methyl (1R,9R,10S,12R,13S,19R,20S)-19-hydroxy-12-methyl-11-oxa-8,17-diazahexacyclo[11.6.1.110,13.01,9.02,7.017,20]henicosa-2,4,6,14-tetraene-10-carboxylate

Details

• Internal ID: fb3a6ade-5a75-4d3e-aae2-09d871168f74
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Carbazoles
• IUPAC Name: methyl (1R,9R,10S,12R,13S,19R,20S)-19-hydroxy-12-methyl-11-oxa-8,17-diazahexacyclo[11.6.1.110,13.01,9.02,7.017,20]henicosa-2,4,6,14-tetraene-10-carboxylate
• SMILES (Canonical): CC1C23CC(O1)(C4C5(C2N(CC=C3)CC5O)C6=CC=CC=C6N4)C(=O)OC
• SMILES (Isomeric): C[C@@H]1[C@]23C[C@](O1)([C@H]4[C@@]5([C@H]2N(CC=C3)C[C@@H]5O)C6=CC=CC=C6N4)C(=O)OC
• InChI: InChI=1S/C21H24N2O4/c1-12-19-8-5-9-23-10-15(24)21(17(19)23)13-6-3-4-7-14(13)22-16(21)20(11-19,27-12)18(25)26-2/h3-8,12,15-17,22,24H,9-11H2,1-2H3/t12-,15+,16+,17+,19+,20+,21-/m1/s1
• InChI Key: VFQFTNYONDVTDQ-GKOFZCFISA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₄N₂O₄
• Molecular Weight: 368.40 g/mol
• Exact Mass: 368.17360725 g/mol
• Topological Polar Surface Area (TPSA): 71.00 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 1.05
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7194	71.94%
Caco-2	+	0.6175	61.75%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Lysosomes	0.7323	73.23%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8814	88.14%
OATP1B3 inhibitior	+	0.9435	94.35%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.7623	76.23%
P-glycoprotein inhibitior	-	0.7106	71.06%
P-glycoprotein substrate	+	0.6806	68.06%
CYP3A4 substrate	+	0.6801	68.01%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.3680	36.80%
CYP3A4 inhibition	-	0.9530	95.30%
CYP2C9 inhibition	-	0.7770	77.70%
CYP2C19 inhibition	-	0.7514	75.14%
CYP2D6 inhibition	-	0.8221	82.21%
CYP1A2 inhibition	-	0.8215	82.15%
CYP2C8 inhibition	-	0.6891	68.91%
CYP inhibitory promiscuity	-	0.8509	85.09%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5706	57.06%
Eye corrosion	-	0.9864	98.64%
Eye irritation	-	0.9926	99.26%
Skin irritation	-	0.7791	77.91%
Skin corrosion	-	0.9318	93.18%
Ames mutagenesis	-	0.6137	61.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.7697	76.97%
Micronuclear	+	0.7700	77.00%
Hepatotoxicity	+	0.6875	68.75%
skin sensitisation	-	0.8279	82.79%
Respiratory toxicity	+	0.8556	85.56%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.9875	98.75%
Nephrotoxicity	-	0.5935	59.35%
Acute Oral Toxicity (c)	III	0.5607	56.07%
Estrogen receptor binding	+	0.5943	59.43%
Androgen receptor binding	+	0.7323	73.23%
Thyroid receptor binding	-	0.4884	48.84%
Glucocorticoid receptor binding	+	0.6012	60.12%
Aromatase binding	+	0.6243	62.43%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.8544	85.44%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.7317	73.17%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.89%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.60%	96.09%
CHEMBL2581	P07339	Cathepsin D	94.85%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.66%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.14%	95.56%
CHEMBL5028	O14672	ADAM10	84.58%	97.50%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.37%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.81%	94.45%
CHEMBL340	P08684	Cytochrome P450 3A4	81.32%	91.19%

Plants that contains it

• Catharanthus roseus

Cross-Links

• PubChem: 163047712
• LOTUS: LTS0176483
• wikiData: Q105285510