6-hydroxybudmunchiamine K - Compound Card

6-hydroxybudmunchiamine K

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6-hydroxybudmunchiamine K

Structure
Zoomed Structure
  • Family: Plantae - Leguminosae/Fabaceae
  • Kingdom: Plantae
  • Class: Alkaloid
    • Subclass: Spermine Alkaloid
Canonical Smiles CCCCCCCCCC(CCCCCC1CC(=O)NCCCN(C)CCCCN(CCCN1C)C)O
InChI InChI=1S/C31H64N4O2/c1-5-6-7-8-9-10-13-20-30(36)21-14-11-12-19-29-28-31(37)32-22-17-25-33(2)23-15-16-24-34(3)26-18-27-35(29)4/h29-30,36H,5-28H2,1-4H3,(H,32,37)
InChIKey SRKLXMKWGYYXOG-UHFFFAOYSA-N
Formula C31H64N4O2
HBA 5
HBD 2
MW 524.88
Rotatable Bonds 14
TPSA 59.05
LogP 5.68
Number Rings 1
Number Aromatic Rings 0
Heavy Atom Count 37
Formal Charge 0
Fraction CSP3 0.97
Exact Mass 524.5
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: 10625913

No compound-protein relationship available.

Structure

SMILES: O=C1CCNCCCNCCCCNCCCN1

Level: 0

Mol. Weight: 524.88 g/mol

Antimalarial
Antimicrobial

Absorption

Caco-2 (logPapp)
-5.37
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-5.15
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
-2.55

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.7
Plasma Protein Binding
26.75
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
3.24
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-1.33
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.53
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
7.43
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
-470.49
Rat (Acute)
2.77
Rat (Chronic Oral)
2.28
Fathead Minnow
4.47
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
492.51
Hydration Free Energy
-3.19
Log(D) at pH=7.4
3.12
Log(P)
4.56
Log S
-2.62
Log(Vapor Pressure)
-9.66
Melting Point
83.07
pKa Acid
8.31
pKa Basic
7.76
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 0.9343
S-adenosylmethionine decarboxylase proenzyme P17707 DCAM_HUMAN Homo sapiens 3 0.9343
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.8993
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.8993
Aldos-2-ulose dehydratase P84193 AUD_PHACH Phanerodontia chrysosporium 3 0.8754
Aldos-2-ulose dehydratase P84193 AUD_PHACH Phanerodontia chrysosporium 3 0.8754
Iota toxin component Ia Q46220 Q46220_CLOPF Clostridium perfringens 3 0.8446
Iota toxin component Ia Q46220 Q46220_CLOPF Clostridium perfringens 3 0.8446
Peptidoglycan recognition protein 1 Q9GK12 PGRP1_CAMDR Camelus dromedarius 3 0.8428
Peptidoglycan recognition protein 1 Q9GK12 PGRP1_CAMDR Camelus dromedarius 3 0.8428
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 3 0.8373
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 3 0.8373
Regucalcin Q64374 RGN_MOUSE Mus musculus 3 0.8049
Regucalcin Q64374 RGN_MOUSE Mus musculus 3 0.8049
Beta-glucosidase 1 P48825 BGL1_ASPAC Aspergillus aculeatus 3 0.7981
Beta-glucosidase 1 P48825 BGL1_ASPAC Aspergillus aculeatus 3 0.7981
Actin, alpha skeletal muscle P68135 ACTS_RABIT Oryctolagus cuniculus 3 0.7972
Actin, alpha skeletal muscle P68135 ACTS_RABIT Oryctolagus cuniculus 3 0.7972
Actin, alpha skeletal muscle P68135 ACTS_RABIT Oryctolagus cuniculus 3 0.7856
Actin, alpha skeletal muscle P68135 ACTS_RABIT Oryctolagus cuniculus 3 0.7856
Oleandomycin glycosyltransferase Q53685 OLED_STRAT Streptomyces antibioticus 2 0.7850
Oleandomycin glycosyltransferase Q53685 OLED_STRAT Streptomyces antibioticus 2 0.7850
Actin, alpha skeletal muscle P68135 ACTS_RABIT Oryctolagus cuniculus 3 0.7821
Actin, alpha skeletal muscle P68135 ACTS_RABIT Oryctolagus cuniculus 3 0.7821
Phenolphthiocerol/phthiocerol polyketide synthase subunit C P96202 PPSC_MYCTU Mycobacterium tuberculosis 3 0.7680
Phenolphthiocerol/phthiocerol polyketide synthase subunit C P96202 PPSC_MYCTU Mycobacterium tuberculosis 3 0.7680
Succinate dehydrogenase [ubiquinone] flavoprotein subunit, mitochondrial Q0QF01 SDHA_PIG Sus scrofa 2 0.7620
Succinate dehydrogenase [ubiquinone] flavoprotein subunit, mitochondrial Q0QF01 SDHA_PIG Sus scrofa 2 0.7620
Histamine N-methyltransferase P50135 HNMT_HUMAN Homo sapiens 3 0.7568
Histamine N-methyltransferase P50135 HNMT_HUMAN Homo sapiens 3 0.7568
Streptavidin P22629 SAV_STRAV Streptomyces avidinii 3 0.7404
Streptavidin P22629 SAV_STRAV Streptomyces avidinii 3 0.7404
Methionine aminopeptidase 1 P53582 MAP11_HUMAN Homo sapiens 2 0.7345
Methionine aminopeptidase 1 P53582 MAP11_HUMAN Homo sapiens 2 0.7345
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7329
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7329
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7300
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7300
TamL D3Y1I2 D3Y1I2_9ACTN Streptomyces sp. 307-9 2 0.7294
TamL D3Y1I2 D3Y1I2_9ACTN Streptomyces sp. 307-9 2 0.7294
11-beta-hydroxysteroid dehydrogenase 1 P28845 DHI1_HUMAN Homo sapiens 2 0.7254
11-beta-hydroxysteroid dehydrogenase 1 P28845 DHI1_HUMAN Homo sapiens 2 0.7254
Beta-galactosidase P00722 BGAL_ECOLI Escherichia coli 3 0.7232
Beta-galactosidase P00722 BGAL_ECOLI Escherichia coli 3 0.7232
Phosphotriesterase Q5KZU5 Q5KZU5_GEOKA Geobacillus kaustophilus 2 0.7231
Phosphotriesterase Q5KZU5 Q5KZU5_GEOKA Geobacillus kaustophilus 2 0.7231
Nuclear receptor subfamily 5 group A member 2 O00482 NR5A2_HUMAN Homo sapiens 3 0.7189
Nuclear receptor subfamily 5 group A member 2 O00482 NR5A2_HUMAN Homo sapiens 3 0.7189
4,5:9,10-diseco-3-hydroxy-5,9,17-trioxoandrosta-1(10),2-diene-4-oate hydrolase P9WNH5 HSAD_MYCTU Mycobacterium tuberculosis 2 0.7173
4,5:9,10-diseco-3-hydroxy-5,9,17-trioxoandrosta-1(10),2-diene-4-oate hydrolase P9WNH5 HSAD_MYCTU Mycobacterium tuberculosis 2 0.7173
Methionine aminopeptidase 2 P9WK19 MAP12_MYCTU Mycobacterium tuberculosis 2 0.7150
Methionine aminopeptidase 2 P9WK19 MAP12_MYCTU Mycobacterium tuberculosis 2 0.7150
Beta-glucosidase 1A Q25BW5 BGL1A_PHACH Phanerodontia chrysosporium 3 0.7142
Beta-glucosidase 1A Q25BW5 BGL1A_PHACH Phanerodontia chrysosporium 3 0.7142
Laminarinase Q9WXN1 Q9WXN1_THEMA Thermotoga maritima 3 0.7141
Laminarinase Q9WXN1 Q9WXN1_THEMA Thermotoga maritima 3 0.7141
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7125
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7125
Sodium/potassium-transporting ATPase subunit alpha Q4H132 Q4H132_SQUAC Squalus acanthias 2 0.7090
Sodium/potassium-transporting ATPase subunit alpha Q4H132 Q4H132_SQUAC Squalus acanthias 2 0.7090
Nitric oxide synthase 1 P29476 NOS1_RAT Rattus norvegicus 3 0.7060
Nitric oxide synthase 1 P29476 NOS1_RAT Rattus norvegicus 3 0.7060
Actin, alpha skeletal muscle P68135 ACTS_RABIT Oryctolagus cuniculus 3 0.7042
Actin, alpha skeletal muscle P68135 ACTS_RABIT Oryctolagus cuniculus 3 0.7042
Abscisic acid receptor PYL9 Q84MC7 PYL9_ARATH Arabidopsis thaliana 2 0.7034
Abscisic acid receptor PYL9 Q84MC7 PYL9_ARATH Arabidopsis thaliana 2 0.7034
Cytochrome P450 Q93H81 Q93H81_STRAX Streptomyces avermitilis 2 0.7027
Cytochrome P450 Q93H81 Q93H81_STRAX Streptomyces avermitilis 2 0.7027

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