Tryptorheedei B - Compound Card

Tryptorheedei B

Select a section from the left sidebar

Tryptorheedei B

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)O
InChI InChI=1S/C11H11NO7S/c13-10(11(14)15)5-7-6-12(19-20(16,17)18)9-4-2-1-3-8(7)9/h1-4,6,10,13H,5H2,(H,14,15)(H,16,17,18)/t10-/m1/s1
InChIKey TZSIRGPDOLKRCK-SNVBAGLBSA-N
Formula C11H11NO7S
HBA 6
HBD 3
MW 301.28
Rotatable Bonds 5
TPSA 126.06
LogP -0.14
Number Rings 2
Number Aromatic Rings 2
Heavy Atom Count 20
Formal Charge 0
Fraction CSP3 0.18
Exact Mass 301.03
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: 301.28 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.84
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-5.43
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-4.49

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.56
Plasma Protein Binding
53.98
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
3.55
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Safe
Bioconcentration Factor
0.03
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.04
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
3.18
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
4.73
Rat (Acute)
1.77
Rat (Chronic Oral)
3.19
Fathead Minnow
3.89
Respiratory Disease
Toxic
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
461.6
Hydration Free Energy
-8.18
Log(D) at pH=7.4
-1.95
Log(P)
-0.33
Log S
-0.69
Log(Vapor Pressure)
-9.92
Melting Point
176.6
pKa Acid
5.74
pKa Basic
3.78
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 3 0.9289
Norsolorinic acid synthase Q12053 AFLC_ASPPU Aspergillus parasiticus 3 0.8773
Polymerase basic protein 2 P31345 PB2_I75A3 Influenza A virus 3 0.8766
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.8729
5-methyltetrahydropteroyltriglutamate--homocysteine methyltransferase 1 O50008 METE1_ARATH Arabidopsis thaliana 3 0.8709
Glutathione S-transferase A1 P08263 GSTA1_HUMAN Homo sapiens 3 0.8611
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 3 0.8599
Peptide deformylase 1B, chloroplastic/mitochondrial Q9FUZ2 DEF1B_ARATH Arabidopsis thaliana 3 0.8343
Pyridoxal kinase O00764 PDXK_HUMAN Homo sapiens 3 0.8342
Beta-galactoside-specific lectin 4 Q6ITZ3 ML4_VISAL Viscum album 3 0.8315
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.8054
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 3 0.7778
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 3 0.7758
Adenosylmethionine-8-amino-7-oxononanoate aminotransferase P12995 BIOA_ECOLI Escherichia coli 3 0.7720
Carbonic anhydrase 1 P00915 CAH1_HUMAN Homo sapiens 3 0.7707
Gag-Pol polyprotein P05896 POL_SIVM1 Simian immunodeficiency virus 3 0.7680
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 3 0.7657
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.7652
2,7-dihydroxy-5-methyl-1-naphthoate 7-O-methyltransferase Q84HC8 NCSB1_STRCZ Streptomyces carzinostaticus 3 0.7649
N-terminal acetyltransferase A complex subunit NAT1 P12945 NAT1_YEAST Saccharomyces cerevisiae 3 0.7608
Oxygenase Q194P4 Q194P4_STRAA Streptomyces argillaceus 3 0.7607
Cyclin-dependent kinase 8 P49336 CDK8_HUMAN Homo sapiens 3 0.7546
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7479
Beta-lactamase Q9L5C8 Q9L5C8_ECOLX Escherichia coli 3 0.7473
Glucan 1,3-beta-glucosidase P29717 EXG1_CANAL Candida albicans 2 0.7465
Carminomycin 4-O-methyltransferase DnrK Q06528 DNRK_STRPE Streptomyces peucetius 3 0.7434
Mandelate racemase P11444 MANR_PSEPU Pseudomonas putida 3 0.7423
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7360
Metallo-beta-lactamase type 2 C7C422 BLAN1_KLEPN Klebsiella pneumoniae 2 0.7331
NADPH-dependent oxidoreductase 2-alkenal reductase Q39172 AER_ARATH Arabidopsis thaliana 2 0.7331
Hydroxymethylglutaryl-CoA synthase Q9FD71 HMGCS_ENTFL Enterococcus faecalis 2 0.7297
Methionine--tRNA ligase P00959 SYM_ECOLI Escherichia coli 3 0.7283
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7269
Adenylate cyclase type 5 P30803 ADCY5_CANLF Canis lupus familiaris 3 0.7260
2,7-dihydroxy-5-methyl-1-naphthoate 7-O-methyltransferase Q84HC8 NCSB1_STRCZ Streptomyces carzinostaticus 3 0.7260
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.7257
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7219
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7211
Metallo-beta-lactamase type 2 C7C422 BLAN1_KLEPN Klebsiella pneumoniae 2 0.7210
2-phospho-L-lactate transferase Q8PVT6 COFD_METMA Methanosarcina mazei 3 0.7181
Adenylate cyclase type 5 P30803 ADCY5_CANLF Canis lupus familiaris 3 0.7165
Carbonic anhydrase 13 Q8N1Q1 CAH13_HUMAN Homo sapiens 3 0.7155
Nuclear receptor subfamily 4immunitygroup A member 1 P22736 NR4A1_HUMAN Homo sapiens 2 0.7137
Streptavidin P22629 SAV_STRAV Streptomyces avidinii 2 0.7121
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 3 0.7102
L-lactate dehydrogenase A chain P04642 LDHA_RAT Rattus norvegicus 3 0.7099
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7098
cGMP-dependent protein kinase 1 Q13976 KGP1_HUMAN Homo sapiens 2 0.7094
Glucan 1,3-beta-glucosidase P29717 EXG1_CANAL Candida albicans 2 0.7072
Streptavidin P22629 SAV_STRAV Streptomyces avidinii 2 0.7051
CCA-adding enzyme O28126 CCA_ARCFU Archaeoglobus fulgidus 2 0.7051
GMP reductase Q81JJ9 GUAC_BACAN Bacillus anthracis 2 0.7040
5-formyltetrahydrofolate cyclo-ligase P75430 MTHFS_MYCPN Mycoplasma pneumoniae 2 0.7036
cGMP-dependent protein kinase 1 P00516 KGP1_BOVIN Bos taurus 3 0.7023
Albumin P02768 ALBU_HUMAN Homo sapiens 3 0.7015
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7009
cGMP-dependent protein kinase 2 Q13237 KGP2_HUMAN Homo sapiens 3 0.7007
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 0.7004

Download SDF