ID: ALA507924
PubChem CID: 11239267
Max Phase: Preclinical
Molecular Formula: C43H53NO5
Molecular Weight: 663.90
Molecule Type: Small molecule
Associated Items:
Synonyms: Delta-23-Nodulisporic Acid A4 | CHEMBL507924|delta-23-Nodulisporic acid A4
Canonical SMILES: C=C(C)[C@H]1C(=O)c2c3c(cc4c5c(n1c24)[C@@]1(C)[C@@H](CC[C@H]2[C@](C)(CC/C=C(\C)C(=O)O)[C@@H](O)CC[C@@]21C)C5)C1=CC(C)(C)OC(C)(C)C1=C3
Standard InChI: InChI=1S/C43H53NO5/c1-22(2)34-36(46)33-26-20-30-29(21-39(4,5)49-40(30,6)7)25(26)19-27-28-18-24-13-14-31-41(8,16-11-12-23(3)38(47)48)32(45)15-17-42(31,9)43(24,10)37(28)44(34)35(27)33/h12,19-21,24,31-32,34,45H,1,11,13-18H2,2-10H3,(H,47,48)/b23-12+/t24-,31-,32-,34-,41-,42-,43+/m0/s1
Standard InChI Key: LDGYIEXFZWQVLQ-MINZZOGMSA-N
Molfile:
RDKit 2D
51 58 0 0 0 0 0 0 0 0999 V2000
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15.4295 -21.4496 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
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16.8427 -21.4240 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
16.8527 -22.2529 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
16.8644 -23.0678 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
17.6241 -21.9901 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
12.0113 -23.8792 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
13.4663 -23.8794 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
14.0472 -24.4682 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
13.8275 -25.2656 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
14.8474 -24.2597 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
11.4347 -24.4720 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
17.5871 -23.4697 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
18.2465 -22.5347 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
19.0294 -22.2680 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
19.6517 -22.8127 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
20.4346 -22.5459 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
19.4913 -23.6240 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
21.0595 -23.0908 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
20.5974 -21.7349 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
14 20 1 0
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1 18 1 0
19 20 2 0
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22 21 1 0
21 19 1 0
22 23 1 0
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23 29 1 0
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29 32 1 1
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48 50 1 0
48 51 2 0
M END| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
| Natural Product: No | 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: 663.90 | Molecular Weight (Monoisotopic): 663.3924 | AlogP: 9.14 | #Rotatable Bonds: 5 |
| Polar Surface Area: 88.76 | Molecular Species: ACID | HBA: 5 | HBD: 2 |
| #RO5 Violations: 2 | HBA (Lipinski): 6 | HBD (Lipinski): 2 | #RO5 Violations (Lipinski): 2 |
| CX Acidic pKa: 4.56 | CX Basic pKa: ┄ | CX LogP: 7.91 | CX LogD: 5.10 |
| Aromatic Rings: 2 | Heavy Atoms: 49 | QED Weighted: 0.25 | Np Likeness Score: 2.97 |
| 1. Singh SB, Ondeyka JG, Jayasuriya H, Zink DL, Ha SN, Dahl-Roshak A, Greene J, Kim JA, Smith MM, Shoop W, Tkacz JS.. (2004) Nodulisporic acids D-F: structure, biological activities, and biogenetic relationships., 67 (9): [PMID:15387649] [10.1021/np0498455] |
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