(5R,17S)-5-ethyl-17-hydroxy-1,9-diazatetracyclo[8.6.1.05,17.011,16]heptadeca-9,11,13,15-tetraen-2-one

Details

• Internal ID: 9520202f-bd70-413a-bdc2-7510838b70ee
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives
• IUPAC Name: (5R,17S)-5-ethyl-17-hydroxy-1,9-diazatetracyclo[8.6.1.05,17.011,16]heptadeca-9,11,13,15-tetraen-2-one
• SMILES (Canonical): CCC12CCCN=C3C1(N(C(=O)CC2)C4=CC=CC=C43)O
• SMILES (Isomeric): CC[C@]12CCCN=C3[C@@]1(N(C(=O)CC2)C4=CC=CC=C43)O
• InChI: InChI=1S/C17H20N2O2/c1-2-16-9-5-11-18-15-12-6-3-4-7-13(12)19(17(15,16)21)14(20)8-10-16/h3-4,6-7,21H,2,5,8-11H2,1H3/t16-,17-/m1/s1
• InChI Key: JOMCYMUBCISXNJ-IAGOWNOFSA-N
• Popularity: 9 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₀N₂O₂
• Molecular Weight: 284.35 g/mol
• Exact Mass: 284.152477885 g/mol
• Topological Polar Surface Area (TPSA): 52.90 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 2.49
• H-Bond Acceptor: 3
• 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	+	0.9838	98.38%
Caco-2	+	0.8803	88.03%
Blood Brain Barrier	+	0.7879	78.79%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7117	71.17%
OATP2B1 inhibitior	-	0.8568	85.68%
OATP1B1 inhibitior	+	0.9182	91.82%
OATP1B3 inhibitior	+	0.9393	93.93%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.5072	50.72%
BSEP inhibitior	+	0.7646	76.46%
P-glycoprotein inhibitior	-	0.9508	95.08%
P-glycoprotein substrate	-	0.7518	75.18%
CYP3A4 substrate	+	0.5863	58.63%
CYP2C9 substrate	-	0.7931	79.31%
CYP2D6 substrate	-	0.8511	85.11%
CYP3A4 inhibition	-	0.5766	57.66%
CYP2C9 inhibition	-	0.8103	81.03%
CYP2C19 inhibition	-	0.7378	73.78%
CYP2D6 inhibition	-	0.6244	62.44%
CYP1A2 inhibition	-	0.8428	84.28%
CYP2C8 inhibition	-	0.9158	91.58%
CYP inhibitory promiscuity	-	0.7534	75.34%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.6748	67.48%
Eye corrosion	-	0.9894	98.94%
Eye irritation	-	0.8931	89.31%
Skin irritation	-	0.7917	79.17%
Skin corrosion	-	0.9104	91.04%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4926	49.26%
Micronuclear	+	0.6200	62.00%
Hepatotoxicity	+	0.5250	52.50%
skin sensitisation	-	0.8377	83.77%
Respiratory toxicity	+	0.9444	94.44%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	-	0.6116	61.16%
Acute Oral Toxicity (c)	III	0.5536	55.36%
Estrogen receptor binding	+	0.7102	71.02%
Androgen receptor binding	+	0.5653	56.53%
Thyroid receptor binding	+	0.5883	58.83%
Glucocorticoid receptor binding	-	0.5128	51.28%
Aromatase binding	+	0.5471	54.71%
PPAR gamma	+	0.8264	82.64%
Honey bee toxicity	-	0.9498	94.98%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.8006	80.06%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.50%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.54%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.59%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.09%	86.33%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	92.10%	82.69%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	89.87%	96.67%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	83.49%	93.40%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.03%	99.23%

Plants that contains it

• Kopsia arborea
• Kopsia fruticosa
• Kopsia singapurensis

Cross-Links

• PubChem: 24860012
• LOTUS: LTS0258295
• wikiData: Q105132423