Strychnohexamine - Compound Card

Strychnohexamine

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Strychnohexamine

Structure
Zoomed Structure
  • Family: Plantae - Loganiaceae
  • Kingdom: Plantae
  • Class: Alkaloid
    • Subclass: Trisindole Alkaloid
Canonical Smiles C/C=C\1/CN2[C@H](C[C@@]34[C@@H]2C[C@@H]1C1=CN2c5ccccc5[C@]56[C@@H]2C(=CN([C@H]31)c1c4cccc1)[C@H]1C[C@@H]6N(CC5)C/C/1=C/C)C1=C[C@H]2[C@H]3C[C@H]4[C@@]5([C@H]2N(C1=O)c1ccccc51)CCN4C/C/3=C/C
InChI InChI=1S/C59H60N6O/c1-4-33-28-61-22-20-58-45-15-9-12-18-48(45)65-55(58)39(36(33)24-51(58)61)23-40(56(65)66)49-27-59-44-14-8-11-17-47(44)64-31-41-37-25-50-57(19-21-60(50)29-34(37)5-2)43-13-7-10-16-46(43)63(53(41)57)32-42(54(59)64)38-26-52(59)62(49)30-35(38)6-3/h4-18,23,31-32,36-39,49-55H,19-22,24-30H2,1-3H3/b33-4-,34-5-,35-6-,41-31?,42-32?/t36-,37-,38-,39-,49+,50-,51-,52-,53-,54-,55-,57+,58+,59+/m0/s1
InChIKey DXTTUINJHHYHFN-OQIQMNEZSA-N
Formula C59H60N6O
HBA 6
HBD 0
MW 869.17
Rotatable Bonds 1
TPSA 36.51
LogP 8.76
Number Rings 17
Number Aromatic Rings 3
Heavy Atom Count 66
Formal Charge 0
Fraction CSP3 0.47
Exact Mass 868.48
Number of Lipinski Rule Violations 2
# 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: 11072950
Chebi: 141955

No compound-protein relationship available.

No scaffolds available.

Anti-plasmodial

Absorption

Caco-2 (logPapp)
-5.52
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
202275.93
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
26435811.99

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
2.09
Plasma Protein Binding
94.62
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
Non-Substrate
CYP 2C9 Inhibitor
Non-Inhibitor
CYP 2C9 Substrate
Non-Substrate
CYP 2D6 Inhibitor
Non-Inhibitor
CYP 2D6 Substrate
Substrate
CYP 3A4 Inhibitor
Non-Inhibitor
CYP 3A4 Substrate
Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Inhibitor

Excretion

Clearance
8.55
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Toxic
Bee
Safe
Bioconcentration Factor
-614841.65
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-1.14
Liver Injury II
Safe
hERG Blockers
Toxic
Daphnia Maga
4.05
Micronucleos
Toxic
NR-AhR
Safe
NR-AR
Safe
NR-AR-LBD
Toxic
NR-Aromatase
Safe
NR-ER
Safe
NR-ER-LBD
Safe
NR-GR
Safe
NR-PPAR-gamma
Safe
NR-TR
Toxic
T. Pyriformis
-47979729415.25
Rat (Acute)
3.73
Rat (Chronic Oral)
104.76
Fathead Minnow
60564189.64
Respiratory Disease
Toxic
Skin Sensitisation
Safe
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Toxic

General Properties

Boiling Point
5396386716.06
Hydration Free Energy
-2.92
Log(D) at pH=7.4
-2981.08
Log(P)
7.1
Log S
-5.86
Log(Vapor Pressure)
-177700155.46
Melting Point
434.41
pKa Acid
-1294754.35
pKa Basic
-10385.17
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.9661
Insulin-degrading enzyme P14735 IDE_HUMAN Homo sapiens 3 0.8998
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 3 0.8579
Coagulation factor X P00742 FA10_HUMAN Homo sapiens 3 0.8249
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.8033
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7857
Protease O38896 O38896_9HIV1 Human immunodeficiency virus 1 2 0.7820
prolyl oligopeptidase Q9X6R4 Q9X6R4_AERCA Aeromonas caviae 2 0.7720
Acidic mammalian chitinase Q9BZP6 CHIA_HUMAN Homo sapiens 3 0.7571
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7540
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7508
Bifunctional epoxide hydrolase 2 P34913 HYES_HUMAN Homo sapiens 2 0.7464
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 2 0.7447
Cathepsin S P25774 CATS_HUMAN Homo sapiens 2 0.7423
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7406
Putative snRNP Sm-like protein Q8ZYG5 Q8ZYG5_PYRAE Pyrobaculum aerophilum 2 0.7399
Multidrug transporter MdfA P0AEY8 MDFA_ECOLI Escherichia coli 3 0.7387
17-beta-hydroxysteroid dehydrogenase 14 Q9BPX1 DHB14_HUMAN Homo sapiens 2 0.7354
Beta-elicitin cryptogein P15570 ELIB_PHYCR Phytophthora cryptogea 3 0.7305
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7296
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 3 0.7282
Protein ppBat Q8A8A4 Q8A8A4_BACTN Bacteroides thetaiotaomicron VPI-5482 2 0.7271
Nickel-binding periplasmic protein P33590 NIKA_ECOLI Escherichia coli 2 0.7231
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7154
Flavoredoxin Q72HI0 Q72HI0_THET2 Thermus thermophilus 2 0.7135
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7095
Diphtheria toxin P00588 DTX_CORBE Corynephage beta 2 0.7084
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7080
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7041
Retinol-binding protein 2 P06768 RET2_RAT Rattus norvegicus 3 0.7031
Histidinol dehydrogenase P06988 HISX_ECOLI Escherichia coli 2 0.7008

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