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Simplicilone B
- Family: Fungi - Cordycipitaceae
- Kingdom: Fungi
-
Class: Polyketide
- Subclass: Tetracyclic Polyketide
| Canonical Smiles | C1CC[C@H]2[C@@H]([C@@H]1C)[C@@H]([C@H](C(=C2)C)C(C(=O)C)C)C(=O)[C@]1(O)C(=O)[C@@H](N(C1=O)C)[C@@H](C)O |
|---|---|
| InChI | InChI=1S/C24H35NO6/c1-11-8-7-9-16-10-12(2)17(13(3)14(4)26)19(18(11)16)21(28)24(31)22(29)20(15(5)27)25(6)23(24)30/h10-11,13,15-20,27,31H,7-9H2,1-6H3/t11-,13?,15-,16-,17-,18-,19-,20+,24+/m1/s1 |
| InChIKey | HXNUXFWNFBUHDD-IGBSANRXSA-N |
| Formula | C24H35NO6 |
| HBA | 6 |
| HBD | 2 |
| MW | 433.55 |
| Rotatable Bonds | 5 |
| TPSA | 111.98 |
| LogP | 1.55 |
| Number Rings | 3 |
| Number Aromatic Rings | 0 |
| Heavy Atom Count | 31 |
| Formal Charge | 0 |
| Fraction CSP3 | 0.75 |
| Exact Mass | 433.25 |
| Number of Lipinski Rule Violations | 0 |
| # | Species | Family | Kingdom | NCBI Taxonomy ID |
|---|---|---|---|---|
| 1 | Simplicillium subtropicum | Cordycipitaceae | Fungi | 935212 |
Showing of synonyms
Simplicilone B
No compound-protein relationship available.
SMILES: C1NC(=O)C(C1=O)C(=O)C(CC=C2)C(C23)CCCC3
Level: 1
Mol. Weight: 433.55 g/mol
SMILES: C1=CCCC(C12)CCCC2
Level: 0
Mol. Weight: 433.55 g/mol
SMILES: O=C1CC(=O)NC1
Level: 0
Mol. Weight: 433.55 g/mol
No bioactivities available.
Absorption
- Caco-2 (logPapp)
- -4.85
- Human Oral Bioavailability 20%
- Bioavailable
- Human Intestinal Absorption
- Absorbed
- Madin-Darby Canine Kidney
- -4.81
- Human Oral Bioavailability 50%
- Non-Bioavailable
- P-Glycoprotein Inhibitor
- Inhibitor
- P-Glycoprotein Substrate
- Non-Substrate
- Skin Permeability
- -1.18
Distribution
- Blood-Brain Barrier (CNS)
- -
- Blood-Brain Barrier
- Non-Penetrable
- Fraction Unbound (Human)
- 0.95
- Plasma Protein Binding
- 74.58
- 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
- Non-Substrate
- CYP 2D6 Inhibitor
- Non-Inhibitor
- CYP 2D6 Substrate
- Non-Substrate
- CYP 3A4 Inhibitor
- Non-Inhibitor
- CYP 3A4 Substrate
- Substrate
- OATP1B1
- Non-Inhibitor
- OATP1B3
- Non-Inhibitor
Excretion
- Clearance
- 2.43
- Organic Cation Transporter 2
- Non-Inhibitor
- Half-Life of Drug
- -
Toxicity
- AMES Mutagenesis
- Safe
- Avian
- Safe
- Bee
- Toxic
- Bioconcentration Factor
- -0.24
- Biodegradation
- Safe
- Carcinogenesis
- Safe
- Crustacean
- Toxic
- Liver Injury I (DILI)
- Safe
- Eye Corrosion
- Safe
- Eye Irritation
- Safe
- Maximum Tolerated Dose
- 0.79
- Liver Injury II
- Toxic
- hERG Blockers
- Safe
- Daphnia Maga
- 8.36
- 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
- -27.13
- Rat (Acute)
- 2.41
- Rat (Chronic Oral)
- 2.48
- Fathead Minnow
- 3.71
- Respiratory Disease
- Safe
- Skin Sensitisation
- Toxic
- SR-ARE
- Safe
- SR-ATAD5
- Safe
- SR-HSE
- Safe
- SR-MMP
- Safe
- SR-p53
- Safe
General Properties
- Boiling Point
- 445.02
- Hydration Free Energy
- -5.91
- Log(D) at pH=7.4
- 2.24
- Log(P)
- 2.39
- Log S
- -2.77
- Log(Vapor Pressure)
- -9.44
- Melting Point
- 164.06
- pKa Acid
- 3.25
- pKa Basic
- 3.71
| Protein Name | UniProt ID | Entry Name | Species | #Pharmacophore Points | Probability (0.7 ≤ Tversky Score ≤ 1.0) |
|---|---|---|---|---|---|
| Peptidyl-prolyl cis-trans isomerase FKBP1A | P62942 | FKB1A_HUMAN | Homo sapiens | 3 | 0.7831 |
| Lactoylglutathione lyase | Q9CPU0 | LGUL_MOUSE | Mus musculus | 2 | 0.7510 |
| Integrin alpha-L | P20701 | ITAL_HUMAN | Homo sapiens | 3 | 0.7240 |