3Dff5qdk46

Details

Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties

Targets (proven and/or predicted)

Plants that contains it

Cross-Links

Details

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Internal ID	cd5f822d-6e89-4e5a-80e1-d8b72322e4d4
Taxonomy	Alkaloids and derivatives > Ajmaline-sarpagine alkaloids
IUPAC Name	[(1R,10S,12S,13R,14S,16S,17S,18R)-13-(hydroxymethyl)-14-methyl-8,15-diazahexacyclo[14.2.1.01,9.02,7.010,15.012,17]nonadeca-2,4,6,8-tetraen-18-yl] acetate
SMILES (Canonical)	CC1C(C2CC3N1C4C2C(C5(C4)C3=NC6=CC=CC=C56)OC(=O)C)CO
SMILES (Isomeric)	C[C@H]1[C@@H]([C@@H]2C[C@@H]3N1[C@@H]4[C@H]2[C@H]([C@@]5(C4)C3=NC6=CC=CC=C56)OC(=O)C)CO
InChI	InChI=1S/C21H24N2O3/c1-10-13(9-24)12-7-16-19-21(14-5-3-4-6-15(14)22-19)8-17(23(10)16)18(12)20(21)26-11(2)25/h3-6,10,12-13,16-18,20,24H,7-9H2,1-2H3/t10-,12-,13-,16-,17-,18-,20+,21+/m0/s1
InChI Key	XIMPCXFLDSKALH-AFXVYWMKSA-N
Popularity	8 references in papers

Physical and Chemical Properties

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Molecular Formula	C₂₁H₂₄N₂O₃
Molecular Weight	352.40 g/mol
Exact Mass	352.17869263 g/mol
Topological Polar Surface Area (TPSA)	62.10 Å²
XlogP	1.70
Atomic LogP (AlogP)	2.05
H-Bond Acceptor	5
H-Bond Donor	1
Rotatable Bonds	2

Synonyms

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3DFF5QDK46

UNII-3DFF5QDK46

36285-11-7

6H-6,10:11,12a-Dimethanoindolo(3,2-b)quinolizine, 18-norajmalan-17,19-diol deriv.

((1R,10S,12S,13R,14S,16S,18R)-13-(Hydroxymethyl)-14-methyl-8,15-diazahexacyclo(14.2.1.01,9.02,7.010,15.012,17)nonadeca-2,4,6,8-tetraen-18-yl) acetate

18-Norajmalan-17,19-diol, 1,2-didehydro-1-demethyl-21-methyl-, 17-acetate, (17R,20alpha,21beta)-

[(1R,10S,12S,13R,14S,16S,18R)-13-(hydroxymethyl)-14-methyl-8,15-diazahexacyclo[14.2.1.01,9.02,7.010,15.012,17]nonadeca-2,4,6,8-tetraen-18-yl] acetate

DTXSID301046315

(17R,20alpha,21beta)-1,2-didehydro-1-demethyl-19-hydroxy-21-methyl-18- norajmalan-17-yl acetate

18-NORAJMALAN-17,19-DIOL, 1,2-DIDEHYDRO-1-DEMETHYL-21-METHYL-, 17-ACETATE, (17R,20.ALPHA.,21.BETA.)-

2D Structure

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3D Structure

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ADMET Properties (via admetSAR 2)

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Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9323	93.23%
Caco-2	+	0.6863	68.63%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.5624	56.24%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9188	91.88%
OATP1B3 inhibitior	+	0.9376	93.76%
MATE1 inhibitior	-	0.7820	78.20%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	+	0.7041	70.41%
P-glycoprotein inhibitior	-	0.7703	77.03%
P-glycoprotein substrate	-	0.5092	50.92%
CYP3A4 substrate	+	0.6243	62.43%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7052	70.52%
CYP3A4 inhibition	+	0.6564	65.64%
CYP2C9 inhibition	-	0.8047	80.47%
CYP2C19 inhibition	-	0.7264	72.64%
CYP2D6 inhibition	-	0.6985	69.85%
CYP1A2 inhibition	-	0.6650	66.50%
CYP2C8 inhibition	-	0.5829	58.29%
CYP inhibitory promiscuity	-	0.6323	63.23%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.6606	66.06%
Eye corrosion	-	0.9868	98.68%
Eye irritation	-	0.9715	97.15%
Skin irritation	-	0.7858	78.58%
Skin corrosion	-	0.9391	93.91%
Ames mutagenesis	-	0.6070	60.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.4676	46.76%
Micronuclear	+	0.6100	61.00%
Hepatotoxicity	+	0.5410	54.10%
skin sensitisation	-	0.8336	83.36%
Respiratory toxicity	+	0.8444	84.44%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	+	0.6834	68.34%
Acute Oral Toxicity (c)	III	0.5753	57.53%
Estrogen receptor binding	+	0.6342	63.42%
Androgen receptor binding	+	0.6724	67.24%
Thyroid receptor binding	-	0.5774	57.74%
Glucocorticoid receptor binding	+	0.5628	56.28%
Aromatase binding	-	0.4903	49.03%
PPAR gamma	-	0.5755	57.55%
Honey bee toxicity	-	0.8228	82.28%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9560	95.60%

Targets

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Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
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	98.82%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.85%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.30%	85.14%
CHEMBL2581	P07339	Cathepsin D	91.94%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.21%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.79%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.88%	94.45%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	84.13%	94.62%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.46%	93.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.46%	95.56%
CHEMBL5028	O14672	ADAM10	80.45%	97.50%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.