ID: ALA2252930
PubChem CID: 11812622
Max Phase: Preclinical
Molecular Formula: C27H33N3O4
Molecular Weight: 463.58
Molecule Type: Small molecule
Associated Items:
Canonical SMILES: CN1C(=O)[C@@]23CCCN2C[C@@]12C[C@@]1(C(=O)Nc4c1ccc1c4OC=CC(C)(C)O1)C(C)(C)[C@@H]2C3
Standard InChI: InChI=1S/C27H33N3O4/c1-23(2)10-12-33-20-17(34-23)8-7-16-19(20)28-21(31)27(16)14-26-15-30-11-6-9-25(30,22(32)29(26)5)13-18(26)24(27,3)4/h7-8,10,12,18H,6,9,11,13-15H2,1-5H3,(H,28,31)/t18-,25-,26+,27+/m0/s1
Standard InChI Key: JPDNNPOSGMWCHG-NNSXXJBVSA-N
Molfile:
RDKit 2D
34 40 0 0 0 0 0 0 0 0999 V2000
13.1026 -5.9988 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
13.8424 -5.6241 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
12.5200 -5.4092 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
10.8862 -6.2610 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
11.5954 -5.8480 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
12.3123 -6.2574 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
12.3126 -7.0888 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
13.1038 -7.3430 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0
13.5916 -6.6727 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
10.8853 -7.0897 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
11.5972 -7.5019 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
11.7273 -8.3230 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
10.1122 -7.3926 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
11.1663 -8.9322 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
9.8691 -8.1874 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
10.3407 -8.8714 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
9.0675 -7.9697 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
9.4514 -8.8983 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
14.4171 -6.6724 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
12.8981 -4.6753 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
13.7177 -4.8066 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
14.2384 -4.1649 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
12.5991 -3.9022 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
13.1250 -3.2567 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0
13.9414 -3.3921 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
14.3202 -2.6559 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
13.7394 -2.0663 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
13.0002 -2.4393 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
14.4205 -6.2032 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
14.6640 -5.6213 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
13.1081 -3.8713 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0
13.7891 -4.0364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
14.4453 -3.7558 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
12.5220 -3.2811 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
1 2 1 0
2 21 1 0
20 3 1 0
1 3 1 6
4 10 2 0
11 7 2 0
6 5 2 0
5 4 1 0
6 7 1 0
7 8 1 0
8 9 1 0
9 1 1 0
1 6 1 0
10 11 1 0
11 12 1 0
10 13 1 0
12 14 1 0
13 15 1 0
14 16 2 0
15 16 1 0
15 17 1 0
15 18 1 0
9 19 2 0
20 21 1 0
20 23 1 0
21 22 1 1
22 25 1 0
24 23 1 0
24 25 1 0
25 26 1 0
26 27 1 0
27 28 1 0
28 24 1 0
2 29 1 0
2 30 1 0
20 31 1 6
31 32 1 0
25 32 1 6
32 33 2 0
31 34 1 0
M END| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
| 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 |
| MESH ID | MESH Heading | EFO IDs | EFO Terms | Max Phase for Indication | References |
|---|
| Mechanism of Action | Action Type | target ID | Target Name | Target Type | Target Organism | Binding Site Name | References |
|---|
| Molecular Weight: 463.58 | Molecular Weight (Monoisotopic): 463.2471 | AlogP: 3.44 | #Rotatable Bonds: ┄ |
| Polar Surface Area: 71.11 | Molecular Species: NEUTRAL | HBA: 5 | HBD: 1 |
| #RO5 Violations: ┄ | HBA (Lipinski): 7 | HBD (Lipinski): 1 | #RO5 Violations (Lipinski): ┄ |
| CX Acidic pKa: 11.59 | CX Basic pKa: 8.37 | CX LogP: 2.47 | CX LogD: 1.46 |
| Aromatic Rings: 1 | Heavy Atoms: 34 | QED Weighted: 0.64 | Np Likeness Score: 1.81 |
| 1. López-Gresa MP, González MC, Ciavatta L, Ayala I, Moya P, Primo J.. (2006) Insecticidal activity of Paraherquamides, including paraherquamide H and paraherquamide I, two new alkaloids isolated from Penicillium cluniae., 54 (8): [PMID:16608209] [10.1021/jf0530998] |
Source(1):