2'-Episimulanoquinoline

Details

• Internal ID: 99d4c02c-0eae-42ab-866f-5356aee6ff06
• Taxonomy: Alkaloids and derivatives > Benzophenanthridine alkaloids > Dihydrobenzophenanthridine alkaloids
• IUPAC Name: (2S)-2-[[(13R)-1,2-dimethoxy-12-methyl-13H-[1,3]benzodioxolo[5,6-c]phenanthridin-13-yl]methyl]-7-methoxy-2,6-dimethylpyrano[3,2-c]quinolin-5-one
• SMILES (Canonical): CC1(C=CC2=C(O1)C3=C(C(=CC=C3)OC)N(C2=O)C)CC4C5=C(C=CC(=C5OC)OC)C6=C(N4C)C7=CC8=C(C=C7C=C6)OCO8
• SMILES (Isomeric): C[C@@]1(C=CC2=C(O1)C3=C(C(=CC=C3)OC)N(C2=O)C)C[C@@H]4C5=C(C=CC(=C5OC)OC)C6=C(N4C)C7=CC8=C(C=C7C=C6)OCO8
• InChI: InChI=1S/C37H34N2O7/c1-37(15-14-24-34(46-37)23-8-7-9-27(41-4)33(23)39(3)36(24)40)18-26-31-21(12-13-28(42-5)35(31)43-6)22-11-10-20-16-29-30(45-19-44-29)17-25(20)32(22)38(26)2/h7-17,26H,18-19H2,1-6H3/t26-,37-/m1/s1
• InChI Key: NUVWARFQHKLGOS-NGXVIIRPSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₇H₃₄N₂O₇
• Molecular Weight: 618.70 g/mol
• Exact Mass: 618.23660143 g/mol
• Topological Polar Surface Area (TPSA): 78.90 Ų
• XlogP: 6.20
• Atomic LogP (AlogP): 6.86
• H-Bond Acceptor: 9
• H-Bond Donor: 0
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9553	95.53%
Caco-2	-	0.6725	67.25%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.3809	38.09%
OATP2B1 inhibitior	-	0.8572	85.72%
OATP1B1 inhibitior	+	0.8407	84.07%
OATP1B3 inhibitior	+	0.9349	93.49%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9917	99.17%
P-glycoprotein inhibitior	+	0.9494	94.94%
P-glycoprotein substrate	+	0.7571	75.71%
CYP3A4 substrate	+	0.7435	74.35%
CYP2C9 substrate	-	0.8035	80.35%
CYP2D6 substrate	-	0.8020	80.20%
CYP3A4 inhibition	-	0.6543	65.43%
CYP2C9 inhibition	-	0.6837	68.37%
CYP2C19 inhibition	+	0.5064	50.64%
CYP2D6 inhibition	-	0.8886	88.86%
CYP1A2 inhibition	-	0.5873	58.73%
CYP2C8 inhibition	+	0.7282	72.82%
CYP inhibitory promiscuity	+	0.8175	81.75%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.4901	49.01%
Eye corrosion	-	0.9882	98.82%
Eye irritation	-	0.9126	91.26%
Skin irritation	-	0.8037	80.37%
Skin corrosion	-	0.9412	94.12%
Ames mutagenesis	+	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.9463	94.63%
Micronuclear	+	0.7300	73.00%
Hepatotoxicity	+	0.5284	52.84%
skin sensitisation	-	0.8720	87.20%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.9213	92.13%
Acute Oral Toxicity (c)	III	0.6685	66.85%
Estrogen receptor binding	+	0.8549	85.49%
Androgen receptor binding	+	0.8015	80.15%
Thyroid receptor binding	+	0.7544	75.44%
Glucocorticoid receptor binding	+	0.8896	88.96%
Aromatase binding	+	0.7147	71.47%
PPAR gamma	+	0.7158	71.58%
Honey bee toxicity	-	0.7281	72.81%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.9177	91.77%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.45%	98.95%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	98.07%	96.77%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.26%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.13%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.55%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.27%	89.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	96.07%	92.62%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.33%	94.00%
CHEMBL240	Q12809	HERG	94.40%	89.76%
CHEMBL4302	P08183	P-glycoprotein 1	93.38%	92.98%
CHEMBL1937	Q92769	Histone deacetylase 2	93.31%	94.75%
CHEMBL4835	P00338	L-lactate dehydrogenase A chain	93.13%	95.34%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	92.82%	96.00%
CHEMBL2730	P21980	Protein-glutamine gamma-glutamyltransferase	92.79%	92.38%
CHEMBL1907	P15144	Aminopeptidase N	92.31%	93.31%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	91.77%	89.62%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.11%	95.89%
CHEMBL2535	P11166	Glucose transporter	91.10%	98.75%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.25%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.55%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.52%	99.23%
CHEMBL3192	Q9BY41	Histone deacetylase 8	89.12%	93.99%
CHEMBL6175	Q9H3R0	Lysine-specific demethylase 4C	88.02%	96.69%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	87.13%	96.00%
CHEMBL1741221	Q9Y4P1	Cysteine protease ATG4B	86.59%	87.50%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	86.17%	96.67%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	85.04%	96.47%
CHEMBL5805	Q9NR97	Toll-like receptor 8	84.93%	96.25%
CHEMBL5925	P22413	Ectonucleotide pyrophosphatase/phosphodiesterase family member 1	84.92%	92.38%
CHEMBL4145	Q9UKV0	Histone deacetylase 9	84.24%	85.49%
CHEMBL2095226	P05556	Integrin alpha-5/beta-1	83.86%	96.39%
CHEMBL2413	P32246	C-C chemokine receptor type 1	82.66%	89.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.46%	97.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.28%	99.17%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	82.26%	94.03%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.00%	90.71%
CHEMBL5896	O75164	Lysine-specific demethylase 4A	82.00%	99.09%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	81.44%	96.09%
CHEMBL4805	Q99572	P2X purinoceptor 7	81.32%	97.50%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	80.64%	100.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.13%	100.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	80.09%	99.15%

Plants that contains it

• Acronychia pedunculata
• Agave deserti
• Aglaia silvestris
• Asclepias subulata
• Celastrus monospermus
• Conium maculatum
• Eutrochium purpureum
• Hibiscus tilliaceus
• Hortonia floribunda
• Hosta sieboldiana
• Inula salsoloides
• Jacobaea cannabifolia
• Lepidaploa lilacina
• Morinda coreia
• Passiflora morifolia
• Solanum spirale
• Sophora leachiana
• Zanthoxylum simulans

Cross-Links

• PubChem: 102236946
• NPASS: NPC186237
• LOTUS: LTS0016683
• wikiData: Q105186048