YM 181741

Details

• Internal ID: 4cd81832-5d2c-4876-b9f9-23991861731b
• Taxonomy: Phenylpropanoids and polyketides > Angucyclines
• IUPAC Name: (3S)-8-hydroxy-3-(hydroxymethyl)-3,4-dihydro-2H-benzo[a]anthracene-1,7,12-trione
• InChI: InChI=1S/C19H14O5/c20-8-9-6-10-4-5-12-17(15(10)14(22)7-9)19(24)11-2-1-3-13(21)16(11)18(12)23/h1-5,9,20-21H,6-8H2/t9-/m0/s1
• InChI Key: UXSDRWXYYLSCOY-VIFPVBQESA-N
• Popularity: 5 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₁₄O₅
• Molecular Weight: 322.30 g/mol
• Exact Mass: 322.08412354 g/mol
• Topological Polar Surface Area (TPSA): 91.70 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 1.90
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

• RefChem:934416
• YM181741
• YM 181741
• 320385-54-4
• (3S)-8-Hydroxy-3-(hydroxymethyl)-3,4-dihydro-2H-benzo[a]anthracene-1,7,12-trione
• CHEBI:215767

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9926	99.26%
Caco-2	-	0.8271	82.71%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8794	87.94%
OATP2B1 inhibitior	-	0.7135	71.35%
OATP1B1 inhibitior	+	0.9085	90.85%
OATP1B3 inhibitior	+	0.9346	93.46%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.4789	47.89%
P-glycoprotein inhibitior	-	0.8833	88.33%
P-glycoprotein substrate	-	0.7073	70.73%
CYP3A4 substrate	+	0.5165	51.65%
CYP2C9 substrate	-	0.8052	80.52%
CYP2D6 substrate	-	0.8009	80.09%
CYP3A4 inhibition	-	0.7989	79.89%
CYP2C9 inhibition	-	0.6725	67.25%
CYP2C19 inhibition	-	0.5227	52.27%
CYP2D6 inhibition	-	0.8786	87.86%
CYP1A2 inhibition	+	0.7273	72.73%
CYP2C8 inhibition	-	0.8994	89.94%
CYP inhibitory promiscuity	-	0.8246	82.46%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8087	80.87%
Carcinogenicity (trinary)	Non-required	0.6209	62.09%
Eye corrosion	-	0.9900	99.00%
Eye irritation	-	0.8111	81.11%
Skin irritation	-	0.7381	73.81%
Skin corrosion	-	0.9816	98.16%
Ames mutagenesis	+	0.8900	89.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7141	71.41%
Micronuclear	-	0.5041	50.41%
Hepatotoxicity	+	0.6552	65.52%
skin sensitisation	-	0.8337	83.37%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	-	0.5000	50.00%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	+	0.8538	85.38%
Acute Oral Toxicity (c)	II	0.4834	48.34%
Estrogen receptor binding	+	0.6451	64.51%
Androgen receptor binding	+	0.5971	59.71%
Thyroid receptor binding	-	0.7721	77.21%
Glucocorticoid receptor binding	+	0.7292	72.92%
Aromatase binding	-	0.5210	52.10%
PPAR gamma	+	0.8837	88.37%
Honey bee toxicity	-	0.8422	84.22%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9525	95.25%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.18%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	96.42%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.33%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.00%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.65%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.83%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.07%	99.23%
CHEMBL217	P14416	Dopamine D2 receptor	86.17%	95.62%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.09%	100.00%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	81.35%	96.67%
CHEMBL1937	Q92769	Histone deacetylase 2	81.28%	94.75%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	80.85%	93.03%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.28%	89.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 10336233
• LOTUS: LTS0238342
• wikiData: Q77498632