Corydine N-oxide - Compound Card

Corydine N-oxide

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Corydine N-oxide

Structure
Zoomed Structure
  • Family: Plantae - Papaveraceae
  • Kingdom: Plantae
  • Class: Alkaloid
    • Subclass: Isoquinoline Alkaloid
Canonical Smiles COc1cc2CCN(=O)([C@H]3c2c(c1O)c1c(C3)ccc(c1OC)OC)C
InChI InChI=1S/C20H23NO5/c1-21(23)8-7-12-10-15(25-3)19(22)18-16(12)13(21)9-11-5-6-14(24-2)20(26-4)17(11)18/h5-6,10,13,22H,7-9H2,1-4H3/t13-,21?/m1/s1
InChIKey IOQVEMNCFHPMHA-ILRUXTBWSA-N
Formula C20H23NO5
HBA 5
HBD 1
MW 357.41
Rotatable Bonds 3
TPSA 70.98
LogP 3.18
Number Rings 4
Number Aromatic Rings 2
Heavy Atom Count 26
Formal Charge 0
Fraction CSP3 0.4
Exact Mass 357.16
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: 163185673
Nmrshiftdb2: 60145468

No compound-protein relationship available.

Structure

SMILES: c1cccc(c1c23)CC4c2c(ccc3)CC[N+]4=O

Level: 0

Mol. Weight: 357.41 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.18
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.810
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
-2.24

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.560
Plasma Protein Binding
80.04
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Non-Inhibitor
CYP 1A2 Inhibitor
Inhibitor
CYP 1A2 Substrate
Non-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
12.680
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
3.550
Biodegradation
Toxic
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.580
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.860
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
-0.920
Rat (Acute)
2.510
Rat (Chronic Oral)
1.740
Fathead Minnow
4.630
Respiratory Disease
Toxic
Skin Sensitisation
Toxic
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
422.220
Hydration Free Energy
-7.850
Log(D) at pH=7.4
1.370
Log(P)
0.46
Log S
-1.12
Log(Vapor Pressure)
-8.66
Melting Point
215.0
pKa Acid
7.18
pKa Basic
2.2
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.9460
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.9460
L-lactate dehydrogenase A chain P04642 LDHA_RAT Rattus norvegicus 3 0.9185
L-lactate dehydrogenase A chain P04642 LDHA_RAT Rattus norvegicus 3 0.9185
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.9130
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.9130
NAD(P)H dehydrogenase [quinone] 1 P15559 NQO1_HUMAN Homo sapiens 4 0.9121
NAD(P)H dehydrogenase [quinone] 1 P15559 NQO1_HUMAN Homo sapiens 4 0.9121
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.9071
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.9071
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 4 0.9059
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 4 0.9059
rRNA N-glycosylase D9J2T9 D9J2T9_MOMBA Momordica balsamina 3 0.8985
rRNA N-glycosylase D9J2T9 D9J2T9_MOMBA Momordica balsamina 3 0.8985
Carbonic anhydrase 1 P00915 CAH1_HUMAN Homo sapiens 3 0.8877
Carbonic anhydrase 1 P00915 CAH1_HUMAN Homo sapiens 3 0.8877
Albumin P02768 ALBU_HUMAN Homo sapiens 3 0.8720
Albumin P02768 ALBU_HUMAN Homo sapiens 3 0.8720
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8705
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8705
Glycogen phosphorylase, muscle form P00489 PYGM_RABIT Oryctolagus cuniculus 3 0.8486
Glycogen phosphorylase, muscle form P00489 PYGM_RABIT Oryctolagus cuniculus 3 0.8486
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 4 0.8441
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 4 0.8441
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.8436
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.8436
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 4 0.8311
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 4 0.8311
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 3 0.8245
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 3 0.8245
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8214
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8214
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8188
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8188
Acetylornithine/succinyldiaminopimelate aminotransferase P40732 ARGD_SALTY Salmonella typhimurium 3 0.8157
Acetylornithine/succinyldiaminopimelate aminotransferase P40732 ARGD_SALTY Salmonella typhimurium 3 0.8157
Protocatechuate 3,4-dioxygenase beta chain P00437 PCXB_PSEPU Pseudomonas putida 3 0.8138
Protocatechuate 3,4-dioxygenase beta chain P00437 PCXB_PSEPU Pseudomonas putida 3 0.8138
Angiotensin-converting enzyme 2 Q9BYF1 ACE2_HUMAN Homo sapiens 3 0.8067
Angiotensin-converting enzyme 2 Q9BYF1 ACE2_HUMAN Homo sapiens 3 0.8067
Renin P00797 RENI_HUMAN Homo sapiens 3 0.8052
Renin P00797 RENI_HUMAN Homo sapiens 3 0.8052
Cyclin-dependent kinase 5 Q00535 CDK5_HUMAN Homo sapiens 4 0.8044
Cyclin-dependent kinase 5 Q00535 CDK5_HUMAN Homo sapiens 4 0.8044
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.8030
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.8030
Tryptophan synthase beta chain 2 Q97TX6 TRPB2_SACS2 Saccharolobus solfataricus 3 0.8005
Tryptophan synthase beta chain 2 Q97TX6 TRPB2_SACS2 Saccharolobus solfataricus 3 0.8005
Aspartate aminotransferase P00509 AAT_ECOLI Escherichia coli 3 0.7928
Aspartate aminotransferase P00509 AAT_ECOLI Escherichia coli 3 0.7928
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 4 0.7907
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 4 0.7907
Protoporphyrinogen oxidase P50336 PPOX_HUMAN Homo sapiens 3 0.7805
Protoporphyrinogen oxidase P50336 PPOX_HUMAN Homo sapiens 3 0.7805
Ribonuclease J H9CZL7 H9CZL7_DEIRD Deinococcus radiodurans 3 0.7780
Ribonuclease J H9CZL7 H9CZL7_DEIRD Deinococcus radiodurans 3 0.7780
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 5 0.7767
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 5 0.7767
Carbonic anhydrase 5A, mitochondrial P23589 CAH5A_MOUSE Mus musculus 3 0.7762
Carbonic anhydrase 5A, mitochondrial P23589 CAH5A_MOUSE Mus musculus 3 0.7762
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7697
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7697
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7684
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7684
Cysteine desulfurase IscS 2 O29689 ISCS2_ARCFU Archaeoglobus fulgidus 3 0.7647
Cysteine desulfurase IscS 2 O29689 ISCS2_ARCFU Archaeoglobus fulgidus 3 0.7647
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.7645
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.7645
Aromatic-amino-acid aminotransferase P95468 TYRB_PARDE Paracoccus denitrificans 3 0.7559
Aromatic-amino-acid aminotransferase P95468 TYRB_PARDE Paracoccus denitrificans 3 0.7559
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7547
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7547
MAP kinase-activated protein kinase 2 P49137 MAPK2_HUMAN Homo sapiens 3 0.7515
MAP kinase-activated protein kinase 2 P49137 MAPK2_HUMAN Homo sapiens 3 0.7515
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7494
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7494
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7455
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7455
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7451
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7451
Proto-oncogene tyrosine-protein kinase Src P12931 SRC_HUMAN Homo sapiens 3 0.7434
Proto-oncogene tyrosine-protein kinase Src P12931 SRC_HUMAN Homo sapiens 3 0.7434
Lethal(3)malignant brain tumor-like protein 1 Q9Y468 LMBL1_HUMAN Homo sapiens 3 0.7432
Lethal(3)malignant brain tumor-like protein 1 Q9Y468 LMBL1_HUMAN Homo sapiens 3 0.7432
Proto-oncogene tyrosine-protein kinase Src P00523 SRC_CHICK Gallus gallus 3 0.7419
Proto-oncogene tyrosine-protein kinase Src P00523 SRC_CHICK Gallus gallus 3 0.7419
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.7409
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.7409
Homoserine dehydrogenase P31116 DHOM_YEAST Saccharomyces cerevisiae 3 0.7350
Homoserine dehydrogenase P31116 DHOM_YEAST Saccharomyces cerevisiae 3 0.7350
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 2 0.7340
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 2 0.7340
Proto-oncogene tyrosine-protein kinase Src P12931 SRC_HUMAN Homo sapiens 3 0.7331
Proto-oncogene tyrosine-protein kinase Src P12931 SRC_HUMAN Homo sapiens 3 0.7331
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7313
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7313
High affinity nerve growth factor receptor P04629 NTRK1_HUMAN Homo sapiens 3 0.7312
High affinity nerve growth factor receptor P04629 NTRK1_HUMAN Homo sapiens 3 0.7312
Aspartate aminotransferase, mitochondrial P00508 AATM_CHICK Gallus gallus 3 0.7294
Aspartate aminotransferase, mitochondrial P00508 AATM_CHICK Gallus gallus 3 0.7294
Oxygen-insensitive NAD(P)H nitroreductase P38489 NFSB_ECOLI Escherichia coli 3 0.7289
Oxygen-insensitive NAD(P)H nitroreductase P38489 NFSB_ECOLI Escherichia coli 3 0.7289
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 3 0.7280
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 3 0.7280
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7239
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7239
Protein mono-ADP-ribosyltransferase PARP3 Q9Y6F1 PARP3_HUMAN Homo sapiens 3 0.7236
Protein mono-ADP-ribosyltransferase PARP3 Q9Y6F1 PARP3_HUMAN Homo sapiens 3 0.7236
Genome polyprotein Q2YHF0 POLG_DEN4T Dengue virus type 4 3 0.7235
Genome polyprotein Q2YHF0 POLG_DEN4T Dengue virus type 4 3 0.7235
cGMP-dependent protein kinase 1 Q13976 KGP1_HUMAN Homo sapiens 2 0.7231
cGMP-dependent protein kinase 1 Q13976 KGP1_HUMAN Homo sapiens 2 0.7231
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 3 0.7217
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 3 0.7217
Alpha-ketoglutarate-dependent dioxygenase FTO Q9C0B1 FTO_HUMAN Homo sapiens 3 0.7211
Alpha-ketoglutarate-dependent dioxygenase FTO Q9C0B1 FTO_HUMAN Homo sapiens 3 0.7211
Protein mono-ADP-ribosyltransferase PARP3 Q9Y6F1 PARP3_HUMAN Homo sapiens 3 0.7198
Protein mono-ADP-ribosyltransferase PARP3 Q9Y6F1 PARP3_HUMAN Homo sapiens 3 0.7198
L-lactate dehydrogenase A chain P04642 LDHA_RAT Rattus norvegicus 3 0.7197
L-lactate dehydrogenase A chain P04642 LDHA_RAT Rattus norvegicus 3 0.7197
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7196
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7196
Cyclin-dependent kinase 2 homolog Q07785 CDC2H_PLAFK Plasmodium falciparum 4 0.7193
Cyclin-dependent kinase 2 homolog Q07785 CDC2H_PLAFK Plasmodium falciparum 4 0.7193
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 4 0.7117
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 4 0.7117
Phenazine biosynthesis protein A/B Q396C9 Q396C9_BURL3 Burkholderia lata 3 0.7112
Phenazine biosynthesis protein A/B Q396C9 Q396C9_BURL3 Burkholderia lata 3 0.7112
Riboflavin synthase P0AFU8 RISA_ECOLI Escherichia coli 3 0.7086
Riboflavin synthase P0AFU8 RISA_ECOLI Escherichia coli 3 0.7086
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7072
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7072
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 4 0.7035
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 4 0.7035
Norsolorinic acid synthase Q12053 AFLC_ASPPU Aspergillus parasiticus 2 0.7035
Norsolorinic acid synthase Q12053 AFLC_ASPPU Aspergillus parasiticus 2 0.7035
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7025
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7025
Bifunctional dihydrofolate reductase-thymidylate synthase O02604 DRTS_PLAVI Plasmodium vivax 3 0.7010
Bifunctional dihydrofolate reductase-thymidylate synthase O02604 DRTS_PLAVI Plasmodium vivax 3 0.7010
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7001
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7001

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