methyl (15S,16S,20S)-16-methyl-17-oxa-3-aza-13-azoniapentacyclo[11.8.0.02,10.04,9.015,20]henicosa-1,3,5,7,9,11,18-heptaene-19-carboxylate;chloride

Details

• Internal ID: a49af51a-79a5-408b-98e4-8172e63bff8f
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives
• IUPAC Name: methyl (15S,16S,20S)-16-methyl-17-oxa-3-aza-13-azoniapentacyclo[11.8.0.02,10.04,9.015,20]henicosa-1,3,5,7,9,11,18-heptaene-19-carboxylate;chloride
• SMILES (Canonical): CC1C2C[NH+]3C=CC4=C5C=CC=CC5=NC4=C3CC2C(=CO1)C(=O)OC.[Cl-]
• SMILES (Isomeric): C[C@H]1[C@@H]2C[NH+]3C=CC4=C5C=CC=CC5=NC4=C3C[C@@H]2C(=CO1)C(=O)OC.[Cl-]
• InChI: InChI=1S/C21H20N2O3.ClH/c1-12-16-10-23-8-7-14-13-5-3-4-6-18(13)22-20(14)19(23)9-15(16)17(11-26-12)21(24)25-2;/h3-8,11-12,15-16H,9-10H2,1-2H3;1H/t12-,15-,16-;/m0./s1
• InChI Key: HKPNHORYVYLABA-VMESOOAKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₁ClN₂O₃
• Molecular Weight: 384.90 g/mol
• Exact Mass: 384.1240702 g/mol
• Topological Polar Surface Area (TPSA): 52.30 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): -2.79
• 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	+	0.9445	94.45%
Caco-2	+	0.8682	86.82%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Lysosomes	0.5949	59.49%
OATP2B1 inhibitior	-	0.8564	85.64%
OATP1B1 inhibitior	+	0.8595	85.95%
OATP1B3 inhibitior	+	0.9393	93.93%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.8869	88.69%
P-glycoprotein inhibitior	+	0.8231	82.31%
P-glycoprotein substrate	+	0.5983	59.83%
CYP3A4 substrate	+	0.6787	67.87%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8217	82.17%
CYP3A4 inhibition	-	0.7119	71.19%
CYP2C9 inhibition	-	0.6683	66.83%
CYP2C19 inhibition	-	0.6586	65.86%
CYP2D6 inhibition	-	0.5777	57.77%
CYP1A2 inhibition	+	0.6496	64.96%
CYP2C8 inhibition	+	0.7293	72.93%
CYP inhibitory promiscuity	-	0.5144	51.44%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7713	77.13%
Carcinogenicity (trinary)	Non-required	0.5928	59.28%
Eye corrosion	-	0.9784	97.84%
Eye irritation	-	0.9876	98.76%
Skin irritation	-	0.7603	76.03%
Skin corrosion	-	0.9149	91.49%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.9275	92.75%
Micronuclear	+	0.5900	59.00%
Hepatotoxicity	+	0.5411	54.11%
skin sensitisation	-	0.8215	82.15%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	+	0.4791	47.91%
Acute Oral Toxicity (c)	III	0.5640	56.40%
Estrogen receptor binding	+	0.8257	82.57%
Androgen receptor binding	+	0.6828	68.28%
Thyroid receptor binding	+	0.6775	67.75%
Glucocorticoid receptor binding	+	0.7753	77.53%
Aromatase binding	-	0.5422	54.22%
PPAR gamma	-	0.5169	51.69%
Honey bee toxicity	-	0.8624	86.24%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9516	95.16%

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	97.80%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.61%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.46%	85.14%
CHEMBL2581	P07339	Cathepsin D	90.59%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.66%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	88.17%	83.82%
CHEMBL1951	P21397	Monoamine oxidase A	84.34%	91.49%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.18%	99.23%
CHEMBL5028	O14672	ADAM10	83.56%	97.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.97%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	80.67%	94.73%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 5351597
• NPASS: NPC238457