(1S,14R,19R)-14-ethyl-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2,4,6,8,12-pentaene

Details

• Internal ID: 08103852-dcbc-4978-9cdd-472129e8de6b
• Taxonomy: Alkaloids and derivatives > Plumeran-type alkaloids
• IUPAC Name: (1S,14R,19R)-14-ethyl-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2,4,6,8,12-pentaene
• SMILES (Canonical): CCC1CN2CCC34C2C(=C1)CCC3=NC5=CC=CC=C45
• SMILES (Isomeric): CC[C@H]1CN2CC[C@]34[C@H]2C(=C1)CCC3=NC5=CC=CC=C45
• InChI: InChI=1S/C19H22N2/c1-2-13-11-14-7-8-17-19(9-10-21(12-13)18(14)19)15-5-3-4-6-16(15)20-17/h3-6,11,13,18H,2,7-10,12H2,1H3/t13-,18-,19-/m1/s1
• InChI Key: ZKPLYAATSHVGKP-UPRAQXHNSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₂N₂
• Molecular Weight: 278.40 g/mol
• Exact Mass: 278.178298710 g/mol
• Topological Polar Surface Area (TPSA): 15.60 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 3.84
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9734	97.34%
Caco-2	+	0.9113	91.13%
Blood Brain Barrier	+	0.9750	97.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Plasma membrane	0.4949	49.49%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9128	91.28%
OATP1B3 inhibitior	+	0.9451	94.51%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	+	0.6500	65.00%
BSEP inhibitior	+	0.6455	64.55%
P-glycoprotein inhibitior	-	0.5603	56.03%
P-glycoprotein substrate	+	0.5180	51.80%
CYP3A4 substrate	+	0.5921	59.21%
CYP2C9 substrate	-	0.6091	60.91%
CYP2D6 substrate	+	0.4424	44.24%
CYP3A4 inhibition	-	0.6496	64.96%
CYP2C9 inhibition	-	0.8133	81.33%
CYP2C19 inhibition	-	0.7521	75.21%
CYP2D6 inhibition	+	0.6172	61.72%
CYP1A2 inhibition	-	0.7032	70.32%
CYP2C8 inhibition	-	0.6217	62.17%
CYP inhibitory promiscuity	+	0.7471	74.71%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.7109	71.09%
Eye corrosion	-	0.9801	98.01%
Eye irritation	-	0.9968	99.68%
Skin irritation	-	0.7134	71.34%
Skin corrosion	-	0.8427	84.27%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.9303	93.03%
Micronuclear	+	0.5500	55.00%
Hepatotoxicity	+	0.5926	59.26%
skin sensitisation	-	0.7745	77.45%
Respiratory toxicity	+	0.8556	85.56%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	-	0.7392	73.92%
Acute Oral Toxicity (c)	III	0.5844	58.44%
Estrogen receptor binding	-	0.6608	66.08%
Androgen receptor binding	+	0.6041	60.41%
Thyroid receptor binding	+	0.5851	58.51%
Glucocorticoid receptor binding	-	0.5972	59.72%
Aromatase binding	+	0.5516	55.16%
PPAR gamma	+	0.5364	53.64%
Honey bee toxicity	-	0.8838	88.38%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.9753	97.53%

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	97.73%	96.09%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	92.56%	95.17%
CHEMBL2581	P07339	Cathepsin D	91.97%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	89.31%	90.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.26%	86.33%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	85.77%	82.69%
CHEMBL4072	P07858	Cathepsin B	80.78%	93.67%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.76%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.25%	95.56%

Plants that contains it

• Tabernaemontana capuronii

Cross-Links

• PubChem: 162974294
• LOTUS: LTS0267884
• wikiData: Q105378627