N-acetylphenylalanine - Compound Card

N-acetylphenylalanine

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N-acetylphenylalanine

Structure
Zoomed Structure
  • Family: Plantae - Combretaceae
  • Kingdom: Plantae
  • Class: Peptide
    • Subclass: Peptide
Canonical Smiles OC(=O)C(Cc1ccccc1)NC(=O)C
InChI InChI=1S/C11H13NO3/c1-8(13)12-10(11(14)15)7-9-5-3-2-4-6-9/h2-6,10H,7H2,1H3,(H,12,13)(H,14,15)
InChIKey CBQJSKKFNMDLON-UHFFFAOYSA-N
Formula C11H13NO3
HBA 2
HBD 2
MW 207.23
Rotatable Bonds 4
TPSA 66.4
LogP 0.82
Number Rings 1
Number Aromatic Rings 1
Heavy Atom Count 15
Formal Charge 0
Fraction CSP3 0.27
Exact Mass 207.09
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Terminalia laxiflora Combretaceae Plantae 39992

Showing of synonyms

  • Tawfike A.F, Abbott G, et al. (2018). Metabolomic-Guided Isolation of Bioactive Natural Products from Curvularia sp., an Endophytic Fungus of Terminalia laxiflora. Planta medica, 2018, 84(3), 182-190. [View] [PubMed]
Pubchem: 2000
Chebi: 21626
Nmrshiftdb2: 60023483
Metabolights: MTBLC21626
CPRiL: 24253
Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 207.23 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.0
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.84
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.3

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
-0.16
Plasma Protein Binding
42.72
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
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
8.07
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Safe
Bioconcentration Factor
-0.25
Biodegradation
Toxic
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
1.63
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
3.01
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
3.29
Rat (Acute)
1.33
Rat (Chronic Oral)
2.29
Fathead Minnow
3.83
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
306.51
Hydration Free Energy
-8.88
Log(D) at pH=7.4
-1.65
Log(P)
1.19
Log S
-1.28
Log(Vapor Pressure)
-6.43
Melting Point
155.0
pKa Acid
4.86
pKa Basic
6.66
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 0.9591
3-alpha-(or 20-beta)-hydroxysteroid dehydrogenase P19992 HSD_STREX Streptomyces exfoliatus 3 0.9458
Lethal factor P15917 LEF_BACAN Bacillus anthracis 3 0.9441
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 3 0.9323
Lactoperoxidase P80025 PERL_BOVIN Bos taurus 3 0.9237
Alpha/beta hydrolase fold protein D2J2T6 D2J2T6_9RHIZ Ochrobactrum sp. T63 3 0.9230
Phosphotriesterase Q5KZU5 Q5KZU5_GEOKA Geobacillus kaustophilus 3 0.9218
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.9149
1-deoxy-D-xylulose 5-phosphate reductoisomerase P45568 DXR_ECOLI Escherichia coli 3 0.9006
Gag-Pol polyprotein P03369 POL_HV1A2 Human immunodeficiency virus type 1 group M subtype B 3 0.8961
5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase P0AF12 MTNN_ECOLI Escherichia coli 3 0.8940
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.8899
Phenylpyruvate C(3)-methyltransferase Q643C8 MPPJ_STRHY Streptomyces hygroscopicus 3 0.8735
Methylketone synthase I E0YCS2 E0YCS2_SOLHA Solanum habrochaites 3 0.8708
Matrix metalloproteinase-20 O60882 MMP20_HUMAN Homo sapiens 3 0.8702
Biflaviolin synthase CYP158A2 Q9FCA6 C1582_STRCO Streptomyces coelicolor / M145) 3 0.8695
Protein mono-ADP-ribosyltransferase PARP14 Q460N5 PAR14_HUMAN Homo sapiens 3 0.8682
Biflaviolin synthase CYP158A2 Q9FCA6 C1582_STRCO Streptomyces coelicolor / M145) 3 0.8680
Succinate dehydrogenase [ubiquinone] flavoprotein subunit, mitochondrial Q0QF01 SDHA_PIG Sus scrofa 3 0.8622
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.8546
cAMP-dependent protein kinase type I-alpha regulatory subunit P00514 KAP0_BOVIN Bos taurus 3 0.8531
Thermolysin P00800 THER_BACTH Bacillus thermoproteolyticus 3 0.8517
VioE domain-containing protein Q7NSZ5 Q7NSZ5_CHRVO Chromobacterium violaceum 3 0.8478
M17 leucyl aminopeptidase Q8IL11 Q8IL11_PLAF7 Plasmodium falciparum 3 0.8453
Biflaviolin synthase CYP158A1 Q9KZF5 C1581_STRCO Streptomyces coelicolor / M145) 3 0.8339
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.8326
Peptide deformylase 1B, chloroplastic/mitochondrial Q9FUZ2 DEF1B_ARATH Arabidopsis thaliana 3 0.8310
ADP-ribosylation factor 1 P84080 ARF1_BOVIN Bos taurus 3 0.8257
Protein mono-ADP-ribosyltransferase PARP10 Q53GL7 PAR10_HUMAN Homo sapiens 3 0.8256
Thermolysin P00800 THER_BACTH Bacillus thermoproteolyticus 3 0.8240
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 3 0.8210
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.8188
Amine oxidase [flavin-containing] B P27338 AOFB_HUMAN Homo sapiens 3 0.8097
Mandelate racemase P11444 MANR_PSEPU Pseudomonas putida 3 0.8093
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.7977
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 3 0.7970
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7890
3'-5' exoribonuclease Rv2179c P9WJ73 EXRBN_MYCTU Mycobacterium tuberculosis 3 0.7875
ActVA 6 protein Q53908 Q53908_STRCH Streptomyces coelicolor 3 0.7862
Chloramphenicol 3-O phosphotransferase Q56148 CPT_STRVP Streptomyces venezuelae 3 0.7817
Mandelate racemase P11444 MANR_PSEPU Pseudomonas putida 3 0.7790
Diphtheria toxin P00588 DTX_CORBE Corynephage beta 3 0.7756
Gag-Pol polyprotein P05896 POL_SIVM1 Simian immunodeficiency virus 3 0.7737
cAMP-dependent protein kinase type I-alpha regulatory subunit P00514 KAP0_BOVIN Bos taurus 3 0.7716
MAP kinase-activated protein kinase 2 P49137 MAPK2_HUMAN Homo sapiens 3 0.7711
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7708
Cyclic nucleotide-binding domain-containing protein E0RR11 E0RR11_SPITD Spirochaeta thermophila 2 0.7707
ADP-ribosylation factor 1 P84077 ARF1_HUMAN Homo sapiens 2 0.7596
IAG-nucleoside hydrolase Q9GPQ4 Q9GPQ4_TRYVI Trypanosoma vivax 3 0.7574
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7566
S-adenosylmethionine decarboxylase proenzyme P17707 DCAM_HUMAN Homo sapiens 3 0.7535
Serine/threonine-protein kinase SKY1 Q03656 SKY1_YEAST Saccharomyces cerevisiae 3 0.7526
Metallophosphoesterase MPPED2 B1WBP0 MPPD2_RAT Rattus norvegicus 3 0.7474
Serine/threonine-protein kinase Chk2 O96017 CHK2_HUMAN Homo sapiens 3 0.7464
Albumin P02768 ALBU_HUMAN Homo sapiens 3 0.7454
Farnesyl pyrophosphate synthase P14324 FPPS_HUMAN Homo sapiens 3 0.7435
L-lactate dehydrogenase A chain P04642 LDHA_RAT Rattus norvegicus 3 0.7416
Prenyltransferase Q4R2T2 Q4R2T2_STRC1 Streptomyces sp 2 0.7405
CCA-adding enzyme O28126 CCA_ARCFU Archaeoglobus fulgidus 2 0.7402
Alpha/beta hydrolase fold protein D2J2T6 D2J2T6_9RHIZ Ochrobactrum sp. T63 3 0.7400
5-methyltetrahydropteroyltriglutamate--homocysteine methyltransferase 1 O50008 METE1_ARATH Arabidopsis thaliana 3 0.7384
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 2 0.7378
Cytosol aminopeptidase P00727 AMPL_BOVIN Bos taurus 2 0.7371
Nucleoside diphosphate kinase Q5UQL3 NDK_MIMIV Acanthamoeba polyphaga mimivirus 2 0.7371
Stromelysin-1 P08254 MMP3_HUMAN Homo sapiens 2 0.7365
Glutamate receptor ionotropic, kainate 1 P22756 GRIK1_RAT Rattus norvegicus 2 0.7360
Pyridoxal kinase O00764 PDXK_HUMAN Homo sapiens 3 0.7350
Purine nucleoside phosphorylase Q8I3X4 Q8I3X4_PLAF7 Plasmodium falciparum 2 0.7342
cGMP-dependent protein kinase 1 Q13976 KGP1_HUMAN Homo sapiens 3 0.7334
Regulatory protein SdiA P07026 SDIA_ECOLI Escherichia coli 3 0.7329
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 2 0.7328
Farnesyl pyrophosphate synthase P14324 FPPS_HUMAN Homo sapiens 3 0.7315
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7298
Carbonic anhydrase 1 P00915 CAH1_HUMAN Homo sapiens 2 0.7292
Pantothenate synthetase P9WIL4 PANC_MYCTO Mycobacterium tuberculosis 3 0.7285
Beta-galactoside-specific lectin 4 Q6ITZ3 ML4_VISAL Viscum album 3 0.7279
Purine nucleoside phosphorylase DeoD-type O34925 DEOD_BACSU Bacillus subtilis 2 0.7279
Di-or tripeptide:H+ symporter Q5M4H8 Q5M4H8_STRT2 Streptococcus thermophilus 3 0.7271
Geranyl diphosphate synthase large subunit Q9SBR3 Q9SBR3_MENPI Mentha piperita 3 0.7258
Farnesyl pyrophosphate synthase Q4QBL1 Q4QBL1_LEIMA Leishmania major 2 0.7258
Flavoredoxin Q72HI0 Q72HI0_THET2 Thermus thermophilus 2 0.7247
Purine nucleoside phosphorylase DeoD-type P0ABP9 DEOD_ECO57 Escherichia coli O157:H7 2 0.7222
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 2 0.7215
Signaling protein P83820 P83820_THETH Thermus thermophilus 3 0.7214
Nicotinamide phosphoribosyltransferase P43490 NAMPT_HUMAN Homo sapiens 3 0.7208
Agglutinin alpha chain P18674 LECA_MACPO Maclura pomifera 3 0.7204
cGMP-dependent protein kinase 2 Q13237 KGP2_HUMAN Homo sapiens 2 0.7187
Thermolysin P00800 THER_BACTH Bacillus thermoproteolyticus 3 0.7185
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7174
4-hydroxy-7-methoxy-3-oxo-3,4-dihydro-2H-1,4-benzoxazin-2-yl glucoside beta-D-glucosidase, chloroplastic Q9FYS3 HGGL_SECCE Secale cereale 3 0.7163
D-aminoacyl-tRNA deacylase Q8IIS0 DTD_PLAF7 Plasmodium falciparum 2 0.7156
Farnesyl pyrophosphate synthase P14324 FPPS_HUMAN Homo sapiens 3 0.7155
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 2 0.7155
Farnesyl pyrophosphate synthase P14324 FPPS_HUMAN Homo sapiens 3 0.7154
Purine nucleoside phosphorylase P50389 PNPH_SACS2 Saccharolobus solfataricus 3 0.7150
Purine nucleoside phosphorylase DeoD-type P0ABP8 DEOD_ECOLI Escherichia coli 2 0.7145
Farnesyl pyrophosphate synthase P14324 FPPS_HUMAN Homo sapiens 3 0.7144
Quorum-sensing transcriptional activator Q8XBD0 Q8XBD0_ECO57 Escherichia coli O157:H7 3 0.7134
Purine nucleoside phosphorylase DeoD-type P0ABP9 DEOD_ECO57 Escherichia coli O157:H7 2 0.7129
Adenylate cyclase 2 A0A2U2H3Y1 A0A384LKY8_YERPE Yersinia pestis 2 0.7119
Tryptophan synthase beta chain 1 Q8U093 TRPB1_PYRFU Pyrococcus furiosus 3 0.7103
NADPH-dependent oxidoreductase 2-alkenal reductase Q39172 AER_ARATH Arabidopsis thaliana 2 0.7100
1-deoxy-D-xylulose 5-phosphate reductoisomerase P45568 DXR_ECOLI Escherichia coli 2 0.7093
Bis(5'-adenosyl)-triphosphatase P49789 FHIT_HUMAN Homo sapiens 2 0.7091
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7090
Pantothenate synthetase P9WIL5 PANC_MYCTU Mycobacterium tuberculosis 2 0.7090
Unconventional myosin-Va Q02440 MYO5A_CHICK Gallus gallus 2 0.7072
Metallo-beta-lactamase type 2 C7C422 BLAN1_KLEPN Klebsiella pneumoniae 2 0.7064
Heat shock cognate 71 kDa protein P11142 HSP7C_HUMAN Homo sapiens 2 0.7056
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7053
Precorrin-3 methylase O68097 O68097_RHOCA Rhodobacter capsulatus 3 0.7051
Biphenyl dioxygenase ferredoxin reductase subunit E7FJB9 E7FJB9_9BURK Acidovorax sp. KKS102 3 0.7048
3-dehydroquinate dehydratase Q48255 AROQ_HELPY Helicobacter pylori 3 0.7047
Polymerase basic protein 2 P31345 PB2_I75A3 Influenza A virus 2 0.7042
Methionine aminopeptidase 2 P9WK19 MAP12_MYCTU Mycobacterium tuberculosis 2 0.7042
histone deacetylase A5H660 A5H660_SCHMA Schistosoma mansoni 3 0.7039
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 2 0.7038
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 2 0.7034
Acidic phospholipase A2 3 P60045 PA2A3_NAJSG Naja sagittifera 2 0.7033
L-lactate dehydrogenase A chain P13491 LDHA_RABIT Oryctolagus cuniculus 2 0.7031
5-formyltetrahydrofolate cyclo-ligase P75430 MTHFS_MYCPN Mycoplasma pneumoniae 2 0.7030
Tryptophan synthase alpha chain P00929 TRPA_SALTY Salmonella typhimurium 3 0.7026
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform P48736 PK3CG_HUMAN Homo sapiens 2 0.7019
Anthranilate phosphoribosyltransferase P9WFX5 TRPD_MYCTU Mycobacterium tuberculosis 2 0.7017
NAD(P) transhydrogenase subunit alpha part 1 Q2RSB2 PNTAA_RHORT Rhodospirillum rubrum 3 0.7014
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7009
Farnesyl pyrophosphate synthase P14324 FPPS_HUMAN Homo sapiens 3 0.7006
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 2 0.7004
Rhodopsin kinase GRK1 P28327 GRK1_BOVIN Bos taurus 2 0.7001

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