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PENTACHLOROPHENOL
ID: ALA75967
Max Phase: Preclinical
Molecular Formula: C6HCl5O
Molecular Weight: 266.34
Molecule Type: Small molecule
Associated Items:
Representations
Synonyms (2): 2,3,4,5,6-Pentachloro-Phenol | Pentachlorophenol
Synonyms from Alternative Forms(2):
Canonical SMILES: Oc1c(Cl)c(Cl)c(Cl)c(Cl)c1Cl
Standard InChI: InChI=1S/C6HCl5O/c7-1-2(8)4(10)6(12)5(11)3(1)9/h12H
Standard InChI Key: IZUPBVBPLAPZRR-UHFFFAOYSA-N
Associated Targets(Human)
Prelamin-A/C 36751 Activities
Endoplasmic reticulum-associated amyloid beta-peptide-binding protein 20669 Activities
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Thyroid stimulating hormone receptor 29986 Activities
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Microtubule-associated protein tau 95507 Activities
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|---|
Aldehyde dehydrogenase 1A1 77053 Activities
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|---|
Menin/Histone-lysine N-methyltransferase MLL 48157 Activities
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15-hydroxyprostaglandin dehydrogenase [NAD+] 24926 Activities
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|---|
Lysine-specific demethylase 4A 52245 Activities
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Nuclear factor erythroid 2-related factor 2 95332 Activities
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|---|
Histone acetyltransferase GCN5 14285 Activities
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|---|
Vitamin D receptor 26531 Activities
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|---|
Estrogen receptor alpha 17718 Activities
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|---|
Androgen Receptor 11781 Activities
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|---|
Thyroid hormone receptor beta-1 7926 Activities
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|---|
Bile acid receptor FXR 6228 Activities
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|---|
Glucocorticoid receptor 14987 Activities
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|---|
Regulator of G-protein signaling 4 13867 Activities
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|---|
DNA polymerase kappa 8653 Activities
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|---|
HepG2 196354 Activities
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|---|
Peroxisome proliferator-activated receptor gamma 15191 Activities
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|---|
Peroxisome proliferator-activated receptor delta 6293 Activities
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|---|
Mothers against decapentaplegic homolog 3 68039 Activities
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|---|
Ubiquitin carboxyl-terminal hydrolase 1 22556 Activities
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|---|
SN12C 47755 Activities
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|---|
MDA-N 28205 Activities
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NCI-H23 49055 Activities
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ACHN 49357 Activities
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|---|
UO-31 46270 Activities
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|---|
HOP-92 41141 Activities
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|---|
HL-60 67320 Activities
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|---|
DU-145 51482 Activities
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SF-539 44845 Activities
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SK-MEL-5 47095 Activities
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K562 73714 Activities
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A498 42825 Activities
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|---|
OVCAR-3 48710 Activities
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MOLT-4 49676 Activities
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HOP-62 47048 Activities
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U-251 51189 Activities
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NCI/ADR-RES 33767 Activities
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OVCAR-5 45555 Activities
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OVCAR-8 47708 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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|---|
TK-10 45540 Activities
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|---|
SW-620 52400 Activities
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|---|
NCI-H522 44358 Activities
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KM12 47707 Activities
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M14 47487 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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BT-549 31254 Activities
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|---|
LOX IMVI 44321 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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SF-268 49410 Activities
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HCT-116 91556 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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CAKI-1 44928 Activities
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|---|
MDA-MB-435 38290 Activities
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SF-295 48000 Activities
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IGROV-1 47897 Activities
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Hs-578T 29457 Activities
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UACC-257 46019 Activities
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786-0 47912 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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|---|
RXF 393 41971 Activities
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COLO 205 50209 Activities
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|---|
Geminin 128009 Activities
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|---|
Nuclear factor NF-kappa-B p105 subunit 1459 Activities
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|---|
Aryl hydrocarbon receptor 1071 Activities
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|---|
Cellular tumor antigen p53 48468 Activities
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|---|
Glutaminase kidney isoform, mitochondrial 16997 Activities
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|---|
DNA dC->dU-editing enzyme APOBEC-3G 12481 Activities
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|---|
Glucagon-like peptide 1 receptor 111429 Activities
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|---|
Interleukin-8 642 Activities
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|---|
Nuclear receptor ROR-gamma 8495 Activities
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|---|
Tyrosyl-DNA phosphodiesterase 1 345557 Activities
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|---|
Isocitrate dehydrogenase [NADP] cytoplasmic 40980 Activities
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|---|
TAR DNA-binding protein 43 40113 Activities
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Solute carrier organic anion transporter family member 1B3 2517 Activities
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Solute carrier organic anion transporter family member 1B1 2672 Activities
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Rap guanine nucleotide exchange factor 4 11476 Activities
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Parathyroid hormone receptor 47172 Activities
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Rap guanine nucleotide exchange factor 3 15528 Activities
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Serine/threonine-protein kinase PLK1 28605 Activities
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Associated Targets(non-human)
Bacillus subtilis 32866 Activities
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Staphylococcus aureus 210822 Activities
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|---|
Escherichia coli 133304 Activities
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Pseudomonas fluorescens 1630 Activities
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|---|
ATP phosphoribosyltransferase 28 Activities
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|---|
Monoamine oxidase A 498 Activities
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|---|
Nuclear receptor ROR-gamma 89407 Activities
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|---|
Ferritin light chain 43324 Activities
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|---|
Anthrax lethal factor 7585 Activities
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HSP40, subfamily A, putative 505 Activities
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Aberrant vpr protein 14595 Activities
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Enterococcus faecalis 29875 Activities
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Streptococcus mutans 2687 Activities
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|---|
Limosilactobacillus reuteri 118 Activities
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|---|
Lacticaseibacillus casei 578 Activities
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|---|
Bifidobacterium longum 298 Activities
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|---|
Bacteroides thetaiotaomicron 562 Activities
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|---|
Bacteroides fragilis 1445 Activities
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|---|
Clostridium perfringens 1165 Activities
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Clostridioides difficile 2968 Activities
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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 |
|---|
Properties
| Molecular Weight: 266.34 | Molecular Weight (Monoisotopic): 263.8470 | AlogP: 4.66 | #Rotatable Bonds: 0 |
| Polar Surface Area: 20.23 | Molecular Species: ACID | HBA: 1 | HBD: 1 |
| #RO5 Violations: 0 | HBA (Lipinski): 1 | HBD (Lipinski): 1 | #RO5 Violations (Lipinski): 0 |
| CX Acidic pKa: 4.98 | CX Basic pKa: | CX LogP: 4.69 | CX LogD: 2.79 |
| Aromatic Rings: 1 | Heavy Atoms: 12 | QED Weighted: 0.53 | Np Likeness Score: 0.30 |
References
| 1. Yamamoto K, Endo Y.. (2001) Utility of boron clusters for drug design. Hansch-fujita hydrophobic parameters pi of dicarba-closo-dodecaboranyl groups., 11 (17): [PMID:11527738] [10.1016/s0960-894x(01)00438-3] |
| 2. Yasuda Y, Tochikubo K, Hachisuka Y, Tomida H, Ikeda K.. (1982) Quantitative structure-inhibitory activity relationships of phenols and fatty acids for Bacillus subtilis spore germination., 25 (3): [PMID:6802973] [10.1021/jm00345a016] |
| 3. Ishikawa NK, Fukushi Y, Yamaji K, Tahara S, Takahashi K.. (2001) Antimicrobial cuparene-type sesquiterpenes, enokipodins C and D, from a mycelial culture of Flammulina velutipes., 64 (7): [PMID:11473426] [10.1021/np000593r] |
| 4. Santana L, González-Díaz H, Quezada E, Uriarte E, Yáñez M, Viña D, Orallo F.. (2008) Quantitative structure-activity relationship and complex network approach to monoamine oxidase A and B inhibitors., 51 (21): [PMID:18834112] [10.1021/jm800656v] |
| 5. Cho Y, Ioerger TR, Sacchettini JC.. (2008) Discovery of novel nitrobenzothiazole inhibitors for Mycobacterium tuberculosis ATP phosphoribosyl transferase (HisG) through virtual screening., 51 (19): [PMID:18778048] [10.1021/jm800328v] |
| 6. Causey PW, Besanger TR, Valliant JF.. (2008) Synthesis and screening of mono- and di-aryl technetium and rhenium metallocarboranes. A new class of probes for the estrogen receptor., 51 (9): [PMID:18412324] [10.1021/jm701561e] |
| 7. PubChem BioAssay data set, |
| 8. PubChem BioAssay data set, |
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| 12. De Bruyn T, van Westen GJ, Ijzerman AP, Stieger B, de Witte P, Augustijns PF, Annaert PP.. (2013) Structure-based identification of OATP1B1/3 inhibitors., 83 (6): [PMID:23571415] [10.1124/mol.112.084152] |
| 13. Chen C, Dolla NK, Casadei G, Bremner JB, Lewis K, Kelso MJ.. (2014) Diarylacylhydrazones: Clostridium-selective antibacterials with activity against stationary-phase cells., 24 (2): [PMID:24360560] [10.1016/j.bmcl.2013.12.015] |
| 14. Biour M, Ben Salem C, Chazouillères O, Grangé JD, Serfaty L, Poupon R.. (2004) [Drug-induced liver injury; fourteenth updated edition of the bibliographic database of liver injuries and related drugs]., 28 (8-9): [PMID:15646539] [10.1016/s0399-8320(04)95062-2] |
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Source
Source(2):