1-(20-Hydroxy-3,13-diazapentacyclo[11.7.0.02,10.04,9.014,19]icosa-1,3,5,7,9,11,14,16,18-nonaen-20-yl)propan-2-one

Details

• Internal ID: 5eca813b-8367-4521-98bb-f290a74f102e
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Pyridoindoles > Beta carbolines
• IUPAC Name: 1-(20-hydroxy-3,13-diazapentacyclo[11.7.0.02,10.04,9.014,19]icosa-1,3,5,7,9,11,14,16,18-nonaen-20-yl)propan-2-one
• SMILES (Canonical): CC(=O)CC1(C2=CC=CC=C2N3C1=C4C(=C5C=CC=CC5=N4)C=C3)O
• SMILES (Isomeric): CC(=O)CC1(C2=CC=CC=C2N3C1=C4C(=C5C=CC=CC5=N4)C=C3)O
• InChI: InChI=1S/C21H16N2O2/c1-13(24)12-21(25)16-7-3-5-9-18(16)23-11-10-15-14-6-2-4-8-17(14)22-19(15)20(21)23/h2-11,25H,12H2,1H3
• InChI Key: FMBFXCZLVADMCC-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₁₆N₂O₂
• Molecular Weight: 328.40 g/mol
• Exact Mass: 328.121177757 g/mol
• Topological Polar Surface Area (TPSA): 55.10 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 3.66
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9934	99.34%
Caco-2	+	0.7295	72.95%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6882	68.82%
OATP2B1 inhibitior	-	0.8559	85.59%
OATP1B1 inhibitior	+	0.9213	92.13%
OATP1B3 inhibitior	+	0.9502	95.02%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8567	85.67%
BSEP inhibitior	+	0.9586	95.86%
P-glycoprotein inhibitior	-	0.6472	64.72%
P-glycoprotein substrate	-	0.7443	74.43%
CYP3A4 substrate	+	0.6058	60.58%
CYP2C9 substrate	-	0.7974	79.74%
CYP2D6 substrate	-	0.7867	78.67%
CYP3A4 inhibition	-	0.7443	74.43%
CYP2C9 inhibition	-	0.7163	71.63%
CYP2C19 inhibition	-	0.5764	57.64%
CYP2D6 inhibition	-	0.7804	78.04%
CYP1A2 inhibition	+	0.5319	53.19%
CYP2C8 inhibition	-	0.5915	59.15%
CYP inhibitory promiscuity	-	0.5404	54.04%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9430	94.30%
Carcinogenicity (trinary)	Non-required	0.4637	46.37%
Eye corrosion	-	0.9915	99.15%
Eye irritation	-	0.9778	97.78%
Skin irritation	-	0.8051	80.51%
Skin corrosion	-	0.9442	94.42%
Ames mutagenesis	+	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5718	57.18%
Micronuclear	+	0.7600	76.00%
Hepatotoxicity	+	0.7625	76.25%
skin sensitisation	-	0.8507	85.07%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	+	0.4502	45.02%
Acute Oral Toxicity (c)	III	0.5854	58.54%
Estrogen receptor binding	+	0.9016	90.16%
Androgen receptor binding	+	0.6919	69.19%
Thyroid receptor binding	+	0.6241	62.41%
Glucocorticoid receptor binding	+	0.7876	78.76%
Aromatase binding	+	0.6786	67.86%
PPAR gamma	+	0.8595	85.95%
Honey bee toxicity	-	0.9354	93.54%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	-	0.7555	75.55%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	99.78%	83.82%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.14%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.43%	96.09%
CHEMBL2581	P07339	Cathepsin D	92.97%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.56%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.65%	99.23%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.48%	91.11%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	86.63%	96.67%
CHEMBL1781	P11387	DNA topoisomerase I	86.62%	97.00%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	85.17%	94.62%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.26%	95.56%
CHEMBL2095226	P05556	Integrin alpha-5/beta-1	81.69%	96.39%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 10245938
• LOTUS: LTS0202979
• wikiData: Q105105261