Epi-20'-voacarine - Compound Card

Epi-20'-voacarine

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Epi-20'-voacarine

Structure
Zoomed Structure
  • Family: Plantae - Apocynaceae
  • Kingdom: Plantae
  • Class: Alkaloid
    • Subclass: Indole Alkaloid
Canonical Smiles COC(=O)C1[C@@H]2Cc3c(C(C[C@@]1(C)/C(=C/C)/CN2C)c1cc2[nH]c4c(c2cc1OC)CCN1C2C4(CC(C1)C[C@@]2(C)[C@H](O)C)C(=O)OC)[nH]c1c3cccc1
InChI InChI=1S/C45H56N4O6/c1-9-26-23-48(5)35-17-31-27-12-10-11-13-33(27)46-38(31)32(21-44(26,4)37(35)40(51)54-7)30-16-34-29(18-36(30)53-6)28-14-15-49-22-25-19-43(3,24(2)50)41(49)45(20-25,39(28)47-34)42(52)55-8/h9-13,16,18,24-25,32,35,37,41,46-47,50H,14-15,17,19-23H2,1-8H3/b26-9+/t24-,25?,32?,35+,37?,41?,43+,44+,45?/m1/s1
InChIKey GTTVYJIKGDPWLL-FZBWDESQSA-N
Formula C45H56N4O6
HBA 8
HBD 3
MW 748.97
Rotatable Bonds 5
TPSA 120.12
LogP 6.24
Number Rings 10
Number Aromatic Rings 4
Heavy Atom Count 55
Formal Charge 0
Fraction CSP3 0.56
Exact Mass 748.42
Number of Lipinski Rule Violations 2
# Species Family Kingdom NCBI Taxonomy ID
1 Tabernaemontana brachyantha Apocynaceae Plantae 761053

Showing of synonyms

  • Patel Mb, Thompson LS, et al. (1973). Alcaldoïes de Tabernaemontana brachyantha. Phytochemistry, 1973, 12, 451-456. [View]

No compound-protein relationship available.

Structure

SMILES: c1cccc2[nH]c(c3c12)C(CC4C(=C)CNC(C4)C3)c(cc5)cc6[nH]c(c7c56)C8C9N(CC7)CC(C8)CC9

Level: 1

Mol. Weight: 748.97 g/mol

Structure

SMILES: c1cccc2[nH]c(c3c12)C4C5N(CC3)CC(C4)CC5

Level: 0

Mol. Weight: 748.97 g/mol

Structure

SMILES: C1C(C2)NCC(=C)C1CCc(c2c34)[nH]c3cccc4

Level: 0

Mol. Weight: 748.97 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.87
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
55.260
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
7992.68

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.140
Plasma Protein Binding
62.59
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Inhibitor
CYP 1A2 Inhibitor
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
Inhibitor
CYP 3A4 Substrate
Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Inhibitor

Excretion

Clearance
11.570
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Toxic
Bee
Toxic
Bioconcentration Factor
-190.270
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-1.620
Liver Injury II
Safe
hERG Blockers
Toxic
Daphnia Maga
5.260
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
Toxic
T. Pyriformis
-14504627.420
Rat (Acute)
2.900
Rat (Chronic Oral)
2.240
Fathead Minnow
18312.100
Respiratory Disease
Toxic
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
1627706.890
Hydration Free Energy
-2.920
Log(D) at pH=7.4
5.240
Log(P)
5.01
Log S
-5.48
Log(Vapor Pressure)
-53537.69
Melting Point
276.43
pKa Acid
-339.4
pKa Basic
6.04
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Polyribonucleotide nucleotidyltransferase A7ZS61 PNP_ECO24 Escherichia coli O139:H28 3 0.7809
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7509
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7462
Ferrichrome outer membrane transporter/phage receptor P06971 FHUA_ECOLI Escherichia coli 3 0.7394
Annexin A5 P08758 ANXA5_HUMAN Homo sapiens 3 0.7079

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