2-(Hydroxymethyl)-1'-methyl-3-(2-oxopropyl)spiro[8-azabicyclo[3.2.1]octane-6,3'-indole]-2'-one

Details

• Internal ID: 5f07f398-4ef5-4931-95ba-1b4a1cc781db
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Amino acids and derivatives > Beta amino acids and derivatives
• IUPAC Name: 2-(hydroxymethyl)-1'-methyl-3-(2-oxopropyl)spiro[8-azabicyclo[3.2.1]octane-6,3'-indole]-2'-one
• SMILES (Canonical): CC(=O)CC1CC2C3(CC(C1CO)N2)C4=CC=CC=C4N(C3=O)C
• SMILES (Isomeric): CC(=O)CC1CC2C3(CC(C1CO)N2)C4=CC=CC=C4N(C3=O)C
• InChI: InChI=1S/C19H24N2O3/c1-11(23)7-12-8-17-19(9-15(20-17)13(12)10-22)14-5-3-4-6-16(14)21(2)18(19)24/h3-6,12-13,15,17,20,22H,7-10H2,1-2H3
• InChI Key: OBKLTAKGMJSCGE-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₄N₂O₃
• Molecular Weight: 328.40 g/mol
• Exact Mass: 328.17869263 g/mol
• Topological Polar Surface Area (TPSA): 69.60 Ų
• XlogP: 0.30
• Atomic LogP (AlogP): 1.24
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9235	92.35%
Caco-2	+	0.6884	68.84%
Blood Brain Barrier	+	0.6330	63.30%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6172	61.72%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8679	86.79%
OATP1B3 inhibitior	+	0.9403	94.03%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.7690	76.90%
P-glycoprotein inhibitior	-	0.8231	82.31%
P-glycoprotein substrate	+	0.5887	58.87%
CYP3A4 substrate	+	0.5908	59.08%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7239	72.39%
CYP3A4 inhibition	-	0.8695	86.95%
CYP2C9 inhibition	-	0.6439	64.39%
CYP2C19 inhibition	-	0.7716	77.16%
CYP2D6 inhibition	-	0.8007	80.07%
CYP1A2 inhibition	-	0.8270	82.70%
CYP2C8 inhibition	-	0.8367	83.67%
CYP inhibitory promiscuity	-	0.8015	80.15%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.6172	61.72%
Eye corrosion	-	0.9893	98.93%
Eye irritation	-	0.9925	99.25%
Skin irritation	-	0.8085	80.85%
Skin corrosion	-	0.9364	93.64%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8103	81.03%
Micronuclear	+	0.7900	79.00%
Hepatotoxicity	+	0.6357	63.57%
skin sensitisation	-	0.8719	87.19%
Respiratory toxicity	+	0.9333	93.33%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.9500	95.00%
Nephrotoxicity	+	0.4598	45.98%
Acute Oral Toxicity (c)	III	0.5282	52.82%
Estrogen receptor binding	+	0.6156	61.56%
Androgen receptor binding	+	0.6024	60.24%
Thyroid receptor binding	+	0.5542	55.42%
Glucocorticoid receptor binding	-	0.6535	65.35%
Aromatase binding	-	0.5671	56.71%
PPAR gamma	-	0.5279	52.79%
Honey bee toxicity	-	0.9089	90.89%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.7695	76.95%

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	98.76%	96.09%
CHEMBL2581	P07339	Cathepsin D	96.55%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.09%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.82%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.33%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.60%	86.33%
CHEMBL4208	P20618	Proteasome component C5	83.73%	90.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	82.73%	82.69%
CHEMBL228	P31645	Serotonin transporter	81.77%	95.51%

Plants that contains it

• Alstonia angustifolia
• Alstonia macrophylla

Cross-Links

• PubChem: 85448529
• LOTUS: LTS0017507
• wikiData: Q105189042