6-hydroxy-5-normethylbudmunchiamine K - Compound Card

6-hydroxy-5-normethylbudmunchiamine K

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6-hydroxy-5-normethylbudmunchiamine K

Structure
Zoomed Structure
  • Family: Leguminosae/Fabaceae
  • Kingdom: Plantae
  • Class: Alkaloid
    • Subclass: Spermine Alkaloid
Canonical Smiles CCCCCCCCCC(CCCCCC1NCCCN(C)CCCCN(CCCNC(=O)C1)C)O
InChI InChI=1S/C30H62N4O2/c1-4-5-6-7-8-9-12-19-29(35)20-13-10-11-18-28-27-30(36)32-22-17-26-34(3)24-15-14-23-33(2)25-16-21-31-28/h28-29,31,35H,4-27H2,1-3H3,(H,32,36)
InChIKey PNURFNPZVHXXPD-UHFFFAOYSA-N
Formula C30H62N4O2
HBA 5
HBD 3
MW 510.85
Rotatable Bonds 14
TPSA 67.84
LogP 5.34
Number Rings 1
Number Aromatic Rings 0
Heavy Atom Count 36
Formal Charge 0
Fraction CSP3 0.97
Exact Mass 510.49
Number of Lipinski Rule Violations 2
# Species Family Kingdom NCBI Taxonomy ID
1 Albizia schimperiana Leguminosae/Fabaceae Plantae 210371

Showing of synonyms

  • Samoylenko V, Jacob MR, et al. (2009). Antimicrobial, antiparasitic and cytotoxic spermine alkaloids from Albizia schimperiana.. Natural Product Communications,2009,4(6),791-796. [View] [PubMed]
Pubchem: 44566832

No compound-protein relationship available.

Structure

SMILES: O=C1CCNCCCNCCCCNCCCN1

Level: 0

Mol. Weight: 256.39 g/mol

Antimalarial
Antimicrobial

Absorption

Caco-2 (logPapp)
-5.52
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-5.17
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
-2.66

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.74
Plasma Protein Binding
29.37
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
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
3.04
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-1.3
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.41
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
7.22
Micronucleos
Safe
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
-313.12
Rat (Acute)
2.7
Rat (Chronic Oral)
2.32
Fathead Minnow
4.09
Respiratory Disease
Toxic
Skin Sensitisation
Toxic
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
502.37
Hydration Free Energy
-3.12
Log(D) at pH=7.4
3.01
Log(P)
4.04
Log S
-2.64
Log(Vapor Pressure)
-9.83
Melting Point
94.61
pKa Acid
8.7
pKa Basic
7.84
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
S-adenosylmethionine decarboxylase proenzyme P17707 DCAM_HUMAN Homo sapiens 3 0.9605
S-adenosylmethionine decarboxylase proenzyme P17707 DCAM_HUMAN Homo sapiens 3 0.9605
ADP-ribosylation factor 1 P84077 ARF1_HUMAN Homo sapiens 2 0.8704
ADP-ribosylation factor 1 P84077 ARF1_HUMAN Homo sapiens 2 0.8704
Actin, alpha skeletal muscle P68135 ACTS_RABIT Oryctolagus cuniculus 3 0.8692
Actin, alpha skeletal muscle P68135 ACTS_RABIT Oryctolagus cuniculus 3 0.8692
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.8510
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.8510
Aldos-2-ulose dehydratase P84193 AUD_PHACH Phanerodontia chrysosporium 3 0.8473
Aldos-2-ulose dehydratase P84193 AUD_PHACH Phanerodontia chrysosporium 3 0.8473
Regucalcin Q64374 RGN_MOUSE Mus musculus 3 0.8363
Regucalcin Q64374 RGN_MOUSE Mus musculus 3 0.8363
Iota toxin component Ia Q46220 Q46220_CLOPF Clostridium perfringens 3 0.8039
Iota toxin component Ia Q46220 Q46220_CLOPF Clostridium perfringens 3 0.8039
Glucosidase II subunit alpha Q9STC1 Q9STC1_GRALE Gracilariopsis lemaneiformis 3 0.7996
Glucosidase II subunit alpha Q9STC1 Q9STC1_GRALE Gracilariopsis lemaneiformis 3 0.7996
Actin, alpha skeletal muscle P68135 ACTS_RABIT Oryctolagus cuniculus 3 0.7971
Actin, alpha skeletal muscle P68135 ACTS_RABIT Oryctolagus cuniculus 3 0.7971
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 3 0.7879
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 3 0.7879
Nitric oxide synthase 1 P29476 NOS1_RAT Rattus norvegicus 3 0.7619
Nitric oxide synthase 1 P29476 NOS1_RAT Rattus norvegicus 3 0.7619
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7606
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7606
Succinate dehydrogenase [ubiquinone] flavoprotein subunit, mitochondrial Q0QF01 SDHA_PIG Sus scrofa 2 0.7602
Succinate dehydrogenase [ubiquinone] flavoprotein subunit, mitochondrial Q0QF01 SDHA_PIG Sus scrofa 2 0.7602
ADP-ribosylation factor 1 P84080 ARF1_BOVIN Bos taurus 2 0.7487
ADP-ribosylation factor 1 P84080 ARF1_BOVIN Bos taurus 2 0.7487
Aldos-2-ulose dehydratase P84193 AUD_PHACH Phanerodontia chrysosporium 3 0.7454
Aldos-2-ulose dehydratase P84193 AUD_PHACH Phanerodontia chrysosporium 3 0.7454
Methionine aminopeptidase 1 P53582 MAP11_HUMAN Homo sapiens 2 0.7351
Methionine aminopeptidase 1 P53582 MAP11_HUMAN Homo sapiens 2 0.7351
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7338
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7338
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7323
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7323
TamL D3Y1I2 D3Y1I2_9ACTN Streptomyces sp. 307-9 2 0.7275
TamL D3Y1I2 D3Y1I2_9ACTN Streptomyces sp. 307-9 2 0.7275
11-beta-hydroxysteroid dehydrogenase 1 P28845 DHI1_HUMAN Homo sapiens 2 0.7265
11-beta-hydroxysteroid dehydrogenase 1 P28845 DHI1_HUMAN Homo sapiens 2 0.7265
Lactose operon repressor P03023 LACI_ECOLI Escherichia coli 3 0.7265
Lactose operon repressor P03023 LACI_ECOLI Escherichia coli 3 0.7265
Abscisic acid receptor PYL2 O80992 PYL2_ARATH Arabidopsis thaliana 2 0.7257
Abscisic acid receptor PYL2 O80992 PYL2_ARATH Arabidopsis thaliana 2 0.7257
Methionine aminopeptidase 2 P9WK19 MAP12_MYCTU Mycobacterium tuberculosis 2 0.7253
Methionine aminopeptidase 2 P9WK19 MAP12_MYCTU Mycobacterium tuberculosis 2 0.7253
Abscisic acid receptor PYL9 Q84MC7 PYL9_ARATH Arabidopsis thaliana 2 0.7246
Abscisic acid receptor PYL9 Q84MC7 PYL9_ARATH Arabidopsis thaliana 2 0.7246
Procathepsin L P07711 CATL1_HUMAN Homo sapiens 4 0.7228
Procathepsin L P07711 CATL1_HUMAN Homo sapiens 4 0.7228
Phosphotriesterase Q5KZU5 Q5KZU5_GEOKA Geobacillus kaustophilus 2 0.7226
Phosphotriesterase Q5KZU5 Q5KZU5_GEOKA Geobacillus kaustophilus 2 0.7226
Avidin P02701 AVID_CHICK Gallus gallus 2 0.7205
Avidin P02701 AVID_CHICK Gallus gallus 2 0.7205
4,5:9,10-diseco-3-hydroxy-5,9,17-trioxoandrosta-1(10),2-diene-4-oate hydrolase P9WNH5 HSAD_MYCTU Mycobacterium tuberculosis 2 0.7178
4,5:9,10-diseco-3-hydroxy-5,9,17-trioxoandrosta-1(10),2-diene-4-oate hydrolase P9WNH5 HSAD_MYCTU Mycobacterium tuberculosis 2 0.7178
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 2 0.7150
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 2 0.7150
3-alpha-(or 20-beta)-hydroxysteroid dehydrogenase P19992 HSD_STREX Streptomyces exfoliatus 2 0.7146
3-alpha-(or 20-beta)-hydroxysteroid dehydrogenase P19992 HSD_STREX Streptomyces exfoliatus 2 0.7146
Muconolactone Delta-isomerase Q8G9L0 Q8G9L0_RHOOP Rhodococcus opacus 2 0.7136
Muconolactone Delta-isomerase Q8G9L0 Q8G9L0_RHOOP Rhodococcus opacus 2 0.7136
Chorismate mutase AroH P19080 AROH_BACSU Bacillus subtilis 2 0.7130
Chorismate mutase AroH P19080 AROH_BACSU Bacillus subtilis 2 0.7130
Vitamin D-binding protein P02774 VTDB_HUMAN Homo sapiens 2 0.7126
Vitamin D-binding protein P02774 VTDB_HUMAN Homo sapiens 2 0.7126
Nuclear receptor subfamily 5 group A member 2 O00482 NR5A2_HUMAN Homo sapiens 3 0.7092
Nuclear receptor subfamily 5 group A member 2 O00482 NR5A2_HUMAN Homo sapiens 3 0.7092
Cytochrome P450 Q93H81 Q93H81_STRAX Streptomyces avermitilis 2 0.7054
Cytochrome P450 Q93H81 Q93H81_STRAX Streptomyces avermitilis 2 0.7054
Nitric oxide synthase 1 P29476 NOS1_RAT Rattus norvegicus 3 0.7045
Nitric oxide synthase 1 P29476 NOS1_RAT Rattus norvegicus 3 0.7045
Quorum-sensing transcriptional activator Q8XBD0 Q8XBD0_ECO57 Escherichia coli O157:H7 2 0.7031
Quorum-sensing transcriptional activator Q8XBD0 Q8XBD0_ECO57 Escherichia coli O157:H7 2 0.7031
Iota toxin component Ia Q46220 Q46220_CLOPF Clostridium perfringens 3 0.7023
Iota toxin component Ia Q46220 Q46220_CLOPF Clostridium perfringens 3 0.7023
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 2 0.7007
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 2 0.7007

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