Pakistanine

Details

• Internal ID: 436a3984-2b3a-4797-9985-b6ce2778400f
• Taxonomy: Alkaloids and derivatives > Aporphines
• IUPAC Name: (6aR)-9-[4-[[(1S)-6,7-dimethoxy-2-methyl-3,4-dihydro-1H-isoquinolin-1-yl]methyl]phenoxy]-2-methoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline-1,10-diol
• SMILES (Canonical): CN1CCC2=CC(=C(C3=C2C1CC4=CC(=C(C=C43)O)OC5=CC=C(C=C5)CC6C7=CC(=C(C=C7CCN6C)OC)OC)O)OC
• SMILES (Isomeric): CN1CCC2=CC(=C(C3=C2[C@H]1CC4=CC(=C(C=C43)O)OC5=CC=C(C=C5)C[C@H]6C7=CC(=C(C=C7CCN6C)OC)OC)O)OC
• InChI: InChI=1S/C37H40N2O6/c1-38-12-10-22-16-32(42-3)33(43-4)20-26(22)28(38)14-21-6-8-25(9-7-21)45-31-18-24-15-29-35-23(11-13-39(29)2)17-34(44-5)37(41)36(35)27(24)19-30(31)40/h6-9,16-20,28-29,40-41H,10-15H2,1-5H3/t28-,29+/m0/s1
• InChI Key: PJBCPYBIOOFQBE-URLMMPGGSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₇H₄₀N₂O₆
• Molecular Weight: 608.70 g/mol
• Exact Mass: 608.28863700 g/mol
• Topological Polar Surface Area (TPSA): 83.90 Ų
• XlogP: 6.10
• Atomic LogP (AlogP): 6.44
• H-Bond Acceptor: 8
• H-Bond Donor: 2
• Rotatable Bonds: 7

Synonyms

• 36506-69-1
• DTXSID70190008
• 4H-Dibenzo(de,g)quinoline-1,10-diol, 5,6,6a,7-tetrahydro-2-methoxy-6-methyl-9-(4-((1,2,3,4-tetrahydro-6,7-dimethoxy-2-methyl-1-isoquinolinyl)methyl)phenoxy)-, (R-(R*,S*))-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8101	81.01%
Caco-2	-	0.7473	74.73%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6465	64.65%
OATP2B1 inhibitior	+	0.5786	57.86%
OATP1B1 inhibitior	+	0.8587	85.87%
OATP1B3 inhibitior	+	0.9393	93.93%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	+	0.9784	97.84%
P-glycoprotein inhibitior	+	0.9132	91.32%
P-glycoprotein substrate	-	0.5899	58.99%
CYP3A4 substrate	+	0.7331	73.31%
CYP2C9 substrate	+	0.7865	78.65%
CYP2D6 substrate	+	0.7818	78.18%
CYP3A4 inhibition	-	0.9091	90.91%
CYP2C9 inhibition	-	0.9592	95.92%
CYP2C19 inhibition	-	0.9288	92.88%
CYP2D6 inhibition	-	0.6302	63.02%
CYP1A2 inhibition	-	0.8223	82.23%
CYP2C8 inhibition	+	0.7537	75.37%
CYP inhibitory promiscuity	-	0.9232	92.32%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6795	67.95%
Eye corrosion	-	0.9926	99.26%
Eye irritation	-	0.9244	92.44%
Skin irritation	-	0.7795	77.95%
Skin corrosion	-	0.9497	94.97%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8256	82.56%
Micronuclear	+	0.5400	54.00%
Hepatotoxicity	-	0.8272	82.72%
skin sensitisation	-	0.9025	90.25%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	-	0.8531	85.31%
Acute Oral Toxicity (c)	III	0.7554	75.54%
Estrogen receptor binding	+	0.8061	80.61%
Androgen receptor binding	+	0.7534	75.34%
Thyroid receptor binding	+	0.6142	61.42%
Glucocorticoid receptor binding	+	0.7868	78.68%
Aromatase binding	+	0.6439	64.39%
PPAR gamma	+	0.7470	74.70%
Honey bee toxicity	-	0.7950	79.50%
Biodegradation	-	0.9750	97.50%
Crustacea aquatic toxicity	+	0.7000	70.00%
Fish aquatic toxicity	+	0.8222	82.22%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.44%	96.09%
CHEMBL2581	P07339	Cathepsin D	98.26%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	98.08%	91.49%
CHEMBL217	P14416	Dopamine D2 receptor	97.21%	95.62%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	96.95%	91.79%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.84%	85.14%
CHEMBL5608	Q16288	NT-3 growth factor receptor	95.29%	95.89%
CHEMBL4835	P00338	L-lactate dehydrogenase A chain	95.24%	95.34%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.90%	91.11%
CHEMBL4208	P20618	Proteasome component C5	94.73%	90.00%
CHEMBL2056	P21728	Dopamine D1 receptor	94.69%	91.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	93.92%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.58%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.61%	94.00%
CHEMBL261	P00915	Carbonic anhydrase I	92.56%	96.76%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	91.81%	91.03%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	91.03%	92.62%
CHEMBL2535	P11166	Glucose transporter	90.69%	98.75%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.64%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.25%	86.33%
CHEMBL5747	Q92793	CREB-binding protein	90.01%	95.12%
CHEMBL241	Q14432	Phosphodiesterase 3A	89.04%	92.94%
CHEMBL3438	Q05513	Protein kinase C zeta	88.41%	88.48%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	86.60%	95.17%
CHEMBL3192	Q9BY41	Histone deacetylase 8	86.56%	93.99%
CHEMBL4895	P30530	Tyrosine-protein kinase receptor UFO	85.99%	90.95%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	85.79%	95.78%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	85.51%	95.53%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.71%	97.09%
CHEMBL3492	P49721	Proteasome Macropain subunit	83.46%	90.24%
CHEMBL3820	P35557	Hexokinase type IV	83.22%	91.96%
CHEMBL1744525	P43490	Nicotinamide phosphoribosyltransferase	82.02%	96.25%
CHEMBL1808	P12821	Angiotensin-converting enzyme	81.51%	93.39%
CHEMBL2337	P48067	Glycine transporter 1	80.53%	95.45%
CHEMBL2243	O00519	Anandamide amidohydrolase	80.50%	97.53%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.43%	90.71%

Plants that contains it

• Berberis calliobotrys
• Berberis empetrifolia
• Berberis ilicifolia
• Berberis orthobotrys
• Berberis sibirica

Cross-Links

• PubChem: 193239
• LOTUS: LTS0237877
• wikiData: Q83062248