CompChem-Database: compound details

CompChem-Database: details for selected entry

DB01098 (1282)

Formula C₂₂H₂₈FN₃O₆S

MW 481.54

InChIKey BPRHUIZQVSMCRT-PKRZOPRNNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 61

Number_Heavy_Atoms 33

Number_Rings 2

Number_Bonds 62

Rotat_Bonds 13

Unbranched_Chain 2

Chiral_Centers 2

ONatoms 9

HB_Donor 3

HB_Acceptor 8

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 7

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 9

Lipinski_Violations 0

XLogP3 0

XLogP 1.95

logP 3.4825

PSA 149.3

MR 123.398

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -254.30306

PM7_Total_Energy_ev -6052.98445

PM7_Electronic_Energy_ev -53712.83197

PM7_Dipole_Debye 8.21149

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.724

PM7_LUMO_Energy_ev -1.035

PM7_COSMO_Area_square_ang 444.83

PM7_COSMO_Volue_cubic_ang 573.23

PM7_Electron_Affinity_ev 1.035

PM7_Ionization_Energy_ev 9.724

PM7_Energy_Gap_ev 8.689

PM7_Global_Hardness_ev 4.3445

PM7_Global_Softness_ev 0.23017608470479917

PM7_Chemical_Potential_ev -5.3795

PM7_Electronigativity_ev 5.3795

PM7_Back_Donation_Energy_ev -1.086125

PM7_Electrophilicity_ev 3.330535188168949

OPENEYE_Name (~{E},3~{R},5~{S})-7-[4-(4-fluorophenyl)-6-isopropyl-2-[methyl(methylsulfonyl)amino]pyrimidin-5-yl]-3,5-dihydroxy-hept-6-enoic acid

SMILES c1cc(ccc1c2c(c(nc(n2)N(C)S(=O)(=O)C)C(C)C)C=CC(CC(CC(=O)O)O)O)F

Canonical_SMILES O[C@@H](C[C@H](CC(=O)O)O)/C=C/c1c(nc(nc1c1ccc(cc1)F)N(S(=O)(=O)C)C)C(C)C

InChI 1/C22H28FN3O6S/c1-13(2)20-18(10-9-16(27)11-17(28)12-19(29)30)21(14-5-7-15(23)8-6-14)25-22(24-20)26(3)33(4,31)32/h5-10,13,16-17,27-28H,11-12H2,1-4H3,(H,29,30)/f/h29H

InChI_3D 1S/C22H28FN3O6S/c1-13(2)20-18(10-9-16(27)11-17(28)12-19(29)30)21(14-5-7-15(23)8-6-14)25-22(24-20)26(3)33(4,31)32/h5-10,13,16-17,27-28H,11-12H2,1-4H3,(H,29,30)/b10-9+/t16-,17-/m1/s1

AuxInfo 1/1/N:14,15,16,17,1,2,3,4,12,11,19,18,20,5,7,21,22,6,13,9,8,10,32,24,23,25,30,31,26,29,27,28,33/E:(1,2)(5,6)(7,8)(29,30)(31,32)/F:14,15,16,17,1,2,3,4,12,11,19,18,20,5,7,21,22,6,13,9,8,10,32,24,23,25,30,31,29,26,27,28,33/E:(1,2)(5,6)(7,8)(31,32)/CRV:33.6/rA:61cCCCCCCCCCCCCCCCCCCCCCCNNNOOOOOOFSHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;s1d2;;s3d4;s5d6;s6;;s6;w11;;;;;;s13;;s9s14s15;s12s19;s18s19;s8d10;d9s10;s10s16;d13;;;s13;s21;s22;s7;s17s25d27d28;s1;s2;s3;s4;s11;s12;s14;s14;s14;s15;s15;s15;s16;s16;s16;s17;s17;s17;s18;s18;s19;s19;s20;s21;s22;s29;s30;s31;/rC:-1.7306,.9976,0;-.8675,2.5026,0;-2.6026,1.4977,0;-1.7394,3.0027,0;-.8675,1.5026,0;;-2.6114,2.5028,0;0,1.0051,0;.8674,-.4976,0;1.7348,1.0051,0;-1.5143,-.8771,0;-1.513,-1.8771,0;-5.8396,-4.3831,0;1.8674,-1.4976,0;.8674,-2.4976,0;2.6052,2.5026,0;4.3314,.4976,0;-4.9743,-3.8819,0;-3.2436,-2.8795,0;.8674,-1.4976,0;-2.3783,-2.3783,0;-4.109,-3.3807,0;.8674,1.5126,0;1.7348,0,0;2.6023,1.5026,0;-6.7063,-3.8843,0;2.9643,.1355,0;3.9693,1.8647,0;-5.8382,-5.3831,0;-1.8771,-3.2436,0;-4.6101,-2.5154,0;-3.4789,3.0003,0;3.4668,1.0001,0;-1.7284,.4976,0;-.4348,2.7532,0;-3.0341,1.2451,0;-1.7394,3.5027,0;-1.9477,-.6277,0;-1.0796,-2.1265,0;1.8674,-1.9976,0;1.8674,-.9976,0;2.3674,-1.4976,0;1.3674,-2.4976,0;.3674,-2.4976,0;.8674,-2.9976,0;2.1052,2.504,0;3.1052,2.5011,0;2.6066,3.0026,0;4.0802,.0653,0;4.5827,.9299,0;4.7637,.2463,0;-5.2249,-3.4492,0;-4.7237,-4.3145,0;-2.993,-3.3122,0;-3.4942,-2.4468,0;.3674,-1.4976,0;-2.6289,-1.9456,0;-3.8584,-3.8134,0;-6.2709,-5.6337,0;-1.3771,-3.2429,0;-5.1101,-2.516,0;

Duplicates DB01098

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000001000-0000001249/DB01098.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000001000-0000001249/DB01098.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000001000-0000001249/DB01098.sdf

Formula	C₂₂H₂₈FN₃O₆S
MW	481.54
InChIKey	BPRHUIZQVSMCRT-PKRZOPRNNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	61
Number_Heavy_Atoms	33
Number_Rings	2
Number_Bonds	62
Rotat_Bonds	13
Unbranched_Chain	2
Chiral_Centers	2
ONatoms	9
HB_Donor	3
HB_Acceptor	8
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	7
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	9
Lipinski_Violations	0
XLogP3	0
XLogP	1.95
logP	3.4825
PSA	149.3
MR	123.398
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-254.30306
PM7_Total_Energy_ev	-6052.98445
PM7_Electronic_Energy_ev	-53712.83197
PM7_Dipole_Debye	8.21149
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.724
PM7_LUMO_Energy_ev	-1.035
PM7_COSMO_Area_square_ang	444.83
PM7_COSMO_Volue_cubic_ang	573.23
PM7_Electron_Affinity_ev	1.035
PM7_Ionization_Energy_ev	9.724
PM7_Energy_Gap_ev	8.689
PM7_Global_Hardness_ev	4.3445
PM7_Global_Softness_ev	0.23017608470479917
PM7_Chemical_Potential_ev	-5.3795
PM7_Electronigativity_ev	5.3795
PM7_Back_Donation_Energy_ev	-1.086125
PM7_Electrophilicity_ev	3.330535188168949
OPENEYE_Name	(~{E},3~{R},5~{S})-7-[4-(4-fluorophenyl)-6-isopropyl-2-[methyl(methylsulfonyl)amino]pyrimidin-5-yl]-3,5-dihydroxy-hept-6-enoic acid
SMILES	c1cc(ccc1c2c(c(nc(n2)N(C)S(=O)(=O)C)C(C)C)C=CC(CC(CC(=O)O)O)O)F
Canonical_SMILES	O[C@@H](C[C@H](CC(=O)O)O)/C=C/c1c(nc(nc1c1ccc(cc1)F)N(S(=O)(=O)C)C)C(C)C
InChI	1/C22H28FN3O6S/c1-13(2)20-18(10-9-16(27)11-17(28)12-19(29)30)21(14-5-7-15(23)8-6-14)25-22(24-20)26(3)33(4,31)32/h5-10,13,16-17,27-28H,11-12H2,1-4H3,(H,29,30)/f/h29H
InChI_3D	1S/C22H28FN3O6S/c1-13(2)20-18(10-9-16(27)11-17(28)12-19(29)30)21(14-5-7-15(23)8-6-14)25-22(24-20)26(3)33(4,31)32/h5-10,13,16-17,27-28H,11-12H2,1-4H3,(H,29,30)/b10-9+/t16-,17-/m1/s1
AuxInfo	1/1/N:14,15,16,17,1,2,3,4,12,11,19,18,20,5,7,21,22,6,13,9,8,10,32,24,23,25,30,31,26,29,27,28,33/E:(1,2)(5,6)(7,8)(29,30)(31,32)/F:14,15,16,17,1,2,3,4,12,11,19,18,20,5,7,21,22,6,13,9,8,10,32,24,23,25,30,31,29,26,27,28,33/E:(1,2)(5,6)(7,8)(31,32)/CRV:33.6/rA:61cCCCCCCCCCCCCCCCCCCCCCCNNNOOOOOOFSHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;s1d2;;s3d4;s5d6;s6;;s6;w11;;;;;;s13;;s9s14s15;s12s19;s18s19;s8d10;d9s10;s10s16;d13;;;s13;s21;s22;s7;s17s25d27d28;s1;s2;s3;s4;s11;s12;s14;s14;s14;s15;s15;s15;s16;s16;s16;s17;s17;s17;s18;s18;s19;s19;s20;s21;s22;s29;s30;s31;/rC:-1.7306,.9976,0;-.8675,2.5026,0;-2.6026,1.4977,0;-1.7394,3.0027,0;-.8675,1.5026,0;;-2.6114,2.5028,0;0,1.0051,0;.8674,-.4976,0;1.7348,1.0051,0;-1.5143,-.8771,0;-1.513,-1.8771,0;-5.8396,-4.3831,0;1.8674,-1.4976,0;.8674,-2.4976,0;2.6052,2.5026,0;4.3314,.4976,0;-4.9743,-3.8819,0;-3.2436,-2.8795,0;.8674,-1.4976,0;-2.3783,-2.3783,0;-4.109,-3.3807,0;.8674,1.5126,0;1.7348,0,0;2.6023,1.5026,0;-6.7063,-3.8843,0;2.9643,.1355,0;3.9693,1.8647,0;-5.8382,-5.3831,0;-1.8771,-3.2436,0;-4.6101,-2.5154,0;-3.4789,3.0003,0;3.4668,1.0001,0;-1.7284,.4976,0;-.4348,2.7532,0;-3.0341,1.2451,0;-1.7394,3.5027,0;-1.9477,-.6277,0;-1.0796,-2.1265,0;1.8674,-1.9976,0;1.8674,-.9976,0;2.3674,-1.4976,0;1.3674,-2.4976,0;.3674,-2.4976,0;.8674,-2.9976,0;2.1052,2.504,0;3.1052,2.5011,0;2.6066,3.0026,0;4.0802,.0653,0;4.5827,.9299,0;4.7637,.2463,0;-5.2249,-3.4492,0;-4.7237,-4.3145,0;-2.993,-3.3122,0;-3.4942,-2.4468,0;.3674,-1.4976,0;-2.6289,-1.9456,0;-3.8584,-3.8134,0;-6.2709,-5.6337,0;-1.3771,-3.2429,0;-5.1101,-2.516,0;
Duplicates	DB01098
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000001000-0000001249/DB01098.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000001000-0000001249/DB01098.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000001000-0000001249/DB01098.sdf