CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI189468 (103668)

Formula C₂₁H₂₃FN₂O₇S

MW 466.48

InChIKey VHHGUBHZBLPTKL-HPRFPMAVNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 55

Number_Heavy_Atoms 32

Number_Rings 3

Number_Bonds 57

Rotat_Bonds 12

Unbranched_Chain 2

Chiral_Centers 0

ONatoms 9

HB_Donor 3

HB_Acceptor 6

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 5

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 9

Lipinski_Violations 0

XLogP3 0

XLogP -0.21

logP 4.3733

PSA 141.62

MR 110.789

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -251.65156

PM7_Total_Energy_ev -5970.1795

PM7_Electronic_Energy_ev -50712.74897

PM7_Dipole_Debye 3.81413

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.658

PM7_LUMO_Energy_ev -0.749

PM7_COSMO_Area_square_ang 418.57

PM7_COSMO_Volue_cubic_ang 515.42

PM7_Electron_Affinity_ev 0.749

PM7_Ionization_Energy_ev 9.658

PM7_Energy_Gap_ev 8.909

PM7_Global_Hardness_ev 4.4545

PM7_Global_Softness_ev 0.22449208665394546

PM7_Chemical_Potential_ev -5.2035

PM7_Electronigativity_ev 5.2035

PM7_Back_Donation_Energy_ev -1.113625

PM7_Electrophilicity_ev 3.039220142552475

OPENEYE_Name 3-[[4-(4-fluorophenoxy)phenyl]sulfonyl-[1-(hydroxycarbamoyl)cyclopentyl]amino]propanoic acid

SMILES c1cc(ccc1Oc2ccc(cc2)S(=O)(=O)N(C3(CCCC3)C(=O)NO)CCC(=O)O)F

Canonical_SMILES ONC(=O)C1(CCCC1)N(S(=O)(=O)c1ccc(cc1)Oc1ccc(cc1)F)CCC(=O)O

InChI 1/C21H23FN2O7S/c22-15-3-5-16(6-4-15)31-17-7-9-18(10-8-17)32(29,30)24(14-11-19(25)26)21(20(27)23-28)12-1-2-13-21/h3-10,28H,1-2,11-14H2,(H,23,27)(H,25,26)/f/h23,25H

InChI_3D 1S/C21H23FN2O7S/c22-15-3-5-16(6-4-15)31-17-7-9-18(10-8-17)32(29,30)24(14-11-19(25)26)21(20(27)23-28)12-1-2-13-21/h3-10,28H,1-2,11-14H2,(H,23,27)(H,25,26)

AuxInfo 1/1/N:15,16,5,6,1,2,3,4,7,8,20,17,18,21,11,9,10,12,14,13,19,31,22,23,25,28,24,29,26,27,30,32/E:(1,2)(3,4)(5,6)(7,8)(9,10)(12,13)(25,26)(29,30)/F:15,16,5,6,1,2,3,4,7,8,20,17,18,21,11,9,10,12,14,13,19,31,22,23,28,25,24,29,26,27,30,32/E:(1,2)(3,4)(5,6)(7,8)(9,10)(12,13)(29,30)/CRV:32.6/rA:55cCCCCCCCCCCCCCCCCCCCCCNNOOOOOOOFSHHHHHHHHHHHHHHHHHHHHHHH/rB:;;;d1;s2;d3;s4;s1d2;s3d4;s5d6;s7d8;;;;s15;s15;s16;s13s17s18;s14;s20;s13;s19s21;d13;d14;;;s14;s22;s9s10;s11;s12s23d26d27;s1;s2;s3;s4;s5;s6;s7;s8;s15;s15;s16;s16;s17;s17;s18;s18;s20;s20;s21;s21;s22;s28;s29;/rC:-.8675,.4975,0;.8675,.4975,0;1.7306,-1.7475,0;.8631,-3.25,0;-.8675,1.5027,0;.8675,1.5027,0;2.6012,-2.2501,0;1.7337,-3.7526,0;;.866,-2.25,0;0,2.0104,0;2.6071,-3.2552,0;5.4727,-2.3415,0;4.9887,-7.6302,0;8.1126,-3.5825,0;7.9079,-4.563,0;7.2446,-3.083,0;6.9092,-4.6698,0;6.5042,-3.7552,0;4.9887,-6.6302,0;4.9887,-5.6302,0;5.8776,-1.4271,0;4.9887,-4.6302,0;4.4784,-2.4481,0;4.1226,-8.1302,0;4.6226,-3.2642,0;3.6226,-4.9962,0;5.8547,-8.1302,0;5.2882,-.6193,0;0,-1.75,0;0,3.0104,0;4.1226,-4.1302,0;-1.3001,.2469,0;1.3001,.2469,0;1.7299,-1.2475,0;.4297,-3.4994,0;-1.3012,1.7514,0;1.3012,1.7514,0;3.0334,-1.9988,0;1.7322,-4.2526,0;8.5886,-3.7356,0;8.315,-3.1253,0;7.9091,-5.063,0;8.4054,-4.6138,0;7.5376,-2.6779,0;6.872,-2.7497,0;6.4335,-4.8239,0;7.0134,-5.1588,0;4.4887,-6.6302,0;5.4887,-6.6302,0;4.4887,-5.6302,0;5.4887,-5.6302,0;6.3747,-1.3739,0;5.8547,-8.6302,0;5.4906,-.1621,0;

Duplicates ChEBI189468

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189250-0000189499/ChEBI189468.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189250-0000189499/ChEBI189468.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189250-0000189499/ChEBI189468.sdf

Formula	C₂₁H₂₃FN₂O₇S
MW	466.48
InChIKey	VHHGUBHZBLPTKL-HPRFPMAVNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	55
Number_Heavy_Atoms	32
Number_Rings	3
Number_Bonds	57
Rotat_Bonds	12
Unbranched_Chain	2
Chiral_Centers	0
ONatoms	9
HB_Donor	3
HB_Acceptor	6
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	5
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	9
Lipinski_Violations	0
XLogP3	0
XLogP	-0.21
logP	4.3733
PSA	141.62
MR	110.789
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-251.65156
PM7_Total_Energy_ev	-5970.1795
PM7_Electronic_Energy_ev	-50712.74897
PM7_Dipole_Debye	3.81413
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.658
PM7_LUMO_Energy_ev	-0.749
PM7_COSMO_Area_square_ang	418.57
PM7_COSMO_Volue_cubic_ang	515.42
PM7_Electron_Affinity_ev	0.749
PM7_Ionization_Energy_ev	9.658
PM7_Energy_Gap_ev	8.909
PM7_Global_Hardness_ev	4.4545
PM7_Global_Softness_ev	0.22449208665394546
PM7_Chemical_Potential_ev	-5.2035
PM7_Electronigativity_ev	5.2035
PM7_Back_Donation_Energy_ev	-1.113625
PM7_Electrophilicity_ev	3.039220142552475
OPENEYE_Name	3-[[4-(4-fluorophenoxy)phenyl]sulfonyl-[1-(hydroxycarbamoyl)cyclopentyl]amino]propanoic acid
SMILES	c1cc(ccc1Oc2ccc(cc2)S(=O)(=O)N(C3(CCCC3)C(=O)NO)CCC(=O)O)F
Canonical_SMILES	ONC(=O)C1(CCCC1)N(S(=O)(=O)c1ccc(cc1)Oc1ccc(cc1)F)CCC(=O)O
InChI	1/C21H23FN2O7S/c22-15-3-5-16(6-4-15)31-17-7-9-18(10-8-17)32(29,30)24(14-11-19(25)26)21(20(27)23-28)12-1-2-13-21/h3-10,28H,1-2,11-14H2,(H,23,27)(H,25,26)/f/h23,25H
InChI_3D	1S/C21H23FN2O7S/c22-15-3-5-16(6-4-15)31-17-7-9-18(10-8-17)32(29,30)24(14-11-19(25)26)21(20(27)23-28)12-1-2-13-21/h3-10,28H,1-2,11-14H2,(H,23,27)(H,25,26)
AuxInfo	1/1/N:15,16,5,6,1,2,3,4,7,8,20,17,18,21,11,9,10,12,14,13,19,31,22,23,25,28,24,29,26,27,30,32/E:(1,2)(3,4)(5,6)(7,8)(9,10)(12,13)(25,26)(29,30)/F:15,16,5,6,1,2,3,4,7,8,20,17,18,21,11,9,10,12,14,13,19,31,22,23,28,25,24,29,26,27,30,32/E:(1,2)(3,4)(5,6)(7,8)(9,10)(12,13)(29,30)/CRV:32.6/rA:55cCCCCCCCCCCCCCCCCCCCCCNNOOOOOOOFSHHHHHHHHHHHHHHHHHHHHHHH/rB:;;;d1;s2;d3;s4;s1d2;s3d4;s5d6;s7d8;;;;s15;s15;s16;s13s17s18;s14;s20;s13;s19s21;d13;d14;;;s14;s22;s9s10;s11;s12s23d26d27;s1;s2;s3;s4;s5;s6;s7;s8;s15;s15;s16;s16;s17;s17;s18;s18;s20;s20;s21;s21;s22;s28;s29;/rC:-.8675,.4975,0;.8675,.4975,0;1.7306,-1.7475,0;.8631,-3.25,0;-.8675,1.5027,0;.8675,1.5027,0;2.6012,-2.2501,0;1.7337,-3.7526,0;;.866,-2.25,0;0,2.0104,0;2.6071,-3.2552,0;5.4727,-2.3415,0;4.9887,-7.6302,0;8.1126,-3.5825,0;7.9079,-4.563,0;7.2446,-3.083,0;6.9092,-4.6698,0;6.5042,-3.7552,0;4.9887,-6.6302,0;4.9887,-5.6302,0;5.8776,-1.4271,0;4.9887,-4.6302,0;4.4784,-2.4481,0;4.1226,-8.1302,0;4.6226,-3.2642,0;3.6226,-4.9962,0;5.8547,-8.1302,0;5.2882,-.6193,0;0,-1.75,0;0,3.0104,0;4.1226,-4.1302,0;-1.3001,.2469,0;1.3001,.2469,0;1.7299,-1.2475,0;.4297,-3.4994,0;-1.3012,1.7514,0;1.3012,1.7514,0;3.0334,-1.9988,0;1.7322,-4.2526,0;8.5886,-3.7356,0;8.315,-3.1253,0;7.9091,-5.063,0;8.4054,-4.6138,0;7.5376,-2.6779,0;6.872,-2.7497,0;6.4335,-4.8239,0;7.0134,-5.1588,0;4.4887,-6.6302,0;5.4887,-6.6302,0;4.4887,-5.6302,0;5.4887,-5.6302,0;6.3747,-1.3739,0;5.8547,-8.6302,0;5.4906,-.1621,0;
Duplicates	ChEBI189468
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189250-0000189499/ChEBI189468.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189250-0000189499/ChEBI189468.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189250-0000189499/ChEBI189468.sdf