methyl (1R,10R,12S,18S)-18-formyl-12-prop-1-enyl-8,15-diazapentacyclo[10.5.1.01,9.02,7.010,15]octadeca-2,4,6,8-tetraene-18-carboxylate

Details

• Internal ID: 186fd119-7394-4d79-864a-4e9df93861ae
• Taxonomy: Organoheterocyclic compounds > Quinolizidines
• IUPAC Name: methyl (1R,10R,12S,18S)-18-formyl-12-prop-1-enyl-8,15-diazapentacyclo[10.5.1.01,9.02,7.010,15]octadeca-2,4,6,8-tetraene-18-carboxylate
• SMILES (Canonical): CC=CC12CCN3CCC4(C1(C=O)C(=O)OC)C5=CC=CC=C5N=C4C3C2
• SMILES (Isomeric): CC=C[C@@]12CCN3CC[C@]4([C@@]1(C=O)C(=O)OC)C5=CC=CC=C5N=C4[C@H]3C2
• InChI: InChI=1S/C22H24N2O3/c1-3-8-20-9-11-24-12-10-21(22(20,14-25)19(26)27-2)15-6-4-5-7-16(15)23-18(21)17(24)13-20/h3-8,14,17H,9-13H2,1-2H3/t17-,20+,21+,22+/m1/s1
• InChI Key: UXVGVLNTEMJLBO-MNAPGUCWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₄N₂O₃
• Molecular Weight: 364.40 g/mol
• Exact Mass: 364.17869263 g/mol
• Topological Polar Surface Area (TPSA): 59.00 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.81
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9409	94.09%
Caco-2	+	0.5916	59.16%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7884	78.84%
OATP2B1 inhibitior	-	0.8573	85.73%
OATP1B1 inhibitior	+	0.9156	91.56%
OATP1B3 inhibitior	+	0.9330	93.30%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	+	0.5500	55.00%
BSEP inhibitior	+	0.8139	81.39%
P-glycoprotein inhibitior	-	0.5642	56.42%
P-glycoprotein substrate	+	0.5901	59.01%
CYP3A4 substrate	+	0.6741	67.41%
CYP2C9 substrate	-	0.8038	80.38%
CYP2D6 substrate	-	0.7457	74.57%
CYP3A4 inhibition	-	0.5556	55.56%
CYP2C9 inhibition	-	0.7544	75.44%
CYP2C19 inhibition	-	0.7898	78.98%
CYP2D6 inhibition	-	0.6525	65.25%
CYP1A2 inhibition	-	0.5266	52.66%
CYP2C8 inhibition	+	0.5408	54.08%
CYP inhibitory promiscuity	-	0.7343	73.43%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.6438	64.38%
Eye corrosion	-	0.9833	98.33%
Eye irritation	-	0.9909	99.09%
Skin irritation	-	0.7741	77.41%
Skin corrosion	-	0.9251	92.51%
Ames mutagenesis	-	0.6237	62.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.7612	76.12%
Micronuclear	-	0.5000	50.00%
Hepatotoxicity	-	0.5000	50.00%
skin sensitisation	-	0.8306	83.06%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	+	0.6934	69.34%
Acute Oral Toxicity (c)	III	0.6366	63.66%
Estrogen receptor binding	-	0.4923	49.23%
Androgen receptor binding	+	0.7717	77.17%
Thyroid receptor binding	+	0.6159	61.59%
Glucocorticoid receptor binding	+	0.6234	62.34%
Aromatase binding	-	0.6007	60.07%
PPAR gamma	-	0.5861	58.61%
Honey bee toxicity	-	0.8125	81.25%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9651	96.51%

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	98.85%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.50%	95.56%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	87.42%	82.69%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.63%	86.33%
CHEMBL5028	O14672	ADAM10	86.33%	97.50%
CHEMBL3492	P49721	Proteasome Macropain subunit	84.73%	90.24%
CHEMBL4208	P20618	Proteasome component C5	82.74%	90.00%
CHEMBL2581	P07339	Cathepsin D	82.69%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.90%	94.45%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	80.86%	97.33%

Plants that contains it

• Kopsia arborea

Cross-Links

• PubChem: 163093839
• LOTUS: LTS0210426
• wikiData: Q105281056