methyl (1S,2S,4S,5R,6S,9S)-4-hydroxy-2-methyl-5-propan-2-yl-7-azapentacyclo[10.5.1.01,6.02,9.015,18]octadec-12(18)-ene-16-carboxylate

Details

• Internal ID: 655d3211-450c-452b-99fb-c8f2acc43a36
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: methyl (1S,2S,4S,5R,6S,9S)-4-hydroxy-2-methyl-5-propan-2-yl-7-azapentacyclo[10.5.1.01,6.02,9.015,18]octadec-12(18)-ene-16-carboxylate
• SMILES (Canonical): CC(C)C1C(CC2(C3CCC4=C5C2(C1NC3)CC(C5CC4)C(=O)OC)C)O
• SMILES (Isomeric): CC(C)[C@H]1[C@H](C[C@]2([C@@H]3CCC4=C5[C@]2([C@H]1NC3)CC(C5CC4)C(=O)OC)C)O
• InChI: InChI=1S/C23H35NO3/c1-12(2)18-17(25)10-22(3)14-7-5-13-6-8-15-16(21(26)27-4)9-23(22,19(13)15)20(18)24-11-14/h12,14-18,20,24-25H,5-11H2,1-4H3/t14-,15?,16?,17+,18+,20+,22+,23+/m1/s1
• InChI Key: YULGNBRYMYBJBM-XZELKJCASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₃₅NO₃
• Molecular Weight: 373.50 g/mol
• Exact Mass: 373.26169398 g/mol
• Topological Polar Surface Area (TPSA): 58.60 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 3.30
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9645	96.45%
Caco-2	+	0.6198	61.98%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6992	69.92%
OATP2B1 inhibitior	-	0.8638	86.38%
OATP1B1 inhibitior	+	0.8993	89.93%
OATP1B3 inhibitior	+	0.9339	93.39%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.4679	46.79%
P-glycoprotein inhibitior	-	0.7843	78.43%
P-glycoprotein substrate	+	0.5629	56.29%
CYP3A4 substrate	+	0.6703	67.03%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7387	73.87%
CYP3A4 inhibition	-	0.9498	94.98%
CYP2C9 inhibition	-	0.6460	64.60%
CYP2C19 inhibition	-	0.7823	78.23%
CYP2D6 inhibition	-	0.8787	87.87%
CYP1A2 inhibition	-	0.8009	80.09%
CYP2C8 inhibition	-	0.7094	70.94%
CYP inhibitory promiscuity	-	0.8284	82.84%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6087	60.87%
Eye corrosion	-	0.9885	98.85%
Eye irritation	-	0.9245	92.45%
Skin irritation	-	0.6677	66.77%
Skin corrosion	-	0.9166	91.66%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4264	42.64%
Micronuclear	-	0.5800	58.00%
Hepatotoxicity	-	0.6574	65.74%
skin sensitisation	-	0.8171	81.71%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.9889	98.89%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	-	0.6493	64.93%
Acute Oral Toxicity (c)	III	0.5959	59.59%
Estrogen receptor binding	+	0.8447	84.47%
Androgen receptor binding	+	0.7325	73.25%
Thyroid receptor binding	+	0.5357	53.57%
Glucocorticoid receptor binding	+	0.8102	81.02%
Aromatase binding	+	0.6408	64.08%
PPAR gamma	-	0.5203	52.03%
Honey bee toxicity	-	0.7210	72.10%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.8524	85.24%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.76%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.37%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.53%	85.14%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	96.07%	95.71%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.73%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.83%	97.09%
CHEMBL2179	P04062	Beta-glucocerebrosidase	94.34%	85.31%
CHEMBL2581	P07339	Cathepsin D	92.33%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.71%	97.25%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	89.99%	92.88%
CHEMBL237	P41145	Kappa opioid receptor	88.37%	98.10%
CHEMBL340	P08684	Cytochrome P450 3A4	87.44%	91.19%
CHEMBL268	P43235	Cathepsin K	87.27%	96.85%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	85.77%	94.33%
CHEMBL213	P08588	Beta-1 adrenergic receptor	85.56%	95.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.17%	90.71%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	84.67%	92.86%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.74%	100.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.28%	97.14%
CHEMBL3437	Q16853	Amine oxidase, copper containing	83.22%	94.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.09%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.04%	95.89%
CHEMBL299	P17252	Protein kinase C alpha	80.85%	98.03%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	80.39%	96.47%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.28%	95.56%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	80.20%	96.38%

Plants that contains it

• Daphniphyllum calycinum

Cross-Links

• PubChem: 102596798
• LOTUS: LTS0271034
• wikiData: Q105363355