uracil 20   Click here for help

GtoPdb Ligand ID: 9901

Immunopharmacology Ligand
Compound class: Synthetic organic
Comment: Uracil 20 is a small molecule caspase-1 inhibitor that was developed as a topically active anti-inflammatory agent for the treatment of inflammatory acne [1]. This compound contrasts with the caspase -1 inhibitors belnacasan and pralnacasan which were designed for systemic exposure.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 10
Hydrogen bond donors 4
Rotatable bonds 10
Topological polar surface area 160.76
Molecular weight 611.24
XLogP 4.84
No. Lipinski's rules broken 0
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Canonical SMILES O=C1OC(C(C1)NC(=O)C1(CC1)n1c(=O)c(NC(=O)c2ccc(cc2C)Nc2ccc3c(c2)cccc3)cn(c1=O)C(C)C)O
Isomeric SMILES O=C1OC([C@H](C1)NC(=O)C1(CC1)n1c(=O)c(NC(=O)c2ccc(cc2C)Nc2ccc3c(c2)cccc3)cn(c1=O)C(C)C)O
InChI InChI=1S/C33H33N5O7/c1-18(2)37-17-26(29(41)38(32(37)44)33(12-13-33)31(43)36-25-16-27(39)45-30(25)42)35-28(40)24-11-10-22(14-19(24)3)34-23-9-8-20-6-4-5-7-21(20)15-23/h4-11,14-15,17-18,25,30,34,42H,12-13,16H2,1-3H3,(H,35,40)(H,36,43)/t25-,30?/m0/s1
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Compound class Synthetic organic
IUPAC Name Click here for help
N-(3-(1-(((3S)-2-Hydroxy-5-oxotetrahydrofuran-3-yl)carbamoyl)cyclopropyl)-1- isopropyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl)-2-methyl-4-(naphthalen-2- ylamino)benzamide
Database Links Click here for help
GtoPdb PubChem SID 363894195
PubChem CID 133081971
Search Google for chemical match using the InChIKey BTGMTHBOODBMHN-SUHMBNCMSA-N
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UniChem Compound Search for chemical match using the InChIKey BTGMTHBOODBMHN-SUHMBNCMSA-N
UniChem Connectivity Search for chemical match using the InChIKey BTGMTHBOODBMHN-SUHMBNCMSA-N