(3S)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indol-2-ium-3-carboxylate

Details

• Internal ID: 322f4836-e8ee-4224-8905-cf7b517da7b8
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Pyridoindoles > Beta carbolines
• IUPAC Name: (3S)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indol-2-ium-3-carboxylate
• SMILES (Canonical): C1C([NH2+]CC2=C1C3=CC=CC=C3N2)C(=O)[O-]
• SMILES (Isomeric): C1[C@H]([NH2+]CC2=C1C3=CC=CC=C3N2)C(=O)[O-]
• InChI: InChI=1S/C12H12N2O2/c15-12(16)10-5-8-7-3-1-2-4-9(7)14-11(8)6-13-10/h1-4,10,13-14H,5-6H2,(H,15,16)/t10-/m0/s1
• InChI Key: FSNCEEGOMTYXKY-JTQLQIEISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₂N₂O₂
• Molecular Weight: 216.24 g/mol
• Exact Mass: 216.089877630 g/mol
• Topological Polar Surface Area (TPSA): 72.50 Ų
• XlogP: -0.50
• Atomic LogP (AlogP): -1.09
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9857	98.57%
Caco-2	-	0.5505	55.05%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Lysosomes	0.3318	33.18%
OATP2B1 inhibitior	-	0.8597	85.97%
OATP1B1 inhibitior	+	0.9043	90.43%
OATP1B3 inhibitior	+	0.9466	94.66%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.7338	73.38%
P-glycoprotein inhibitior	-	0.9867	98.67%
P-glycoprotein substrate	-	0.8623	86.23%
CYP3A4 substrate	+	0.5179	51.79%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7882	78.82%
CYP3A4 inhibition	-	0.9268	92.68%
CYP2C9 inhibition	-	0.9396	93.96%
CYP2C19 inhibition	-	0.7199	71.99%
CYP2D6 inhibition	-	0.6104	61.04%
CYP1A2 inhibition	+	0.6022	60.22%
CYP2C8 inhibition	-	0.7134	71.34%
CYP inhibitory promiscuity	-	0.9283	92.83%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.7265	72.65%
Eye corrosion	-	0.9912	99.12%
Eye irritation	-	0.6616	66.16%
Skin irritation	-	0.7812	78.12%
Skin corrosion	-	0.9424	94.24%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6331	63.31%
Micronuclear	+	0.7100	71.00%
Hepatotoxicity	+	0.5659	56.59%
skin sensitisation	-	0.8865	88.65%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	-	0.8304	83.04%
Acute Oral Toxicity (c)	III	0.5179	51.79%
Estrogen receptor binding	-	0.7151	71.51%
Androgen receptor binding	-	0.4928	49.28%
Thyroid receptor binding	-	0.7509	75.09%
Glucocorticoid receptor binding	-	0.7151	71.51%
Aromatase binding	-	0.5774	57.74%
PPAR gamma	+	0.7029	70.29%
Honey bee toxicity	-	0.8862	88.62%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	-	0.5629	56.29%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.06%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.65%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.85%	95.56%
CHEMBL2535	P11166	Glucose transporter	91.04%	98.75%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.86%	96.09%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	88.13%	94.23%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.12%	99.23%
CHEMBL2581	P07339	Cathepsin D	85.02%	98.95%
CHEMBL3310	Q96DB2	Histone deacetylase 11	84.97%	88.56%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	82.91%	94.62%

Plants that contains it

• Allium chinense
• Allium macrostemon
• Asimina parviflora
• Atraphaxis spinosa
• Baccharis neglecta
• Centaurea cuneifolia subsp. cuneifolia
• Chondrodendron tomentosum
• Cirsium arvense
• Clerodendrum bungei
• Diospyros ebenum
• Embelia parviflora
• Embelia schimperi
• Ephedra sinica
• Epilobium hirsutum
• Erysimum leptophyllum
• Erythrina melanacantha
• Esenbeckia leiocarpa
• Euphorbia jolkinii
• Faramea multiflora
• Gymnocalycium schickendantzii
• Haplophyllum obtusifolium
• Helichrysum tenuifolium
• Hypericum styphelioides
• Linnaea chinensis
• Lythrum salicaria
• Monsonia senegalensis
• Myrica rubra
• Onopordum acanthium
• Pancratium sickenbergeri
• Pinalia anomala
• Piper regnellii
• Plathymenia reticulata
• Pteridium esculentum
• Simarouba glauca
• Solanum lycopersicum
• Sophora flavescens
• Stenocereus laevigatus
• Syzygium polycephaloides
• Varronia leucocephala
• Vellozia nanuzae
• Vernonanthura fagifolia

Cross-Links

• PubChem: 6920044
• NPASS: NPC217372
• ChEMBL: CHEMBL155546