(6aR,9R)-N-[(1S,2S,4R,7S)-2-hydroxy-5-oxo-4,7-di(propan-2-yl)-3-oxa-6,9-diazatricyclo[7.3.0.02,6]dodecan-4-yl]-7-methyl-6,6a,8,9-tetrahydro-4H-indolo[4,3-fg]quinoline-9-carboxamide

Details

• Internal ID: 129f7b5a-d5eb-40b3-8006-f916d2854afc
• Taxonomy: Alkaloids and derivatives > Ergoline and derivatives > Lysergic acids and derivatives > Lysergamides
• IUPAC Name: (6aR,9R)-N-[(1S,2S,4R,7S)-2-hydroxy-5-oxo-4,7-di(propan-2-yl)-3-oxa-6,9-diazatricyclo[7.3.0.02,6]dodecan-4-yl]-7-methyl-6,6a,8,9-tetrahydro-4H-indolo[4,3-fg]quinoline-9-carboxamide
• InChI: InChI=1S/C31H41N5O4/c1-17(2)25-16-35-11-7-10-26(35)31(39)36(25)29(38)30(40-31,18(3)4)33-28(37)20-12-22-21-8-6-9-23-27(21)19(14-32-23)13-24(22)34(5)15-20/h6,8-9,12,14,17-18,20,24-26,32,39H,7,10-11,13,15-16H2,1-5H3,(H,33,37)/t20-,24-,25-,26+,30-,31+/m1/s1
• InChI Key: JQYYNHYNXWPSEG-JTKYEKAPSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₄₁N₅O₄
• Molecular Weight: 547.70 g/mol
• Exact Mass: 547.31585481 g/mol
• Topological Polar Surface Area (TPSA): 101.00 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 2.51
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9683	96.83%
Caco-2	-	0.7963	79.63%
Blood Brain Barrier	-	0.8750	87.50%
Human oral bioavailability	-	0.8714	87.14%
Subcellular localzation	Nucleus	0.3596	35.96%
OATP2B1 inhibitior	-	0.5667	56.67%
OATP1B1 inhibitior	+	0.8898	88.98%
OATP1B3 inhibitior	+	0.9056	90.56%
MATE1 inhibitior	+	0.9967	99.67%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	+	0.9356	93.56%
P-glycoprotein inhibitior	+	0.6019	60.19%
P-glycoprotein substrate	+	0.6820	68.20%
CYP3A4 substrate	+	0.7841	78.41%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7671	76.71%
CYP3A4 inhibition	+	0.7878	78.78%
CYP2C9 inhibition	-	0.9122	91.22%
CYP2C19 inhibition	-	0.6279	62.79%
CYP2D6 inhibition	-	0.9330	93.30%
CYP1A2 inhibition	+	0.9049	90.49%
CYP2C8 inhibition	+	0.5203	52.03%
CYP inhibitory promiscuity	-	0.7765	77.65%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5006	50.06%
Eye corrosion	-	0.9876	98.76%
Eye irritation	-	0.9641	96.41%
Skin irritation	-	0.7353	73.53%
Skin corrosion	-	0.9255	92.55%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8271	82.71%
Micronuclear	+	0.8500	85.00%
Hepatotoxicity	-	0.5739	57.39%
skin sensitisation	-	0.8635	86.35%
Respiratory toxicity	+	0.9667	96.67%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	1.0000	100.00%
Nephrotoxicity	+	0.4847	48.47%
Acute Oral Toxicity (c)	III	0.5960	59.60%
Estrogen receptor binding	+	0.8354	83.54%
Androgen receptor binding	+	0.7435	74.35%
Thyroid receptor binding	+	0.5209	52.09%
Glucocorticoid receptor binding	+	0.7518	75.18%
Aromatase binding	+	0.7936	79.36%
PPAR gamma	+	0.7725	77.25%
Honey bee toxicity	-	0.7285	72.85%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5050	50.50%
Fish aquatic toxicity	+	0.9884	98.84%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.57%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	97.11%	95.56%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	97.05%	93.03%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.38%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	95.65%	83.82%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.57%	97.25%
CHEMBL217	P14416	Dopamine D2 receptor	95.17%	95.62%
CHEMBL5608	Q16288	NT-3 growth factor receptor	94.90%	95.89%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	94.20%	82.69%
CHEMBL5103	Q969S8	Histone deacetylase 10	92.97%	90.08%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	92.53%	99.23%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.29%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.13%	97.09%
CHEMBL3310	Q96DB2	Histone deacetylase 11	91.03%	88.56%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	90.70%	96.47%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.52%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.90%	94.45%
CHEMBL1951	P21397	Monoamine oxidase A	89.37%	91.49%
CHEMBL3359	P21462	Formyl peptide receptor 1	89.31%	93.56%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	88.76%	96.77%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.10%	94.00%
CHEMBL4073	P09237	Matrix metalloproteinase 7	87.03%	97.56%
CHEMBL4072	P07858	Cathepsin B	86.90%	93.67%
CHEMBL2535	P11166	Glucose transporter	86.81%	98.75%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	86.77%	98.33%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	86.64%	95.71%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	85.63%	95.71%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	85.17%	97.64%
CHEMBL340	P08684	Cytochrome P450 3A4	83.73%	91.19%
CHEMBL5203	P33316	dUTP pyrophosphatase	83.70%	99.18%
CHEMBL2094135	Q96BI3	Gamma-secretase	83.18%	98.05%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	83.12%	83.10%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	83.08%	97.50%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	82.49%	89.67%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	81.63%	91.24%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	81.04%	93.04%
CHEMBL5028	O14672	ADAM10	80.34%	97.50%
CHEMBL213	P08588	Beta-1 adrenergic receptor	80.10%	95.56%

Plants that contains it

• Ipomoea cairica

Cross-Links

• PubChem: 16219301
• NPASS: NPC225644