General Information of the Compound
Compound ID
CP0016093
Compound Name
(5-(1-benzyl-1H-indazol-3-yl)furan-2-yl)methanol
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Synonyms
(5-(1-benzyl-1H-indazol-3-yl)furan-2-yl)methanol
1-Benzyl-3-(5-hydroxymethyl-2-furyl)indazole
154453-18-6
170632-47-0
3-(5'-Hydroxymethyl-2'-furyl)-1-benzyl indazole
3-(5'-Hydroxymethyl-2'-furyl)-1-benzylindazole
5-[1-(Phenylmethyl)-1H-indazol-3-yl]-2-furanmethanol
515CC1WPTE
C19H16N2O2
CHEMBL333985
Lificiguat
Lificiguat(YC-1)
OQQVFCKUDYMWGV-UHFFFAOYSA-N
PMID26882240-Compound-1
UNII-515CC1WPTE
YC 1
YC-1
[5-(1-benzyl-1H-indazol-3-yl)furan-2-yl]methanol
[5-(1-benzyl-1h-indazol-3-yl)-2-furyl]methanol
yc-1
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Structure
Formula
C19H16N2O2
Molecular Weight
304.349
Canonical SMILES
OCc1ccc(o1)-c1nn(Cc2ccccc2)c2ccccc12
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InChI
InChI=1S/C19H16N2O2/c22-13-15-10-11-18(23-15)19-16-8-4-5-9-17(16)21(20-19)12-14-6-2-1-3-7-14/h1-11,22H,12-13H2
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InChIKey
OQQVFCKUDYMWGV-UHFFFAOYSA-N
CAS
154453-18-6
170632-47-0
Physicochemical Property
logP
3.8369
Rotatable Bonds
4
Heavy Atom Count
23
Polar Areas
51.19
Hydrogen Bond Donor Count
1
Hydrogen Bond Acceptor Count
4
Complexity
23

"RO5" indicates the cutoff set by lipinski's rule of five:

(1) Molecular weight less than 500 Dalton;

(2) xlogp less than 5;

(3) No more than 5 hbonddonor (Hydrogen Bond Donor Count);

(4) No more than 10 hbondacc (Hydrogen Bond Acceptor Count);

(5) No more than 10 rotbonds (Rotatable Bond Count).

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PubChem ID
CID: 5712
SID: 14873977
ChEMBL ID
CHEMBL333985
Map of Molecular Bioactivity Related to the Compound
Map of Molecular Bioactivity Related to the Compound

Compound
Cell Line
Protein

Bioactivity Value:

<= 0.1 μM
> 0.1 μM and <= 10 μM
> 10 μM
Imprecise Activity
Table of Molecular Bioactivities Related to the Compound
Protein ID: PT02791, Hypoxia-inducible factor 1-alpha
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000017 HeLa Homo sapiens (Human)  2
1
IC50 = 1500 nM
   TI
   LI
   LO
   TS
2
IC50 = 2400 nM
   TI
   LI
   LO
   TS
CL000275 AGS Homo sapiens (Human)  1
1
IC50 = 2000 nM
   TI
   LI
   LO
   TS
CL000006 HEK293 Homo sapiens (Human)  1
1
IC50 = 9210 nM
   TI
   LI
   LO
   TS
CL000273 Hep 3B2.1-7 Homo sapiens (Human)  1
1
IC50 = 13800 nM
   TI
   LI
   LO
   TS
CL000274 SK-HEP-1 Homo sapiens (Human)  1
1
IC50 > 30000 nM
   TI
   LI
   LO
   TS
Cell Viability or Cytotoxicity Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000067 HCT 116 Homo sapiens (Human)  1
1
IC50 = 2200 nM
   TI
   LI
   LO
   TS
Clinical Information about the Compound
Drug 1 ( (5-(1-benzyl-1H-indazol-3-yl)furan-2-yl)methanol )
Drug Name (5-(1-benzyl-1H-indazol-3-yl)furan-2-yl)methanol
Target(s)
HIF1-alpha messenger RNA (HIF1A mRNA)
Inhibitor
Drug 2 ( PMID26882240-Compound-1 )
Drug Name PMID26882240-Compound-1
Company YUNG SHIN PHARM. IND. CO., LTD
Target(s)
Enhancer of zeste homolog 2 (EZH2)
Inhibitor