(1~{S})-1-propyl-2,3,4,9-tetrahydro-1~{H}-pyrido[3,4-b]indole

Details

• Internal ID: f3b19c6d-a7b0-4ee2-b6fb-90d90b6ca08e
• Taxonomy: Alkaloids and derivatives > Harmala alkaloids
• IUPAC Name: (1S)-1-propyl-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole
• SMILES (Canonical): CCCC1C2=C(CCN1)C3=CC=CC=C3N2
• SMILES (Isomeric): CCC[C@H]1C2=C(CCN1)C3=CC=CC=C3N2
• InChI: InChI=1S/C14H18N2/c1-2-5-13-14-11(8-9-15-13)10-6-3-4-7-12(10)16-14/h3-4,6-7,13,15-16H,2,5,8-9H2,1H3/t13-/m0/s1
• InChI Key: BBOAWHADGQBLBD-ZDUSSCGKSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₈N₂
• Molecular Weight: 214.31 g/mol
• Exact Mass: 214.146998583 g/mol
• Topological Polar Surface Area (TPSA): 27.80 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 3.15
• H-Bond Acceptor: 1
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

• KWH

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9947	99.47%
Caco-2	+	0.9462	94.62%
Blood Brain Barrier	+	0.9000	90.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Nucleus	0.4174	41.74%
OATP2B1 inhibitior	-	0.8582	85.82%
OATP1B1 inhibitior	+	0.8759	87.59%
OATP1B3 inhibitior	+	0.9472	94.72%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	+	0.5250	52.50%
BSEP inhibitior	-	0.5607	56.07%
P-glycoprotein inhibitior	-	0.9503	95.03%
P-glycoprotein substrate	-	0.5311	53.11%
CYP3A4 substrate	+	0.5170	51.70%
CYP2C9 substrate	-	0.8132	81.32%
CYP2D6 substrate	+	0.6301	63.01%
CYP3A4 inhibition	-	0.5237	52.37%
CYP2C9 inhibition	-	0.8359	83.59%
CYP2C19 inhibition	-	0.5850	58.50%
CYP2D6 inhibition	+	0.8135	81.35%
CYP1A2 inhibition	+	0.7369	73.69%
CYP2C8 inhibition	-	0.6471	64.71%
CYP inhibitory promiscuity	-	0.6256	62.56%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.7598	75.98%
Eye corrosion	-	0.9903	99.03%
Eye irritation	-	0.8961	89.61%
Skin irritation	-	0.7163	71.63%
Skin corrosion	-	0.8688	86.88%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8487	84.87%
Micronuclear	+	0.5600	56.00%
Hepatotoxicity	+	0.5625	56.25%
skin sensitisation	-	0.8530	85.30%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	-	0.7673	76.73%
Acute Oral Toxicity (c)	III	0.6740	67.40%
Estrogen receptor binding	-	0.5956	59.56%
Androgen receptor binding	-	0.4820	48.20%
Thyroid receptor binding	+	0.6725	67.25%
Glucocorticoid receptor binding	-	0.8610	86.10%
Aromatase binding	-	0.8399	83.99%
PPAR gamma	+	0.5979	59.79%
Honey bee toxicity	-	0.9388	93.88%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.6300	63.00%
Fish aquatic toxicity	+	0.8613	86.13%

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	95.22%	96.09%
CHEMBL2581	P07339	Cathepsin D	94.40%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.31%	97.09%
CHEMBL1951	P21397	Monoamine oxidase A	92.85%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.52%	91.11%
CHEMBL255	P29275	Adenosine A2b receptor	92.44%	98.59%
CHEMBL240	Q12809	HERG	88.35%	89.76%
CHEMBL3155	P34969	Serotonin 7 (5-HT7) receptor	88.27%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.18%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.88%	97.25%
CHEMBL3310	Q96DB2	Histone deacetylase 11	84.33%	88.56%
CHEMBL2717	Q9HCR9	Phosphodiesterase 11A	83.27%	85.00%
CHEMBL2535	P11166	Glucose transporter	82.17%	98.75%
CHEMBL221	P23219	Cyclooxygenase-1	82.07%	90.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.05%	94.45%
CHEMBL3192	Q9BY41	Histone deacetylase 8	80.39%	93.99%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	80.34%	91.71%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 92469157
• LOTUS: LTS0152546
• wikiData: Q104922898