2-(carboxymethylamino)benzoic acid - Compound Card

2-(carboxymethylamino)benzoic acid

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2-(carboxymethylamino)benzoic acid

Structure
Zoomed Structure
  • Family: Fungi - Trichocomaceae
  • Kingdom: Fungi
  • Class: Monoaromatic
    • Subclass: Homophthalic Acid
Canonical Smiles OC(=O)CNc1ccccc1C(=O)O
InChI InChI=1S/C9H9NO4/c11-8(12)5-10-7-4-2-1-3-6(7)9(13)14/h1-4,10H,5H2,(H,11,12)(H,13,14)
InChIKey PJUXPMVQAZLJEX-UHFFFAOYSA-N
Formula C9H9NO4
HBA 3
HBD 3
MW 195.17
Rotatable Bonds 4
TPSA 86.63
LogP 0.88
Number Rings 1
Number Aromatic Rings 1
Heavy Atom Count 14
Formal Charge 0
Fraction CSP3 0.11
Exact Mass 195.05
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Fusarium tricinctum Nectriaceae Fungi 61284
2 Aspergillus terreus Trichocomaceae Fungi 33178

Showing of synonyms

  • Ola AR, Thomy D, et al. (2013). Inducing secondary metabolite production by the endophytic fungus Fusarium tricinctum through coculture with Bacillus subtilis. Journal of Natural Products,2013,76(11),2094-2099. [View] [PubMed]
  • Chen H, Daletos G, et al. (2015). Inducing secondary metabolite production by the soil-dwelling fungus Aspergillus terreus through bacterial co-culture. Phytochemistry Letters,2015,12,35-41. [View]
CPRiL: 270024
Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 195.17 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.4
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.930
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-3.26

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.160
Plasma Protein Binding
36.03
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
5.050
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Safe
Bioconcentration Factor
-0.420
Biodegradation
Toxic
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
1.980
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
2.820
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
0.310
Rat (Acute)
1.380
Rat (Chronic Oral)
2.910
Fathead Minnow
3.760
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
345.000
Hydration Free Energy
-7.370
Log(D) at pH=7.4
-2.610
Log(P)
1.46
Log S
-1.69
Log(Vapor Pressure)
-7.64
Melting Point
233.26
pKa Acid
3.55
pKa Basic
8.41
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
D-alanyl-D-alanine carboxypeptidase P15555 DAC_STRSR Streptomyces sp 3 0.9527
D-alanyl-D-alanine carboxypeptidase P15555 DAC_STRSR Streptomyces sp 3 0.9527
L-lactate dehydrogenase A chain P04642 LDHA_RAT Rattus norvegicus 3 0.9310
L-lactate dehydrogenase A chain P04642 LDHA_RAT Rattus norvegicus 3 0.9310
Acidic phospholipase A2 3 P60045 PA2A3_NAJSG Naja sagittifera 3 0.9201
Acidic phospholipase A2 3 P60045 PA2A3_NAJSG Naja sagittifera 3 0.9201
L-lactate dehydrogenase (cytochrome) P00175 CYB2_YEAST Saccharomyces cerevisiae 3 0.9158
L-lactate dehydrogenase (cytochrome) P00175 CYB2_YEAST Saccharomyces cerevisiae 3 0.9158
Gentisate 1,2-dioxygenase Q67FT0 Q67FT0_PSESE Pseudaminobacter salicylatoxidans 3 0.9130
Gentisate 1,2-dioxygenase Q67FT0 Q67FT0_PSESE Pseudaminobacter salicylatoxidans 3 0.9130
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 3 0.8876
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 3 0.8876
Inosine-5'-monophosphate dehydrogenase P50097 IMDH_TRIFO Tritrichomonas foetus 3 0.8643
Inosine-5'-monophosphate dehydrogenase P50097 IMDH_TRIFO Tritrichomonas foetus 3 0.8643
Biflaviolin synthase CYP158A1 Q9KZF5 C1581_STRCO Streptomyces coelicolor / M145) 3 0.8631
Biflaviolin synthase CYP158A1 Q9KZF5 C1581_STRCO Streptomyces coelicolor / M145) 3 0.8631
Mandelate racemase P11444 MANR_PSEPU Pseudomonas putida 3 0.8493
Mandelate racemase P11444 MANR_PSEPU Pseudomonas putida 3 0.8493
Stromelysin-1 P08254 MMP3_HUMAN Homo sapiens 3 0.8458
Stromelysin-1 P08254 MMP3_HUMAN Homo sapiens 3 0.8458
Peptide deformylase 1B, chloroplastic/mitochondrial Q9FUZ2 DEF1B_ARATH Arabidopsis thaliana 3 0.8350
Peptide deformylase 1B, chloroplastic/mitochondrial Q9FUZ2 DEF1B_ARATH Arabidopsis thaliana 3 0.8350
Branched-chain-amino-acid aminotransferase, mitochondrial O15382 BCAT2_HUMAN Homo sapiens 3 0.8279
Branched-chain-amino-acid aminotransferase, mitochondrial O15382 BCAT2_HUMAN Homo sapiens 3 0.8279
Phenylalanine-4-hydroxylase P00439 PH4H_HUMAN Homo sapiens 3 0.8254
Phenylalanine-4-hydroxylase P00439 PH4H_HUMAN Homo sapiens 3 0.8254
Biflaviolin synthase CYP158A2 Q9FCA6 C1582_STRCO Streptomyces coelicolor / M145) 3 0.8225
Biflaviolin synthase CYP158A2 Q9FCA6 C1582_STRCO Streptomyces coelicolor / M145) 3 0.8225
Biflaviolin synthase CYP158A2 Q9FCA6 C1582_STRCO Streptomyces coelicolor / M145) 3 0.8204
Biflaviolin synthase CYP158A2 Q9FCA6 C1582_STRCO Streptomyces coelicolor / M145) 3 0.8204
5-methyltetrahydropteroyltriglutamate--homocysteine methyltransferase 1 O50008 METE1_ARATH Arabidopsis thaliana 3 0.8192
5-methyltetrahydropteroyltriglutamate--homocysteine methyltransferase 1 O50008 METE1_ARATH Arabidopsis thaliana 3 0.8192
Salicylate synthase P9WFX1 MBTI_MYCTU Mycobacterium tuberculosis 3 0.7962
Salicylate synthase P9WFX1 MBTI_MYCTU Mycobacterium tuberculosis 3 0.7962
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 3 0.7934
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 3 0.7934
Ficolin-2 Q15485 FCN2_HUMAN Homo sapiens 3 0.7903
ADP-ribosylation factor 1 P84080 ARF1_BOVIN Bos taurus 3 0.7903
ADP-ribosylation factor 1 P84080 ARF1_BOVIN Bos taurus 3 0.7903
Ficolin-2 Q15485 FCN2_HUMAN Homo sapiens 3 0.7903
Ribosome-inactivating protein 3 P25891 RIP3_MAIZE Zea mays 3 0.7785
Ribosome-inactivating protein 3 P25891 RIP3_MAIZE Zea mays 3 0.7785
Carbonic anhydrase 1 P00915 CAH1_HUMAN Homo sapiens 3 0.7705
Carbonic anhydrase 1 P00915 CAH1_HUMAN Homo sapiens 3 0.7705
Matrix metalloproteinase-20 O60882 MMP20_HUMAN Homo sapiens 3 0.7621
Matrix metalloproteinase-20 O60882 MMP20_HUMAN Homo sapiens 3 0.7621
4-hydroxyphenylacetate 3-monooxygenase, reductase component Q5SJP7 HPAC_THET8 Thermus thermophilus 3 0.7600
4-hydroxyphenylacetate 3-monooxygenase, reductase component Q5SJP7 HPAC_THET8 Thermus thermophilus 3 0.7600
Albumin P02768 ALBU_HUMAN Homo sapiens 3 0.7578
Albumin P02768 ALBU_HUMAN Homo sapiens 3 0.7578
Succinate dehydrogenase [ubiquinone] flavoprotein subunit, mitochondrial Q0QF01 SDHA_PIG Sus scrofa 3 0.7552
cAMP-dependent protein kinase type I-alpha regulatory subunit P00514 KAP0_BOVIN Bos taurus 2 0.7552
Succinate dehydrogenase [ubiquinone] flavoprotein subunit, mitochondrial Q0QF01 SDHA_PIG Sus scrofa 3 0.7552
cAMP-dependent protein kinase type I-alpha regulatory subunit P00514 KAP0_BOVIN Bos taurus 2 0.7552
histone deacetylase A5H660 A5H660_SCHMA Schistosoma mansoni 3 0.7550
histone deacetylase A5H660 A5H660_SCHMA Schistosoma mansoni 3 0.7550
Salicylate synthase P9WFX1 MBTI_MYCTU Mycobacterium tuberculosis 3 0.7545
Salicylate synthase P9WFX1 MBTI_MYCTU Mycobacterium tuberculosis 3 0.7545
CCA-adding enzyme O28126 CCA_ARCFU Archaeoglobus fulgidus 2 0.7530
CCA-adding enzyme O28126 CCA_ARCFU Archaeoglobus fulgidus 2 0.7530
Adenylate cyclase type 5 P30803 ADCY5_CANLF Canis lupus familiaris 3 0.7508
Adenylate cyclase type 5 P30803 ADCY5_CANLF Canis lupus familiaris 3 0.7508
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 2 0.7501
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 2 0.7501
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 2 0.7478
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 2 0.7478
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7466
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7466
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7461
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7461
Chymotrypsinogen A P00766 CTRA_BOVIN Bos taurus 3 0.7428
Chymotrypsinogen A P00766 CTRA_BOVIN Bos taurus 3 0.7428
Adenylate cyclase type 5 P30803 ADCY5_CANLF Canis lupus familiaris 3 0.7401
Adenylate cyclase type 5 P30803 ADCY5_CANLF Canis lupus familiaris 3 0.7401
L-lactate dehydrogenase A chain P04642 LDHA_RAT Rattus norvegicus 3 0.7377
L-lactate dehydrogenase A chain P04642 LDHA_RAT Rattus norvegicus 3 0.7377
Neutrophil gelatinase-associated lipocalin P80188 NGAL_HUMAN Homo sapiens 3 0.7375
Neutrophil gelatinase-associated lipocalin P80188 NGAL_HUMAN Homo sapiens 3 0.7375
Kynurenine/alpha-aminoadipate aminotransferase, mitochondrial Q8N5Z0 AADAT_HUMAN Homo sapiens 2 0.7372
Kynurenine/alpha-aminoadipate aminotransferase, mitochondrial Q8N5Z0 AADAT_HUMAN Homo sapiens 2 0.7372
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7367
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7367
Metallo-beta-lactamase type 2 C7C422 BLAN1_KLEPN Klebsiella pneumoniae 2 0.7360
Metallo-beta-lactamase type 2 C7C422 BLAN1_KLEPN Klebsiella pneumoniae 2 0.7360
Putative choline kinase Q5CUP2 Q5CUP2_CRYPI Cryptosporidium parvum 3 0.7356
Putative choline kinase Q5CUP2 Q5CUP2_CRYPI Cryptosporidium parvum 3 0.7356
Transcriptional activator, LuxR/UhpA family of regulators Q7NQP7 Q7NQP7_CHRVO Chromobacterium violaceum 3 0.7322
Transcriptional activator, LuxR/UhpA family of regulators Q7NQP7 Q7NQP7_CHRVO Chromobacterium violaceum 3 0.7322
1-deoxy-D-xylulose 5-phosphate reductoisomerase P45568 DXR_ECOLI Escherichia coli 3 0.7303
1-deoxy-D-xylulose 5-phosphate reductoisomerase P45568 DXR_ECOLI Escherichia coli 3 0.7303
Aromatic-amino-acid aminotransferase P95468 TYRB_PARDE Paracoccus denitrificans 3 0.7286
Aromatic-amino-acid aminotransferase P95468 TYRB_PARDE Paracoccus denitrificans 3 0.7286
Snake venom metalloproteinase atrolysin-D P15167 VM1AD_CROAT Crotalus atrox 3 0.7230
Snake venom metalloproteinase atrolysin-D P15167 VM1AD_CROAT Crotalus atrox 3 0.7230
Serine/threonine-protein kinase PLK1 P53350 PLK1_HUMAN Homo sapiens 3 0.7217
Serine/threonine-protein kinase PLK1 P53350 PLK1_HUMAN Homo sapiens 3 0.7217
BMP-2-inducible protein kinase Q9NSY1 BMP2K_HUMAN Homo sapiens 2 0.7180
BMP-2-inducible protein kinase Q9NSY1 BMP2K_HUMAN Homo sapiens 2 0.7180
Bifunctional epoxide hydrolase 2 P34913 HYES_HUMAN Homo sapiens 2 0.7159
Bifunctional epoxide hydrolase 2 P34913 HYES_HUMAN Homo sapiens 2 0.7159
Nucleoside 2-deoxyribosyltransferase Q8RLY5 Q8RLY5_LACHE Lactobacillus helveticus 2 0.7145
Nucleoside 2-deoxyribosyltransferase Q8RLY5 Q8RLY5_LACHE Lactobacillus helveticus 2 0.7145
Nucleoside diphosphate kinase Q5UQL3 NDK_MIMIV Acanthamoeba polyphaga mimivirus 2 0.7142
Nucleoside diphosphate kinase Q5UQL3 NDK_MIMIV Acanthamoeba polyphaga mimivirus 2 0.7142
cGMP-dependent protein kinase 1 Q13976 KGP1_HUMAN Homo sapiens 2 0.7135
cGMP-dependent protein kinase 1 Q13976 KGP1_HUMAN Homo sapiens 2 0.7135
RNA-dependent RNA polymerase Q6A562 Q6A562_9VIRU Thosea asigna virus 2 0.7130
RNA-dependent RNA polymerase Q6A562 Q6A562_9VIRU Thosea asigna virus 2 0.7130
Isochorismate pyruvate lyase Q51507 PCHB_PSEAE Pseudomonas aeruginosa 3 0.7124
Isochorismate pyruvate lyase Q51507 PCHB_PSEAE Pseudomonas aeruginosa 3 0.7124
Prenyltransferase Q4R2T2 Q4R2T2_STRC1 Streptomyces sp 2 0.7121
Prenyltransferase Q4R2T2 Q4R2T2_STRC1 Streptomyces sp 2 0.7121
3-alpha-(or 20-beta)-hydroxysteroid dehydrogenase P19992 HSD_STREX Streptomyces exfoliatus 3 0.7118
3-alpha-(or 20-beta)-hydroxysteroid dehydrogenase P19992 HSD_STREX Streptomyces exfoliatus 3 0.7118
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7089
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7089
Phenylalanine-4-hydroxylase P00439 PH4H_HUMAN Homo sapiens 3 0.7083
Phenylalanine-4-hydroxylase P00439 PH4H_HUMAN Homo sapiens 3 0.7083
Adenylate cyclase type 5 P30803 ADCY5_CANLF Canis lupus familiaris 3 0.7076
Adenylate cyclase type 5 P30803 ADCY5_CANLF Canis lupus familiaris 3 0.7076
Anthranilate phosphoribosyltransferase P9WFX5 TRPD_MYCTU Mycobacterium tuberculosis 3 0.7067
Anthranilate phosphoribosyltransferase P9WFX5 TRPD_MYCTU Mycobacterium tuberculosis 3 0.7067
Ribonuclease J H9CZL7 H9CZL7_DEIRD Deinococcus radiodurans 3 0.7066
Ribonuclease J H9CZL7 H9CZL7_DEIRD Deinococcus radiodurans 3 0.7066
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 2 0.7061
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 2 0.7061
Carbonic anhydrase Q39588 Q39588_CHLRE Chlamydomonas reinhardtii 2 0.7055
Carbonic anhydrase Q39588 Q39588_CHLRE Chlamydomonas reinhardtii 2 0.7055
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 2 0.7051
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 2 0.7051
SKP1-like protein 1A Q39255 SKP1A_ARATH Arabidopsis thaliana 2 0.7032
SKP1-like protein 1A Q39255 SKP1A_ARATH Arabidopsis thaliana 2 0.7032
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 3 0.7025
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 3 0.7025
Neutrophil gelatinase-associated lipocalin P80188 NGAL_HUMAN Homo sapiens 3 0.7023
Neutrophil gelatinase-associated lipocalin P80188 NGAL_HUMAN Homo sapiens 3 0.7023

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