methyl (12R,14S,18R,19S,20R)-20-hydroxy-11,18-dimethyl-17-oxa-1,11-diazapentacyclo[10.8.1.02,7.08,21.014,19]henicosa-2,4,6,8(21),15-pentaene-15-carboxylate

Details

• Internal ID: 3699d5f1-32d7-456b-ae16-ef40975567f7
• Taxonomy: Alkaloids and derivatives > Akageran and related alkaloids
• IUPAC Name: methyl (12R,14S,18R,19S,20R)-20-hydroxy-11,18-dimethyl-17-oxa-1,11-diazapentacyclo[10.8.1.02,7.08,21.014,19]henicosa-2,4,6,8(21),15-pentaene-15-carboxylate
• InChI: InChI=1S/C22H26N2O4/c1-12-19-15(16(11-28-12)22(26)27-3)10-18-20-14(8-9-23(18)2)13-6-4-5-7-17(13)24(20)21(19)25/h4-7,11-12,15,18-19,21,25H,8-10H2,1-3H3/t12-,15-,18-,19-,21-/m1/s1
• InChI Key: LJQJDDFXCZGJGT-OXQCTGGYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₆N₂O₄
• Molecular Weight: 382.50 g/mol
• Exact Mass: 382.18925731 g/mol
• Topological Polar Surface Area (TPSA): 63.90 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 2.77
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9207	92.07%
Caco-2	+	0.8165	81.65%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.4635	46.35%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8639	86.39%
OATP1B3 inhibitior	+	0.9231	92.31%
MATE1 inhibitior	-	0.6018	60.18%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.5621	56.21%
P-glycoprotein inhibitior	+	0.5913	59.13%
P-glycoprotein substrate	+	0.6707	67.07%
CYP3A4 substrate	+	0.7175	71.75%
CYP2C9 substrate	-	0.8063	80.63%
CYP2D6 substrate	-	0.7043	70.43%
CYP3A4 inhibition	-	0.8092	80.92%
CYP2C9 inhibition	-	0.8231	82.31%
CYP2C19 inhibition	-	0.8104	81.04%
CYP2D6 inhibition	-	0.7956	79.56%
CYP1A2 inhibition	-	0.6393	63.93%
CYP2C8 inhibition	+	0.5585	55.85%
CYP inhibitory promiscuity	-	0.7471	74.71%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6508	65.08%
Eye corrosion	-	0.9875	98.75%
Eye irritation	-	0.9941	99.41%
Skin irritation	-	0.7784	77.84%
Skin corrosion	-	0.9390	93.90%
Ames mutagenesis	+	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8291	82.91%
Micronuclear	+	0.6400	64.00%
Hepatotoxicity	+	0.6427	64.27%
skin sensitisation	-	0.8770	87.70%
Respiratory toxicity	+	0.8444	84.44%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	-	0.7058	70.58%
Acute Oral Toxicity (c)	III	0.6584	65.84%
Estrogen receptor binding	+	0.6098	60.98%
Androgen receptor binding	+	0.6021	60.21%
Thyroid receptor binding	+	0.5371	53.71%
Glucocorticoid receptor binding	+	0.5975	59.75%
Aromatase binding	-	0.5772	57.72%
PPAR gamma	-	0.4947	49.47%
Honey bee toxicity	-	0.8341	83.41%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9674	96.74%

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	98.45%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.25%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.55%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	91.40%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.07%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.43%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.04%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.00%	89.00%
CHEMBL5028	O14672	ADAM10	85.59%	97.50%
CHEMBL4208	P20618	Proteasome component C5	83.97%	90.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 21579185
• LOTUS: LTS0047191
• wikiData: Q105152722