Levomethadyl Acetate

Details

• Internal ID: 15682dc9-a6e9-40bc-9a7f-bc8adab5be8c
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Diphenylmethanes
• IUPAC Name: [(3S,6S)-6-(dimethylamino)-4,4-diphenylheptan-3-yl] acetate
• InChI: InChI=1S/C23H31NO2/c1-6-22(26-19(3)25)23(17-18(2)24(4)5,20-13-9-7-10-14-20)21-15-11-8-12-16-21/h7-16,18,22H,6,17H2,1-5H3/t18-,22-/m0/s1
• InChI Key: XBMIVRRWGCYBTQ-AVRDEDQJSA-N
• Popularity: 583 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₃₁NO₂
• Molecular Weight: 353.50 g/mol
• Exact Mass: 353.235479232 g/mol
• Topological Polar Surface Area (TPSA): 29.50 Ų
• XlogP: 4.30
• Atomic LogP (AlogP): 4.65
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 8

Synonyms

• Levacetylmethadol
• LAAM
• levo-Alphacetylmethadol
• Levomethadyl
• Orlaam
• 1-alpha-Acetylmethadol
• levo-Methadyl acetate
• (-)-alpha-Acetylmethadol
• 1477-40-3
• levo-alpha-Acetylmethadol
• Levacetilmetadol
• alpha-l-Acetylmethadol
• Levacetylmethadolum
• Levacetylmethadol [INN]
• alpha-(-)-Acetylmethadol
• Levacetilmetadol [INN-Spanish]
• Levacetylmethadolum [INN-Latin]
• Levoacetyl methadol
• Levomethadyl acetate [USAN]
• DEA No. 9648
• (-)-6-(Dimethylamino)-4,4-diphenyl-3-heptanol acetate (ester)
• LAA-M
• Levacetylmethadol (INN)
• 34433-66-4
• Levomethadyl acetate (USAN)
• CHEBI:6441
• (1S,4S)-4-(dimethylamino)-1-ethyl-2,2-diphenylpentyl acetate
• [(3S,6S)-6-(dimethylamino)-4,4-diphenylheptan-3-yl] acetate
• R3B637Y991
• N-alpha-Acetylmethadol
• l-alpha-Acetylmethadol
• (3S,6S)-6-(dimethylamino)-4,4-diphenylheptan-3-yl acetate
• Benzeneethanol, beta-((2S)-2-(dimethylamino)propyl)-alpha-ethyl-beta-phenyl-, acetate (ester), (alphaS)-
• Benzeneethanol, beta-(2-(dimethylamino)propyl)-alpha-ethyl-beta-phenyl-, acetate (ester), (S-(R*,R*))-
• 3-HEPTANOL, 6-(DIMETHYLAMINO)-4,4-DIPHENYL-, ACETATE (ester), (3S,6S)-(-)-
• UNII-R3B637Y991
• benzeneethanol, beta-[(2S)-2-(dimethylamino)propyl]-alpha-ethyl-beta-phenyl-, acetate (ester), (alphaS)-
• Benzeneethanol, beta-[2-(dimethylamino)propyl]-alpha-ethyl-beta-phenyl-, acetate (ester), [S-(R*,R*)]-
• CHEMBL1514
• BIDD:PXR0155
• SCHEMBL93805
• BIDD:GT0373
• GTPL7212
• DTXSID3023211
• LEVACETYLMETHADOL [MART.]
• LEVOMETHADYL ACETATE [MI]
• (3S,6S)-6-(dimethylamino)-4,4-diphenylheptan-2-yl acetate
• LEVACETYLMETHADOL [WHO-DD]
• LEVACETYLMETHADOL [EMA EPAR]
• DB01227
• Benzeneethanol, beta-(2-(dimethylamino)propyl)-alpha-ethyl-beta-phenyl-, acetate(ester), (-)
• NCGC00247347-01
• [S-(R*,R*)]-beta-[2-Dimethylamino)propyl]-alpha-ethyl-beta-phenylbenzeneethanol acetate (ester)
• FT-0700555
• C08012
• D04716
• Q411799
• (1S,4S)-(6-DIMETHYLAMINO-4,4-DIPHENYL-HEPTAN-3-YL) ACETATE
• 3-Heptanol, 6-(dimethylamino)-4,4-diphenyl-, acetate (ester), (3S,6S)-(-)- (8CI)
• BENZENEETHANOL, .BETA.-(2-(DIMETHYLAMINO)PROPYL)-.ALPHA.-ETHYL-.BETA.-PHENYL-, ACETATE (ESTER), (-)-
• Benzeneethanol, beta-[(2S)-2-(dimethylamino)propyl]-alpha-ethyl-beta-phenyl-, acetate (ester), (alphaS)- (9CI)

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9908	99.08%
Caco-2	+	0.8671	86.71%
Blood Brain Barrier	+	0.9250	92.50%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.5016	50.16%
OATP2B1 inhibitior	-	0.8612	86.12%
OATP1B1 inhibitior	+	0.8809	88.09%
OATP1B3 inhibitior	+	0.9412	94.12%
MATE1 inhibitior	-	0.6800	68.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	+	0.6773	67.73%
P-glycoprotein inhibitior	+	0.6352	63.52%
P-glycoprotein substrate	-	0.7045	70.45%
CYP3A4 substrate	-	0.5420	54.20%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.3648	36.48%
CYP3A4 inhibition	+	0.5242	52.42%
CYP2C9 inhibition	-	0.8153	81.53%
CYP2C19 inhibition	-	0.7312	73.12%
CYP2D6 inhibition	+	0.7123	71.23%
CYP1A2 inhibition	+	0.5619	56.19%
CYP2C8 inhibition	-	0.8204	82.04%
CYP inhibitory promiscuity	-	0.5811	58.11%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	+	0.7600	76.00%
Carcinogenicity (trinary)	Warning	0.5058	50.58%
Eye corrosion	-	0.9931	99.31%
Eye irritation	-	0.9879	98.79%
Skin irritation	-	0.7879	78.79%
Skin corrosion	-	0.8558	85.58%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8917	89.17%
Micronuclear	-	0.7300	73.00%
Hepatotoxicity	-	0.5224	52.24%
skin sensitisation	-	0.7454	74.54%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	-	0.5164	51.64%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.5781	57.81%
Acute Oral Toxicity (c)	II	0.7075	70.75%
Estrogen receptor binding	+	0.5474	54.74%
Androgen receptor binding	-	0.5060	50.60%
Thyroid receptor binding	-	0.5213	52.13%
Glucocorticoid receptor binding	-	0.7178	71.78%
Aromatase binding	-	0.6271	62.71%
PPAR gamma	-	0.5056	50.56%
Honey bee toxicity	-	0.9112	91.12%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9678	96.78%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.66%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.55%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.74%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.78%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.93%	91.11%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	85.79%	94.62%
CHEMBL3401	O75469	Pregnane X receptor	84.43%	94.73%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.24%	95.50%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.21%	93.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.12%	86.33%
CHEMBL5028	O14672	ADAM10	82.09%	97.50%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	81.32%	100.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 15130
• LOTUS: LTS0258975
• wikiData: Q411799