Gypsin A - Compound Card

Gypsin A

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Gypsin A

Structure
Zoomed Structure
  • Family: Plantae - Caryophyllaceae
  • Kingdom: Plantae
  • Class: Peptide
    • Subclass: Cyclopeptide
Canonical Smiles CC(C[C@@H]1NC(=O)[C@@H]2CCCN2C(=O)[C@H](CC(C)C)NC(=O)CNC(=O)[C@H]2N(C(=O)[C@@H](NC1=O)Cc1c[nH]c3c1cccc3)CCC2)C
InChI InChI=1S/C35H49N7O6/c1-20(2)15-25-31(44)40-27(17-22-18-36-24-10-6-5-9-23(22)24)35(48)41-13-7-11-28(41)32(45)37-19-30(43)38-26(16-21(3)4)34(47)42-14-8-12-29(42)33(46)39-25/h5-6,9-10,18,20-21,25-29,36H,7-8,11-17,19H2,1-4H3,(H,37,45)(H,38,43)(H,39,46)(H,40,44)/t25-,26-,27-,28-,29-/m0/s1
InChIKey RCSHMCFACQFAIQ-ZIUUJSQJSA-N
Formula C35H49N7O6
HBA 6
HBD 5
MW 663.82
Rotatable Bonds 6
TPSA 172.81
LogP 1.37
Number Rings 5
Number Aromatic Rings 2
Heavy Atom Count 48
Formal Charge 0
Fraction CSP3 0.6
Exact Mass 663.37
Number of Lipinski Rule Violations 1
# Species Family Kingdom NCBI Taxonomy ID
1 Gypsophila arabica Caryophyllaceae Plantae 2161765

Showing of synonyms

  • De Abreu MB, Dal Piaz F, et al. (2008). Gypsins A-D from Gypsophila arabica. Journal of Natural Products,2008,71(8),1336-1342. [View] [PubMed]
Pubchem: 102476188
Nmrshiftdb2: 70058225

No compound-protein relationship available.

Structure

SMILES: c1cccc(c12)[nH]cc2CC(C(=O)N(C34)CCC3)NC(=O)CNC(=O)C5N(CCC5)C(=O)CNC(=O)CNC4=O

Level: 1

Mol. Weight: 663.82 g/mol

Structure

SMILES: C1CCN(C12)C(=O)CNC(=O)CNC(=O)C3N(CCC3)C(=O)CNC(=O)CNC2=O

Level: 0

Mol. Weight: 663.82 g/mol

Structure

SMILES: c1c[nH]c(c12)cccc2

Level: 0

Mol. Weight: 663.82 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.74
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.54
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
132.37

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.84
Plasma Protein Binding
70.54
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
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
Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
6.36
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-3.81
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-1.3
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
2.89
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
-240561.9
Rat (Acute)
4.34
Rat (Chronic Oral)
1.77
Fathead Minnow
314.62
Respiratory Disease
Toxic
Skin Sensitisation
Safe
SR-ARE
Toxic
SR-ATAD5
Toxic
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Safe

General Properties

Boiling Point
21118.59
Hydration Free Energy
-2.92
Log(D) at pH=7.4
4.05
Log(P)
1.79
Log S
-3.69
Log(Vapor Pressure)
-724.38
Melting Point
311.38
pKa Acid
7.0
pKa Basic
5.98
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.8337
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.8337
Lactoperoxidase P80025 PERL_BOVIN Bos taurus 3 0.7503
Lactoperoxidase P80025 PERL_BOVIN Bos taurus 3 0.7503
Polyribonucleotide nucleotidyltransferase A7ZS61 PNP_ECO24 Escherichia coli O139:H28 3 0.7438
Polyribonucleotide nucleotidyltransferase A7ZS61 PNP_ECO24 Escherichia coli O139:H28 3 0.7438
Dihydropteroate synthase Q81VW8 Q81VW8_BACAN Bacillus anthracis 2 0.7335
Dihydropteroate synthase Q81VW8 Q81VW8_BACAN Bacillus anthracis 2 0.7335
Bromodomain adjacent to zinc finger domain protein 2B Q9UIF8 BAZ2B_HUMAN Homo sapiens 2 0.7332
Bromodomain adjacent to zinc finger domain protein 2B Q9UIF8 BAZ2B_HUMAN Homo sapiens 2 0.7332
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7301
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7301
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.7283
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.7283
3-alpha-hydroxysteroid dehydrogenase P23457 DIDH_RAT Rattus norvegicus 2 0.7279
3-alpha-hydroxysteroid dehydrogenase P23457 DIDH_RAT Rattus norvegicus 2 0.7279
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.7099
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.7099
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 2 0.7097
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 2 0.7097
Gentisate 1,2-dioxygenase Q67FT0 Q67FT0_PSESE Pseudaminobacter salicylatoxidans 2 0.7094
Gentisate 1,2-dioxygenase Q67FT0 Q67FT0_PSESE Pseudaminobacter salicylatoxidans 2 0.7094
Caffeoyl-CoA O-methyltransferase Q40313 CAMT_MEDSA Medicago sativa 3 0.7069
Caffeoyl-CoA O-methyltransferase Q40313 CAMT_MEDSA Medicago sativa 3 0.7069
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 2 0.7045
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 2 0.7045
rRNA N-glycosylase D9J2T9 D9J2T9_MOMBA Momordica balsamina 2 0.7018
rRNA N-glycosylase D9J2T9 D9J2T9_MOMBA Momordica balsamina 2 0.7018

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