Pallidine

Details

• Internal ID: 448698ac-2baa-4298-aeb9-fdac3e037e6f
• Taxonomy: Benzenoids > Phenanthrenes and derivatives
• IUPAC Name: (1S,9S)-5-hydroxy-4,13-dimethoxy-17-methyl-17-azatetracyclo[7.5.3.01,10.02,7]heptadeca-2,4,6,10,13-pentaen-12-one
• SMILES (Canonical): CN1CCC23C=C(C(=O)C=C2C1CC4=CC(=C(C=C34)OC)O)OC
• SMILES (Isomeric): CN1CC[C@@]23C=C(C(=O)C=C2[C@@H]1CC4=CC(=C(C=C34)OC)O)OC
• InChI: InChI=1S/C19H21NO4/c1-20-5-4-19-10-18(24-3)16(22)8-13(19)14(20)6-11-7-15(21)17(23-2)9-12(11)19/h7-10,14,21H,4-6H2,1-3H3/t14-,19-/m0/s1
• InChI Key: FBCNBECEGOCMPI-LIRRHRJNSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₁NO₄
• Molecular Weight: 327.40 g/mol
• Exact Mass: 327.14705815 g/mol
• Topological Polar Surface Area (TPSA): 59.00 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 1.94
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

• (-)-Isosalutaridine
• 25650-75-3
• Morphinan-7-one, 5,6,8,14-tetradehydro-2-hydroxy-3,6-dimethoxy-17-methyl-, (9alpha,13alpha)-
• CHEMBL4468022
• DTXSID80948532
• 2-Hydroxy-3,6-dimethoxy-17-methyl-5,6,8,14-tetradehydromorphinan-7-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9654	96.54%
Caco-2	+	0.8913	89.13%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7110	71.10%
OATP2B1 inhibitior	-	0.8578	85.78%
OATP1B1 inhibitior	+	0.9124	91.24%
OATP1B3 inhibitior	+	0.9476	94.76%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	+	0.7250	72.50%
P-glycoprotein inhibitior	-	0.7709	77.09%
P-glycoprotein substrate	+	0.6055	60.55%
CYP3A4 substrate	+	0.6390	63.90%
CYP2C9 substrate	-	0.8067	80.67%
CYP2D6 substrate	+	0.3520	35.20%
CYP3A4 inhibition	-	0.8529	85.29%
CYP2C9 inhibition	-	0.8219	82.19%
CYP2C19 inhibition	-	0.9065	90.65%
CYP2D6 inhibition	+	0.6480	64.80%
CYP1A2 inhibition	-	0.5259	52.59%
CYP2C8 inhibition	-	0.7911	79.11%
CYP inhibitory promiscuity	-	0.8800	88.00%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6589	65.89%
Eye corrosion	-	0.9895	98.95%
Eye irritation	-	0.9299	92.99%
Skin irritation	-	0.7351	73.51%
Skin corrosion	-	0.9327	93.27%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3848	38.48%
Micronuclear	-	0.5300	53.00%
Hepatotoxicity	-	0.5572	55.72%
skin sensitisation	-	0.8472	84.72%
Respiratory toxicity	+	0.8444	84.44%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.5977	59.77%
Acute Oral Toxicity (c)	III	0.7156	71.56%
Estrogen receptor binding	+	0.6597	65.97%
Androgen receptor binding	+	0.5255	52.55%
Thyroid receptor binding	+	0.6488	64.88%
Glucocorticoid receptor binding	+	0.8322	83.22%
Aromatase binding	+	0.5367	53.67%
PPAR gamma	-	0.5586	55.86%
Honey bee toxicity	-	0.7341	73.41%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9619	96.19%

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	99.12%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.09%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.76%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.25%	95.56%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	95.07%	91.03%
CHEMBL4208	P20618	Proteasome component C5	94.16%	90.00%
CHEMBL217	P14416	Dopamine D2 receptor	93.46%	95.62%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.15%	95.89%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	90.78%	90.71%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	90.70%	93.40%
CHEMBL2581	P07339	Cathepsin D	89.75%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.21%	86.33%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	88.99%	96.77%
CHEMBL241	Q14432	Phosphodiesterase 3A	88.70%	92.94%
CHEMBL3192	Q9BY41	Histone deacetylase 8	88.31%	93.99%
CHEMBL2535	P11166	Glucose transporter	88.27%	98.75%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	87.21%	82.38%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.51%	94.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.46%	94.45%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	86.13%	91.07%
CHEMBL4829	O00763	Acetyl-CoA carboxylase 2	84.91%	98.00%
CHEMBL1951	P21397	Monoamine oxidase A	84.60%	91.49%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.78%	97.25%
CHEMBL1902	P62942	FK506-binding protein 1A	83.64%	97.05%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	83.14%	89.62%
CHEMBL4247	Q9UM73	ALK tyrosine kinase receptor	82.46%	96.86%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.28%	89.00%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	82.19%	93.03%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	81.87%	82.69%

Plants that contains it

• Annona purpurea
• Beilschmiedia kunstleri
• Cardiopetalum calophyllum
• Chasmanthera dependens
• Curcuma wenyujin
• Dehaasia hainanensis
• Dehaasia longipedicellata
• Ficus septica
• Fumaria capreolata
• Guatteria goudotiana
• Guatteria megalophylla
• Lindera aggregata
• Lindera glauca
• Litsea lecardii
• Neolitsea konishii
• Ocotea acutangula
• Sarcocapnos baetica
• Sarcocapnos crassifolia
• Telosma pallida
• Thalictrum dioicum

Cross-Links

• PubChem: 12313923
• NPASS: NPC213788
• LOTUS: LTS0146925
• wikiData: Q82926364