[(14S,15S,16R,19S)-16-methyl-17-oxa-1,11-diazapentacyclo[10.7.1.02,7.08,20.014,19]icosa-2,4,6,8(20),9,11-hexaen-15-yl]methanol

Details

• Internal ID: 1d9c3b56-6a8b-4c07-9b59-b223c3a7df44
• Taxonomy: Alkaloids and derivatives > Indolonaphthyridine alkaloids
• IUPAC Name: [(14S,15S,16R,19S)-16-methyl-17-oxa-1,11-diazapentacyclo[10.7.1.02,7.08,20.014,19]icosa-2,4,6,8(20),9,11-hexaen-15-yl]methanol
• SMILES (Canonical): CC1C(C2CC3=NC=CC4=C3N(C2CO1)C5=CC=CC=C45)CO
• SMILES (Isomeric): C[C@@H]1[C@@H]([C@@H]2CC3=NC=CC4=C3N([C@@H]2CO1)C5=CC=CC=C45)CO
• InChI: InChI=1S/C19H20N2O2/c1-11-15(9-22)14-8-16-19-13(6-7-20-16)12-4-2-3-5-17(12)21(19)18(14)10-23-11/h2-7,11,14-15,18,22H,8-10H2,1H3/t11-,14+,15+,18-/m1/s1
• InChI Key: GOBNRIRBGBIAHL-WHTWZSQMSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₀N₂O₂
• Molecular Weight: 308.40 g/mol
• Exact Mass: 308.152477885 g/mol
• Topological Polar Surface Area (TPSA): 47.30 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.93
• 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	+	0.9830	98.30%
Caco-2	+	0.5774	57.74%
Blood Brain Barrier	+	0.8629	86.29%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Lysosomes	0.4647	46.47%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9145	91.45%
OATP1B3 inhibitior	+	0.9469	94.69%
MATE1 inhibitior	-	0.8812	88.12%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	-	0.5408	54.08%
P-glycoprotein inhibitior	-	0.7395	73.95%
P-glycoprotein substrate	+	0.6072	60.72%
CYP3A4 substrate	+	0.5903	59.03%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8118	81.18%
CYP3A4 inhibition	-	0.6939	69.39%
CYP2C9 inhibition	-	0.9025	90.25%
CYP2C19 inhibition	-	0.6129	61.29%
CYP2D6 inhibition	-	0.7464	74.64%
CYP1A2 inhibition	-	0.7248	72.48%
CYP2C8 inhibition	+	0.5242	52.42%
CYP inhibitory promiscuity	+	0.5067	50.67%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6334	63.34%
Eye corrosion	-	0.9869	98.69%
Eye irritation	-	0.9835	98.35%
Skin irritation	-	0.7500	75.00%
Skin corrosion	-	0.9082	90.82%
Ames mutagenesis	+	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3790	37.90%
Micronuclear	+	0.6400	64.00%
Hepatotoxicity	+	0.5628	56.28%
skin sensitisation	-	0.8846	88.46%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	-	0.9396	93.96%
Acute Oral Toxicity (c)	III	0.6822	68.22%
Estrogen receptor binding	+	0.8135	81.35%
Androgen receptor binding	+	0.6143	61.43%
Thyroid receptor binding	+	0.6592	65.92%
Glucocorticoid receptor binding	-	0.4673	46.73%
Aromatase binding	+	0.7716	77.16%
PPAR gamma	+	0.6433	64.33%
Honey bee toxicity	-	0.9143	91.43%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	-	0.4547	45.47%

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	96.42%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.39%	89.00%
CHEMBL1951	P21397	Monoamine oxidase A	93.10%	91.49%
CHEMBL2581	P07339	Cathepsin D	92.15%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.30%	91.11%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	89.89%	95.83%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.52%	95.56%
CHEMBL2095226	P05556	Integrin alpha-5/beta-1	88.18%	96.39%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.73%	86.33%
CHEMBL5678	P34947	G protein-coupled receptor kinase 5	87.15%	88.00%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	83.57%	100.00%
CHEMBL3384	Q16512	Protein kinase N1	83.04%	80.71%

Plants that contains it

• Strychnos hirsuta

Cross-Links

• PubChem: 163081762
• LOTUS: LTS0126139
• wikiData: Q105013671