Corycavidine

Details

• Internal ID: 82b8158b-b4df-4b63-903e-cdd3dd6c255b
• Taxonomy: Alkaloids and derivatives > Protopine alkaloids
• IUPAC Name: (3S)-7,8-dimethoxy-3,11-dimethyl-17,19-dioxa-11-azatetracyclo[12.7.0.04,9.016,20]henicosa-1(21),4(9),5,7,14,16(20)-hexaen-2-one
• SMILES (Canonical): CC1C2=C(CN(CCC3=CC4=C(C=C3C1=O)OCO4)C)C(=C(C=C2)OC)OC
• SMILES (Isomeric): C[C@H]1C2=C(CN(CCC3=CC4=C(C=C3C1=O)OCO4)C)C(=C(C=C2)OC)OC
• InChI: InChI=1S/C22H25NO5/c1-13-15-5-6-18(25-3)22(26-4)17(15)11-23(2)8-7-14-9-19-20(28-12-27-19)10-16(14)21(13)24/h5-6,9-10,13H,7-8,11-12H2,1-4H3/t13-/m0/s1
• InChI Key: YRAXYDGEEARNTF-ZDUSSCGKSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₅NO₅
• Molecular Weight: 383.40 g/mol
• Exact Mass: 383.17327290 g/mol
• Topological Polar Surface Area (TPSA): 57.20 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 3.41
• H-Bond Acceptor: 6
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

• (+)-Corycavidine
• Corycavidine [MI]
• Corycavidine, (S)-
• Corycavidine, (+)-
• (+)-13-Methylallocryptopine
• UNII-B6WZ134DB8
• B6WZ134DB8
• 521-93-7
• (15R)-5,7,8,15-Tetrahydro-3,4-dimethoxy-6,15-dimethyl-(1,3)benzodioxolo(5,6-E)(2)benzazecin-14(6H)-one
• Benzo(C)(1,3)benzodioxolo(5,6-g)azecin-14(6H)-one, 5,7,8,15-tetrahydro-3,4-dimethoxy-6,15-dimethyl-, (15S)-
• (?)?Corycavidine
• Q27274443
• (3S)-7,8-dimethoxy-3,11-dimethyl-17,19-dioxa-11-azatetracyclo[12.7.0.04,9.016,20]henicosa-1(21),4(9),5,7,14,16(20)-hexaen-2-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9411	94.11%
Caco-2	+	0.9063	90.63%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Lysosomes	0.5746	57.46%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9489	94.89%
OATP1B3 inhibitior	+	0.9427	94.27%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	+	0.7524	75.24%
P-glycoprotein inhibitior	+	0.8351	83.51%
P-glycoprotein substrate	-	0.6275	62.75%
CYP3A4 substrate	+	0.6506	65.06%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.4038	40.38%
CYP3A4 inhibition	+	0.6912	69.12%
CYP2C9 inhibition	-	0.7935	79.35%
CYP2C19 inhibition	+	0.7204	72.04%
CYP2D6 inhibition	+	0.8379	83.79%
CYP1A2 inhibition	-	0.7763	77.63%
CYP2C8 inhibition	-	0.8214	82.14%
CYP inhibitory promiscuity	-	0.5994	59.94%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.5211	52.11%
Eye corrosion	-	0.9897	98.97%
Eye irritation	-	0.9651	96.51%
Skin irritation	-	0.7987	79.87%
Skin corrosion	-	0.9406	94.06%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3840	38.40%
Micronuclear	-	0.5800	58.00%
Hepatotoxicity	-	0.6500	65.00%
skin sensitisation	-	0.8609	86.09%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.6536	65.36%
Acute Oral Toxicity (c)	III	0.6573	65.73%
Estrogen receptor binding	+	0.7446	74.46%
Androgen receptor binding	+	0.5582	55.82%
Thyroid receptor binding	+	0.5315	53.15%
Glucocorticoid receptor binding	+	0.7597	75.97%
Aromatase binding	-	0.5979	59.79%
PPAR gamma	+	0.6838	68.38%
Honey bee toxicity	-	0.8557	85.57%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.9551	95.51%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	99.06%	96.77%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	96.71%	93.40%
CHEMBL2581	P07339	Cathepsin D	95.89%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.76%	96.09%
CHEMBL3192	Q9BY41	Histone deacetylase 8	95.27%	93.99%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.16%	95.56%
CHEMBL2056	P21728	Dopamine D1 receptor	94.74%	91.00%
CHEMBL2535	P11166	Glucose transporter	94.19%	98.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.12%	86.33%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.96%	97.25%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.81%	95.89%
CHEMBL4247	Q9UM73	ALK tyrosine kinase receptor	90.19%	96.86%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.85%	85.14%
CHEMBL4895	P30530	Tyrosine-protein kinase receptor UFO	89.36%	90.95%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	87.26%	80.78%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	87.26%	82.67%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.73%	89.00%
CHEMBL1951	P21397	Monoamine oxidase A	85.73%	91.49%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.48%	100.00%
CHEMBL2146302	O94925	Glutaminase kidney isoform, mitochondrial	85.19%	100.00%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	84.88%	90.24%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	84.75%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.94%	94.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.92%	90.71%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	82.91%	96.09%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	82.76%	82.38%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	82.23%	93.65%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.84%	94.45%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	81.54%	89.62%
CHEMBL4302	P08183	P-glycoprotein 1	81.53%	92.98%
CHEMBL5747	Q92793	CREB-binding protein	81.41%	95.12%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	81.38%	94.80%
CHEMBL261	P00915	Carbonic anhydrase I	80.64%	96.76%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.29%	99.17%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.02%	92.62%

Plants that contains it

• Corydalis cava
• Dovyalis hebecarpa
• Eremophila oppositifolia
• Ixeris repens
• Taxillus sutchuenensis var. duclouxii

Cross-Links

• PubChem: 12304035
• NPASS: NPC152609
• LOTUS: LTS0209248
• wikiData: Q27274443