Zoanthenamine
ID: ALA4070134
PubChem CID: 137639215
Max Phase: Preclinical
Molecular Formula: C30H39NO6
Molecular Weight: 509.64
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)C13C=C4N5C[C@H]6C[C@H](C)C[C@]5(CC[C@@]4(C)[C@]4(COC(=O)C4)[C@H]1[C@@](O)(OC3)[C@@H]2C)O6
Standard InChI: InChI=1S/C30H39NO6/c1-16-8-20-24(21(32)9-16)18(3)30(34)25-27(20,14-36-30)11-22-26(4,28(25)12-23(33)35-15-28)5-6-29-10-17(2)7-19(37-29)13-31(22)29/h9,11,17-20,24-25,34H,5-8,10,12-15H2,1-4H3/t17-,18+,19+,20+,24-,25-,26+,27?,28+,29-,30-/m0/s1
Standard InChI Key: ACDRDEOVULSAPQ-QPDGIHQNSA-N
Molfile:
RDKit 2D
41 48 0 0 0 0 0 0 0 0999 V2000
39.5468 -12.2849 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
40.2526 -12.6935 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
40.8593 -12.1486 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
40.5285 -11.4031 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
39.7174 -11.4875 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
36.0142 -11.0527 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
36.0142 -11.8699 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
36.7195 -12.2744 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
36.7195 -10.6400 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
37.4248 -11.0527 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
37.4213 -11.8699 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
38.8368 -11.0587 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
38.1303 -10.6449 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
38.8334 -11.8759 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
38.1200 -12.2809 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
38.1141 -13.0967 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
39.5333 -13.1086 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
38.8192 -13.5098 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
40.2267 -14.3426 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
40.2379 -13.5219 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
38.8106 -14.3252 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0
39.5126 -14.7439 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
39.6264 -15.5590 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
38.0410 -14.6168 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
39.0646 -16.1560 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
37.7902 -15.4002 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
38.2478 -16.0831 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
41.6585 -12.3195 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
36.7195 -9.8228 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
35.3071 -12.2795 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
38.1326 -9.8277 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
38.8207 -12.6995 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
37.4175 -10.2355 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0
37.4133 -12.6830 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0
39.5467 -10.6538 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
39.4109 -11.2921 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0
39.3551 -16.9199 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
38.6721 -15.2584 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
38.1150 -11.4613 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
38.6185 -10.2644 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
36.9717 -15.3946 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 2 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 6
11 34 1 1
12 35 1 1
14 36 1 1
25 37 1 1
26 38 1 0
22 38 1 1
15 39 1 0
39 40 1 0
12 40 1 0
26 41 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: 509.64 | Molecular Weight (Monoisotopic): 509.2777 | AlogP: 3.57 | #Rotatable Bonds: ┄ |
| Polar Surface Area: 85.30 | Molecular Species: NEUTRAL | HBA: 7 | HBD: 1 |
| #RO5 Violations: 1 | HBA (Lipinski): 7 | HBD (Lipinski): 1 | #RO5 Violations (Lipinski): 1 |
| CX Acidic pKa: 11.60 | CX Basic pKa: 7.71 | CX LogP: 2.68 | CX LogD: 2.20 |
| Aromatic Rings: ┄ | Heavy Atoms: 37 | QED Weighted: 0.50 | Np Likeness Score: 2.24 |
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):