(1R)-1,2-dimethyl-1,3,4,9-tetrahydropyrido[3,4-b]indole

Details

• Internal ID: f551f833-15ad-43ee-9516-d38e4c7f3b4a
• Taxonomy: Alkaloids and derivatives > Harmala alkaloids
• IUPAC Name: (1R)-1,2-dimethyl-1,3,4,9-tetrahydropyrido[3,4-b]indole
• SMILES (Canonical): CC1C2=C(CCN1C)C3=CC=CC=C3N2
• SMILES (Isomeric): C[C@@H]1C2=C(CCN1C)C3=CC=CC=C3N2
• InChI: InChI=1S/C13H16N2/c1-9-13-11(7-8-15(9)2)10-5-3-4-6-12(10)14-13/h3-6,9,14H,7-8H2,1-2H3/t9-/m1/s1
• InChI Key: VENAANZHUCMOGD-SECBINFHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₆N₂
• Molecular Weight: 200.28 g/mol
• Exact Mass: 200.131348519 g/mol
• Topological Polar Surface Area (TPSA): 19.00 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.72
• H-Bond Acceptor: 1
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9851	98.51%
Caco-2	+	0.8862	88.62%
Blood Brain Barrier	+	0.9750	97.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Lysosomes	0.4995	49.95%
OATP2B1 inhibitior	-	0.8633	86.33%
OATP1B1 inhibitior	+	0.9257	92.57%
OATP1B3 inhibitior	+	0.9436	94.36%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	+	0.7250	72.50%
BSEP inhibitior	-	0.7567	75.67%
P-glycoprotein inhibitior	-	0.9919	99.19%
P-glycoprotein substrate	-	0.5729	57.29%
CYP3A4 substrate	+	0.5570	55.70%
CYP2C9 substrate	-	0.5729	57.29%
CYP2D6 substrate	+	0.6651	66.51%
CYP3A4 inhibition	+	0.6881	68.81%
CYP2C9 inhibition	-	0.9404	94.04%
CYP2C19 inhibition	-	0.8117	81.17%
CYP2D6 inhibition	-	0.6800	68.00%
CYP1A2 inhibition	+	0.5764	57.64%
CYP2C8 inhibition	-	0.9356	93.56%
CYP inhibitory promiscuity	-	0.6565	65.65%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7474	74.74%
Eye corrosion	-	0.9905	99.05%
Eye irritation	-	0.9421	94.21%
Skin irritation	-	0.6179	61.79%
Skin corrosion	-	0.8838	88.38%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6927	69.27%
Micronuclear	-	0.5800	58.00%
Hepatotoxicity	-	0.5199	51.99%
skin sensitisation	-	0.9000	90.00%
Respiratory toxicity	+	0.8444	84.44%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	-	0.8490	84.90%
Acute Oral Toxicity (c)	II	0.4899	48.99%
Estrogen receptor binding	-	0.6234	62.34%
Androgen receptor binding	-	0.4897	48.97%
Thyroid receptor binding	-	0.7095	70.95%
Glucocorticoid receptor binding	-	0.7629	76.29%
Aromatase binding	-	0.7539	75.39%
PPAR gamma	-	0.7655	76.55%
Honey bee toxicity	-	0.9495	94.95%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.8000	80.00%
Fish aquatic toxicity	+	0.8151	81.51%

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	96.40%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.02%	95.56%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	95.01%	93.40%
CHEMBL1951	P21397	Monoamine oxidase A	92.56%	91.49%
CHEMBL3192	Q9BY41	Histone deacetylase 8	91.18%	93.99%
CHEMBL2581	P07339	Cathepsin D	90.81%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.51%	97.25%
CHEMBL3227	P41594	Metabotropic glutamate receptor 5	87.67%	96.42%
CHEMBL3155	P34969	Serotonin 7 (5-HT7) receptor	86.38%	90.71%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	86.20%	97.31%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	84.07%	91.11%
CHEMBL255	P29275	Adenosine A2b receptor	83.79%	98.59%
CHEMBL3310	Q96DB2	Histone deacetylase 11	83.47%	88.56%
CHEMBL2535	P11166	Glucose transporter	82.73%	98.75%
CHEMBL4208	P20618	Proteasome component C5	80.27%	90.00%

Plants that contains it

• Arundo donax

Cross-Links

• PubChem: 12304996
• LOTUS: LTS0038121
• wikiData: Q105284711