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ID: ALA84518
Max Phase: Preclinical
Molecular Formula: C39H28O8
Molecular Weight: 624.65
Molecule Type: Small molecule
Associated Items:
Representations
Canonical SMILES: O=c1c(C(c2cc(OCc3ccccc3)cc(OCc3ccccc3)c2)c2c(O)oc3ccccc3c2=O)c(O)oc2ccccc12
Standard InChI: InChI=1S/C39H28O8/c40-36-29-15-7-9-17-31(29)46-38(42)34(36)33(35-37(41)30-16-8-10-18-32(30)47-39(35)43)26-19-27(44-22-24-11-3-1-4-12-24)21-28(20-26)45-23-25-13-5-2-6-14-25/h1-21,33,42-43H,22-23H2
Standard InChI Key: UBUDOCGOSSGTEJ-UHFFFAOYSA-N
Associated Targets(Human)
Quinone reductase 1 1746 Activities
MDA-N 28205 Activities
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SN12C 47755 Activities
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NCI-H23 49055 Activities
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UO-31 46270 Activities
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ACHN 49357 Activities
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HOP-92 41141 Activities
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HL-60 67320 Activities
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SF-539 44845 Activities
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DU-145 51482 Activities
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SK-MEL-5 47095 Activities
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K562 73714 Activities
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OVCAR-3 48710 Activities
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A498 42825 Activities
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HOP-62 47048 Activities
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MOLT-4 49676 Activities
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U-251 51189 Activities
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NCI/ADR-RES 33767 Activities
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OVCAR-8 47708 Activities
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OVCAR-5 45555 Activities
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SNB-19 46794 Activities
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SR 39847 Activities
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MDA-MB-231 73002 Activities
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SW-620 52400 Activities
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TK-10 45540 Activities
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NCI-H522 44358 Activities
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M14 47487 Activities
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KM12 47707 Activities
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RPMI-8226 44974 Activities
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NCI-H322M 45589 Activities
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OVCAR-4 44535 Activities
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LOX IMVI 44321 Activities
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BT-549 31254 Activities
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SK-MEL-2 46422 Activities
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A549 127892 Activities
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SNB-75 44215 Activities
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HCC 2998 41480 Activities
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HCT-15 51914 Activities
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HCT-116 91556 Activities
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SF-268 49410 Activities
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MCF7 126967 Activities
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EKVX 44102 Activities
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PC-3 62116 Activities
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T47D 39041 Activities
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SK-OV-3 52876 Activities
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NCI-H460 60772 Activities
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UACC-62 47335 Activities
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MDA-MB-435 38290 Activities
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CAKI-1 44928 Activities
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IGROV-1 47897 Activities
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SF-295 48000 Activities
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Hs-578T 29457 Activities
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786-0 47912 Activities
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UACC-257 46019 Activities
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CCRF-CEM 65223 Activities
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NCI-H226 44470 Activities
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HT-29 80576 Activities
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SK-MEL-28 48833 Activities
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COLO 205 50209 Activities
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RXF 393 41971 Activities
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Associated Targets(non-human)
Human immunodeficiency virus type 1 integrase 9041 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: 624.65 | Molecular Weight (Monoisotopic): 624.1784 | AlogP: 7.65 | #Rotatable Bonds: 9 |
| Polar Surface Area: 119.34 | Molecular Species: ACID | HBA: 8 | HBD: 2 |
| #RO5 Violations: 2 | HBA (Lipinski): 8 | HBD (Lipinski): 2 | #RO5 Violations (Lipinski): 2 |
| CX Acidic pKa: 4.85 | CX Basic pKa: | CX LogP: 8.05 | CX LogD: 3.72 |
| Aromatic Rings: 7 | Heavy Atoms: 47 | QED Weighted: 0.17 | Np Likeness Score: -0.10 |
References
| 1. Zhao H, Neamati N, Hong H, Mazumder A, Wang S, Sunder S, Milne GW, Pommier Y, Burke TR.. (1997) Coumarin-based inhibitors of HIV integrase., 40 (2): [PMID:9003523] [10.1021/jm960450v] |
| 2. Nolan KA, Zhao H, Faulder PF, Frenkel AD, Timson DJ, Siegel D, Ross D, Burke TR, Stratford IJ, Bryce RA.. (2007) Coumarin-based inhibitors of human NAD(P)H:quinone oxidoreductase-1. Identification, structure-activity, off-target effects and in vitro human pancreatic cancer toxicity., 50 (25): [PMID:17999461] [10.1021/jm070472p] |
| 3. PubChem BioAssay data set, |
Source
Source(2):