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Jozimine A2
- Family: Plantae - Ancistrocladaceae
- Kingdom: Plantae
-
Class: Alkaloid
- Subclass: Naphthylisoquinoline Alkaloid
| Canonical Smiles | COc1cccc2c1c(O)c(c1c(C)cc3c(c1O)c(OC)ccc3c1ccc3c(c1O)[C@@H](C)N[C@@H](C3)C)c(c2c1ccc2c(c1O)[C@@H](C)N[C@@H](C2)C)C |
|---|---|
| InChI | InChI=1S/C46H48N2O6/c1-21-18-33-29(30-14-12-27-19-22(2)47-25(5)39(27)43(30)49)16-17-35(54-8)42(33)45(51)36(21)38-24(4)37(31-10-9-11-34(53-7)41(31)46(38)52)32-15-13-28-20-23(3)48-26(6)40(28)44(32)50/h9-18,22-23,25-26,47-52H,19-20H2,1-8H3/t22-,23-,25-,26-/m1/s1 |
| InChIKey | RSNCOQIHABHYPG-OQUNMALSSA-N |
| Formula | C46H48N2O6 |
| HBA | 8 |
| HBD | 6 |
| MW | 724.9 |
| Rotatable Bonds | 5 |
| TPSA | 123.44 |
| LogP | 9.64 |
| Number Rings | 8 |
| Number Aromatic Rings | 6 |
| Heavy Atom Count | 54 |
| Formal Charge | 0 |
| Fraction CSP3 | 0.3 |
| Exact Mass | 724.35 |
| Number of Lipinski Rule Violations | 3 |
| # | Species | Family | Kingdom | NCBI Taxonomy ID |
|---|---|---|---|---|
| 1 | Ancistrocladus ileboensis | Ancistrocladaceae | Plantae | 1367080 |
Showing of synonyms
Jozimine A2
CPRiL:
106983
SMILES: C1NCCc(c12)ccc(c2)-c3cc(cc(c34)cccc4)-c(cc5)cc(c56)cccc6-c(c7)ccc(c78)CCNC8
Level: 3
Mol. Weight: 724.9 g/mol
SMILES: c1cccc(c12)ccc(c2)-c(cc3)cc(c34)cccc4-c(c5)ccc(c56)CCNC6
Level: 2
Mol. Weight: 724.9 g/mol
SMILES: c1cccc(c12)ccc(c2)-c(cc(c34)cccc4)cc3-c(c5)ccc(c56)CCNC6
Level: 2
Mol. Weight: 724.9 g/mol
SMILES: c1cccc(c12)cccc2-c(c3)ccc(c34)CCNC4
Level: 1
Mol. Weight: 724.9 g/mol
SMILES: c1cccc(c12)ccc(c2)-c(c3)ccc(c34)cccc4
Level: 1
Mol. Weight: 724.9 g/mol
SMILES: C1CNCc(c12)cccc2
Level: 0
Mol. Weight: 724.9 g/mol
SMILES: c1cccc(c12)cccc2
Level: 0
Mol. Weight: 724.9 g/mol
Antimalarial
Absorption
- Caco-2 (logPapp)
- -5.75
- Human Oral Bioavailability 20%
- Non-Bioavailable
- Human Intestinal Absorption
- Non-Absorbed
- Madin-Darby Canine Kidney
- 19.160
- Human Oral Bioavailability 50%
- Non-Bioavailable
- P-Glycoprotein Inhibitor
- Inhibitor
- P-Glycoprotein Substrate
- Substrate
- Skin Permeability
- 3260.03
Distribution
- Blood-Brain Barrier (CNS)
- -
- Blood-Brain Barrier
- Non-Penetrable
- Fraction Unbound (Human)
- 1.450
- Plasma Protein Binding
- 88.5
- Steady State Volume of Distribution
- -
Metabolism
- Breast Cancer Resistance Protein
- 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
- 6.570
- Organic Cation Transporter 2
- Non-Inhibitor
- Half-Life of Drug
- -
Toxicity
- AMES Mutagenesis
- Safe
- Avian
- Toxic
- Bee
- Toxic
- Bioconcentration Factor
- -77.290
- Biodegradation
- Safe
- Carcinogenesis
- Safe
- Crustacean
- Toxic
- Liver Injury I (DILI)
- Safe
- Eye Corrosion
- Safe
- Eye Irritation
- Safe
- Maximum Tolerated Dose
- 0.760
- Liver Injury II
- Toxic
- hERG Blockers
- Toxic
- Daphnia Maga
- 8.600
- Micronucleos
- Toxic
- NR-AhR
- Safe
- NR-AR
- Safe
- NR-AR-LBD
- Toxic
- NR-Aromatase
- Toxic
- NR-ER
- Safe
- NR-ER-LBD
- Safe
- NR-GR
- Safe
- NR-PPAR-gamma
- Safe
- NR-TR
- Toxic
- T. Pyriformis
- -5910401.460
- Rat (Acute)
- 2.260
- Rat (Chronic Oral)
- 2.200
- Fathead Minnow
- 7465.640
- Respiratory Disease
- Toxic
- Skin Sensitisation
- Safe
- SR-ARE
- Safe
- SR-ATAD5
- Safe
- SR-HSE
- Safe
- SR-MMP
- Toxic
- SR-p53
- Toxic
General Properties
- Boiling Point
- 659707.250
- Hydration Free Energy
- -2.920
- Log(D) at pH=7.4
- 5.240
- Log(P)
- 7.23
- Log S
- -7.24
- Log(Vapor Pressure)
- -21685.73
- Melting Point
- 262.72
- pKa Acid
- -130.67
- pKa Basic
- 10.69
| Protein Name | UniProt ID | Entry Name | Species | #Pharmacophore Points | Probability (0.7 ≤ Tversky Score ≤ 1.0) |
|---|---|---|---|---|---|
| Serine/threonine-protein kinase SKY1 | Q03656 | SKY1_YEAST | Saccharomyces cerevisiae | 3 | 0.8729 |
| Epidermal growth factor receptor | P00533 | EGFR_HUMAN | Homo sapiens | 3 | 0.8374 |
| DNA ligase | P43813 | DNLJ_HAEIN | Haemophilus influenzae | 3 | 0.7845 |
| Gag-Pol polyprotein | P12497 | POL_HV1N5 | Human immunodeficiency virus type 1 group M subtype B | 3 | 0.7765 |
| Liver carboxylesterase 1 | P23141 | EST1_HUMAN | Homo sapiens | 3 | 0.7675 |
| Biphenyl-2,3-diol 1,2-dioxygenase | P17297 | BPHC_PSES1 | Pseudomonas sp | 3 | 0.7610 |
| Purine nucleoside phosphorylase DeoD-type | O34925 | DEOD_BACSU | Bacillus subtilis | 3 | 0.7610 |
| Mitogen-activated protein kinase 14 | Q16539 | MK14_HUMAN | Homo sapiens | 4 | 0.7602 |
| Carbonic anhydrase 2 | P00918 | CAH2_HUMAN | Homo sapiens | 3 | 0.7522 |
| Capsid protein | Q9WBP8 | Q9WBP8_9VIRU | Adeno-associated virus - 1 | 3 | 0.7438 |
| Carbonic anhydrase 2 | P00918 | CAH2_HUMAN | Homo sapiens | 3 | 0.7432 |
| Soluble acetylcholine receptor | Q8WSF8 | Q8WSF8_APLCA | Aplysia californica | 3 | 0.7412 |
| Mitochondrial poly(A) polymerase | F1NBW0 | F1NBW0_CHICK | Gallus gallus | 2 | 0.7213 |
| Gag-Pol polyprotein | P03366 | POL_HV1B1 | Human immunodeficiency virus type 1 group M subtype B | 4 | 0.7138 |
| 17-beta-hydroxysteroid dehydrogenase 14 | Q9BPX1 | DHB14_HUMAN | Homo sapiens | 3 | 0.7136 |
| Cyclic GMP-AMP phosphodiesterase SMPDL3A | Q92484 | ASM3A_HUMAN | Homo sapiens | 3 | 0.7089 |
| Fatty acid-binding protein, liver | P80226 | FABPL_CHICK | Gallus gallus | 3 | 0.7067 |
| Nucleoside 2-deoxyribosyltransferase | Q8RLY5 | Q8RLY5_LACHE | Lactobacillus helveticus | 2 | 0.7049 |
| Lactotransferrin | P24627 | TRFL_BOVIN | Bos taurus | 2 | 0.7047 |