Structural Complex
Chemical ID: B4R
IUPAC Name: {4-[{(2R,3S)-3-[({[(3aS,4S,7aR)-hexahydro-4H-furo[2,3-b]pyran-4-yl]oxy}carbonyl)amino]-2-hydroxy-4-phenylbutyl}(2-methylpropyl)sulfamoyl]phenyl}boronic acid
Formal Charge: 0
Type: NON-POLYMER
Substructure
Substruture Type: MurckoScaffold
SMILES: O=C(N[C@H](CCNS(=O)(=O)c1ccccc1)Cc1ccccc1)O[C@H]1CCO[C@H]2OCC[C@H]21
InChI: InChI=1S/C24H30N2O6S/c27-24(32-22-13-16-31-23-21(22)12-15-30-23)26-19(17-18-7-3-1-4-8-18)11-14-25-33(28,29)20-9-5-2-6-10-20/h1-10,19,21-23,25H,11-17H2,(H,26,27)/t19-,21+,22+,23-/m1/s1
InChI Key: PCGKXGMDANFNQM-YPIGPJMWSA-N
Physiochemical Descriptor:
Formula: C28 H39 B N2 O9 S
Molecular weight: 590.493
Hydrogen Bond Acceptor: 9
Hydrogen Bond Donor: 4
Rotatable Bonds: 17
Heavy Atoms: 41
Systematic name
Program Version Descriptor
ACDLabs 12.01 {4-[{(2R,3S)-3-[({[(3aS,4S,7aR)-hexahydro-4H-furo[2,3-b]pyran-4-yl]oxy}carbonyl)amino]-2-hydroxy-4-phenylbutyl}(2-methylpropyl)sulfamoyl]phenyl}boronic acid
OpenEye OEToolkits 2.0.7 [4-[[(2~{R},3~{S})-3-[[(3~{a}~{S},4~{S},7~{a}~{R})-3,3~{a},4,5,6,7~{a}-hexahydro-2~{H}-furo[2,3-b]pyran-4-yl]oxycarbonylamino]-2-oxidanyl-4-phenyl-butyl]-(2-methylpropyl)sulfamoyl]phenyl]boronic acid
Chemical Descriptors
Type Program Version Descriptor
SMILES ACDLabs 12.01 O=S(=O)(N(CC(O)C(NC(OC1CCOC2C1CCO2)=O)Cc3ccccc3)CC(C)C)c4ccc(cc4)B(O)O
InChI InChI 1.03 InChI=1S/C28H39BN2O9S/c1-19(2)17-31(41(36,37)22-10-8-21(9-11-22)29(34)35)18-25(32)24(16-20-6-4-3-5-7-20)30-28(33)40-26-13-15-39-27-23(26)12-14-38-27/h3-11,19,23-27,32,34-35H,12-18H2,1-2H3,(H,30,33)/t23-,24-,25+,26-,27+/m0/s1
InChIKey InChI 1.03 LVYBBLQFCOXKLU-UIPNDDLNSA-N
SMILES_CANONICAL CACTVS 3.385 CC(C)CN(C[C@@H](O)[C@H](Cc1ccccc1)NC(=O)O[C@H]2CCO[C@H]3OCC[C@@H]23)[S](=O)(=O)c4ccc(cc4)B(O)O
SMILES CACTVS 3.385 CC(C)CN(C[CH](O)[CH](Cc1ccccc1)NC(=O)O[CH]2CCO[CH]3OCC[CH]23)[S](=O)(=O)c4ccc(cc4)B(O)O
SMILES_CANONICAL OpenEye OEToolkits 2.0.7 B(c1ccc(cc1)S(=O)(=O)N(C[C@H]([C@H](Cc2ccccc2)NC(=O)O[C@H]3CCO[C@@H]4[C@H]3CCO4)O)CC(C)C)(O)O
SMILES OpenEye OEToolkits 2.0.7 B(c1ccc(cc1)S(=O)(=O)N(CC(C)C)CC(C(Cc2ccccc2)NC(=O)OC3CCOC4C3CCO4)O)(O)O
Chemical Database Mapping
Database Reference ID
PubChem 139209103
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