Ochropamine

Details

• Internal ID: c9b43e0e-79a7-40d5-a3f2-da9995ae40fb
• Taxonomy: Alkaloids and derivatives > Vobasan alkaloids
• IUPAC Name: methyl (1S,15E)-15-ethylidene-10,17-dimethyl-12-oxo-10,17-diazatetracyclo[12.3.1.03,11.04,9]octadeca-3(11),4,6,8-tetraene-18-carboxylate
• SMILES (Canonical): CC=C1CN(C2CC3=C(C(=O)CC1C2C(=O)OC)N(C4=CC=CC=C34)C)C
• SMILES (Isomeric): C/C=C\1/CN([C@H]2CC3=C(C(=O)CC1C2C(=O)OC)N(C4=CC=CC=C34)C)C
• InChI: InChI=1S/C22H26N2O3/c1-5-13-12-23(2)18-10-16-14-8-6-7-9-17(14)24(3)21(16)19(25)11-15(13)20(18)22(26)27-4/h5-9,15,18,20H,10-12H2,1-4H3/b13-5-/t15?,18-,20?/m0/s1
• InChI Key: MGXLBYVOYDYHHV-VUQLXGDCSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₆N₂O₃
• Molecular Weight: 366.50 g/mol
• Exact Mass: 366.19434270 g/mol
• Topological Polar Surface Area (TPSA): 51.50 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.97
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

• CHEBI:141929

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9800	98.00%
Caco-2	+	0.8793	87.93%
Blood Brain Barrier	+	0.8750	87.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7672	76.72%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8980	89.80%
OATP1B3 inhibitior	+	0.9239	92.39%
MATE1 inhibitior	-	0.6800	68.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.7586	75.86%
P-glycoprotein inhibitior	+	0.7842	78.42%
P-glycoprotein substrate	+	0.5724	57.24%
CYP3A4 substrate	+	0.6853	68.53%
CYP2C9 substrate	-	0.5895	58.95%
CYP2D6 substrate	-	0.7681	76.81%
CYP3A4 inhibition	-	0.8880	88.80%
CYP2C9 inhibition	-	0.8849	88.49%
CYP2C19 inhibition	-	0.8023	80.23%
CYP2D6 inhibition	-	0.6167	61.67%
CYP1A2 inhibition	-	0.5935	59.35%
CYP2C8 inhibition	-	0.6120	61.20%
CYP inhibitory promiscuity	-	0.6025	60.25%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5924	59.24%
Eye corrosion	-	0.9904	99.04%
Eye irritation	-	0.9915	99.15%
Skin irritation	-	0.8037	80.37%
Skin corrosion	-	0.9447	94.47%
Ames mutagenesis	+	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.9364	93.64%
Micronuclear	+	0.5500	55.00%
Hepatotoxicity	+	0.5676	56.76%
skin sensitisation	-	0.8711	87.11%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	+	0.5133	51.33%
Acute Oral Toxicity (c)	III	0.6890	68.90%
Estrogen receptor binding	+	0.5430	54.30%
Androgen receptor binding	+	0.6124	61.24%
Thyroid receptor binding	-	0.5102	51.02%
Glucocorticoid receptor binding	+	0.6240	62.40%
Aromatase binding	-	0.6633	66.33%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.7923	79.23%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9653	96.53%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	98.59%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.69%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.38%	96.09%
CHEMBL2581	P07339	Cathepsin D	93.85%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.49%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.48%	89.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.87%	97.25%
CHEMBL2535	P11166	Glucose transporter	87.17%	98.75%
CHEMBL255	P29275	Adenosine A2b receptor	86.82%	98.59%
CHEMBL228	P31645	Serotonin transporter	84.95%	95.51%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	84.19%	92.67%
CHEMBL1899	P46098	Serotonin 3a (5-HT3a) receptor	84.02%	100.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.10%	91.11%
CHEMBL1868	P17948	Vascular endothelial growth factor receptor 1	81.53%	96.47%

Plants that contains it

• Tabernaemontana cymosa

Cross-Links

• PubChem: 134716677
• LOTUS: LTS0271062
• wikiData: Q104403616