(6aR,9S)-N-[(1S,2S,4R,7S)-2-methoxy-5,8-dioxo-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: 133dbf13-2a80-46ec-9d5e-307500501bb6
• Taxonomy: Alkaloids and derivatives > Ergoline and derivatives > Lysergic acids and derivatives > Ergopeptines
• IUPAC Name: (6aR,9S)-N-[(1S,2S,4R,7S)-2-methoxy-5,8-dioxo-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/C32H41N5O5/c1-17(2)27-29(39)36-12-8-11-25(36)32(41-6)37(27)30(40)31(42-32,18(3)4)34-28(38)20-13-22-21-9-7-10-23-26(21)19(15-33-23)14-24(22)35(5)16-20/h7,9-10,13,15,17-18,20,24-25,27,33H,8,11-12,14,16H2,1-6H3,(H,34,38)/t20-,24+,25-,27-,31+,32-/m0/s1
• InChI Key: NLMADGWRGZRDLJ-VWWMPMKVSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₄₁N₅O₅
• Molecular Weight: 575.70 g/mol
• Exact Mass: 575.31076943 g/mol
• Topological Polar Surface Area (TPSA): 107.00 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 2.69
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9604	96.04%
Caco-2	-	0.8017	80.17%
Blood Brain Barrier	-	0.8750	87.50%
Human oral bioavailability	-	0.8857	88.57%
Subcellular localzation	Nucleus	0.3105	31.05%
OATP2B1 inhibitior	-	0.7066	70.66%
OATP1B1 inhibitior	+	0.8666	86.66%
OATP1B3 inhibitior	+	0.9134	91.34%
MATE1 inhibitior	+	0.9967	99.67%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.8946	89.46%
P-glycoprotein inhibitior	+	0.6526	65.26%
P-glycoprotein substrate	+	0.7325	73.25%
CYP3A4 substrate	+	0.7791	77.91%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7671	76.71%
CYP3A4 inhibition	+	0.9113	91.13%
CYP2C9 inhibition	-	0.8416	84.16%
CYP2C19 inhibition	-	0.5413	54.13%
CYP2D6 inhibition	-	0.8833	88.33%
CYP1A2 inhibition	+	0.7346	73.46%
CYP2C8 inhibition	+	0.5753	57.53%
CYP inhibitory promiscuity	-	0.5741	57.41%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.4667	46.67%
Eye corrosion	-	0.9869	98.69%
Eye irritation	-	0.9536	95.36%
Skin irritation	-	0.7543	75.43%
Skin corrosion	-	0.9262	92.62%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7498	74.98%
Micronuclear	+	0.7900	79.00%
Hepatotoxicity	-	0.6890	68.90%
skin sensitisation	-	0.8732	87.32%
Respiratory toxicity	+	0.9667	96.67%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	-	0.6212	62.12%
Acute Oral Toxicity (c)	III	0.5907	59.07%
Estrogen receptor binding	+	0.8163	81.63%
Androgen receptor binding	+	0.6807	68.07%
Thyroid receptor binding	+	0.5708	57.08%
Glucocorticoid receptor binding	+	0.7692	76.92%
Aromatase binding	+	0.7830	78.30%
PPAR gamma	+	0.7960	79.60%
Honey bee toxicity	-	0.7127	71.27%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9907	99.07%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.72%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.57%	96.09%
CHEMBL1951	P21397	Monoamine oxidase A	96.35%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.34%	95.56%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	95.75%	93.03%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.68%	91.11%
CHEMBL5608	Q16288	NT-3 growth factor receptor	95.40%	95.89%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.89%	97.25%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	94.79%	82.69%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.43%	99.23%
CHEMBL3524	P56524	Histone deacetylase 4	91.03%	92.97%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.60%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.34%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.12%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.13%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.83%	94.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	87.55%	96.77%
CHEMBL217	P14416	Dopamine D2 receptor	87.37%	95.62%
CHEMBL213	P08588	Beta-1 adrenergic receptor	86.79%	95.56%
CHEMBL2535	P11166	Glucose transporter	86.72%	98.75%
CHEMBL5103	Q969S8	Histone deacetylase 10	84.73%	90.08%
CHEMBL5203	P33316	dUTP pyrophosphatase	84.63%	99.18%
CHEMBL340	P08684	Cytochrome P450 3A4	84.58%	91.19%
CHEMBL3310	Q96DB2	Histone deacetylase 11	84.46%	88.56%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.97%	93.56%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	83.92%	98.33%
CHEMBL2095226	P05556	Integrin alpha-5/beta-1	83.91%	96.39%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	82.52%	95.71%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	82.31%	83.00%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	81.38%	97.64%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	80.34%	83.10%
CHEMBL4073	P09237	Matrix metalloproteinase 7	80.27%	97.56%
CHEMBL2094135	Q96BI3	Gamma-secretase	80.20%	98.05%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	80.15%	96.47%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.06%	97.14%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162901990
• LOTUS: LTS0193474
• wikiData: Q105181426