1-[8-(Hydroxymethyl)-4,9-dimethyl-10-oxa-4,14-diazapentacyclo[11.7.0.01,5.07,12.015,20]icosa-15,17,19-trien-14-yl]ethanone

Details

• Internal ID: abd635aa-1671-492e-8539-a619ed54d58f
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Carbazoles
• IUPAC Name: 1-[8-(hydroxymethyl)-4,9-dimethyl-10-oxa-4,14-diazapentacyclo[11.7.0.01,5.07,12.015,20]icosa-15,17,19-trien-14-yl]ethanone
• SMILES (Canonical): CC1C(C2CC3C4(CCN3C)C(C2CO1)N(C5=CC=CC=C45)C(=O)C)CO
• SMILES (Isomeric): CC1C(C2CC3C4(CCN3C)C(C2CO1)N(C5=CC=CC=C45)C(=O)C)CO
• InChI: InChI=1S/C22H30N2O3/c1-13-16(11-25)15-10-20-22(8-9-23(20)3)18-6-4-5-7-19(18)24(14(2)26)21(22)17(15)12-27-13/h4-7,13,15-17,20-21,25H,8-12H2,1-3H3
• InChI Key: JZPZTBRHWIWFEK-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₀N₂O₃
• Molecular Weight: 370.50 g/mol
• Exact Mass: 370.22564282 g/mol
• Topological Polar Surface Area (TPSA): 53.00 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 2.03
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9107	91.07%
Caco-2	+	0.7484	74.84%
Blood Brain Barrier	+	0.8750	87.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.5040	50.40%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9055	90.55%
OATP1B3 inhibitior	+	0.9436	94.36%
MATE1 inhibitior	-	0.8643	86.43%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.5144	51.44%
P-glycoprotein inhibitior	-	0.5827	58.27%
P-glycoprotein substrate	+	0.6822	68.22%
CYP3A4 substrate	+	0.6398	63.98%
CYP2C9 substrate	-	0.8075	80.75%
CYP2D6 substrate	-	0.6714	67.14%
CYP3A4 inhibition	-	0.7171	71.71%
CYP2C9 inhibition	-	0.8436	84.36%
CYP2C19 inhibition	-	0.7645	76.45%
CYP2D6 inhibition	-	0.7705	77.05%
CYP1A2 inhibition	-	0.8292	82.92%
CYP2C8 inhibition	-	0.7757	77.57%
CYP inhibitory promiscuity	-	0.8967	89.67%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.6609	66.09%
Eye corrosion	-	0.9891	98.91%
Eye irritation	-	0.9903	99.03%
Skin irritation	-	0.8141	81.41%
Skin corrosion	-	0.9219	92.19%
Ames mutagenesis	+	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6543	65.43%
Micronuclear	+	0.5700	57.00%
Hepatotoxicity	-	0.6319	63.19%
skin sensitisation	-	0.8663	86.63%
Respiratory toxicity	+	0.9222	92.22%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.9149	91.49%
Acute Oral Toxicity (c)	III	0.6448	64.48%
Estrogen receptor binding	+	0.7674	76.74%
Androgen receptor binding	+	0.6689	66.89%
Thyroid receptor binding	-	0.5263	52.63%
Glucocorticoid receptor binding	-	0.5366	53.66%
Aromatase binding	-	0.5840	58.40%
PPAR gamma	-	0.5207	52.07%
Honey bee toxicity	-	0.8531	85.31%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.8049	80.49%

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	98.47%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.53%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.19%	95.56%
CHEMBL4208	P20618	Proteasome component C5	88.51%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.35%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.00%	89.00%
CHEMBL5028	O14672	ADAM10	84.85%	97.50%
CHEMBL2581	P07339	Cathepsin D	84.81%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.57%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.93%	97.09%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	81.14%	100.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.07%	100.00%

Plants that contains it

• Strychnos myrtoides

Cross-Links

• PubChem: 163043217
• LOTUS: LTS0245090
• wikiData: Q105137507