Bwixnbsqyzaafz-uhfffaoysa-

Details

• Internal ID: dd1f074f-fbd4-4d04-a2a2-c3f8e81d2134
• Taxonomy: Alkaloids and derivatives > Harmala alkaloids
• IUPAC Name: 1-(1-hydroxyethyl)-9H-pyrido[3,4-b]indole-3-carboxylic acid
• SMILES (Canonical): CC(C1=C2C(=CC(=N1)C(=O)O)C3=CC=CC=C3N2)O
• SMILES (Isomeric): CC(C1=C2C(=CC(=N1)C(=O)O)C3=CC=CC=C3N2)O
• InChI: InChI=1S/C14H12N2O3/c1-7(17)12-13-9(6-11(16-12)14(18)19)8-4-2-3-5-10(8)15-13/h2-7,15,17H,1H3,(H,18,19)
• InChI Key: BWIXNBSQYZAAFZ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₂N₂O₃
• Molecular Weight: 256.26 g/mol
• Exact Mass: 256.08479225 g/mol
• Topological Polar Surface Area (TPSA): 86.20 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 2.47
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

• InChI=1/C14H12N2O3/c1-7(17)12-13-9(6-11(16-12)14(18)19)8-4-2-3-5-10(8)15-13/h2-7,15,17H,1H3,(H,18,19)

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9898	98.98%
Caco-2	-	0.7907	79.07%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7242	72.42%
OATP2B1 inhibitior	-	0.8599	85.99%
OATP1B1 inhibitior	+	0.9084	90.84%
OATP1B3 inhibitior	+	0.9493	94.93%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.6631	66.31%
P-glycoprotein inhibitior	-	0.8839	88.39%
P-glycoprotein substrate	-	0.8584	85.84%
CYP3A4 substrate	-	0.5706	57.06%
CYP2C9 substrate	-	0.8038	80.38%
CYP2D6 substrate	-	0.8700	87.00%
CYP3A4 inhibition	-	0.6482	64.82%
CYP2C9 inhibition	-	0.7387	73.87%
CYP2C19 inhibition	-	0.6589	65.89%
CYP2D6 inhibition	-	0.9198	91.98%
CYP1A2 inhibition	+	0.5850	58.50%
CYP2C8 inhibition	-	0.7115	71.15%
CYP inhibitory promiscuity	-	0.6535	65.35%
UGT catelyzed	+	0.6159	61.59%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.7112	71.12%
Eye corrosion	-	0.9949	99.49%
Eye irritation	+	0.5841	58.41%
Skin irritation	-	0.7672	76.72%
Skin corrosion	-	0.9688	96.88%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8260	82.60%
Micronuclear	+	0.8100	81.00%
Hepatotoxicity	+	0.6375	63.75%
skin sensitisation	-	0.9359	93.59%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	-	0.8015	80.15%
Acute Oral Toxicity (c)	III	0.5891	58.91%
Estrogen receptor binding	+	0.8308	83.08%
Androgen receptor binding	+	0.5803	58.03%
Thyroid receptor binding	-	0.5212	52.12%
Glucocorticoid receptor binding	+	0.8714	87.14%
Aromatase binding	+	0.7509	75.09%
PPAR gamma	+	0.5573	55.73%
Honey bee toxicity	-	0.9490	94.90%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	-	0.6792	67.92%

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	94.17%	96.09%
CHEMBL2581	P07339	Cathepsin D	93.82%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.34%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.75%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.07%	85.14%
CHEMBL213	P08588	Beta-1 adrenergic receptor	88.92%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.54%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.98%	94.45%
CHEMBL1781	P11387	DNA topoisomerase I	85.18%	97.00%
CHEMBL2535	P11166	Glucose transporter	83.96%	98.75%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	83.58%	94.62%
CHEMBL3401	O75469	Pregnane X receptor	82.95%	94.73%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	82.60%	89.44%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.59%	99.17%

Plants that contains it

• Stellaria dichotoma

Cross-Links

• PubChem: 21585567
• LOTUS: LTS0064685
• wikiData: Q104947268