Norephedrine - Compound Card

Norephedrine

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Norephedrine

Structure
Zoomed Structure
  • Family: Plantae - Myrtaceae
  • Kingdom: Plantae
  • Class: Catechol
    • Subclass: Catecholamine
Canonical Smiles O[C@@H](c1ccccc1)[C@H](N)C
InChI InChI=1S/C9H13NO/c1-7(10)9(11)8-5-3-2-4-6-8/h2-7,9,11H,10H2,1H3/t7-,9-/m1/s1
InChIKey DLNKOYKMWOXYQA-VXNVDRBHSA-N
Formula C9H13NO
HBA 2
HBD 2
MW 151.21
Rotatable Bonds 2
TPSA 46.25
LogP 1.07
Number Rings 1
Number Aromatic Rings 1
Heavy Atom Count 11
Formal Charge 0
Fraction CSP3 0.33
Exact Mass 151.1
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Morella salicifolia Myrtaceae Plantae 385014

Showing of synonyms

  • Meniso BG, Boru AD, et al. (2019). Phytochemical investigation and evaluation of antimirobial activities of stem bark of Morella salicifolia. Bull. Chem. Soc. Ethiop. 2019, 33(2), 293-306. [View]
Pubchem: 26934
Kegg Ligand: C02343
Chebi: 36
Nmrshiftdb2: 60032399
Metabolights: MTBLC36
Bindingdb: 50405613
CPRiL: 11952
Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 151.21 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.84
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-3.69
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-3.29

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.22
Plasma Protein Binding
47.3
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
Substrate
CYP 3A4 Inhibitor
Non-Inhibitor
CYP 3A4 Substrate
Non-Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
7.75
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Safe
Bioconcentration Factor
-0.19
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
1.0
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
2.65
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
0.46
Rat (Acute)
2.27
Rat (Chronic Oral)
2.22
Fathead Minnow
3.24
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
253.11
Hydration Free Energy
-9.11
Log(D) at pH=7.4
0.32
Log(P)
0.8
Log S
-0.56
Log(Vapor Pressure)
-3.29
Melting Point
101.89
pKa Acid
10.74
pKa Basic
8.55
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.9660
Lactoperoxidase A0A452E9Y6 PERL_CAPHI Capra hircus 3 0.9569
Chloramphenicol 3-O phosphotransferase Q56148 CPT_STRVP Streptomyces venezuelae 3 0.9547
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.9458
Chloramphenicol 3-O phosphotransferase Q56148 CPT_STRVP Streptomyces venezuelae 3 0.9445
Proline iminopeptidase O32449 PIP_SERMA Serratia marcescens 3 0.9388
Lactoperoxidase P80025 PERL_BOVIN Bos taurus 3 0.9384
Lethal factor P15917 LEF_BACAN Bacillus anthracis 3 0.9377
Proline iminopeptidase O32449 PIP_SERMA Serratia marcescens 3 0.9276
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.9273
Thermolysin P00800 THER_BACTH Bacillus thermoproteolyticus 3 0.9273
Proline iminopeptidase O32449 PIP_SERMA Serratia marcescens 3 0.9268
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 3 0.9259
cAMP-dependent protein kinase catalytic subunit alpha P05132 KAPCA_MOUSE Mus musculus 3 0.9243
Transcriptional activator, LuxR/UhpA family of regulators Q7NQP7 Q7NQP7_CHRVO Chromobacterium violaceum 3 0.9215
Diphtheria toxin P00588 DTX_CORBE Corynephage beta 3 0.9074
Transcriptional activator, LuxR/UhpA family of regulators Q7NQP7 Q7NQP7_CHRVO Chromobacterium violaceum 3 0.8896
Mitogen-activated protein kinase kinase kinase 5 Q99683 M3K5_HUMAN Homo sapiens 3 0.8849
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.8792
Catalase-peroxidase Q3JNW6 KATG_BURP1 Burkholderia pseudomallei 3 0.8776
Poly [ADP-ribose] polymerase 1 P09874 PARP1_HUMAN Homo sapiens 3 0.8755
Poly [ADP-ribose] polymerase 1 P09874 PARP1_HUMAN Homo sapiens 3 0.8680
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 3 0.8677
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.8618
ADP-ribosylation factor 1 P84077 ARF1_HUMAN Homo sapiens 2 0.8576
5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase P0AF12 MTNN_ECOLI Escherichia coli 3 0.8571
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.8560
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 2 0.8559
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 3 0.8557
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 3 0.8556
Protein mono-ADP-ribosyltransferase PARP10 Q53GL7 PAR10_HUMAN Homo sapiens 3 0.8533
Thermolysin P00800 THER_BACTH Bacillus thermoproteolyticus 3 0.8497
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.8487
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.8479
L-lactate dehydrogenase A chain P04642 LDHA_RAT Rattus norvegicus 3 0.8455
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 3 0.8446
7,8-dihydroneopterin aldolase J7VEZ6 J7VEZ6_BACCE Bacillus cereus BAG3X2-1 3 0.8444
Thiamine pyrophosphokinase P35202 THI80_YEAST Saccharomyces cerevisiae 3 0.8443
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.8431
Poly [ADP-ribose] polymerase 1 P09874 PARP1_HUMAN Homo sapiens 3 0.8394
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.8381
MAP kinase-activated protein kinase 2 P49137 MAPK2_HUMAN Homo sapiens 3 0.8364
Ephrin type-B receptor 2 P54763 EPHB2_MOUSE Mus musculus 3 0.8358
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.8354
ADP compounds hydrolase NudE P45799 NUDE_ECOLI Escherichia coli 3 0.8353
Protein mono-ADP-ribosyltransferase PARP3 Q9Y6F1 PARP3_HUMAN Homo sapiens 3 0.8320
Purine nucleoside phosphorylase DeoD-type O34925 DEOD_BACSU Bacillus subtilis 3 0.8315
Proton-gated ion channel Q7NDN8 GLIC_GLOVI Gloeobacter violaceus 3 0.8285
RIO-type serine/threonine-protein kinase Rio1 O28471 RIO1_ARCFU Archaeoglobus fulgidus 3 0.8277
Biotin carboxylase P24182 ACCC_ECOLI Escherichia coli 3 0.8255
Myosin heavy chain kinase A P42527 MHCKA_DICDI Dictyostelium discoideum 3 0.8235
Serine/threonine-protein kinase SKY1 Q03656 SKY1_YEAST Saccharomyces cerevisiae 3 0.8201
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 3 0.8192
NAD-dependent protein deacetylase Q9WYW0 NPD_THEMA Thermotoga maritima 3 0.8184
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.8180
Biotin carboxylase P43873 ACCC_HAEIN Haemophilus influenzae 3 0.8163
Protein mono-ADP-ribosyltransferase PARP14 Q460N5 PAR14_HUMAN Homo sapiens 3 0.8133
Protein kinase C iota type Q62074 KPCI_MOUSE Mus musculus 3 0.8096
Poly [ADP-ribose] polymerase 1 P09874 PARP1_HUMAN Homo sapiens 3 0.8065
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 3 0.8049
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.8012
S-methyl-5'-thioadenosine phosphorylase Q13126 MTAP_HUMAN Homo sapiens 3 0.7989
Peroxidase C1A P00433 PER1A_ARMRU Armoracia rusticana 3 0.7978
Serine/threonine-protein kinase toxin HipA P23874 HIPA_ECOLI Escherichia coli 3 0.7973
LIM domain kinase 1 P53667 LIMK1_HUMAN Homo sapiens 3 0.7947
histone deacetylase A5H660 A5H660_SCHMA Schistosoma mansoni 3 0.7909
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7833
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7823
Indole-3-glycerol phosphate synthase P9WFX7 TRPC_MYCTU Mycobacterium tuberculosis 2 0.7750
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7676
N-acetyltransferase domain-containing protein Q9HV14 Q9HV14_PSEAE Pseudomonas aeruginosa 2 0.7643
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 2 0.7638
Alpha/beta hydrolase fold protein D2J2T6 D2J2T6_9RHIZ Ochrobactrum sp. T63 3 0.7608
Albumin P02768 ALBU_HUMAN Homo sapiens 3 0.7580
RNA-dependent RNA polymerase Q6A562 Q6A562_9VIRU Thosea asigna virus 2 0.7532
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.7510
4-hydroxy-7-methoxy-3-oxo-3,4-dihydro-2H-1,4-benzoxazin-2-yl glucoside beta-D-glucosidase 1, chloroplastic P49235 HGGL1_MAIZE Zea mays 2 0.7491
Serine/threonine-protein kinase PLK1 P53350 PLK1_HUMAN Homo sapiens 3 0.7486
NAD(P)H-hydrate epimerase Q8K4Z3 NNRE_MOUSE Mus musculus 3 0.7472
Tetracycline repressor protein class H P51561 TETR8_PASMD Pasteurella multocida 2 0.7428
rRNA methylase Q8DSS3 Q8DSS3_STRMU Streptococcus mutans serotype c 2 0.7427
Stromelysin-1 P08254 MMP3_HUMAN Homo sapiens 2 0.7418
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 2 0.7413
UDP-galactopyranose mutase Q48485 GLF1_KLEPN Klebsiella pneumoniae 3 0.7393
Transitional endoplasmic reticulum ATPase P55072 TERA_HUMAN Homo sapiens 3 0.7363
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 3 0.7356
Alpha/beta hydrolase fold protein D2J2T6 D2J2T6_9RHIZ Ochrobactrum sp. T63 2 0.7354
Thiamine pyrophosphokinase O34664 THIN_BACSU Bacillus subtilis 3 0.7323
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7323
Kynurenine/alpha-aminoadipate aminotransferase, mitochondrial Q8N5Z0 AADAT_HUMAN Homo sapiens 2 0.7319
Beta-lactamase Q9L5C8 Q9L5C8_ECOLX Escherichia coli 3 0.7317
Metallo-beta-lactamase type 2 P26918 BLAB_AERHY Aeromonas hydrophila 2 0.7317
S-adenosylmethionine decarboxylase proenzyme P17707 DCAM_HUMAN Homo sapiens 2 0.7300
Chymotrypsinogen A P00766 CTRA_BOVIN Bos taurus 3 0.7293
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 2 0.7290
Transitional endoplasmic reticulum ATPase Q01853 TERA_MOUSE Mus musculus 3 0.7276
Pyruvate dehydrogenase E1 component subunit alpha P21873 ODPA_GEOSE Geobacillus stearothermophilus 3 0.7267
Ribosomal RNA small subunit methyltransferase Nep1 Q57977 NEP1_METJA Methanocaldococcus jannaschii 3 0.7259
Prostaglandin F2a synthase Q8I6L9 Q8I6L9_TRYCR Trypanosoma cruzi 2 0.7244
Norsolorinic acid synthase Q12053 AFLC_ASPPU Aspergillus parasiticus 2 0.7240
Adenosine 5'-monophosphoramidase HINT1 P80912 HINT1_RABIT Oryctolagus cuniculus 2 0.7220
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.7217
Adenylate cyclase type 5 P30803 ADCY5_CANLF Canis lupus familiaris 3 0.7216
Flavoredoxin Q72HI0 Q72HI0_THET2 Thermus thermophilus 2 0.7204
Glycoside Hydrolase Family 13 Q65MI2 Q65MI2_BACLD Bacillus licheniformis 2 0.7195
Gag-Pol polyprotein P03369 POL_HV1A2 Human immunodeficiency virus type 1 group M subtype B 2 0.7190
Thermolysin P00800 THER_BACTH Bacillus thermoproteolyticus 3 0.7185
Nuclear receptor subfamily 4immunitygroup A member 1 P22736 NR4A1_HUMAN Homo sapiens 2 0.7182
Carbonic anhydrase 1 P00915 CAH1_HUMAN Homo sapiens 2 0.7174
Inosine-5'-monophosphate dehydrogenase P50097 IMDH_TRIFO Tritrichomonas foetus 2 0.7167
Transitional endoplasmic reticulum ATPase P55072 TERA_HUMAN Homo sapiens 3 0.7162
Muconolactone Delta-isomerase Q8G9L0 Q8G9L0_RHOOP Rhodococcus opacus 2 0.7150
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 3 0.7145
Purine phosphoribosyltransferase (GpT-1) Q97W95 Q97W95_SACS2 Saccharolobus solfataricus 3 0.7144
tRNA (guanine-N(1)-)-methyltransferase Q2GIL5 TRMD_ANAPZ Anaplasma phagocytophilum 3 0.7142
L-lactate dehydrogenase A chain P04642 LDHA_RAT Rattus norvegicus 3 0.7129
Pteridine reductase 1 Q01782 PTR1_LEIMA Leishmania major 2 0.7125
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7107
D-alanyl-D-alanine carboxypeptidase P15555 DAC_STRSR Streptomyces sp 2 0.7088
Tryptophan synthase alpha chain P00929 TRPA_SALTY Salmonella typhimurium 2 0.7086
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7073
Beta-galactosidase P00722 BGAL_ECOLI Escherichia coli 2 0.7059
16S rRNA (adenine(1408)-N(1))-methyltransferase A8C927 NPMA_ECOLX Escherichia coli 3 0.7047
Histone-lysine N-methyltransferase EHMT1 Q9H9B1 EHMT1_HUMAN Homo sapiens 3 0.7042
3'-5' exoribonuclease Rv2179c P9WJ73 EXRBN_MYCTU Mycobacterium tuberculosis 2 0.7032
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7029
Biflaviolin synthase CYP158A2 Q9FCA6 C1582_STRCO Streptomyces coelicolor / M145) 2 0.7025
Nitric oxide synthase 1 P29476 NOS1_RAT Rattus norvegicus 2 0.7019
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7015
Stromelysin-1 P08254 MMP3_HUMAN Homo sapiens 2 0.7011
Chromosomal replication initiator protein DnaA P46798 DNAA_THEMA Thermotoga maritima 3 0.7010
Cytochrome P450 monooxygenase PikC O87605 PIKC_STRVZ Streptomyces venezuelae 2 0.7006
ADP-ribosylation factor 1 P84080 ARF1_BOVIN Bos taurus 2 0.7006

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