986
• NCGC00015950-01
• NCGC00015950-02
• NCGC00015950-03
• NCGC00015950-04
• NCGC00015950-05
• NCGC00015950-06
• NCGC00015950-07
• NCGC00015950-14
• NCGC00015950-15
• NCGC00025233-01
• NCGC00025233-02
• NCGC00025233-03
• NCGC00025233-04
• NCGC00261166-01
• AC-35881
• AS-73351
• HY-15438
• BCP0726000270
• EU-0100481
• SW219496-1
• D83148
• S 3567
• SB 415286, >=98% (HPLC)
• A877235
• J-016419
• SR-01000075855-1
• SR-01000075855-3
• BRD-K76805682-001-02-7
• BRD-K76805682-001-05-0
• Q27088727
• 3-(3-Chloro-4-hydroxy-phenylamino)-4-(2-nitro-phenyl)-pyrrole-2,5-dione
• 3-(3-chloro-4-hydroxyanilino)-4-(2-nitrophenyl)-1H-pyrrole-2,5-dione
• 3-[(3-chloro-4-hydroxyphenyl)amino]-4-(2-nitrophenyl)pyrrole-2,5-dione
• 1H-Pyrrole-2,5-dione,3-[(3-chloro-4-hydroxyphenyl)amino]-4-(2-nitrophenyl)-
• 3-[(3-Chloro-4-hydroxyphenyl)amino]-4-(2-nitrophenyl)-1 H-pyrrole-2,5-dione
• 3-[(3-Chloro-4-hydroxyphenyl)amino]-4-(2-nitrophenyl)-1H-pyrrol-2,5-dione

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
No predicted properties yet!

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL4159	Q99714	Endoplasmic reticulum-associated amyloid beta-peptide-binding protein	199.5 nM	Potency	via Super-PRED
CHEMBL262	P49841	Glycogen synthase kinase-3 beta	50 nM	IC50	via Super-PRED
CHEMBL1293235	P02545	Prelamin-A/C	354.8 nM	Potency	via Super-PRED
CHEMBL1293256	P40225	Thrombopoietin	199.5 nM	Potency	via Super-PRED
CHEMBL1963	P16473	Thyroid stimulating hormone receptor	39.8 nM	Potency	via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	97.90%	92.88%
CHEMBL2850	P49840	Glycogen synthase kinase-3 alpha	96.25%	88.84%
CHEMBL221	P23219	Cyclooxygenase-1	96.22%	90.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.11%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.82%	91.11%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	95.66%	93.03%
CHEMBL3038469	P24941	CDK2/Cyclin A	95.02%	91.38%
CHEMBL2104	Q99571	P2X purinoceptor 4	94.97%	97.50%
CHEMBL240	Q12809	HERG	93.70%	89.76%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.45%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.80%	94.45%
CHEMBL3902	P09211	Glutathione S-transferase Pi	92.66%	93.81%
CHEMBL3401	O75469	Pregnane X receptor	92.16%	94.73%
CHEMBL2535	P11166	Glucose transporter	91.31%	98.75%
CHEMBL4208	P20618	Proteasome component C5	89.14%	90.00%
CHEMBL4530	P00488	Coagulation factor XIII	88.17%	96.00%
CHEMBL3788	O00444	Serine/threonine-protein kinase PLK4	87.60%	83.65%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	87.34%	82.69%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	87.09%	91.24%
CHEMBL5491	P30291	Serine/threonine-protein kinase WEE1	85.20%	97.46%
CHEMBL2581	P07339	Cathepsin D	85.07%	98.95%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	84.56%	96.67%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	84.12%	96.00%
CHEMBL2069	P21731	Thromboxane A2 receptor	83.40%	92.62%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.39%	91.07%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	81.83%	93.40%
CHEMBL308	P06493	Cyclin-dependent kinase 1	80.69%	91.73%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	80.55%	94.23%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	80.11%	99.15%

Plants that contains it

• Echinacea purpurea

Cross-Links

• PubChem: 4210951
• LOTUS: LTS0076975
• wikiData: Q105266043