Owerreine - Compound Card

Owerreine

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Owerreine

Structure
Zoomed Structure
  • Family: Plantae - Apocynaceae
  • Kingdom: Plantae
  • Class: Alkaloid
Canonical Smiles COC(=O)C1=C2Nc3c([C@@]42[C@@H]2[C@@]5(C1)CCOC5[C@]1(CN2CC4)CC2=C4N(C1)c1c(OC)cccc1C14[C@@H]4[C@@]5(C2)CCOC5CCN4CC1)cccc3
InChI InChI=1S/C43H48N4O5/c1-49-30-9-5-7-28-32(30)47-24-39(20-25-21-40-13-18-51-31(40)10-15-45-16-12-43(28,34(25)47)36(40)45)23-46-17-11-42-27-6-3-4-8-29(27)44-33(42)26(35(48)50-2)22-41(37(42)46)14-19-52-38(39)41/h3-9,31,36-38,44H,10-24H2,1-2H3/t31?,36-,37-,38?,39-,40+,41-,42-,43?/m0/s1
InChIKey ZOHOIFNOQXLADO-SJTOIHLWSA-N
Formula C43H48N4O5
HBA 9
HBD 1
MW 700.88
Rotatable Bonds 2
TPSA 75.74
LogP 5.11
Number Rings 13
Number Aromatic Rings 2
Heavy Atom Count 52
Formal Charge 0
Fraction CSP3 0.6
Exact Mass 700.36
Number of Lipinski Rule Violations 2
# Species Family Kingdom NCBI Taxonomy ID
1 Hedranthera barteri Apocynaceae Plantae 141540

Showing of synonyms

  • Agwada V, Patel MB, et al. (1970). Die Alkaloide aus Hedranthera barteri (Hook. f.) Pichonl. 139. Mitteilung uber die Alkaloide. Helvetica Chimica Acta,1970,53(7),1567-1577. [View]
Pubchem: 162986658

No compound-protein relationship available.

Structure

SMILES: C1COC2CCN(CC3)C4C12CC(=C5N6c(c7C345)cccc7)CC8(C6)C9C1(CCO9)C2C3(CCN2C8)c2c(cccc2)NC3=CC1

Level: 0

Mol. Weight: 700.88 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.53
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
76.120
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
10663.56

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.280
Plasma Protein Binding
71.37
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
Inhibitor
CYP 3A4 Substrate
Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
5.960
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Toxic
Bee
Toxic
Bioconcentration Factor
-254.260
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-1.440
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
6.650
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
-19357084.650
Rat (Acute)
3.360
Rat (Chronic Oral)
1.910
Fathead Minnow
24435.950
Respiratory Disease
Toxic
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Toxic

General Properties

Boiling Point
2174457.390
Hydration Free Energy
-2.920
Log(D) at pH=7.4
4.950
Log(P)
4.35
Log S
-4.66
Log(Vapor Pressure)
-71510.14
Melting Point
308.26
pKa Acid
-467.58
pKa Basic
8.46
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Insulin-degrading enzyme P14735 IDE_HUMAN Homo sapiens 3 0.8871
Insulin-degrading enzyme P14735 IDE_HUMAN Homo sapiens 3 0.8871
Norsolorinic acid synthase Q12053 AFLC_ASPPU Aspergillus parasiticus 3 0.8797
Norsolorinic acid synthase Q12053 AFLC_ASPPU Aspergillus parasiticus 3 0.8797
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.8638
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.8638
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.8190
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.8190
Protein BRASSINOSTEROID INSENSITIVE 1 O22476 BRI1_ARATH Arabidopsis thaliana 4 0.8092
Protein BRASSINOSTEROID INSENSITIVE 1 O22476 BRI1_ARATH Arabidopsis thaliana 4 0.8092
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.8042
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.8042
Protein BRASSINOSTEROID INSENSITIVE 1 O22476 BRI1_ARATH Arabidopsis thaliana 4 0.8016
Protein BRASSINOSTEROID INSENSITIVE 1 O22476 BRI1_ARATH Arabidopsis thaliana 4 0.8016
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.7925
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.7925
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.7700
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.7700
Ferrichrome outer membrane transporter/phage receptor P06971 FHUA_ECOLI Escherichia coli 3 0.7685
Ferrichrome outer membrane transporter/phage receptor P06971 FHUA_ECOLI Escherichia coli 3 0.7685
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.7665
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.7665
Gag-Pol polyprotein P05896 POL_SIVM1 Simian immunodeficiency virus 3 0.7535
Gag-Pol polyprotein P05896 POL_SIVM1 Simian immunodeficiency virus 3 0.7535
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.7503
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.7503
cAMP-dependent protein kinase type I-alpha regulatory subunit P00514 KAP0_BOVIN Bos taurus 2 0.7439
cAMP-dependent protein kinase type I-alpha regulatory subunit P00514 KAP0_BOVIN Bos taurus 2 0.7439
Nickel-binding periplasmic protein P33590 NIKA_ECOLI Escherichia coli 2 0.7386
Nickel-binding periplasmic protein P33590 NIKA_ECOLI Escherichia coli 2 0.7386
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7341
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7341
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.7295
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.7295
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.7294
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.7294
Glutathione S-transferase P P09211 GSTP1_HUMAN Homo sapiens 2 0.7266
Glutathione S-transferase P P09211 GSTP1_HUMAN Homo sapiens 2 0.7266
Pantothenate kinase P9WPA7 COAA_MYCTU Mycobacterium tuberculosis 3 0.7252
Pantothenate kinase P9WPA7 COAA_MYCTU Mycobacterium tuberculosis 3 0.7252
Chymotrypsinogen A P00766 CTRA_BOVIN Bos taurus 3 0.7235
Chymotrypsinogen A P00766 CTRA_BOVIN Bos taurus 3 0.7235
Casein kinase II subunit alpha' P19784 CSK22_HUMAN Homo sapiens 3 0.7160
Casein kinase II subunit alpha' P19784 CSK22_HUMAN Homo sapiens 3 0.7160
Histone-lysine N-methyltransferase EHMT1 Q9H9B1 EHMT1_HUMAN Homo sapiens 3 0.7135
Histone-lysine N-methyltransferase EHMT1 Q9H9B1 EHMT1_HUMAN Homo sapiens 3 0.7135
Aminopeptidase N P15145 AMPN_PIG Sus scrofa 3 0.7078
Aminopeptidase N P15145 AMPN_PIG Sus scrofa 3 0.7078
Orotidine 5'-phosphate decarboxylase O58462 PYRF_PYRHO Pyrococcus horikoshii 3 0.7020
Orotidine 5'-phosphate decarboxylase O58462 PYRF_PYRHO Pyrococcus horikoshii 3 0.7020

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