N-methylcorydine - Compound Card

N-methylcorydine

Select a section from the left sidebar

N-methylcorydine

Structure
Zoomed Structure
  • Family: Plantae - Papaveraceae
  • Kingdom: Plantae
  • Class: Alkaloid
    • Subclass: Isoquinoline Alkaloid
Canonical Smiles COc1cc2CC[N+]([C@@H]3c2c(c1O)c1c(C3)ccc(c1OC)OC)(C)C
InChI InChI=1S/C21H25NO4/c1-22(2)9-8-13-11-16(25-4)20(23)19-17(13)14(22)10-12-6-7-15(24-3)21(26-5)18(12)19/h6-7,11,14H,8-10H2,1-5H3/p+1/t14-/m0/s1
InChIKey NSFLIOJSGZVAPX-AWEZNQCLSA-O
Formula C21H26NO4+
HBA 4
HBD 1
MW 356.44
Rotatable Bonds 3
TPSA 47.92
LogP 3.31
Number Rings 4
Number Aromatic Rings 2
Heavy Atom Count 26
Formal Charge 1
Fraction CSP3 0.43
Exact Mass 356.19
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Glaucium corniculatum Papaveraceae Plantae 1533087

Showing of synonyms

  • Al-Wakeel SAM, Moubasher MH, et al. (1995). Alkaloids from Glaucium corniculatum (L.) of Egyptian origin. Biochemical Systematics and Ecology,1995,23(3),337-338. [View]
Pubchem: 52949574
Chebi: 70636
Nmrshiftdb2: 60027175
Metabolights: MTBLC70636
Bindingdb: 50328682

No compound-protein relationship available.

Structure

SMILES: c1cccc(c1c23)CC4c2c(ccc3)CC[NH2+]4

Level: 0

Mol. Weight: 356.44 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.01
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.720
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
-2.51

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.780
Plasma Protein Binding
48.76
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
Substrate
CYP 2C9 Inhibitor
Non-Inhibitor
CYP 2C9 Substrate
Non-Substrate
CYP 2D6 Inhibitor
Non-Inhibitor
CYP 2D6 Substrate
Substrate
CYP 3A4 Inhibitor
Non-Inhibitor
CYP 3A4 Substrate
Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
11.820
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
3.060
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.490
Liver Injury II
Safe
hERG Blockers
Toxic
Daphnia Maga
10.080
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
-5.060
Rat (Acute)
2.570
Rat (Chronic Oral)
1.580
Fathead Minnow
4.780
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
406.440
Hydration Free Energy
-8.880
Log(D) at pH=7.4
1.930
Log(P)
-1.33
Log S
-0.77
Log(Vapor Pressure)
-8.32
Melting Point
215.34
pKa Acid
7.91
pKa Basic
6.24
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
rRNA N-glycosylase D9J2T9 D9J2T9_MOMBA Momordica balsamina 3 0.9485
rRNA N-glycosylase D9J2T9 D9J2T9_MOMBA Momordica balsamina 3 0.9485
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.9372
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.9372
Renin P00797 RENI_HUMAN Homo sapiens 3 0.8947
Renin P00797 RENI_HUMAN Homo sapiens 3 0.8947
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.8820
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.8820
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8768
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8768
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.8731
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.8731
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8643
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8643
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 4 0.8598
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 4 0.8598
Thymidine phosphorylase Q7CP66 TYPH_SALTY Salmonella typhimurium 3 0.8561
Thymidine phosphorylase Q7CP66 TYPH_SALTY Salmonella typhimurium 3 0.8561
MAP kinase-activated protein kinase 2 P49137 MAPK2_HUMAN Homo sapiens 3 0.8421
MAP kinase-activated protein kinase 2 P49137 MAPK2_HUMAN Homo sapiens 3 0.8421
cGMP-specific 3',5'-cyclic phosphodiesterase O76074 PDE5A_HUMAN Homo sapiens 3 0.8385
cGMP-specific 3',5'-cyclic phosphodiesterase O76074 PDE5A_HUMAN Homo sapiens 3 0.8385
Alpha-ketoglutarate-dependent dioxygenase FTO Q9C0B1 FTO_HUMAN Homo sapiens 3 0.8383
Alpha-ketoglutarate-dependent dioxygenase FTO Q9C0B1 FTO_HUMAN Homo sapiens 3 0.8383
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8270
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8270
Casein kinase I isoform gamma-3 Q9Y6M4 KC1G3_HUMAN Homo sapiens 4 0.8177
Casein kinase I isoform gamma-3 Q9Y6M4 KC1G3_HUMAN Homo sapiens 4 0.8177
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8172
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8172
NAD(P)H-hydrate epimerase Q8K4Z3 NNRE_MOUSE Mus musculus 3 0.8148
NAD(P)H-hydrate epimerase Q8K4Z3 NNRE_MOUSE Mus musculus 3 0.8148
Lactoperoxidase P80025 PERL_BOVIN Bos taurus 3 0.8094
Lactoperoxidase P80025 PERL_BOVIN Bos taurus 3 0.8094
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8069
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8069
Glycogen synthase Q9V2J8 Q9V2J8_PYRAB Pyrococcus abyssi 3 0.8045
Glycogen synthase Q9V2J8 Q9V2J8_PYRAB Pyrococcus abyssi 3 0.8045
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.7986
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.7986
Glycogen synthase Q9V2J8 Q9V2J8_PYRAB Pyrococcus abyssi 3 0.7905
Glycogen synthase Q9V2J8 Q9V2J8_PYRAB Pyrococcus abyssi 3 0.7905
Genome polyprotein P26663 POLG_HCVBK Hepatitis C virus genotype 1b 3 0.7815
Genome polyprotein P26663 POLG_HCVBK Hepatitis C virus genotype 1b 3 0.7815
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.7771
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.7771
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 4 0.7691
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 4 0.7691
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7686
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7686
Genome polyprotein P26663 POLG_HCVBK Hepatitis C virus genotype 1b 3 0.7684
Genome polyprotein P26663 POLG_HCVBK Hepatitis C virus genotype 1b 3 0.7684
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7661
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7661
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7604
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7604
Tubulin alpha-1B chain P81947 TBA1B_BOVIN Bos taurus 3 0.7599
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7599
Tubulin alpha-1B chain P81947 TBA1B_BOVIN Bos taurus 3 0.7599
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7599
Glycylpeptide N-tetradecanoyltransferase Q4Q5S8 Q4Q5S8_LEIMA Leishmania major 3 0.7595
Glycylpeptide N-tetradecanoyltransferase Q4Q5S8 Q4Q5S8_LEIMA Leishmania major 3 0.7595
Homoserine dehydrogenase P31116 DHOM_YEAST Saccharomyces cerevisiae 3 0.7540
Homoserine dehydrogenase P31116 DHOM_YEAST Saccharomyces cerevisiae 3 0.7540
NAD(P)H-hydrate epimerase Q8K4Z3 NNRE_MOUSE Mus musculus 3 0.7539
NAD(P)H-hydrate epimerase Q8K4Z3 NNRE_MOUSE Mus musculus 3 0.7539
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 2 0.7496
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 2 0.7496
Protein mono-ADP-ribosyltransferase PARP3 Q9Y6F1 PARP3_HUMAN Homo sapiens 3 0.7475
Protein mono-ADP-ribosyltransferase PARP3 Q9Y6F1 PARP3_HUMAN Homo sapiens 3 0.7475
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7447
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7447
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7438
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7438
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 2 0.7433
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 2 0.7433
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7413
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7413
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7397
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7397
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7381
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7381
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7380
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7380
Beta-2 adrenergic receptor P07550 ADRB2_HUMAN Homo sapiens 3 0.7353
Beta-2 adrenergic receptor P07550 ADRB2_HUMAN Homo sapiens 3 0.7353
Tubulin alpha chain D0VWZ0 D0VWZ0_SHEEP Ovis aries 3 0.7337
Tubulin alpha chain D0VWZ0 D0VWZ0_SHEEP Ovis aries 3 0.7337
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7309
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7309
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 3 0.7305
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 3 0.7305
Protein mono-ADP-ribosyltransferase PARP3 Q9Y6F1 PARP3_HUMAN Homo sapiens 3 0.7296
Protein mono-ADP-ribosyltransferase PARP3 Q9Y6F1 PARP3_HUMAN Homo sapiens 3 0.7296
Angiotensin-converting enzyme 2 Q9BYF1 ACE2_HUMAN Homo sapiens 2 0.7289
Angiotensin-converting enzyme 2 Q9BYF1 ACE2_HUMAN Homo sapiens 2 0.7289
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 2 0.7279
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 2 0.7279
Protein ppBat Q8A8A4 Q8A8A4_BACTN Bacteroides thetaiotaomicron VPI-5482 2 0.7257
Protein ppBat Q8A8A4 Q8A8A4_BACTN Bacteroides thetaiotaomicron VPI-5482 2 0.7257
2-succinyl-5-enolpyruvyl-6-hydroxy-3-cyclohexene-1-carboxylate synthase P23970 MEND_BACSU Bacillus subtilis 3 0.7252
2-succinyl-5-enolpyruvyl-6-hydroxy-3-cyclohexene-1-carboxylate synthase P23970 MEND_BACSU Bacillus subtilis 3 0.7252
Cytochrome P450 2C5 P00179 CP2C5_RABIT Oryctolagus cuniculus 3 0.7245
Cytochrome P450 2C5 P00179 CP2C5_RABIT Oryctolagus cuniculus 3 0.7245
Biphenyl-2,3-diol 1,2-dioxygenase P17297 BPHC_PSES1 Pseudomonas sp 3 0.7236
Biphenyl-2,3-diol 1,2-dioxygenase P17297 BPHC_PSES1 Pseudomonas sp 3 0.7236
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7233
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7233
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7228
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7228
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7225
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7225
Aminoglycoside 3'-phosphotransferase AphA1-IAB B0VD92 B0VD92_ACIBY Acinetobacter baumannii 3 0.7221
Aminoglycoside 3'-phosphotransferase AphA1-IAB B0VD92 B0VD92_ACIBY Acinetobacter baumannii 3 0.7221
Transketolase 1 P23254 TKT1_YEAST Saccharomyces cerevisiae 3 0.7208
Transketolase 1 P23254 TKT1_YEAST Saccharomyces cerevisiae 3 0.7208
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7196
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7196
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 4 0.7174
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 4 0.7174
Focal adhesion kinase 1 Q00944 FAK1_CHICK Gallus gallus 3 0.7169
Focal adhesion kinase 1 Q00944 FAK1_CHICK Gallus gallus 3 0.7169
NAD(P)H dehydrogenase [quinone] 1 P15559 NQO1_HUMAN Homo sapiens 3 0.7165
NAD(P)H dehydrogenase [quinone] 1 P15559 NQO1_HUMAN Homo sapiens 3 0.7165
Virulence sensor histidine kinase PhoQ P0DM80 PHOQ_SALTY Salmonella typhimurium 3 0.7152
Virulence sensor histidine kinase PhoQ P0DM80 PHOQ_SALTY Salmonella typhimurium 3 0.7152
Riboflavin synthase P0AFU8 RISA_ECOLI Escherichia coli 3 0.7144
Riboflavin synthase P0AFU8 RISA_ECOLI Escherichia coli 3 0.7144
Focal adhesion kinase 1 Q00944 FAK1_CHICK Gallus gallus 3 0.7121
Focal adhesion kinase 1 Q00944 FAK1_CHICK Gallus gallus 3 0.7121
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.7120
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.7120
histone deacetylase A5H660 A5H660_SCHMA Schistosoma mansoni 3 0.7118
histone deacetylase A5H660 A5H660_SCHMA Schistosoma mansoni 3 0.7118
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 3 0.7114
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 3 0.7114
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 4 0.7111
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 4 0.7111
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 3 0.7098
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 3 0.7098
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7091
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7091
Lethal(3)malignant brain tumor-like protein 1 Q9Y468 LMBL1_HUMAN Homo sapiens 3 0.7049
Lethal(3)malignant brain tumor-like protein 1 Q9Y468 LMBL1_HUMAN Homo sapiens 3 0.7049
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 2 0.7023
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 2 0.7023
Adenylate cyclase type 5 P30803 ADCY5_CANLF Canis lupus familiaris 3 0.7005
Adenylate cyclase type 5 P30803 ADCY5_CANLF Canis lupus familiaris 3 0.7005
Methionine aminopeptidase P0AE18 MAP1_ECOLI Escherichia coli 2 0.7004
Methionine aminopeptidase P0AE18 MAP1_ECOLI Escherichia coli 2 0.7004

Download SDF