3-(N- sulfonylindolyl)-D-lactic acid - Compound Card

3-(N- sulfonylindolyl)-D-lactic acid

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3-(N- sulfonylindolyl)-D-lactic acid

Structure
Zoomed Structure
  • Family: Mimosaceae
  • Kingdom: Plantae
  • Class: Alkaloid
    • Subclass: Tryptophan Derivative
Canonical Smiles OC(=O)[C@@H](Cc1cn(c2c1cccc2)S(=O)(=O)O)O
InChI InChI=1S/C11H11NO6S/c13-10(11(14)15)5-7-6-12(19(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 MLKMMLRYSYMBQD-SNVBAGLBSA-N
Formula C11H11NO6S
HBA 5
HBD 3
MW 285.28
Rotatable Bonds 4
TPSA 116.83
LogP 0.28
Number Rings 2
Number Aromatic Rings 2
Heavy Atom Count 19
Formal Charge 0
Fraction CSP3 0.18
Exact Mass 285.03
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 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: 117.15 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.67
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-5.3
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-4.37

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.56
Plasma Protein Binding
59.67
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
2.9
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Safe
Bioconcentration Factor
-0.31
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.11
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
3.19
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
2.04
Rat (Acute)
1.72
Rat (Chronic Oral)
2.99
Fathead Minnow
3.92
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
460.82
Hydration Free Energy
-8.33
Log(D) at pH=7.4
-2.01
Log(P)
-1.53
Log S
-0.71
Log(Vapor Pressure)
-9.31
Melting Point
187.39
pKa Acid
5.95
pKa Basic
5.39
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Carbonic anhydrase Q39588 Q39588_CHLRE Chlamydomonas reinhardtii 3 0.8744
Pyridoxal kinase O00764 PDXK_HUMAN Homo sapiens 3 0.8673
2,7-dihydroxy-5-methyl-1-naphthoate 7-O-methyltransferase Q84HC8 NCSB1_STRCZ Streptomyces carzinostaticus 3 0.8052
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 3 0.8027
Carbonic anhydrase 1 P00915 CAH1_HUMAN Homo sapiens 3 0.7854
5-methyltetrahydropteroyltriglutamate--homocysteine methyltransferase 1 O50008 METE1_ARATH Arabidopsis thaliana 3 0.7807
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 3 0.7725
Cyclin-dependent kinase 8 P49336 CDK8_HUMAN Homo sapiens 3 0.7709
Three-prime repair exonuclease 1 Q91XB0 TREX1_MOUSE Mus musculus 3 0.7689
Glutamate receptor ionotropic, kainate 1 P22756 GRIK1_RAT Rattus norvegicus 3 0.7645
L-lactate dehydrogenase Q27743 LDH_PLAFD Plasmodium falciparum 3 0.7626
Glucan 1,3-beta-glucosidase P29717 EXG1_CANAL Candida albicans 2 0.7605
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.7564
Gag-Pol polyprotein P05896 POL_SIVM1 Simian immunodeficiency virus 3 0.7491
4-diphosphocytidyl-2-C-methyl-D-erythritol kinase B1MKD5 B1MKD5_MYCA9 Mycobacteroides abscessus 3 0.7405
Aldo-keto reductase family 1 member A1 P50578 AK1A1_PIG Sus scrofa 4 0.7399
Stromelysin-1 P08254 MMP3_HUMAN Homo sapiens 3 0.7376
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 3 0.7267
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7263
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7258
NADPH-dependent oxidoreductase 2-alkenal reductase Q39172 AER_ARATH Arabidopsis thaliana 2 0.7256
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7213
Carbonic anhydrase 13 Q8N1Q1 CAH13_HUMAN Homo sapiens 3 0.7205
Beta-lactamase Q9L5C8 Q9L5C8_ECOLX Escherichia coli 3 0.7202
Beta-galactoside-specific lectin 4 Q6ITZ3 ML4_VISAL Viscum album 2 0.7196
Methionine--tRNA ligase P00959 SYM_ECOLI Escherichia coli 3 0.7190
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 2 0.7188
Kynurenine 3-monooxygenase P38169 KMO_YEAST Saccharomyces cerevisiae 3 0.7154
Norsolorinic acid synthase Q12053 AFLC_ASPPU Aspergillus parasiticus 3 0.7132
4-hydroxyphenylacetate 3-monooxygenase, reductase component Q5SJP7 HPAC_THET8 Thermus thermophilus 3 0.7059
2-phospho-L-lactate transferase Q8PVT6 COFD_METMA Methanosarcina mazei 3 0.7026
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7001

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