1-[(1R,11S,12E,17S)-12-ethylidene-10-(hydroxymethyl)-8,14-diazapentacyclo[9.5.2.01,9.02,7.014,17]octadeca-2,4,6,9-tetraen-8-yl]-2-hydroxyethanone

Details

• Internal ID: bdaecf55-cd52-4925-ac3b-6e7fab254c4f
• Taxonomy: Alkaloids and derivatives > Strychnos alkaloids
• IUPAC Name: 1-[(1R,11S,12E,17S)-12-ethylidene-10-(hydroxymethyl)-8,14-diazapentacyclo[9.5.2.01,9.02,7.014,17]octadeca-2,4,6,9-tetraen-8-yl]-2-hydroxyethanone
• SMILES (Canonical): CC=C1CN2CCC34C2CC1C(=C3N(C5=CC=CC=C45)C(=O)CO)CO
• SMILES (Isomeric): C/C=C\1/CN2CC[C@@]34[C@@H]2C[C@@H]1C(=C3N(C5=CC=CC=C45)C(=O)CO)CO
• InChI: InChI=1S/C21H24N2O3/c1-2-13-10-22-8-7-21-16-5-3-4-6-17(16)23(19(26)12-25)20(21)15(11-24)14(13)9-18(21)22/h2-6,14,18,24-25H,7-12H2,1H3/b13-2-/t14-,18-,21+/m0/s1
• InChI Key: HGXCDAICSCDJCX-FWWDEBHXSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₄N₂O₃
• Molecular Weight: 352.40 g/mol
• Exact Mass: 352.17869263 g/mol
• Topological Polar Surface Area (TPSA): 64.00 Ų
• XlogP: 0.20
• Atomic LogP (AlogP): 1.56
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8889	88.89%
Caco-2	+	0.8082	80.82%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7647	76.47%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8785	87.85%
OATP1B3 inhibitior	+	0.9432	94.32%
MATE1 inhibitior	-	0.7903	79.03%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	0.7333	73.33%
P-glycoprotein inhibitior	-	0.6116	61.16%
P-glycoprotein substrate	+	0.5452	54.52%
CYP3A4 substrate	+	0.6157	61.57%
CYP2C9 substrate	-	0.8129	81.29%
CYP2D6 substrate	-	0.6881	68.81%
CYP3A4 inhibition	-	0.8486	84.86%
CYP2C9 inhibition	-	0.8188	81.88%
CYP2C19 inhibition	-	0.7821	78.21%
CYP2D6 inhibition	-	0.8203	82.03%
CYP1A2 inhibition	-	0.7122	71.22%
CYP2C8 inhibition	-	0.6247	62.47%
CYP inhibitory promiscuity	-	0.7129	71.29%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.6045	60.45%
Eye corrosion	-	0.9849	98.49%
Eye irritation	-	0.9823	98.23%
Skin irritation	-	0.7727	77.27%
Skin corrosion	-	0.9136	91.36%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3597	35.97%
Micronuclear	+	0.6500	65.00%
Hepatotoxicity	+	0.5250	52.50%
skin sensitisation	-	0.8337	83.37%
Respiratory toxicity	+	0.8556	85.56%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	+	0.5510	55.10%
Acute Oral Toxicity (c)	III	0.6085	60.85%
Estrogen receptor binding	+	0.6495	64.95%
Androgen receptor binding	+	0.5900	59.00%
Thyroid receptor binding	+	0.5711	57.11%
Glucocorticoid receptor binding	+	0.7009	70.09%
Aromatase binding	-	0.6063	60.63%
PPAR gamma	+	0.5583	55.83%
Honey bee toxicity	-	0.8630	86.30%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.8470	84.70%

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	98.70%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.57%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.44%	91.11%
CHEMBL4208	P20618	Proteasome component C5	88.73%	90.00%
CHEMBL5028	O14672	ADAM10	87.01%	97.50%
CHEMBL2581	P07339	Cathepsin D	86.51%	98.95%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	85.16%	94.08%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.54%	86.33%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	84.40%	82.69%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.48%	97.09%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	81.12%	89.62%

Plants that contains it

• Strychnos ngouniensis

Cross-Links

• PubChem: 163189766
• LOTUS: LTS0133963
• wikiData: Q105028060