18-epi-kuroshine A
ID: ALA4068747
PubChem CID: 137633303
Max Phase: Preclinical
Molecular Formula: C30H39NO7
Molecular Weight: 525.64
Molecule Type: Small molecule
Associated Items:
This compound is not in our inventory system
Names and Identifiers
Canonical SMILES: CC1=CC(=O)[C@H]2[C@@H](C1)[C@]13CO[C@@]4([C@H]1O)N1C[C@H]5C[C@H](C)C[C@]1(CC[C@@]4(C)[C@]1(COC(=O)C1)[C@H]3C(=O)[C@@H]2C)O5
Standard InChI: InChI=1S/C30H39NO7/c1-15-8-19-22(20(32)9-15)17(3)23(34)24-27(11-21(33)36-13-27)26(4)5-6-28-10-16(2)7-18(38-28)12-31(28)30(26)25(35)29(19,24)14-37-30/h9,16-19,22,24-25,35H,5-8,10-14H2,1-4H3/t16-,17+,18+,19+,22+,24+,25-,26-,27+,28-,29-,30+/m0/s1
Standard InChI Key: LGMHMTLVGJRMMB-YBIUFZDISA-N
Molfile:
RDKit 2D
42 49 0 0 0 0 0 0 0 0999 V2000
13.6328 -4.2231 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
14.3454 -4.6356 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
14.9579 -4.0854 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
14.6239 -3.3329 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
13.8051 -3.4180 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
10.0665 -2.9792 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
10.0665 -3.8042 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
10.7786 -4.2124 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
10.7786 -2.5624 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
11.4905 -2.9792 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
11.4871 -3.8041 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
12.9161 -2.9852 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
12.2028 -2.5674 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
12.9126 -3.8101 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
12.1924 -4.2191 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
12.1865 -5.0427 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
13.6192 -5.0546 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
12.8983 -5.4597 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
14.3192 -6.3003 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
14.3305 -5.4718 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
12.8896 -6.2828 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0
13.5982 -6.7055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
13.7132 -7.5283 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
12.1126 -6.5773 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
13.1460 -8.1311 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
11.8594 -7.3680 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
12.3214 -8.0575 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
15.7646 -4.2579 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
10.7786 -1.7375 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
9.3527 -4.2177 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
12.2051 -1.7424 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
12.8998 -4.6416 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
11.4831 -2.1542 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0
11.1207 -4.4749 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0
13.6327 -2.5764 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
13.4956 -3.2207 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0
13.4392 -8.9022 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
12.7498 -7.2249 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
10.7999 -5.1833 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
11.3624 -6.0583 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
11.4106 -5.4201 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
11.0582 -7.5790 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0
1 2 1 0
2 3 1 0
3 4 1 0
4 5 1 0
1 5 1 1
6 7 2 0
6 9 1 0
7 8 1 0
8 11 1 0
10 9 1 0
10 11 1 0
10 13 1 0
11 15 1 0
14 12 1 0
12 13 1 0
14 15 1 0
14 1 1 0
15 16 1 0
16 18 1 0
17 1 1 0
17 18 1 0
17 20 1 0
18 21 1 0
22 19 1 0
19 20 1 0
21 22 1 0
22 23 1 0
21 24 1 0
23 25 1 0
24 26 1 0
25 27 1 0
26 27 1 0
3 28 2 0
9 29 2 0
7 30 1 0
13 31 1 1
17 32 1 1
10 33 1 1
11 34 1 1
12 35 2 0
14 36 1 1
25 37 1 1
26 38 1 0
22 38 1 1
15 39 1 6
18 40 1 6
40 39 1 0
16 41 1 1
26 42 1 1
M ENDAlternative Forms
Molecule Features
| Natural Product: Yes | Oral: No | Chemical Probe: No | Parenteral: No |
| Molecule Type: Small molecule | Topical: No | First In Class: No | Black Box: No |
| Chirality: No | Availability: No | Prodrug: No |
Drug Indications
| MESH ID | MESH Heading | EFO IDs | EFO Terms | Max Phase for Indication | References |
|---|
Mechanisms of Action
| Mechanism of Action | Action Type | target ID | Target Name | Target Type | Target Organism | Binding Site Name | References |
|---|
Calculated Properties
| Molecular Weight: 525.64 | Molecular Weight (Monoisotopic): 525.2727 | AlogP: 2.62 | #Rotatable Bonds: ┄ |
| Polar Surface Area: 102.37 | Molecular Species: NEUTRAL | HBA: 8 | HBD: 1 |
| #RO5 Violations: 1 | HBA (Lipinski): 8 | HBD (Lipinski): 1 | #RO5 Violations (Lipinski): 1 |
| CX Acidic pKa: 13.13 | CX Basic pKa: 4.91 | CX LogP: 2.89 | CX LogD: 2.89 |
| Aromatic Rings: ┄ | Heavy Atoms: 38 | QED Weighted: 0.48 | Np Likeness Score: 2.35 |
References
| 1. Hsu YM, Chang FR, Lo IW, Lai KH, El-Shazly M, Wu TY, Du YC, Hwang TL, Cheng YB, Wu YC.. (2016) Zoanthamine-Type Alkaloids from the Zoanthid Zoanthus kuroshio Collected in Taiwan and Their Effects on Inflammation., 79 (10): [PMID:27759384] [10.1021/acs.jnatprod.6b00625] |
Source
Source(1):