Tryptorheedei A - Compound Card

Tryptorheedei A

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Tryptorheedei A

Structure
Zoomed Structure
  • Family: Plantae - Mimosaceae
  • Kingdom: Plantae
  • Class: Alkaloid
    • Subclass: Tryptophan Derivative
Canonical Smiles OC(=O)[C@H](Cc1cn(c2c1cccc2)OS(=O)(=O)O)N
InChI InChI=1S/C11H12N2O6S/c12-9(11(14)15)5-7-6-13(19-20(16,17)18)10-4-2-1-3-8(7)10/h1-4,6,9H,5,12H2,(H,14,15)(H,16,17,18)/t9-/m0/s1
InChIKey GSUQEEKXGDJUTP-VIFPVBQESA-N
Formula C11H12N2O6S
HBA 6
HBD 3
MW 300.29
Rotatable Bonds 5
TPSA 131.85
LogP -0.17
Number Rings 2
Number Aromatic Rings 2
Heavy Atom Count 20
Formal Charge 0
Fraction CSP3 0.18
Exact Mass 300.04
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Entada rheedei Leguminosae/Fabaceae Plantae 204974
2 Entada rheedei Mimosaceae Plantae 204974

Showing of synonyms

  • Nzowa LK, Teponno RB, et al. (2013). Two new tryptophan derivatives from the seed kernels of Entada rheedei: effects on cell viability and HIV infectivity.. Fitoterapia,2013, 87, 37-42. [View] [PubMed]

No compound-protein relationship available.

Structure

SMILES: c1c[nH]c(c12)cccc2

Level: 0

Mol. Weight: 300.29 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.79
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-5.23
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-1.06

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.29
Plasma Protein Binding
41.4
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
4.1
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Safe
Bioconcentration Factor
0.25
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
0.46
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
2.63
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
5.42
Rat (Acute)
2.11
Rat (Chronic Oral)
2.84
Fathead Minnow
3.93
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
388.39
Hydration Free Energy
-7.09
Log(D) at pH=7.4
-2.43
Log(P)
-2.6
Log S
-1.48
Log(Vapor Pressure)
-9.92
Melting Point
211.03
pKa Acid
4.11
pKa Basic
6.41
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 3 0.9042
Glutamate receptor ionotropic, kainate 1 P22756 GRIK1_RAT Rattus norvegicus 3 0.8933
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 3 0.8645
Cytochrome P450 Q93H81 Q93H81_STRAX Streptomyces avermitilis 3 0.8447
Norsolorinic acid synthase Q12053 AFLC_ASPPU Aspergillus parasiticus 3 0.8428
Aminopeptidase N P15145 AMPN_PIG Sus scrofa 3 0.8361
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.8316
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.8186
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8150
5-methyltetrahydropteroyltriglutamate--homocysteine methyltransferase 1 O50008 METE1_ARATH Arabidopsis thaliana 3 0.8121
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 3 0.8096
Proline iminopeptidase O32449 PIP_SERMA Serratia marcescens 3 0.8088
Three-prime repair exonuclease 1 Q91XB0 TREX1_MOUSE Mus musculus 3 0.8076
Glutathione S-transferase A1 P08263 GSTA1_HUMAN Homo sapiens 3 0.8045
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8006
Carbonic anhydrase 1 P00915 CAH1_HUMAN Homo sapiens 3 0.7974
D-aminoacyl-tRNA deacylase Q8IIS0 DTD_PLAF7 Plasmodium falciparum 3 0.7966
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 2 0.7790
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.7730
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7726
Proline iminopeptidase O32449 PIP_SERMA Serratia marcescens 3 0.7725
Thermolysin P00800 THER_BACTH Bacillus thermoproteolyticus 3 0.7602
2,7-dihydroxy-5-methyl-1-naphthoate 7-O-methyltransferase Q84HC8 NCSB1_STRCZ Streptomyces carzinostaticus 3 0.7595
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7538
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 3 0.7510
Proline iminopeptidase O32449 PIP_SERMA Serratia marcescens 3 0.7506
Glucan 1,3-beta-glucosidase P29717 EXG1_CANAL Candida albicans 2 0.7484
Methionine--tRNA ligase P00959 SYM_ECOLI Escherichia coli 3 0.7474
Glutamate receptor 2 P19491 GRIA2_RAT Rattus norvegicus 4 0.7464
Gag-Pol polyprotein P05896 POL_SIVM1 Simian immunodeficiency virus 3 0.7415
3'-5' exoribonuclease Rv2179c P9WJ73 EXRBN_MYCTU Mycobacterium tuberculosis 3 0.7396
DNA-directed DNA polymerase Q38087 DPOL_BPR69 Escherichia phage RB69 3 0.7391
Beta-lactamase Q9L5C8 Q9L5C8_ECOLX Escherichia coli 3 0.7391
Metallo-beta-lactamase type 2 C7C422 BLAN1_KLEPN Klebsiella pneumoniae 2 0.7376
1-deoxy-D-xylulose 5-phosphate reductoisomerase P45568 DXR_ECOLI Escherichia coli 3 0.7335
Serine acetyltransferase P43886 CYSE_HAEIN Haemophilus influenzae 3 0.7315
cAMP-dependent protein kinase type I-alpha regulatory subunit P00514 KAP0_BOVIN Bos taurus 2 0.7302
Cyclin-dependent kinase 8 P49336 CDK8_HUMAN Homo sapiens 3 0.7259
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 3 0.7239
Metallo-beta-lactamase type 2 C7C422 BLAN1_KLEPN Klebsiella pneumoniae 2 0.7201
cGMP-dependent protein kinase 1 Q13976 KGP1_HUMAN Homo sapiens 2 0.7200
Plasma membrane ATPase Q42932 Q42932_NICPL Nicotiana plumbaginifolia 2 0.7185
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7183
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 2 0.7158
Serine/threonine-protein kinase Chk2 O96017 CHK2_HUMAN Homo sapiens 3 0.7156
CCA-adding enzyme O28126 CCA_ARCFU Archaeoglobus fulgidus 3 0.7150
Nucleoside 2-deoxyribosyltransferase Q8RLY5 Q8RLY5_LACHE Lactobacillus helveticus 2 0.7149
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7148
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7141
NADPH-dependent oxidoreductase 2-alkenal reductase Q39172 AER_ARATH Arabidopsis thaliana 2 0.7137
Glutamate receptor 2 P19491 GRIA2_RAT Rattus norvegicus 3 0.7107
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 3 0.7086
Adenylate cyclase type 5 P30803 ADCY5_CANLF Canis lupus familiaris 3 0.7079
Hydroxymethylglutaryl-CoA synthase Q9FD71 HMGCS_ENTFL Enterococcus faecalis 2 0.7073
Thiamine-phosphate synthase P39594 THIE_BACSU Bacillus subtilis 3 0.7067
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7038
Adenylate cyclase type 5 P30803 ADCY5_CANLF Canis lupus familiaris 3 0.7030
Thymidine kinase P0DTH5 KITH_HHV11 Human herpesvirus 1 3 0.7002

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