(3R,11bS)-6,8,11b-trihydroxy-4-methoxy-10-methyl-6'-[[2-(2-methylbut-3-en-2-yl)-1H-indol-3-yl]methylidene]spiro[1,2-dihydrobenzo[a]phenalene-3,3'-piperazine]-2',5',7-trione

Details

• Internal ID: e4b439f4-1303-4f37-80eb-74b86f30b54a
• Taxonomy: Benzenoids > Phenanthrenes and derivatives
• IUPAC Name: (3R,11bS)-6,8,11b-trihydroxy-4-methoxy-10-methyl-6'-[[2-(2-methylbut-3-en-2-yl)-1H-indol-3-yl]methylidene]spiro[1,2-dihydrobenzo[a]phenalene-3,3'-piperazine]-2',5',7-trione
• SMILES (Canonical): CC1=CC2=C(C(=C1)O)C(=O)C3=C4C2(CCC5(C4=C(C=C3O)OC)C(=O)NC(=CC6=C(NC7=CC=CC=C76)C(C)(C)C=C)C(=O)N5)O
• SMILES (Isomeric): CC1=CC2=C(C(=C1)O)C(=O)C3=C4[C@@]2(CC[C@@]5(C4=C(C=C3O)OC)C(=O)NC(=CC6=C(NC7=CC=CC=C76)C(C)(C)C=C)C(=O)N5)O
• InChI: InChI=1S/C36H33N3O7/c1-6-34(3,4)31-19(18-9-7-8-10-21(18)37-31)15-22-32(43)39-35(33(44)38-22)11-12-36(45)20-13-17(2)14-23(40)26(20)30(42)27-24(41)16-25(46-5)28(35)29(27)36/h6-10,13-16,37,40-41,45H,1,11-12H2,2-5H3,(H,38,44)(H,39,43)/t35-,36+/m1/s1
• InChI Key: QJNGRMBNUUTRKF-XDSPJLLDSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₃₃N₃O₇
• Molecular Weight: 619.70 g/mol
• Exact Mass: 619.23185040 g/mol
• Topological Polar Surface Area (TPSA): 161.00 Ų
• XlogP: 5.30
• Atomic LogP (AlogP): 4.42
• H-Bond Acceptor: 7
• H-Bond Donor: 6
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9642	96.42%
Caco-2	-	0.8718	87.18%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8460	84.60%
OATP2B1 inhibitior	-	0.5676	56.76%
OATP1B1 inhibitior	+	0.8253	82.53%
OATP1B3 inhibitior	+	0.9320	93.20%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8542	85.42%
BSEP inhibitior	+	0.9959	99.59%
P-glycoprotein inhibitior	+	0.7750	77.50%
P-glycoprotein substrate	+	0.6407	64.07%
CYP3A4 substrate	+	0.7190	71.90%
CYP2C9 substrate	-	0.8014	80.14%
CYP2D6 substrate	-	0.8646	86.46%
CYP3A4 inhibition	-	0.7136	71.36%
CYP2C9 inhibition	-	0.7637	76.37%
CYP2C19 inhibition	-	0.6923	69.23%
CYP2D6 inhibition	-	0.8750	87.50%
CYP1A2 inhibition	-	0.6424	64.24%
CYP2C8 inhibition	+	0.7680	76.80%
CYP inhibitory promiscuity	-	0.6330	63.30%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.4888	48.88%
Eye corrosion	-	0.9872	98.72%
Eye irritation	-	0.9051	90.51%
Skin irritation	-	0.7939	79.39%
Skin corrosion	-	0.9299	92.99%
Ames mutagenesis	+	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7639	76.39%
Micronuclear	+	0.7400	74.00%
Hepatotoxicity	+	0.5750	57.50%
skin sensitisation	-	0.8590	85.90%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	-	0.7145	71.45%
Acute Oral Toxicity (c)	III	0.5663	56.63%
Estrogen receptor binding	+	0.8661	86.61%
Androgen receptor binding	+	0.7999	79.99%
Thyroid receptor binding	+	0.6571	65.71%
Glucocorticoid receptor binding	+	0.7958	79.58%
Aromatase binding	+	0.6521	65.21%
PPAR gamma	+	0.7883	78.83%
Honey bee toxicity	-	0.7090	70.90%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.7627	76.27%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	99.67%	95.56%
CHEMBL1937	Q92769	Histone deacetylase 2	99.13%	94.75%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.37%	91.11%
CHEMBL3192	Q9BY41	Histone deacetylase 8	98.13%	93.99%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	96.77%	99.23%
CHEMBL1951	P21397	Monoamine oxidase A	96.28%	91.49%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	95.21%	93.03%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.38%	94.45%
CHEMBL2581	P07339	Cathepsin D	94.27%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.14%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.80%	89.00%
CHEMBL2535	P11166	Glucose transporter	91.60%	98.75%
CHEMBL284	P27487	Dipeptidyl peptidase IV	90.41%	95.69%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	89.66%	96.00%
CHEMBL340	P08684	Cytochrome P450 3A4	89.64%	91.19%
CHEMBL2146302	O94925	Glutaminase kidney isoform, mitochondrial	88.73%	100.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	88.10%	97.14%
CHEMBL220	P22303	Acetylcholinesterase	87.33%	94.45%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	87.08%	91.07%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	87.05%	92.88%
CHEMBL241	Q14432	Phosphodiesterase 3A	86.95%	92.94%
CHEMBL4145	Q9UKV0	Histone deacetylase 9	86.70%	85.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.07%	86.33%
CHEMBL2708	Q16584	Mitogen-activated protein kinase kinase kinase 11	85.49%	81.14%
CHEMBL4530	P00488	Coagulation factor XIII	84.54%	96.00%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	84.18%	96.67%
CHEMBL1795185	Q58F21	Bromodomain testis-specific protein	83.81%	89.76%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	83.65%	96.21%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.63%	96.09%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	82.78%	91.71%
CHEMBL3310	Q96DB2	Histone deacetylase 11	81.29%	88.56%
CHEMBL4829	O00763	Acetyl-CoA carboxylase 2	81.11%	98.00%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.97%	96.90%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.20%	95.89%
CHEMBL3401	O75469	Pregnane X receptor	80.00%	94.73%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139591161
• LOTUS: LTS0268994
• wikiData: Q105222768