(1R,9S,12S,18S)-9-(2-hydroxyethyl)-8,15-diazapentacyclo[10.5.1.01,9.02,7.015,18]octadeca-2,4,6-trien-10-one

Details

• Internal ID: cd2b1693-03dc-4b8b-b2ab-c96a934e8e79
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Carbazoles
• IUPAC Name: (1R,9S,12S,18S)-9-(2-hydroxyethyl)-8,15-diazapentacyclo[10.5.1.01,9.02,7.015,18]octadeca-2,4,6-trien-10-one
• InChI: InChI=1S/C18H22N2O2/c21-10-7-18-15(22)11-12-5-8-20-9-6-17(18,16(12)20)13-3-1-2-4-14(13)19-18/h1-4,12,16,19,21H,5-11H2/t12-,16-,17+,18+/m0/s1
• InChI Key: WMWWJUDPAOQCAY-DUOKCRBOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₂N₂O₂
• Molecular Weight: 298.40 g/mol
• Exact Mass: 298.168127949 g/mol
• Topological Polar Surface Area (TPSA): 52.60 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 1.54
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9836	98.36%
Caco-2	+	0.7664	76.64%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7256	72.56%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9178	91.78%
OATP1B3 inhibitior	+	0.9443	94.43%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	-	0.5218	52.18%
P-glycoprotein inhibitior	-	0.9580	95.80%
P-glycoprotein substrate	-	0.5841	58.41%
CYP3A4 substrate	+	0.5467	54.67%
CYP2C9 substrate	-	0.8034	80.34%
CYP2D6 substrate	+	0.5189	51.89%
CYP3A4 inhibition	-	0.8077	80.77%
CYP2C9 inhibition	-	0.7495	74.95%
CYP2C19 inhibition	-	0.7359	73.59%
CYP2D6 inhibition	-	0.6646	66.46%
CYP1A2 inhibition	-	0.7394	73.94%
CYP2C8 inhibition	-	0.7168	71.68%
CYP inhibitory promiscuity	-	0.6902	69.02%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.6349	63.49%
Eye corrosion	-	0.9888	98.88%
Eye irritation	-	0.9948	99.48%
Skin irritation	-	0.7599	75.99%
Skin corrosion	-	0.9161	91.61%
Ames mutagenesis	-	0.6854	68.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.4104	41.04%
Micronuclear	+	0.8200	82.00%
Hepatotoxicity	+	0.7500	75.00%
skin sensitisation	-	0.8502	85.02%
Respiratory toxicity	+	0.8889	88.89%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	+	0.6777	67.77%
Acute Oral Toxicity (c)	III	0.5864	58.64%
Estrogen receptor binding	-	0.5910	59.10%
Androgen receptor binding	+	0.7717	77.17%
Thyroid receptor binding	-	0.6422	64.22%
Glucocorticoid receptor binding	-	0.6595	65.95%
Aromatase binding	-	0.5913	59.13%
PPAR gamma	-	0.5931	59.31%
Honey bee toxicity	-	0.9329	93.29%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	-	0.7015	70.15%

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	94.53%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.53%	95.56%
CHEMBL1937	Q92769	Histone deacetylase 2	91.91%	94.75%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.49%	91.11%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	91.20%	82.69%
CHEMBL228	P31645	Serotonin transporter	90.65%	95.51%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	89.12%	93.03%
CHEMBL2581	P07339	Cathepsin D	88.18%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.69%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.08%	99.23%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	85.99%	95.83%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.72%	86.33%
CHEMBL3524	P56524	Histone deacetylase 4	81.23%	92.97%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.39%	95.89%

Plants that contains it

• Strychnos gossweileri

Cross-Links

• PubChem: 162917390
• LOTUS: LTS0144453
• wikiData: Q105308887