Hydroxysmirnovine - Compound Card

Hydroxysmirnovine

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Hydroxysmirnovine

Structure
Zoomed Structure
  • Family: Plantae - Leguminosae/Fabaceae
  • Kingdom: Plantae
  • Class: Alkaloid
    • Subclass: Guanidine Alkaloid
Canonical Smiles OC/C(=C/CN(C(=N)N)CCCCNC(=O)C)/C
InChI InChI=1S/C12H24N4O2/c1-10(9-17)5-8-16(12(13)14)7-4-3-6-15-11(2)18/h5,17H,3-4,6-9H2,1-2H3,(H3,13,14)(H,15,18)/b10-5+
InChIKey NNUOUKPPTMCFQE-BJMVGYQFSA-N
Formula C12H24N4O2
HBA 3
HBD 4
MW 256.35
Rotatable Bonds 8
TPSA 102.44
LogP 0.04
Number Rings 0
Number Aromatic Rings 0
Heavy Atom Count 18
Formal Charge 0
Fraction CSP3 0.67
Exact Mass 256.19
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Galega lindblomi Leguminosae/Fabaceae Plantae —

Showing of synonyms

  • Susag L, Mathenge S, et al. (2003). The alkaloids of two species of Afrogalega.. Biochemical systematics and ecology,2003,31(6),645-647. [View] [PubMed]
Pubchem: 101050484
Nmrshiftdb2: 70017552

No compound-protein relationship available.

No scaffolds available.

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.9
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-5.060
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
-0.45

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.280
Plasma Protein Binding
1.84
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
6.230
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Safe
Bioconcentration Factor
-1.400
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.940
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
8.680
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
-2.160
Rat (Acute)
2.440
Rat (Chronic Oral)
1.870
Fathead Minnow
4.100
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
385.080
Hydration Free Energy
-7.100
Log(D) at pH=7.4
-1.840
Log(P)
-1.22
Log S
0.47
Log(Vapor Pressure)
-8.92
Melting Point
52.17
pKa Acid
8.14
pKa Basic
8.8
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Regucalcin Q64374 RGN_MOUSE Mus musculus 3 0.9970
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.9236
Cyclomaltodextrin glucanotransferase P05618 CDGT_BACS0 Bacillus sp 3 0.8992
S-adenosylmethionine decarboxylase proenzyme P17707 DCAM_HUMAN Homo sapiens 3 0.8983
Prolyl tripeptidyl peptidase Q7MUW6 PTP_PORGI Porphyromonas gingivalis 3 0.8963
Cytochrome P450 monooxygenase PikC O87605 PIKC_STRVZ Streptomyces venezuelae 3 0.8921
Cytochrome P450 Q93H81 Q93H81_STRAX Streptomyces avermitilis 3 0.8651
Nuclear receptor subfamily 5 group A member 2 O00482 NR5A2_HUMAN Homo sapiens 4 0.8361
Methionine aminopeptidase 1 P53582 MAP11_HUMAN Homo sapiens 3 0.8348
ADP-ribosylation factor 1 P84077 ARF1_HUMAN Homo sapiens 2 0.8277
1,4-alpha-glucan branching enzyme GlgB A7ZSW5 GLGB_ECO24 Escherichia coli O139:H28 3 0.8183
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 3 0.8121
Lactose operon repressor P03023 LACI_ECOLI Escherichia coli 3 0.7959
Carbonic anhydrase 1 P00915 CAH1_HUMAN Homo sapiens 3 0.7905
Aldos-2-ulose dehydratase P84193 AUD_PHACH Phanerodontia chrysosporium 3 0.7797
Mitomycin biosynthesis 6-O-methyltransferase Q9X5T6 MMCR_STRLA Streptomyces lavendulae 3 0.7778
Streptavidin P22629 SAV_STRAV Streptomyces avidinii 3 0.7458
Chorismate mutase AroH P19080 AROH_BACSU Bacillus subtilis 2 0.7360
Ferric enterobactin-binding periplasmic protein FepB P0AEL6 FEPB_ECOLI Escherichia coli 3 0.7287
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7266
N-alpha-acetyltransferase 50 Q9GZZ1 NAA50_HUMAN Homo sapiens 3 0.7251
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7228
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 2 0.7219
Actin, alpha skeletal muscle P68135 ACTS_RABIT Oryctolagus cuniculus 3 0.7191
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 2 0.7173
Phenylalanine-4-hydroxylase P00439 PH4H_HUMAN Homo sapiens 3 0.7145
Deacetoxycephalosporin C synthase P18548 CEFE_STRCL Streptomyces clavuligerus 2 0.7086
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 2 0.7084
Nitric oxide synthase 1 P29476 NOS1_RAT Rattus norvegicus 3 0.7082
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7062
Avidin P02701 AVID_CHICK Gallus gallus 2 0.7049
Tachylectin-2 Q27084 TAL2_TACTR Tachypleus tridentatus 3 0.7046
Periplasmic pH-dependent serine endoprotease DegQ P39099 DEGQ_ECOLI Escherichia coli 3 0.7042
Vitamin D-binding protein P02774 VTDB_HUMAN Homo sapiens 2 0.7040
Small heat shock protein StHsp14.0 Q970D9 Q970D9_SULTO Sulfurisphaera tokodaii 3 0.7025

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