Select a section from the left sidebar
Pleiocarpamine
- Family: Plantae - Apocynaceae
- Kingdom: Plantae
-
Class: Alkaloid
- Subclass: Monoterpenoid Indole Alkaloid
| Canonical Smiles | COC(=O)[C@@H]1[C@H]2C[C@H]3c4n1c1ccccc1c4CCN3C/C/2=C/C |
|---|---|
| InChI | InChI=1S/C20H22N2O2/c1-3-12-11-21-9-8-14-13-6-4-5-7-16(13)22-18(14)17(21)10-15(12)19(22)20(23)24-2/h3-7,15,17,19H,8-11H2,1-2H3/b12-3-/t15-,17-,19-/m0/s1 |
| InChIKey | NTMOAQDHNZYZMZ-QWCNWJGKSA-N |
| Formula | C20H22N2O2 |
| HBA | 4 |
| HBD | 0 |
| MW | 322.41 |
| Rotatable Bonds | 1 |
| TPSA | 34.47 |
| LogP | 3.23 |
| Number Rings | 5 |
| Number Aromatic Rings | 2 |
| Heavy Atom Count | 24 |
| Formal Charge | 0 |
| Fraction CSP3 | 0.45 |
| Exact Mass | 322.17 |
| Number of Lipinski Rule Violations | 0 |
| # | Species | Family | Kingdom | NCBI Taxonomy ID |
|---|---|---|---|---|
| 1 | Pleiocarpa pycnantha | Apocynaceae | Plantae | 1220085 |
Showing of synonyms
Pleiocarpamine
6393-66-4
4J3PV95ANL
PLEOCARPAMINE
NSC-374523
(+)-PLEIOCARPAMINE
DTXSID80419616
Methyl (13E,14S,16S,18S)-13-ethylidene-1,11-diazapentacyclo[12.3.1.02,7.08,17.011,16]octadeca-2,4,6,8(17)-tetraene-18-carboxylate
2H-2,12-METHANOINDOLO(2,3-A)QUINOLIZINE-13-CARBOXYLIC ACID, 3-ETHYLIDENE-1,3,4,6,7,12B-HEXAHYDRO-, METHYL ESTER, (2S,3E,12BS,13S)-
1,16-Cyclocorynan-17-oic acid, 19,20-didehydro-, methyl ester, (16S,19E)-
Methyl (13E,14S,16S,18S)-13-ethylidene-1,11-diazapentacyclo(12.3.1.02,7.08,17.011,16)octadeca-2,4,6,8(17)-tetraene-18-carboxylate
Methyl (13Z,14S,16S,18R)-13-ethylidene-1,11-diazapentacyclo(12.3.1.0,.0,.0,)octadeca-2,4,6,8(17)-tetraene-18-carboxylic acid
Methyl (13Z,14S,16S,18R)-13-ethylidene-1,11-diazapentacyclo[12.3.1.0,.0,.0,]octadeca-2,4,6,8(17)-tetraene-18-carboxylic acid
DTXCID10370463
Ntmoaqdhnzyzmz-kgvsqertsa-n
UNII-4J3PV95ANL
NSC 374523
(16S,19E)-17-methoxy-17-oxo-19,20-didehydro-1,16-cyclocorynan
CHEMBL3338254
CHEBI:141939
NSC374523
Q15425259
Pubchem:
5385014
Cas:
6393-66-4
Gnps:
CCMSLIB00005885129
Chebi:
141939
Nmrshiftdb2:
60061902
Chembl:
CHEMBL3338254
Comptox:
DTXSID80419616
No compound-protein relationship available.
SMILES: C1CN(C2C3)CC(=C)C3Cn(c2c1c45)c4cccc5
Level: 0
Mol. Weight: 322.41 g/mol
No bioactivities available.
Absorption
- Caco-2 (logPapp)
- -4.84
- Human Oral Bioavailability 20%
- Bioavailable
- Human Intestinal Absorption
- Absorbed
- Madin-Darby Canine Kidney
- -4.670
- Human Oral Bioavailability 50%
- Non-Bioavailable
- P-Glycoprotein Inhibitor
- Non-Inhibitor
- P-Glycoprotein Substrate
- Substrate
- Skin Permeability
- -2.28
Distribution
- Blood-Brain Barrier (CNS)
- -
- Blood-Brain Barrier
- Penetrable
- Fraction Unbound (Human)
- 1.180
- Plasma Protein Binding
- 59.88
- 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
- Substrate
- CYP 2C9 Inhibitor
- Non-Inhibitor
- CYP 2C9 Substrate
- Substrate
- CYP 2D6 Inhibitor
- Non-Inhibitor
- CYP 2D6 Substrate
- Substrate
- CYP 3A4 Inhibitor
- Non-Inhibitor
- CYP 3A4 Substrate
- Substrate
- OATP1B1
- Non-Inhibitor
- OATP1B3
- Non-Inhibitor
Excretion
- Clearance
- 8.290
- Organic Cation Transporter 2
- Inhibitor
- Half-Life of Drug
- -
Toxicity
- AMES Mutagenesis
- Safe
- Avian
- Safe
- Bee
- Toxic
- Bioconcentration Factor
- 0.860
- Biodegradation
- Safe
- Carcinogenesis
- Safe
- Crustacean
- Toxic
- Liver Injury I (DILI)
- Safe
- Eye Corrosion
- Safe
- Eye Irritation
- Safe
- Maximum Tolerated Dose
- -0.200
- Liver Injury II
- Toxic
- hERG Blockers
- Toxic
- Daphnia Maga
- 5.950
- 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
- -1.460
- Rat (Acute)
- 2.810
- Rat (Chronic Oral)
- 1.810
- Fathead Minnow
- 4.530
- 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
- 428.340
- Hydration Free Energy
- -4.440
- Log(D) at pH=7.4
- 2.320
- Log(P)
- 3.04
- Log S
- -2.67
- Log(Vapor Pressure)
- -7.66
- Melting Point
- 180.56
- pKa Acid
- 10.29
- pKa Basic
- 7.16
| Protein Name | UniProt ID | Entry Name | Species | #Pharmacophore Points | Probability (0.7 ≤ Tversky Score ≤ 1.0) |
|---|---|---|---|---|---|
| Soluble acetylcholine receptor | Q8WSF8 | Q8WSF8_APLCA | Aplysia californica | 3 | 0.8460 |
| Steroid Delta-isomerase | P07445 | SDIS_PSEPU | Pseudomonas putida | 3 | 0.8079 |
| Beta-2 adrenergic receptor | P07550 | ADRB2_HUMAN | Homo sapiens | 3 | 0.7931 |
| Carbonic anhydrase 2 | P00918 | CAH2_HUMAN | Homo sapiens | 3 | 0.7753 |
| Ribosyldihydronicotinamide dehydrogenase [quinone] | P16083 | NQO2_HUMAN | Homo sapiens | 3 | 0.7284 |
| Steroid Delta-isomerase | P07445 | SDIS_PSEPU | Pseudomonas putida | 3 | 0.7278 |
| Mycinamicin III 3''-O-methyltransferase | Q49492 | MYCF_MICGR | Micromonospora griseorubida | 2 | 0.7272 |
| Liver carboxylesterase 1 | P23141 | EST1_HUMAN | Homo sapiens | 2 | 0.7162 |