Strychnogucine C - Compound Card

Strychnogucine C

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Strychnogucine C

Structure
Zoomed Structure
  • Family: Loganiaceae
  • Kingdom: Plantae
  • Class: Alkaloid
    • Subclass: Bisindole Alkaloid
Canonical Smiles C/C=C\1/CN2[C@H](C[C@@]34[C@@H]2C[C@@H]1C1C=CC(=O)N([C@H]31)c1c4cccc1)[C@H]1[C@@H]2OCC=C3[C@H]4[C@@H]2[C@@H]2N(C1=O)c1ccccc1[C@@]12[C@H](C4)N(C3)CC1
InChI InChI=1S/C42H42N4O3/c1-2-22-21-44-31(19-42-28-8-4-5-9-29(28)45-34(47)12-11-24(38(42)45)25(22)17-33(42)44)36-37-35-26-18-32-41(14-15-43(32)20-23(26)13-16-49-37)27-7-3-6-10-30(27)46(39(35)41)40(36)48/h2-13,24-26,31-33,35-39H,14-21H2,1H3/b22-2-/t24?,25-,26-,31+,32-,33-,35-,36-,37+,38-,39-,41+,42+/m0/s1
InChIKey LYRBFJCNZKRZPT-SGGJILAYSA-N
Formula C42H42N4O3
HBA 5
HBD 0
MW 650.82
Rotatable Bonds 1
TPSA 56.33
LogP 4.58
Number Rings 13
Number Aromatic Rings 2
Heavy Atom Count 49
Formal Charge 0
Fraction CSP3 0.52
Exact Mass 650.33
Number of Lipinski Rule Violations 1
# Species Family Kingdom NCBI Taxonomy ID
1 Strychnos icaja Loganiaceae Plantae 1040889
2 Strychnos icaja Loganiaceae Plantae 1040889

Showing of synonyms

  • Tchinda A, Tamze V, et al. (2012). Alkaloids from the stem bark of Strychnos icaja. Phytochemistry Letters, 2012, 5(1), 108-113. [View]
  • Philippe G, De Mol P, et al. (2003). Indolomonoterpenic alkaloids from Strychnos icaja roots.. Phytochemistry,2003, 62(4), 623-629. [View] [PubMed]
Pubchem: 134716698
Chebi: 141954

No compound-protein relationship available.

Structure

SMILES: c1cccc(c1C234)N5C2C(C=CC5=O)C6C(=C)CN(C3C6)C(C4)C(C7=O)C8OCC=C(CN(C9C1)CC2)C1C8C1N7c(c3C129)cccc3

Level: 1

Mol. Weight: 636.8 g/mol

Structure

SMILES: c1cccc(c1C234)N5C2C6C7C(CN(C3C7)CC4)=CCOC6CC5=O

Level: 0

Mol. Weight: 334.42 g/mol

Structure

SMILES: C1CN(C2C3)CC(=C)C3C(C=CC4=O)C5N4c(c6C125)cccc6

Level: 0

Mol. Weight: 304.39 g/mol

Anti-plasmodial

Absorption

Caco-2 (logPapp)
-5.59
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
16.05
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
2778.22

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.81
Plasma Protein Binding
89.69
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
7.53
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-70.19
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-1.16
Liver Injury II
Toxic
hERG Blockers
Toxic
Daphnia Maga
6.38
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
-5043934.62
Rat (Acute)
3.97
Rat (Chronic Oral)
2.03
Fathead Minnow
6368.89
Respiratory Disease
Toxic
Skin Sensitisation
Safe
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
564956.08
Hydration Free Energy
-2.92
Log(D) at pH=7.4
4.11
Log(P)
3.75
Log S
-5.24
Log(Vapor Pressure)
-18495.65
Melting Point
419.78
pKa Acid
-94.13
pKa Basic
6.55
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8524
Antitumor antibiotic C-1027 apoprotein Q06110 CAGA_STRGL Streptomyces globisporus 2 0.7789
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 3 0.7754
Protease O38896 O38896_9HIV1 Human immunodeficiency virus 1 2 0.7636
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 3 0.7523
Retinol-binding protein 2 P50120 RET2_HUMAN Homo sapiens 3 0.7452
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7444
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 3 0.7435
Insulin-degrading enzyme P14735 IDE_HUMAN Homo sapiens 2 0.7338
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 2 0.7309
Orf1a polyprotein Q692E5 Q692E5_CVHSA SARS coronavirus TJF 3 0.7259
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7251
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 2 0.7193
L-lactate dehydrogenase A chain P04642 LDHA_RAT Rattus norvegicus 2 0.7187
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 3 0.7183
Adenylate cyclase type 5 P30803 ADCY5_CANLF Canis lupus familiaris 3 0.7150
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7075
Ribonuclease 4 P15468 RNAS4_PIG Sus scrofa 2 0.7072
L-lactate dehydrogenase A chain P13491 LDHA_RABIT Oryctolagus cuniculus 2 0.7068
Kynurenine/alpha-aminoadipate aminotransferase, mitochondrial Q8N5Z0 AADAT_HUMAN Homo sapiens 2 0.7059
Flavoredoxin Q72HI0 Q72HI0_THET2 Thermus thermophilus 2 0.7053
Bifunctional protein GlmU P43889 GLMU_HAEIN Haemophilus influenzae 3 0.7035
Integrin alpha-L P20701 ITAL_HUMAN Homo sapiens 3 0.7016

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