Humantenidine

Details

• Internal ID: fe32ce4e-c2bd-452d-8a34-ade8a4869e54
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives
• IUPAC Name: (1S,2S,4S,7R,8S,11S)-6-ethyl-11-hydroxy-1'-methoxyspiro[10-oxa-5-azatricyclo[5.3.1.04,8]undec-5-ene-2,3'-indole]-2'-one
• SMILES (Canonical): CCC1=NC2CC3(C4C(C1C2CO4)O)C5=CC=CC=C5N(C3=O)OC
• SMILES (Isomeric): CCC1=N[C@H]2C[C@@]3([C@H]4[C@H]([C@@H]1[C@@H]2CO4)O)C5=CC=CC=C5N(C3=O)OC
• InChI: InChI=1S/C19H22N2O4/c1-3-12-15-10-9-25-17(16(15)22)19(8-13(10)20-12)11-6-4-5-7-14(11)21(24-2)18(19)23/h4-7,10,13,15-17,22H,3,8-9H2,1-2H3/t10-,13+,15-,16+,17-,19+/m1/s1
• InChI Key: FLDAHLDTMBMPJD-PPQQRTJISA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₂N₂O₄
• Molecular Weight: 342.40 g/mol
• Exact Mass: 342.15795719 g/mol
• Topological Polar Surface Area (TPSA): 71.40 Ų
• XlogP: 0.30
• Atomic LogP (AlogP): 1.46
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

• CHEMBL478744
• (1S,2S,4S,7R,8S,11R)-6-ethyl-11-hydroxy-1'-methoxyspiro[10-oxa-5-azatricyclo[5.3.1.04,8]undec-5-ene-2,3'-indole]-2'-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9304	93.04%
Caco-2	+	0.5618	56.18%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.5489	54.89%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9046	90.46%
OATP1B3 inhibitior	+	0.9405	94.05%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.4934	49.34%
P-glycoprotein inhibitior	-	0.6963	69.63%
P-glycoprotein substrate	-	0.6193	61.93%
CYP3A4 substrate	+	0.6547	65.47%
CYP2C9 substrate	-	0.7965	79.65%
CYP2D6 substrate	-	0.7962	79.62%
CYP3A4 inhibition	-	0.7448	74.48%
CYP2C9 inhibition	-	0.6415	64.15%
CYP2C19 inhibition	-	0.6207	62.07%
CYP2D6 inhibition	-	0.8897	88.97%
CYP1A2 inhibition	-	0.7317	73.17%
CYP2C8 inhibition	-	0.6571	65.71%
CYP inhibitory promiscuity	-	0.6989	69.89%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.8000	80.00%
Carcinogenicity (trinary)	Non-required	0.5723	57.23%
Eye corrosion	-	0.9818	98.18%
Eye irritation	-	0.9766	97.66%
Skin irritation	-	0.7806	78.06%
Skin corrosion	-	0.9332	93.32%
Ames mutagenesis	+	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4684	46.84%
Micronuclear	+	0.7800	78.00%
Hepatotoxicity	-	0.5895	58.95%
skin sensitisation	-	0.8293	82.93%
Respiratory toxicity	+	0.8889	88.89%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	+	0.5620	56.20%
Acute Oral Toxicity (c)	III	0.5934	59.34%
Estrogen receptor binding	+	0.6641	66.41%
Androgen receptor binding	+	0.5976	59.76%
Thyroid receptor binding	+	0.5848	58.48%
Glucocorticoid receptor binding	-	0.5270	52.70%
Aromatase binding	-	0.5748	57.48%
PPAR gamma	+	0.5414	54.14%
Honey bee toxicity	-	0.8062	80.62%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.8991	89.91%

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	98.57%	96.09%
CHEMBL2581	P07339	Cathepsin D	95.08%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.10%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.74%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.77%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.46%	85.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.86%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.84%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.09%	94.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.64%	97.09%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	81.62%	93.65%

Plants that contains it

• Gelsemium elegans
• Zanthoxylum simulans

Cross-Links

• PubChem: 44584549
• NPASS: NPC122912