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ID: ALA454575
Max Phase: Preclinical
Molecular Formula: C24H30O10
Molecular Weight: 478.49
Molecule Type: Small molecule
Associated Items:
Representations
Synonyms (1): (E)-combretastatin iso A-4
Synonyms from Alternative Forms(1):
Canonical SMILES: COc1ccc(/C=C\c2cc(OC)c(OC)c(OC)c2)cc1O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O
Standard InChI: InChI=1S/C24H30O10/c1-29-15-8-7-13(5-6-14-10-17(30-2)23(32-4)18(11-14)31-3)9-16(15)33-24-22(28)21(27)20(26)19(12-25)34-24/h5-11,19-22,24-28H,12H2,1-4H3/b6-5-/t19-,20-,21+,22-,24-/m1/s1
Standard InChI Key: KWKARGHAJCHTBH-JMQKIHFDSA-N
Associated Targets(Human)
SLC22A1 Tchem Solute carrier family 22 member 1 (646 Activities)
SLCO2B1 Tchem Solute carrier organic anion transporter family member 2B1 (580 Activities)
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SLCO1B3 Tchem Solute carrier organic anion transporter family member 1B3 (2517 Activities)
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SLC22A8 Tclin Solute carrier family 22 member 8 (241 Activities)
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SLC22A6 Tclin Solute carrier family 22 member 6 (265 Activities)
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SK-OV-3 (52876 Activities)
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MDA-MB-231 (73002 Activities)
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DU-145 (51482 Activities)
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HT-29 (80576 Activities)
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SLC22A2 Tchem Solute carrier family 22 member 2 (261 Activities)
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HEK293 (82097 Activities)
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Associated Targets(non-human)
Mus musculus (284745 Activities)
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Molecule Features
| 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 |
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 |
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Properties
| Molecular Weight: 478.49 | Molecular Weight (Monoisotopic): 478.1839 | AlogP: 1.07 | #Rotatable Bonds: 9 |
| Polar Surface Area: 136.30 | Molecular Species: NEUTRAL | HBA: 10 | HBD: 4 |
| #RO5 Violations: 0 | HBA (Lipinski): 10 | HBD (Lipinski): 4 | #RO5 Violations (Lipinski): 0 |
| CX Acidic pKa: 12.20 | CX Basic pKa: | CX LogP: 1.11 | CX LogD: 1.11 |
| Aromatic Rings: 2 | Heavy Atoms: 34 | QED Weighted: 0.39 | Np Likeness Score: 1.21 |
References
| 1. Orsini F, Pelizzoni F, Verotta L, Aburjai T, Rogers CB.. (1997) Isolation, synthesis, and antiplatelet aggregation activity of resveratrol 3-O-beta-D-glucopyranoside and related compounds., 60 (11): [PMID:9392877] [10.1021/np970069t] |
| 2. Huang Z, Li G, Wang X, Xu H, Zhang Y, Gao Q.. (2017) Deciphering the origins of molecular toxicity of combretastatin A4 and its glycoconjugates: interactions with major drug transporters and their safety profiles in vitro and in vivo., 8 (7): [PMID:30108866] [10.1039/C7MD00246G] |
Source
Source(1):