methyl 2-[(1S,9S,10R,13E,14R,15R)-13-ethylidene-15-(hydroxymethyl)-18-oxo-8,11-diazapentacyclo[7.6.3.110,14.01,9.02,7]nonadeca-2,4,6-trien-15-yl]acetate

Details

• Internal ID: 47a0c706-1df7-4c0c-9a45-157e66d3609c
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Carbazoles
• IUPAC Name: methyl 2-[(1S,9S,10R,13E,14R,15R)-13-ethylidene-15-(hydroxymethyl)-18-oxo-8,11-diazapentacyclo[7.6.3.110,14.01,9.02,7]nonadeca-2,4,6-trien-15-yl]acetate
• SMILES (Canonical): CC=C1CNC2CC1C(C34C2(C(=O)CC3)NC5=CC=CC=C45)(CC(=O)OC)CO
• SMILES (Isomeric): C/C=C\1/CN[C@@H]2C[C@H]1[C@@]([C@]34[C@]2(C(=O)CC3)NC5=CC=CC=C45)(CC(=O)OC)CO
• InChI: InChI=1S/C23H28N2O4/c1-3-14-12-24-18-10-16(14)21(13-26,11-20(28)29-2)22-9-8-19(27)23(18,22)25-17-7-5-4-6-15(17)22/h3-7,16,18,24-26H,8-13H2,1-2H3/b14-3-/t16-,18-,21-,22+,23+/m1/s1
• InChI Key: UOEMPXBRSQAQTH-NFWQJCFESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₈N₂O₄
• Molecular Weight: 396.50 g/mol
• Exact Mass: 396.20490738 g/mol
• Topological Polar Surface Area (TPSA): 87.70 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 1.93
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9083	90.83%
Caco-2	-	0.5733	57.33%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7758	77.58%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8516	85.16%
OATP1B3 inhibitior	+	0.9409	94.09%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.5204	52.04%
P-glycoprotein inhibitior	-	0.6909	69.09%
P-glycoprotein substrate	+	0.5655	56.55%
CYP3A4 substrate	+	0.6728	67.28%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7695	76.95%
CYP3A4 inhibition	-	0.9287	92.87%
CYP2C9 inhibition	-	0.8495	84.95%
CYP2C19 inhibition	-	0.8421	84.21%
CYP2D6 inhibition	-	0.7889	78.89%
CYP1A2 inhibition	-	0.6977	69.77%
CYP2C8 inhibition	+	0.5836	58.36%
CYP inhibitory promiscuity	-	0.9243	92.43%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6024	60.24%
Eye corrosion	-	0.9882	98.82%
Eye irritation	-	0.9828	98.28%
Skin irritation	-	0.7531	75.31%
Skin corrosion	-	0.9328	93.28%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6471	64.71%
Micronuclear	+	0.7200	72.00%
Hepatotoxicity	-	0.5415	54.15%
skin sensitisation	-	0.8351	83.51%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.9889	98.89%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	+	0.5810	58.10%
Acute Oral Toxicity (c)	III	0.6270	62.70%
Estrogen receptor binding	-	0.4864	48.64%
Androgen receptor binding	+	0.7906	79.06%
Thyroid receptor binding	+	0.5150	51.50%
Glucocorticoid receptor binding	+	0.6333	63.33%
Aromatase binding	+	0.5628	56.28%
PPAR gamma	+	0.5280	52.80%
Honey bee toxicity	-	0.8396	83.96%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.8211	82.11%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.48%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.34%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.60%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.17%	85.14%
CHEMBL1937	Q92769	Histone deacetylase 2	88.18%	94.75%
CHEMBL299	P17252	Protein kinase C alpha	87.26%	98.03%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.10%	97.09%
CHEMBL3524	P56524	Histone deacetylase 4	86.80%	92.97%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.71%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.68%	86.33%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	85.08%	82.69%
CHEMBL5028	O14672	ADAM10	84.97%	97.50%
CHEMBL2581	P07339	Cathepsin D	83.35%	98.95%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	82.45%	93.03%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.16%	94.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.46%	92.62%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.44%	95.50%
CHEMBL220	P22303	Acetylcholinesterase	81.03%	94.45%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.91%	91.07%
CHEMBL4208	P20618	Proteasome component C5	80.73%	90.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.21%	97.25%

Plants that contains it

• Kopsia teoi

Cross-Links

• PubChem: 163185771
• LOTUS: LTS0173374
• wikiData: Q105276287