Aspidofractinine - Compound Card

Aspidofractinine

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Aspidofractinine

Structure
Zoomed Structure
  • Family: Plantae - Apocynaceae
  • Kingdom: Plantae
  • Class: Alkaloid
    • Subclass: Indole Alkaloid
Canonical Smiles C1CN2CC[C@]34[C@@H]2C2(C1)CCC4(CC2)Nc1c3cccc1
InChI InChI=1S/C19H24N2/c1-2-5-15-14(4-1)19-11-13-21-12-3-6-17(16(19)21)7-9-18(19,20-15)10-8-17/h1-2,4-5,16,20H,3,6-13H2/t16-,17?,18?,19+/m0/s1
InChIKey BIBZWCCWSCCFBB-MKCYZYCBSA-N
Formula C19H24N2
HBA 2
HBD 1
MW 280.41
Rotatable Bonds 0
TPSA 15.27
LogP 3.53
Number Rings 7
Number Aromatic Rings 1
Heavy Atom Count 21
Formal Charge 0
Fraction CSP3 0.68
Exact Mass 280.19
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Pleiocarpa pycnantha Apocynaceae Plantae 1220085

Showing of synonyms

  • Ndongo JT, Mbing JN, et al. (2018). Carbazole-, aspidofractinine-, and aspidocarpamine-type alkaloids from Pleiocarpa pycnantha.. Journal of natural products,2018, 81(5), 1193-1202. [View] [PubMed]
Pubchem: 9548854
Chebi: 35918
Metabolights: MTBLC35918
CPRiL: 14441
Structure

SMILES: c1cccc2c1NC3(C245)CCC6(CC3)C4N(CC5)CCC6

Level: 0

Mol. Weight: 280.41 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.65
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.95
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
-2.63

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.44
Plasma Protein Binding
44.79
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
Inhibitor
CYP 2D6 Substrate
Substrate
CYP 3A4 Inhibitor
Non-Inhibitor
CYP 3A4 Substrate
Non-Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
15.46
Organic Cation Transporter 2
Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.57
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-0.94
Liver Injury II
Toxic
hERG Blockers
Toxic
Daphnia Maga
6.51
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
0.62
Rat (Acute)
3.47
Rat (Chronic Oral)
1.67
Fathead Minnow
3.95
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
386.63
Hydration Free Energy
-3.2
Log(D) at pH=7.4
2.66
Log(P)
3.41
Log S
-2.99
Log(Vapor Pressure)
-6.95
Melting Point
200.32
pKa Acid
13.86
pKa Basic
9.18
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Nitric oxide synthase 1 P29476 NOS1_RAT Rattus norvegicus 3 0.9755
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.9421
rRNA methylase Q8DSS3 Q8DSS3_STRMU Streptococcus mutans serotype c 2 0.8603
Class 10 plant pathogenesis-related protein 2B Q9LLQ2 P102B_LUPLU Lupinus luteus 2 0.8146
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 2 0.8140
Lactoperoxidase A0A452E9Y6 PERL_CAPHI Capra hircus 3 0.8031
Avidin P02701 AVID_CHICK Gallus gallus 2 0.7560
Cyclic GMP-AMP phosphodiesterase SMPDL3A Q92484 ASM3A_HUMAN Homo sapiens 2 0.7314
NADPH dehydrogenase 1 Q02899 OYE1_SACPS Saccharomyces pastorianus 2 0.7313
Purine nucleoside phosphorylase DeoD-type B1JL34 DEOD_YERPY Yersinia pseudotuberculosis serotype O:3 2 0.7284
Purine nucleoside phosphorylase DeoD-type P0ABP9 DEOD_ECO57 Escherichia coli O157:H7 2 0.7284
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 2 0.7281
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 2 0.7246
Holliday junction branch migration complex subunit RuvB Q9PMT7 RUVB_CAMJE Campylobacter jejuni subsp. jejuni serotype O:2 2 0.7241
Protocatechuate 3,4-dioxygenase beta chain P00437 PCXB_PSEPU Pseudomonas putida 2 0.7239
Prolyl tripeptidyl peptidase Q7MUW6 PTP_PORGI Porphyromonas gingivalis 2 0.7228
Poly [ADP-ribose] polymerase 1 P09874 PARP1_HUMAN Homo sapiens 2 0.7208
Feruloyl esterase A O42807 FAEA_ASPNG Aspergillus niger 2 0.7207
Short form salivary protein D7R4 Q7PNF2 Q9BIH3_ANOGA Anopheles gambiae 2 0.7206
High affinity transport system protein p37 Q49410 P37_MYCGE Mycoplasma genitalium 3 0.7194
Protocatechuate 3,4-dioxygenase beta chain P00437 PCXB_PSEPU Pseudomonas putida 2 0.7191
Disintegrin and metalloproteinase domain-containing protein 17 P78536 ADA17_HUMAN Homo sapiens 2 0.7181
Archaeal actin homolog Q9HKL4 ACTH_THEAC Thermoplasma acidophilum 2 0.7174
Genome polyprotein P27395 POLG_JAEV1 Japanese encephalitis virus 2 0.7161
Proline iminopeptidase O32449 PIP_SERMA Serratia marcescens 2 0.7159
Aminopeptidase N P15145 AMPN_PIG Sus scrofa 2 0.7149
Purine nucleoside phosphorylase DeoD-type P0ABP9 DEOD_ECO57 Escherichia coli O157:H7 2 0.7136
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 2 0.7129
Tryptophan--tRNA ligase, cytoplasmic Q12109 SYWC_YEAST Saccharomyces cerevisiae 3 0.7100
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7097
Kallikrein-4 Q9Y5K2 KLK4_HUMAN Homo sapiens 2 0.7095
Ribonuclease J Q72JJ7 RNJ_THET2 Thermus thermophilus 2 0.7093
SKP1-like protein 1A Q39255 SKP1A_ARATH Arabidopsis thaliana 2 0.7073
Pyruvate dehydrogenase E1 component subunit alpha P21873 ODPA_GEOSE Geobacillus stearothermophilus 3 0.7027
SKP1-like protein 1A Q39255 SKP1A_ARATH Arabidopsis thaliana 2 0.7019
cAMP-dependent protein kinase catalytic subunit alpha P05132 KAPCA_MOUSE Mus musculus 2 0.7017
NAD(P)H-hydrate epimerase Q8K4Z3 NNRE_MOUSE Mus musculus 2 0.7013
NAD-dependent protein deacetylase Q9WYW0 NPD_THEMA Thermotoga maritima 2 0.7006
Anthranilate phosphoribosyltransferase P50384 TRPD_SACS2 Saccharolobus solfataricus 2 0.7005

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