Argaminolic C - Compound Card

Argaminolic C

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Argaminolic C

Structure
Zoomed Structure
  • Family: Plantae - Sapotaceae
  • Kingdom: Plantae
  • Class: Amino Phenolic
Canonical Smiles OC(=O)C[C@@H]1CCC(=O)Oc2c(N1)cc(cc2)C(=O)O
InChI InChI=1S/C13H13NO6/c15-11(16)6-8-2-4-12(17)20-10-3-1-7(13(18)19)5-9(10)14-8/h1,3,5,8,14H,2,4,6H2,(H,15,16)(H,18,19)/t8-/m0/s1
InChIKey XWVOLGZTVRBONS-QMMMGPOBSA-N
Formula C13H13NO6
HBA 5
HBD 3
MW 279.25
Rotatable Bonds 3
TPSA 112.93
LogP 1.34
Number Rings 2
Number Aromatic Rings 1
Heavy Atom Count 20
Formal Charge 0
Fraction CSP3 0.31
Exact Mass 279.07
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Argania spinosa Sapotaceae Plantae 2945705

Showing of synonyms

  • Klika KD, Khallouki F, et al. (2015). Carboxy methyl and carboxy analogs argaminolics B and C. Records of Natural Products,2015,9(4),597-602. [View]
Pubchem: 162817096

No compound-protein relationship available.

Structure

SMILES: c1cccc(c12)OC(=O)CCCN2

Level: 0

Mol. Weight: 279.25 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.75
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-5.08
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-3.56

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.42
Plasma Protein Binding
44.97
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Non-Inhibitor
CYP 1A2 Inhibitor
Non-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
Non-Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
6.71
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Safe
Bioconcentration Factor
-0.86
Biodegradation
Toxic
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
1.06
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
3.48
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
1.52
Rat (Acute)
1.83
Rat (Chronic Oral)
3.16
Fathead Minnow
3.87
Respiratory Disease
Safe
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
416.38
Hydration Free Energy
-8.29
Log(D) at pH=7.4
-2.02
Log(P)
0.58
Log S
-2.76
Log(Vapor Pressure)
-8.7
Melting Point
236.59
pKa Acid
5.25
pKa Basic
6.53
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
NADPH dehydrogenase 1 Q02899 OYE1_SACPS Saccharomyces pastorianus 3 0.9403
NADPH dehydrogenase 1 Q02899 OYE1_SACPS Saccharomyces pastorianus 3 0.9403
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 3 0.9286
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 3 0.9286
Inosine-5'-monophosphate dehydrogenase P50097 IMDH_TRIFO Tritrichomonas foetus 3 0.9268
Inosine-5'-monophosphate dehydrogenase P50097 IMDH_TRIFO Tritrichomonas foetus 3 0.9268
rRNA N-glycosylase D9J2T9 D9J2T9_MOMBA Momordica balsamina 3 0.9172
rRNA N-glycosylase D9J2T9 D9J2T9_MOMBA Momordica balsamina 3 0.9172
Tetracycline repressor protein class H P51561 TETR8_PASMD Pasteurella multocida 3 0.9124
Tetracycline repressor protein class H P51561 TETR8_PASMD Pasteurella multocida 3 0.9124
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.8942
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.8942
Biflaviolin synthase CYP158A1 Q9KZF5 C1581_STRCO Streptomyces coelicolor / M145) 3 0.8846
Biflaviolin synthase CYP158A1 Q9KZF5 C1581_STRCO Streptomyces coelicolor / M145) 3 0.8846
Three-prime repair exonuclease 1 Q91XB0 TREX1_MOUSE Mus musculus 3 0.8836
Three-prime repair exonuclease 1 Q91XB0 TREX1_MOUSE Mus musculus 3 0.8836
Biflaviolin synthase CYP158A2 Q9FCA6 C1582_STRCO Streptomyces coelicolor / M145) 3 0.8586
Biflaviolin synthase CYP158A2 Q9FCA6 C1582_STRCO Streptomyces coelicolor / M145) 3 0.8586
Aromatic-amino-acid aminotransferase P95468 TYRB_PARDE Paracoccus denitrificans 3 0.8574
Aromatic-amino-acid aminotransferase P95468 TYRB_PARDE Paracoccus denitrificans 3 0.8574
Protocatechuate 3,4-dioxygenase beta chain P00437 PCXB_PSEPU Pseudomonas putida 3 0.8559
Protocatechuate 3,4-dioxygenase beta chain P00437 PCXB_PSEPU Pseudomonas putida 3 0.8559
Biflaviolin synthase CYP158A2 Q9FCA6 C1582_STRCO Streptomyces coelicolor / M145) 3 0.8489
Biflaviolin synthase CYP158A2 Q9FCA6 C1582_STRCO Streptomyces coelicolor / M145) 3 0.8489
D-alanyl-D-alanine carboxypeptidase P15555 DAC_STRSR Streptomyces sp 3 0.8489
D-alanyl-D-alanine carboxypeptidase P15555 DAC_STRSR Streptomyces sp 3 0.8489
Metallo-beta-lactamase type 2 P26918 BLAB_AERHY Aeromonas hydrophila 3 0.8399
Metallo-beta-lactamase type 2 P26918 BLAB_AERHY Aeromonas hydrophila 3 0.8399
Glutamate receptor ionotropic, kainate 1 P22756 GRIK1_RAT Rattus norvegicus 3 0.8386
Glutamate receptor ionotropic, kainate 1 P22756 GRIK1_RAT Rattus norvegicus 3 0.8386
Single-stranded-DNA-specific exonuclease RecJ D0EM60 D0EM60_DEIRD Deinococcus radiodurans 3 0.8341
Single-stranded-DNA-specific exonuclease RecJ D0EM60 D0EM60_DEIRD Deinococcus radiodurans 3 0.8341
Protocatechuate 3,4-dioxygenase beta chain P00437 PCXB_PSEPU Pseudomonas putida 3 0.8340
Protocatechuate 3,4-dioxygenase beta chain P00437 PCXB_PSEPU Pseudomonas putida 3 0.8340
Branched-chain-amino-acid aminotransferase, mitochondrial O15382 BCAT2_HUMAN Homo sapiens 3 0.8263
Branched-chain-amino-acid aminotransferase, mitochondrial O15382 BCAT2_HUMAN Homo sapiens 3 0.8263
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8242
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8242
Carbonic anhydrase 5A, mitochondrial P23589 CAH5A_MOUSE Mus musculus 3 0.8238
Carbonic anhydrase 5A, mitochondrial P23589 CAH5A_MOUSE Mus musculus 3 0.8238
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8214
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8214
Carbonic anhydrase Q39588 Q39588_CHLRE Chlamydomonas reinhardtii 3 0.8136
Carbonic anhydrase Q39588 Q39588_CHLRE Chlamydomonas reinhardtii 3 0.8136
Carbonic anhydrase 4 Q64444 CAH4_MOUSE Mus musculus 3 0.8101
Carbonic anhydrase 4 Q64444 CAH4_MOUSE Mus musculus 3 0.8101
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8050
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8050
Phenylalanine-4-hydroxylase P00439 PH4H_HUMAN Homo sapiens 3 0.7907
Phenylalanine-4-hydroxylase P00439 PH4H_HUMAN Homo sapiens 3 0.7907
Polymerase basic protein 2 P31345 PB2_I75A3 Influenza A virus 3 0.7906
Polymerase basic protein 2 P31345 PB2_I75A3 Influenza A virus 3 0.7906
Dihydropteroate synthase Q81VW8 Q81VW8_BACAN Bacillus anthracis 3 0.7902
Dihydropteroate synthase Q81VW8 Q81VW8_BACAN Bacillus anthracis 3 0.7902
L-lactate dehydrogenase (cytochrome) P00175 CYB2_YEAST Saccharomyces cerevisiae 3 0.7860
L-lactate dehydrogenase (cytochrome) P00175 CYB2_YEAST Saccharomyces cerevisiae 3 0.7860
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 3 0.7848
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 3 0.7848
Protein mono-ADP-ribosyltransferase PARP14 Q460N5 PAR14_HUMAN Homo sapiens 3 0.7762
Protein mono-ADP-ribosyltransferase PARP14 Q460N5 PAR14_HUMAN Homo sapiens 3 0.7762
RNA-dependent RNA polymerase Q6A562 Q6A562_9VIRU Thosea asigna virus 2 0.7734
RNA-dependent RNA polymerase Q6A562 Q6A562_9VIRU Thosea asigna virus 2 0.7734
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7717
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7717
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 3 0.7709
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 3 0.7709
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.7703
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.7703
Ribonuclease J H9CZL7 H9CZL7_DEIRD Deinococcus radiodurans 3 0.7643
Ribonuclease J H9CZL7 H9CZL7_DEIRD Deinococcus radiodurans 3 0.7643
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7556
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7556
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7549
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7549
cAMP-dependent protein kinase type II-beta regulatory subunit P12369 KAP3_RAT Rattus norvegicus 3 0.7547
cAMP-dependent protein kinase type II-beta regulatory subunit P12369 KAP3_RAT Rattus norvegicus 3 0.7547
Polymerase acidic protein Q5EP34 Q5EP34_9INFA Influenza A virus 3 0.7506
Polymerase acidic protein Q5EP34 Q5EP34_9INFA Influenza A virus 3 0.7506
L-lactate dehydrogenase A chain P04642 LDHA_RAT Rattus norvegicus 3 0.7488
L-lactate dehydrogenase A chain P04642 LDHA_RAT Rattus norvegicus 3 0.7488
N-acetyltransferase domain-containing protein Q9HV14 Q9HV14_PSEAE Pseudomonas aeruginosa 3 0.7450
N-acetyltransferase domain-containing protein Q9HV14 Q9HV14_PSEAE Pseudomonas aeruginosa 3 0.7450
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7421
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7421
DNA-directed DNA polymerase Q38087 DPOL_BPR69 Escherichia phage RB69 3 0.7407
DNA-directed DNA polymerase Q38087 DPOL_BPR69 Escherichia phage RB69 3 0.7407
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7402
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7402
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 2 0.7385
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 2 0.7385
UDP-N-acetylmuramoyl-L-alanyl-D-glutamate--LD-lysine ligase Q9WY79 MURE_THEMA Thermotoga maritima 3 0.7339
UDP-N-acetylmuramoyl-L-alanyl-D-glutamate--LD-lysine ligase Q9WY79 MURE_THEMA Thermotoga maritima 3 0.7339
cGMP-dependent protein kinase 1 Q13976 KGP1_HUMAN Homo sapiens 2 0.7316
cGMP-dependent protein kinase 1 Q13976 KGP1_HUMAN Homo sapiens 2 0.7316
cGMP-dependent 3',5'-cyclic phosphodiesterase O00408 PDE2A_HUMAN Homo sapiens 3 0.7314
cGMP-dependent 3',5'-cyclic phosphodiesterase O00408 PDE2A_HUMAN Homo sapiens 3 0.7314
Sulfotransferase 1A1 P50225 ST1A1_HUMAN Homo sapiens 3 0.7285
Sulfotransferase 1A1 P50225 ST1A1_HUMAN Homo sapiens 3 0.7285
1-deoxy-D-xylulose 5-phosphate reductoisomerase P45568 DXR_ECOLI Escherichia coli 3 0.7269
1-deoxy-D-xylulose 5-phosphate reductoisomerase P45568 DXR_ECOLI Escherichia coli 3 0.7269
Actin, alpha skeletal muscle P68135 ACTS_RABIT Oryctolagus cuniculus 3 0.7264
Actin, alpha skeletal muscle P68135 ACTS_RABIT Oryctolagus cuniculus 3 0.7264
Nuclear receptor subfamily 4immunitygroup A member 1 P22736 NR4A1_HUMAN Homo sapiens 2 0.7249
Nuclear receptor subfamily 4immunitygroup A member 1 P22736 NR4A1_HUMAN Homo sapiens 2 0.7249
Glucan 1,3-beta-glucosidase P29717 EXG1_CANAL Candida albicans 2 0.7234
Glucan 1,3-beta-glucosidase P29717 EXG1_CANAL Candida albicans 2 0.7234
3-hydroxy-3-methylglutaryl-coenzyme A reductase P04035 HMDH_HUMAN Homo sapiens 3 0.7206
3-hydroxy-3-methylglutaryl-coenzyme A reductase P04035 HMDH_HUMAN Homo sapiens 3 0.7206
3'-5' exoribonuclease Rv2179c P9WJ73 EXRBN_MYCTU Mycobacterium tuberculosis 2 0.7196
3'-5' exoribonuclease Rv2179c P9WJ73 EXRBN_MYCTU Mycobacterium tuberculosis 2 0.7196
histone deacetylase A5H660 A5H660_SCHMA Schistosoma mansoni 3 0.7195
histone deacetylase A5H660 A5H660_SCHMA Schistosoma mansoni 3 0.7195
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7191
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7191
histone deacetylase A5H660 A5H660_SCHMA Schistosoma mansoni 3 0.7182
histone deacetylase A5H660 A5H660_SCHMA Schistosoma mansoni 3 0.7182
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 2 0.7177
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 2 0.7177
Angiotensin-converting enzyme Q10714 ACE_DROME Drosophila melanogaster 2 0.7160
Angiotensin-converting enzyme Q10714 ACE_DROME Drosophila melanogaster 2 0.7160
DNA-directed DNA polymerase Q38087 DPOL_BPR69 Escherichia phage RB69 3 0.7157
DNA-directed DNA polymerase Q38087 DPOL_BPR69 Escherichia phage RB69 3 0.7157
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7153
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7153
Nucleoside diphosphate kinase, cytosolic P22887 NDKC_DICDI Dictyostelium discoideum 3 0.7137
Nucleoside diphosphate kinase, cytosolic P22887 NDKC_DICDI Dictyostelium discoideum 3 0.7137
Phosphatidylinositol 5-phosphate 4-kinase type-2 beta P78356 PI42B_HUMAN Homo sapiens 3 0.7134
Phosphatidylinositol 5-phosphate 4-kinase type-2 beta P78356 PI42B_HUMAN Homo sapiens 3 0.7134
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 2 0.7131
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 2 0.7131
Benzoylformate decarboxylase P20906 MDLC_PSEPU Pseudomonas putida 3 0.7125
Benzoylformate decarboxylase P20906 MDLC_PSEPU Pseudomonas putida 3 0.7125
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 2 0.7122
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 2 0.7122
DNA-directed DNA polymerase Q38087 DPOL_BPR69 Escherichia phage RB69 2 0.7113
DNA-directed DNA polymerase Q38087 DPOL_BPR69 Escherichia phage RB69 2 0.7113
cAMP-dependent protein kinase type II-beta regulatory subunit P12369 KAP3_RAT Rattus norvegicus 3 0.7110
cAMP-dependent protein kinase type II-beta regulatory subunit P12369 KAP3_RAT Rattus norvegicus 3 0.7110
NAD(P)H-hydrate epimerase Q8K4Z3 NNRE_MOUSE Mus musculus 3 0.7085
NAD(P)H-hydrate epimerase Q8K4Z3 NNRE_MOUSE Mus musculus 3 0.7085
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 3 0.7079
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 3 0.7079
D-aminoacyl-tRNA deacylase Q8IIS0 DTD_PLAF7 Plasmodium falciparum 2 0.7076
D-aminoacyl-tRNA deacylase Q8IIS0 DTD_PLAF7 Plasmodium falciparum 2 0.7076
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 2 0.7072
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 2 0.7072
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 2 0.7051
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 2 0.7051
Purine nucleoside phosphorylase DeoD-type P0ABP9 DEOD_ECO57 Escherichia coli O157:H7 2 0.7043
Purine nucleoside phosphorylase DeoD-type P0ABP9 DEOD_ECO57 Escherichia coli O157:H7 2 0.7043
Phenylalanine-4-hydroxylase P00439 PH4H_HUMAN Homo sapiens 3 0.7021
Phenylalanine-4-hydroxylase P00439 PH4H_HUMAN Homo sapiens 3 0.7021
cAMP-dependent protein kinase type I-alpha regulatory subunit P00514 KAP0_BOVIN Bos taurus 3 0.7020
cAMP-dependent protein kinase type I-alpha regulatory subunit P00514 KAP0_BOVIN Bos taurus 3 0.7020
IAG-nucleoside hydrolase Q9GPQ4 Q9GPQ4_TRYVI Trypanosoma vivax 3 0.7013
IAG-nucleoside hydrolase Q9GPQ4 Q9GPQ4_TRYVI Trypanosoma vivax 3 0.7013

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