Win 55212-2

Details

• Internal ID: 3d1b3f5a-ab77-4ae3-bcec-25502da36bde
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Naphthoylindoles
• IUPAC Name: [(11R)-2-methyl-11-(morpholin-4-ylmethyl)-9-oxa-1-azatricyclo[6.3.1.04,12]dodeca-2,4(12),5,7-tetraen-3-yl]-naphthalen-1-ylmethanone
• InChI: InChI=1S/C27H26N2O3/c1-18-25(27(30)22-9-4-7-19-6-2-3-8-21(19)22)23-10-5-11-24-26(23)29(18)20(17-32-24)16-28-12-14-31-15-13-28/h2-11,20H,12-17H2,1H3/t20-/m1/s1
• InChI Key: HQVHOQAKMCMIIM-HXUWFJFHSA-N
• Popularity: 182 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₂₆N₂O₃
• Molecular Weight: 426.50 g/mol
• Exact Mass: 426.19434270 g/mol
• Topological Polar Surface Area (TPSA): 43.70 Ų
• XlogP: 4.40
• Atomic LogP (AlogP): 4.60
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

• Win-55212-2
• Win 55,212
• 131543-22-1
• WIN 55,212-2
• CHEMBL188
• WIN55212-2
• CHEBI:73295
• 5H31GI9502
• (2,3-Dihydro-5-methyl-3-((4-morpholinyl)methyl)pyrrolo-(1,2,3-de)-1,4-benzoxazin-6-yl)(1-naphthalenyl)methanone monomethanesulfonate
• (2,3-Dihydro-5-methyl-3-((4-morpholinyl)methyl)pyrrolo-(1,2,3-de)-1,4-benzoxazin-6-yl)(1-naphthalenyl)methanone
• (r)-(+)-[2,3-dihydro-5-methyl-3-(4-morpholinylmethyl)pyrrolo[1,2,3-de]-1,4-benzoxazin-6-yl]-1-naphthalenylmethanone
• [(11R)-2-methyl-11-(morpholin-4-ylmethyl)-9-oxa-1-azatricyclo[6.3.1.04,12]dodeca-2,4(12),5,7-tetraen-3-yl]-naphthalen-1-ylmethanone
• [(3R)-5-methyl-3-(morpholin-4-ylmethyl)-2,3-dihydro[1,4]oxazino[2,3,4-hi]indol-6-yl](1-naphthyl)methanone
• {(3R)-5-methyl-3-[(morpholin-4-yl)methyl]-2,3-dihydro[1,4]oxazino[2,3,4-hi]indol-6-yl}(naphthalen-1-yl)methanone
• Methanone, ((3R)-2,3-dihydro-5-methyl-3-(4-morpholinylmethyl)pyrrolo(1,2,3-de)-1,4-benzoxazin-6-yl)-1-naphthalenyl-
• Methanone, (2,3-dihydro-5-methyl-3-(4-morpholinylmethyl)pyrrolo(1,2,3-de)-1,4-benzoxazin-6-yl)-1-naphthalenyl-, (+)-
• UNII-5H31GI9502
• WI5
• (R)-WIN-55212
• (R)-(+)-[2,3-dihydro-5-methyl-3-(4-morpholinylmethyl)pyrrolo[1,2,3-de]-1,4-benzoxazin-6-yl]-1-naphthalenylmethanone mesylate
• (R)-(+)-WIN-55212-2
• WIN-2
• Lopac0_001278
• BSPBio_001538
• GTPL733
• SCHEMBL118531
• BDBM21281
• DTXSID40894849
• HQVHOQAKMCMIIM-HXUWFJFHSA-N
• HMS1791M20
• HMS1989M20
• (11R)-2-methyl-11-(morpholin-4-ylmethyl)-3-[(naphthalen-1-yl)carbonyl]-9-oxa-1-azatricyclo[6.3.1.0^{4,12}]dodeca-2,4,6,8(12)-tetraene
• CCG-205351
• DB13950
• SDCCGSBI-0051244.P002
• WIN 55212 2
• WIN55,212-2
• NCGC00016210-02
• NCGC00016210-03
• NCGC00016210-04
• NCGC00016210-05
• NCGC00016210-06
• NCGC00016210-07
• NCGC00016210-08
• NCGC00161310-01
• NCGC00161310-02
• NCGC00161310-03
• NCGC00161310-04
• NCGC00161310-05
• (R)-(+)-Win 55212-2
• J442.901J
• Q4016981
• BRD-K88282786-001-02-0
• BRD-K88282786-066-04-9
• (11R)-2-methyl-11-(morpholin-4-ylmethyl)-3-(naphthalen-1-ylcarbonyl)-9-oxa-1-azatricyclo[6.3.1.0^{4,12}]dodeca-2,4(12),5,7-tetraene
• (2,3-dihydro-5-methyl-3-((4-morpholinyl)methyl)pyrrolo-(1,2,3-de)-1,4-benzoxazin-6-yl)(1-naphthalenyl)methanone monomethanesulfonat
• 6H-Pyrrolo(3,2,1-ij)quinolin-6-one, 4,5-dihydro-2-methyl-4-(4-morpholinylmethyl)-1-(1-naphthalenylcarbonyl)-, (R)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9926	99.26%
Caco-2	-	0.5211	52.11%
Blood Brain Barrier	+	0.9500	95.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8245	82.45%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9231	92.31%
OATP1B3 inhibitior	+	0.9412	94.12%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	0.9481	94.81%
P-glycoprotein inhibitior	+	0.9659	96.59%
P-glycoprotein substrate	-	0.6414	64.14%
CYP3A4 substrate	+	0.5810	58.10%
CYP2C9 substrate	-	0.7709	77.09%
CYP2D6 substrate	-	0.7173	71.73%
CYP3A4 inhibition	+	0.7439	74.39%
CYP2C9 inhibition	-	0.9070	90.70%
CYP2C19 inhibition	-	0.9025	90.25%
CYP2D6 inhibition	-	0.9231	92.31%
CYP1A2 inhibition	-	0.8586	85.86%
CYP2C8 inhibition	+	0.5422	54.22%
CYP inhibitory promiscuity	+	0.8472	84.72%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6244	62.44%
Eye corrosion	-	0.9918	99.18%
Eye irritation	-	0.9885	98.85%
Skin irritation	-	0.8436	84.36%
Skin corrosion	-	0.9531	95.31%
Ames mutagenesis	+	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8393	83.93%
Micronuclear	+	0.5500	55.00%
Hepatotoxicity	-	0.5444	54.44%
skin sensitisation	-	0.8813	88.13%
Respiratory toxicity	+	0.8444	84.44%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.9500	95.00%
Nephrotoxicity	-	0.7577	75.77%
Acute Oral Toxicity (c)	III	0.7416	74.16%
Estrogen receptor binding	+	0.5662	56.62%
Androgen receptor binding	+	0.5953	59.53%
Thyroid receptor binding	+	0.5171	51.71%
Glucocorticoid receptor binding	+	0.7060	70.60%
Aromatase binding	+	0.7146	71.46%
PPAR gamma	+	0.6079	60.79%
Honey bee toxicity	-	0.8899	88.99%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	-	0.3834	38.34%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL3577	P00352	Aldehyde dehydrogenase 1A1	17.8 nM	Potency	via Super-PRED
CHEMBL218	P21554	Cannabinoid CB1 receptor	1.9 nM	Ki	via Super-PRED
CHEMBL253	P34972	Cannabinoid CB2 receptor	0.28 nM	Ki	via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	99.41%	85.14%
CHEMBL4040	P28482	MAP kinase ERK2	98.98%	83.82%
CHEMBL2581	P07339	Cathepsin D	94.58%	98.95%
CHEMBL230	P35354	Cyclooxygenase-2	94.57%	89.63%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.34%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.85%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.41%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	85.64%	94.73%
CHEMBL221	P23219	Cyclooxygenase-1	83.78%	90.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.62%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.46%	86.33%
CHEMBL1741221	Q9Y4P1	Cysteine protease ATG4B	83.43%	87.50%
CHEMBL5805	Q9NR97	Toll-like receptor 8	83.38%	96.25%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.05%	93.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.67%	100.00%
CHEMBL6007	O75762	Transient receptor potential cation channel subfamily A member 1	82.61%	92.17%
CHEMBL3310	Q96DB2	Histone deacetylase 11	82.52%	88.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.69%	94.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	81.64%	91.11%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	80.67%	96.67%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	80.64%	96.00%
CHEMBL5028	O14672	ADAM10	80.15%	97.50%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 5311501
• LOTUS: LTS0059445
• wikiData: Q4016981