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N-p-methoxyphenyl-2-methylsuccinimide

Family: Plantae - Marchantiaceae
Kingdom: Plantae
Class: Carboximide
- Subclass: Cyclic Dicarboximide

Canonical Smiles	COc1ccc(cc1)N1C(=O)C[C@H](C1=O)C
InChI	InChI=1S/C12H13NO3/c1-8-7-11(14)13(12(8)15)9-3-5-10(16-2)6-4-9/h3-6,8H,7H2,1-2H3/t8-/m1/s1
InChIKey	OYJGFURVXIPEMA-MRVPVSSYSA-N
Formula	C₁₂H₁₃NO₃
HBA	3
HBD	0
MW	219.24
Rotatable Bonds	2
TPSA	46.61
LogP	1.59
Number Rings	2
Number Aromatic Rings	1
Heavy Atom Count	16
Formal Charge	0
Fraction CSP3	0.33
Exact Mass	219.09
Number of Lipinski Rule Violations	0

#	Species	Family	Kingdom	NCBI Taxonomy ID
1	Marchantia polymorpha	Marchantiaceae	Plantae	3197

Showing of synonyms

Hegazy M, Shishido K, et al. (2006). Asymmetric hydrogenation of the C–C double bond of 1- and 1,2-methylated maleimides with cultured suspension cells of Marchantia polymorpha. Tetrahedron: Asymmetry, 2006, 17(12), 1859-1862. [View]

Pubchem: 86575876

No compound-protein relationship available.

SMILES: O=C1CCC(=O)N1c2ccccc2

Level: 1

Mol. Weight: 219.24 g/mol

SMILES: O=C1CCC(=O)N1

Level: 0

Mol. Weight: 219.24 g/mol

SMILES: c1ccccc1

Level: 0

Mol. Weight: 219.24 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp): -4.36
Human Oral Bioavailability 20%: Bioavailable
Human Intestinal Absorption: Absorbed
Madin-Darby Canine Kidney: -3.940
Human Oral Bioavailability 50%: Bioavailable
P-Glycoprotein Inhibitor: Non-Inhibitor
P-Glycoprotein Substrate: Non-Substrate
Skin Permeability: -2.08

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Penetrable
Fraction Unbound (Human): 0.490
Plasma Protein Binding: 40.44
Steady State Volume of Distribution: -

Metabolism

Breast Cancer Resistance Protein: Non-Inhibitor
CYP 1A2 Inhibitor: Non-Inhibitor
CYP 1A2 Substrate: Substrate
CYP 2C19 Inhibitor: Non-Inhibitor
CYP 2C19 Substrate: Non-Substrate
CYP 2C9 Inhibitor: Non-Inhibitor
CYP 2C9 Substrate: Non-Substrate
CYP 2D6 Inhibitor: Non-Inhibitor
CYP 2D6 Substrate: Non-Substrate
CYP 3A4 Inhibitor: Non-Inhibitor
CYP 3A4 Substrate: Substrate
OATP1B1: Non-Inhibitor
OATP1B3: Non-Inhibitor

Excretion

Clearance: 1.420
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

AMES Mutagenesis: Safe
Avian: Safe
Bee: Toxic
Bioconcentration Factor: 0.200
Biodegradation: Safe
Carcinogenesis: Safe
Crustacean: Toxic
Liver Injury I (DILI): Safe
Eye Corrosion: Safe
Eye Irritation: Safe
Maximum Tolerated Dose: 1.820
Liver Injury II: Toxic
hERG Blockers: Safe
Daphnia Maga: 5.330
Micronucleos: Toxic
NR-AhR: Safe
NR-AR: Safe
NR-AR-LBD: Safe
NR-Aromatase: Safe
NR-ER: Safe
NR-ER-LBD: Safe
NR-GR: Safe
NR-PPAR-gamma: Safe
NR-TR: Safe
T. Pyriformis: 1.650
Rat (Acute): 2.380
Rat (Chronic Oral): 2.100
Fathead Minnow: 3.910
Respiratory Disease: Toxic
Skin Sensitisation: Toxic
SR-ARE: Safe
SR-ATAD5: Safe
SR-HSE: Safe
SR-MMP: Safe
SR-p53: Safe

General Properties

Boiling Point: 334.880
Hydration Free Energy: -8.180
Log(D) at pH=7.4: 0.670
Log(P): 1.14
Log S: -2.25
Log(Vapor Pressure): -4.27
Melting Point: 105.96
pKa Acid: 10.92
pKa Basic: 3.74

Protein Name	UniProt ID	Entry Name	Species	#Pharmacophore Points	Probability (0.7 ≤ Tversky Score ≤ 1.0)
Steroid Delta-isomerase	P00947	SDIS_COMTE	Comamonas testosteroni	3	0.9851
Fibroblast growth factor receptor 1	P11362	FGFR1_HUMAN	Homo sapiens	3	0.9490
3-ketosteroid dehydrogenase	Q9RA02	Q9RA02_RHOER	Rhodococcus erythropolis	3	0.9327
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase	Q9TQS6	DHDH_MACFA	Macaca fascicularis	3	0.9286
Steroid C26-monooxygenase	P9WPP1	CP125_MYCTU	Mycobacterium tuberculosis	3	0.9271
Mycinamicin III 3''-O-methyltransferase	Q49492	MYCF_MICGR	Micromonospora griseorubida	2	0.8646
Albumin	P02768	ALBU_HUMAN	Homo sapiens	3	0.8516
Heat shock protein HSP 90-alpha	P07900	HS90A_HUMAN	Homo sapiens	3	0.8454
Succinate dehydrogenase [ubiquinone] iron-sulfur subunit, mitochondrial	Q33862	Q33862_ASCSU	Ascaris suum	3	0.8364
Mycinamicin III 3''-O-methyltransferase	Q49492	MYCF_MICGR	Micromonospora griseorubida	2	0.8213
Fibroblast growth factor receptor 1	P11362	FGFR1_HUMAN	Homo sapiens	3	0.8066
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1	P04191	AT2A1_RABIT	Oryctolagus cuniculus	3	0.8016
Cyclin-dependent kinase 2	P24941	CDK2_HUMAN	Homo sapiens	3	0.7779
Beta-secretase 1	P56817	BACE1_HUMAN	Homo sapiens	2	0.7737
3',5'-cyclic-AMP phosphodiesterase 4D	Q08499	PDE4D_HUMAN	Homo sapiens	2	0.7729
Peptidyl-prolyl cis-trans isomerase FKBP1A	P62942	FKB1A_HUMAN	Homo sapiens	3	0.7694
3',5'-cyclic-AMP phosphodiesterase 4D	Q08499	PDE4D_HUMAN	Homo sapiens	2	0.7688
Camphor 5-monooxygenase	P00183	CPXA_PSEPU	Pseudomonas putida	3	0.7578
Pheromone-binding protein ASP1	Q9U9J6	Q9U9J6_APIME	Apis mellifera	2	0.7554
Tetracycline repressor protein class H	P51561	TETR8_PASMD	Pasteurella multocida	2	0.7542
Histone deacetylase 8	Q9BY41	HDAC8_HUMAN	Homo sapiens	2	0.7534
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase	Q05603	COBT_SALTY	Salmonella typhimurium	2	0.7526
Methionine aminopeptidase 1	P53582	MAP11_HUMAN	Homo sapiens	2	0.7486
Aldo-keto reductase family 1 member C3	P42330	AK1C3_HUMAN	Homo sapiens	2	0.7435
Glycogen synthase kinase-3 beta	P49841	GSK3B_HUMAN	Homo sapiens	2	0.7426
Chitinase	Q54276	Q54276_SERMA	Serratia marcescens	2	0.7347
Succinate dehydrogenase flavoprotein subunit	P0AC41	SDHA_ECOLI	Escherichia coli	3	0.7338
APH(2'')-Id	O68183	O68183_ENTCA	Enterococcus casseliflavus	3	0.7336
Peptidyl-prolyl cis-trans isomerase FKBP5	Q13451	FKBP5_HUMAN	Homo sapiens	3	0.7334
Serine/threonine-protein kinase SKY1	Q03656	SKY1_YEAST	Saccharomyces cerevisiae	2	0.7330
L-lactate dehydrogenase A chain	P04642	LDHA_RAT	Rattus norvegicus	2	0.7309
Photosynthetic reaction center cytochrome c subunit	P07173	CYCR_BLAVI	Blastochloris viridis	3	0.7308
Polymerase acidic protein	C3W5S0	C3W5S0_I09A0	Influenza A virus	2	0.7301
Uracil phosphoribosyltransferase	Q26998	UPP_TOXGO	Toxoplasma gondii	2	0.7285
Succinate dehydrogenase flavoprotein subunit	P0AC41	SDHA_ECOLI	Escherichia coli	3	0.7278
Fatty acid-binding protein, liver	P80226	FABPL_CHICK	Gallus gallus	2	0.7255
MAP kinase-activated protein kinase 2	P49137	MAPK2_HUMAN	Homo sapiens	3	0.7250
3-alpha-(or 20-beta)-hydroxysteroid dehydrogenase	P19992	HSD_STREX	Streptomyces exfoliatus	2	0.7246
Capsid protein	Q9WBP8	Q9WBP8_9VIRU	Adeno-associated virus - 1	2	0.7243
Beta-galactoside-specific lectin 4	Q6ITZ3	ML4_VISAL	Viscum album	2	0.7242
Glutamate receptor 2	P19491	GRIA2_RAT	Rattus norvegicus	2	0.7224
Cytidine and deoxycytidylate deaminase zinc-binding region	Q82Y41	Q82Y41_NITEU	Nitrosomonas europaea	3	0.7216
Histone deacetylase 8	Q9BY41	HDAC8_HUMAN	Homo sapiens	2	0.7206
Fibroblast growth factor receptor 2	P21802	FGFR2_HUMAN	Homo sapiens	3	0.7192
Fibroblast growth factor receptor 2	P21802	FGFR2_HUMAN	Homo sapiens	2	0.7182
Carbonic anhydrase 1	P00915	CAH1_HUMAN	Homo sapiens	2	0.7168
D-aminoacyl-tRNA deacylase	Q8IIS0	DTD_PLAF7	Plasmodium falciparum	2	0.7165
Sulfide-quinone reductase	B7JBP8	SQRD_ACIF2	Acidithiobacillus ferrooxidans)	2	0.7141
rRNA N-glycosylase	D9J2T9	D9J2T9_MOMBA	Momordica balsamina	2	0.7136
Beta-1 adrenergic receptor	P07700	ADRB1_MELGA	Meleagris gallopavo	2	0.7133
4,4'-diapophytoene synthase	A9JQL9	CRTM_STAAU	Staphylococcus aureus	2	0.7114
Lactotransferrin	P24627	TRFL_BOVIN	Bos taurus	2	0.7097
Flavoredoxin	Q72HI0	Q72HI0_THET2	Thermus thermophilus	2	0.7078
Pheromone-binding protein ASP1	Q9U9J6	Q9U9J6_APIME	Apis mellifera	2	0.7064
Probable NDP-rhamnosyltransferase	Q9ALM8	Q9ALM8_SACSN	Saccharopolyspora spinosa	2	0.7055
Uracil phosphoribosyltransferase	Q26998	UPP_TOXGO	Toxoplasma gondii	2	0.7053
Unconventional myosin-Va	Q02440	MYO5A_CHICK	Gallus gallus	2	0.7046
Protein mono-ADP-ribosyltransferase PARP3	Q9Y6F1	PARP3_HUMAN	Homo sapiens	2	0.7031
LIM domain kinase 1	P53667	LIMK1_HUMAN	Homo sapiens	2	0.7018
Myosin heavy chain kinase A	P42527	MHCKA_DICDI	Dictyostelium discoideum	2	0.7012
Nuclear receptor subfamily 4immunitygroup A member 1	P22736	NR4A1_HUMAN	Homo sapiens	2	0.7004

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