Normavacurine

Details

• Internal ID: 8a84018d-a978-4260-ace6-36363e5dd296
• Taxonomy: Alkaloids and derivatives > Pleiocarpaman alkaloids
• IUPAC Name: [(13E,18R)-13-ethylidene-1,11-diazapentacyclo[12.3.1.02,7.08,17.011,16]octadeca-2,4,6,8(17)-tetraen-18-yl]methanol
• SMILES (Canonical): CC=C1CN2CCC3=C4C2CC1C(N4C5=CC=CC=C35)CO
• SMILES (Isomeric): C/C=C\1/CN2CCC3=C4C2CC1[C@@H](N4C5=CC=CC=C35)CO
• InChI: InChI=1S/C19H22N2O/c1-2-12-10-20-8-7-14-13-5-3-4-6-16(13)21-18(11-22)15(12)9-17(20)19(14)21/h2-6,15,17-18,22H,7-11H2,1H3/b12-2-/t15?,17?,18-/m0/s1
• InChI Key: AVWSKQPXKPSIFK-QOTPCBIGSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₂N₂O
• Molecular Weight: 294.40 g/mol
• Exact Mass: 294.173213330 g/mol
• Topological Polar Surface Area (TPSA): 28.40 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 3.05
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

• NSC634630
• NSC-634630

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9812	98.12%
Caco-2	+	0.9294	92.94%
Blood Brain Barrier	+	0.9000	90.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.4746	47.46%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9057	90.57%
OATP1B3 inhibitior	+	0.9448	94.48%
MATE1 inhibitior	-	0.7218	72.18%
OCT2 inhibitior	+	0.6500	65.00%
BSEP inhibitior	-	0.5666	56.66%
P-glycoprotein inhibitior	-	0.7577	75.77%
P-glycoprotein substrate	-	0.5743	57.43%
CYP3A4 substrate	+	0.6240	62.40%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.4903	49.03%
CYP3A4 inhibition	-	0.9311	93.11%
CYP2C9 inhibition	-	0.8733	87.33%
CYP2C19 inhibition	-	0.8319	83.19%
CYP2D6 inhibition	+	0.6359	63.59%
CYP1A2 inhibition	-	0.7010	70.10%
CYP2C8 inhibition	+	0.5560	55.60%
CYP inhibitory promiscuity	-	0.5143	51.43%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.7310	73.10%
Eye corrosion	-	0.9855	98.55%
Eye irritation	-	0.9954	99.54%
Skin irritation	-	0.6966	69.66%
Skin corrosion	-	0.8452	84.52%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7843	78.43%
Micronuclear	-	0.5000	50.00%
Hepatotoxicity	+	0.5750	57.50%
skin sensitisation	-	0.8444	84.44%
Respiratory toxicity	+	0.8444	84.44%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	-	0.6181	61.81%
Acute Oral Toxicity (c)	III	0.7844	78.44%
Estrogen receptor binding	-	0.7256	72.56%
Androgen receptor binding	+	0.6137	61.37%
Thyroid receptor binding	+	0.5703	57.03%
Glucocorticoid receptor binding	+	0.6133	61.33%
Aromatase binding	-	0.6043	60.43%
PPAR gamma	-	0.5372	53.72%
Honey bee toxicity	-	0.8922	89.22%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.7697	76.97%

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	96.67%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.14%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.77%	97.25%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	90.89%	95.83%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.91%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.31%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.54%	89.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	83.39%	93.99%
CHEMBL2581	P07339	Cathepsin D	82.36%	98.95%
CHEMBL228	P31645	Serotonin transporter	82.19%	95.51%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.52%	86.33%

Plants that contains it

• Strychnos mimfiensis
• Strychnos potatorum

Cross-Links

• PubChem: 11969908
• LOTUS: LTS0227956
• wikiData: Q104396199