Vobtusine - Compound Card

Vobtusine

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Vobtusine

Structure
Zoomed Structure
  • Family: Plantae - Apocynaceae
  • Kingdom: Plantae
  • Class: Alkaloid
    • Subclass: Indole Alkaloid
Canonical Smiles COC(=O)C1=C2Nc3c([C@@]42[C@@H]2[C@@]5(C1)CCO[C@H]5[C@@]1(CN2CC4)CC2C[C@]45CCOC4CCN4[C@@H]5C5([C@H]2N(C1)c1c(OC)cccc51)CC4)cccc3
InChI InChI=1S/C43H50N4O5/c1-49-30-9-5-7-28-32(30)47-24-39(20-25-21-40-13-18-51-31(40)10-15-45-16-12-43(28,34(25)47)36(40)45)23-46-17-11-42-27-6-3-4-8-29(27)44-33(42)26(35(48)50-2)22-41(37(42)46)14-19-52-38(39)41/h3-9,25,31,34,36-38,44H,10-24H2,1-2H3/t25?,31?,34-,36-,37-,38-,39+,40+,41-,42-,43?/m0/s1
InChIKey IWNZQRZTZRLAFI-ZDYJRBGFSA-N
Formula C43H50N4O5
HBA 9
HBD 1
MW 702.9
Rotatable Bonds 2
TPSA 75.74
LogP 4.84
Number Rings 13
Number Aromatic Rings 2
Heavy Atom Count 52
Formal Charge 0
Fraction CSP3 0.65
Exact Mass 702.38
Number of Lipinski Rule Violations 1
# Species Family Kingdom NCBI Taxonomy ID
1 Hedranthera barteri Apocynaceae Plantae 141540

Showing of synonyms

  • Agwada V, Patel MB, et al. (1970). Die Alkaloide aus Hedranthera barteri (Hook. f.) Pichonl. 139. Mitteilung uber die Alkaloide. Helvetica Chimica Acta,1970,53(7),1567-1577. [View]
Pubchem: 301819
Nmrshiftdb2: 70016519

No compound-protein relationship available.

Structure

SMILES: c1cccc(c1C234)NC2=CCC56C3N(CC4)CC7(C5OCC6)CC8C9C1(c2c(N9C7)cccc2)C2C3(C8)C(OCC3)CCN2CC1

Level: 0

Mol. Weight: 702.9 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.56
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
76.110
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
10664.05

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.280
Plasma Protein Binding
73.56
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Non-Inhibitor
CYP 1A2 Inhibitor
Non-Inhibitor
CYP 1A2 Substrate
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
Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
3.850
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Toxic
Bee
Toxic
Bioconcentration Factor
-253.350
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-1.450
Liver Injury II
Toxic
hERG Blockers
Toxic
Daphnia Maga
6.250
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
Toxic
T. Pyriformis
-19357084.650
Rat (Acute)
3.970
Rat (Chronic Oral)
1.870
Fathead Minnow
24435.460
Respiratory Disease
Toxic
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Toxic
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Toxic

General Properties

Boiling Point
2174588.740
Hydration Free Energy
-2.920
Log(D) at pH=7.4
5.160
Log(P)
4.32
Log S
-4.57
Log(Vapor Pressure)
-71506.31
Melting Point
314.27
pKa Acid
-467.11
pKa Basic
9.16
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.9076
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.9076
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8101
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8101
Seminal ribonuclease P00669 RNS_BOVIN Bos taurus 3 0.8096
Seminal ribonuclease P00669 RNS_BOVIN Bos taurus 3 0.8096
CCA-adding enzyme O28126 CCA_ARCFU Archaeoglobus fulgidus 2 0.7516
CCA-adding enzyme O28126 CCA_ARCFU Archaeoglobus fulgidus 2 0.7516
Tetracycline repressor protein class H P51561 TETR8_PASMD Pasteurella multocida 3 0.7464
Tetracycline repressor protein class H P51561 TETR8_PASMD Pasteurella multocida 3 0.7464
cAMP-dependent protein kinase type I-alpha regulatory subunit P00514 KAP0_BOVIN Bos taurus 2 0.7444
cAMP-dependent protein kinase type I-alpha regulatory subunit P00514 KAP0_BOVIN Bos taurus 2 0.7444
Insulin-degrading enzyme P14735 IDE_HUMAN Homo sapiens 2 0.7396
Insulin-degrading enzyme P14735 IDE_HUMAN Homo sapiens 2 0.7396
Endoplasmin P14625 ENPL_HUMAN Homo sapiens 3 0.7374
Endoplasmin P14625 ENPL_HUMAN Homo sapiens 3 0.7374
Glucan 1,3-beta-glucosidase P29717 EXG1_CANAL Candida albicans 2 0.7349
Glucan 1,3-beta-glucosidase P29717 EXG1_CANAL Candida albicans 2 0.7349
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7308
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7308
Annexin A5 P08758 ANXA5_HUMAN Homo sapiens 2 0.7174
Annexin A5 P08758 ANXA5_HUMAN Homo sapiens 2 0.7174
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 2 0.7151
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 2 0.7151
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 2 0.7137
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 2 0.7137
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7095
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7095
Nucleoside diphosphate kinase Q5UQL3 NDK_MIMIV Acanthamoeba polyphaga mimivirus 2 0.7065
Nucleoside diphosphate kinase Q5UQL3 NDK_MIMIV Acanthamoeba polyphaga mimivirus 2 0.7065
Polyribonucleotide nucleotidyltransferase A7ZS61 PNP_ECO24 Escherichia coli O139:H28 3 0.7060
Polyribonucleotide nucleotidyltransferase A7ZS61 PNP_ECO24 Escherichia coli O139:H28 3 0.7060
4,4'-diapophytoene synthase A9JQL9 CRTM_STAAU Staphylococcus aureus 3 0.7038
4,4'-diapophytoene synthase A9JQL9 CRTM_STAAU Staphylococcus aureus 3 0.7038

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