CompChem-Database: compound details

CompChem-Database: details for selected entry

DB00197_s0 (127)

Formula C₂₄H₂₇NO₅S

MW 441.54

InChIKey GXPHKUHSUJUWKP-LNNLXFCONA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 58

Number_Heavy_Atoms 31

Number_Rings 4

Number_Bonds 61

Rotat_Bonds 6

Unbranched_Chain 2

Chiral_Centers 2

ONatoms 6

HB_Donor 2

HB_Acceptor 3

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 2

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 6

Lipinski_Violations 0

XLogP3 0

XLogP 3.95

logP 4.703

PSA 110.16

MR 125.549

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -183.79641

PM7_Total_Energy_ev -5152.87649

PM7_Electronic_Energy_ev -43926.26332

PM7_Dipole_Debye 2.74086

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.315

PM7_LUMO_Energy_ev -1.184

PM7_COSMO_Area_square_ang 443.3

PM7_COSMO_Volue_cubic_ang 518.96

PM7_Electron_Affinity_ev 1.184

PM7_Ionization_Energy_ev 8.315

PM7_Energy_Gap_ev 7.131

PM7_Global_Hardness_ev 3.5655

PM7_Global_Softness_ev 0.28046557285093254

PM7_Chemical_Potential_ev -4.7495

PM7_Electronigativity_ev 4.7495

PM7_Back_Donation_Energy_ev -0.891375

PM7_Electrophilicity_ev 3.1633361730472584

OPENEYE_Name (5~{S})-5-[[4-[[(2~{S})-6-hydroxy-2,5,7,8-tetramethyl-chroman-2-yl]methoxy]phenyl]methyl]thiazolidine-2,4-dione

SMILES c1cc(ccc1CC2C(=O)NC(=O)S2)OCC3(CCc4c(c(c(c(c4O3)C)C)O)C)C

Canonical_SMILES O=C1NC(=O)[C@@H](S1)Cc1ccc(cc1)OC[C@]1(C)CCc2c(O1)c(C)c(c(c2C)O)C

InChI 1/C24H27NO5S/c1-13-14(2)21-18(15(3)20(13)26)9-10-24(4,30-21)12-29-17-7-5-16(6-8-17)11-19-22(27)25-23(28)31-19/h5-8,19,26H,9-12H2,1-4H3,(H,25,27,28)/f/h25H

InChI_3D 1S/C24H27NO5S/c1-13-14(2)21-18(15(3)20(13)26)9-10-24(4,30-21)12-29-17-7-5-16(6-8-17)11-19-22(27)25-23(28)31-19/h5-8,19,26H,9-12H2,1-4H3,(H,25,27,28)/t19-,24-/m0/s1

AuxInfo 1/1/N:21,20,19,22,1,2,3,4,15,16,23,24,9,8,7,6,11,5,17,12,10,13,14,18,25,29,26,27,30,28,31/E:(5,6)(7,8)/F:m/E:m/rA:58cCCCCCCCCCCCCCCCCCCCCCCCCNOOOOOSHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;;s1d2;d5;;s8;s5d8;s3d4;s7d9;;;s5;s15;s13;s16;s7;s8;s9;s18;s6s17;s18;s13s14;d13;d14;s10s18;s12;s11s24;s14s17;s1;s2;s3;s4;s15;s15;s16;s16;s17;s19;s19;s19;s20;s20;s20;s21;s21;s21;s22;s22;s22;s23;s23;s24;s24;s25;s29;/rC:-3.6264,.4256,0;-2.9217,-1.1598,0;-4.545,.0173,0;-3.8403,-1.5681,0;-7.2662,-4.22,0;-2.8195,-.165,0;-7.1991,-5.2177,0;-9.0083,-4.3383,0;-8.9307,-5.3411,0;-8.1712,-3.7785,0;-4.6566,-.9816,0;-8.0262,-5.7808,0;;1.3131,.9519,0;-6.4359,-3.66,0;-6.5034,-2.656,0;-.3065,.9519,0;-7.4085,-2.2146,0;-6.2999,-5.6553,0;-9.9078,-3.9015,0;-9.7573,-5.9039,0;-8.6225,-.9541,0;-1.9057,.2411,0;-6.379,-.7995,0;1.0014,0,0;-.5889,-.8082,0;2.2646,1.2597,0;-8.2462,-2.7772,0;-7.9537,-6.7781,0;-5.5704,-1.3878,0;.5007,1.5426,0;-3.5731,.9228,0;-2.517,-1.4534,0;-4.9484,.3127,0;-3.8914,-2.0655,0;-5.9506,-3.5399,0;-6.233,-4.117,0;-6.3652,-2.1755,0;-6.0062,-2.7091,0;-.5571,1.3846,0;-6.0811,-5.2058,0;-6.5187,-6.1049,0;-5.8503,-5.8741,0;-10.1262,-4.3513,0;-9.6894,-3.4517,0;-10.3576,-3.6831,0;-9.4759,-6.3172,0;-10.0387,-5.4906,0;-10.1706,-6.1853,0;-8.9826,-1.301,0;-8.2624,-.6073,0;-8.9694,-.594,0;-1.7026,-.2158,0;-2.1087,.698,0;-6.0849,-.3951,0;-6.7833,-.5053,0;1.2948,-.4048,0;-7.5037,-6.9961,0;

Duplicates DB00197_s0;DB08607

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000000000-0000000249/DB00197_s0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000000000-0000000249/DB00197_s0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000000000-0000000249/DB00197_s0.sdf

Formula	C₂₄H₂₇NO₅S
MW	441.54
InChIKey	GXPHKUHSUJUWKP-LNNLXFCONA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	58
Number_Heavy_Atoms	31
Number_Rings	4
Number_Bonds	61
Rotat_Bonds	6
Unbranched_Chain	2
Chiral_Centers	2
ONatoms	6
HB_Donor	2
HB_Acceptor	3
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	2
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	6
Lipinski_Violations	0
XLogP3	0
XLogP	3.95
logP	4.703
PSA	110.16
MR	125.549
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-183.79641
PM7_Total_Energy_ev	-5152.87649
PM7_Electronic_Energy_ev	-43926.26332
PM7_Dipole_Debye	2.74086
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.315
PM7_LUMO_Energy_ev	-1.184
PM7_COSMO_Area_square_ang	443.3
PM7_COSMO_Volue_cubic_ang	518.96
PM7_Electron_Affinity_ev	1.184
PM7_Ionization_Energy_ev	8.315
PM7_Energy_Gap_ev	7.131
PM7_Global_Hardness_ev	3.5655
PM7_Global_Softness_ev	0.28046557285093254
PM7_Chemical_Potential_ev	-4.7495
PM7_Electronigativity_ev	4.7495
PM7_Back_Donation_Energy_ev	-0.891375
PM7_Electrophilicity_ev	3.1633361730472584
OPENEYE_Name	(5~{S})-5-[[4-[[(2~{S})-6-hydroxy-2,5,7,8-tetramethyl-chroman-2-yl]methoxy]phenyl]methyl]thiazolidine-2,4-dione
SMILES	c1cc(ccc1CC2C(=O)NC(=O)S2)OCC3(CCc4c(c(c(c(c4O3)C)C)O)C)C
Canonical_SMILES	O=C1NC(=O)[C@@H](S1)Cc1ccc(cc1)OC[C@]1(C)CCc2c(O1)c(C)c(c(c2C)O)C
InChI	1/C24H27NO5S/c1-13-14(2)21-18(15(3)20(13)26)9-10-24(4,30-21)12-29-17-7-5-16(6-8-17)11-19-22(27)25-23(28)31-19/h5-8,19,26H,9-12H2,1-4H3,(H,25,27,28)/f/h25H
InChI_3D	1S/C24H27NO5S/c1-13-14(2)21-18(15(3)20(13)26)9-10-24(4,30-21)12-29-17-7-5-16(6-8-17)11-19-22(27)25-23(28)31-19/h5-8,19,26H,9-12H2,1-4H3,(H,25,27,28)/t19-,24-/m0/s1
AuxInfo	1/1/N:21,20,19,22,1,2,3,4,15,16,23,24,9,8,7,6,11,5,17,12,10,13,14,18,25,29,26,27,30,28,31/E:(5,6)(7,8)/F:m/E:m/rA:58cCCCCCCCCCCCCCCCCCCCCCCCCNOOOOOSHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;;s1d2;d5;;s8;s5d8;s3d4;s7d9;;;s5;s15;s13;s16;s7;s8;s9;s18;s6s17;s18;s13s14;d13;d14;s10s18;s12;s11s24;s14s17;s1;s2;s3;s4;s15;s15;s16;s16;s17;s19;s19;s19;s20;s20;s20;s21;s21;s21;s22;s22;s22;s23;s23;s24;s24;s25;s29;/rC:-3.6264,.4256,0;-2.9217,-1.1598,0;-4.545,.0173,0;-3.8403,-1.5681,0;-7.2662,-4.22,0;-2.8195,-.165,0;-7.1991,-5.2177,0;-9.0083,-4.3383,0;-8.9307,-5.3411,0;-8.1712,-3.7785,0;-4.6566,-.9816,0;-8.0262,-5.7808,0;;1.3131,.9519,0;-6.4359,-3.66,0;-6.5034,-2.656,0;-.3065,.9519,0;-7.4085,-2.2146,0;-6.2999,-5.6553,0;-9.9078,-3.9015,0;-9.7573,-5.9039,0;-8.6225,-.9541,0;-1.9057,.2411,0;-6.379,-.7995,0;1.0014,0,0;-.5889,-.8082,0;2.2646,1.2597,0;-8.2462,-2.7772,0;-7.9537,-6.7781,0;-5.5704,-1.3878,0;.5007,1.5426,0;-3.5731,.9228,0;-2.517,-1.4534,0;-4.9484,.3127,0;-3.8914,-2.0655,0;-5.9506,-3.5399,0;-6.233,-4.117,0;-6.3652,-2.1755,0;-6.0062,-2.7091,0;-.5571,1.3846,0;-6.0811,-5.2058,0;-6.5187,-6.1049,0;-5.8503,-5.8741,0;-10.1262,-4.3513,0;-9.6894,-3.4517,0;-10.3576,-3.6831,0;-9.4759,-6.3172,0;-10.0387,-5.4906,0;-10.1706,-6.1853,0;-8.9826,-1.301,0;-8.2624,-.6073,0;-8.9694,-.594,0;-1.7026,-.2158,0;-2.1087,.698,0;-6.0849,-.3951,0;-6.7833,-.5053,0;1.2948,-.4048,0;-7.5037,-6.9961,0;
Duplicates	DB00197_s0;DB08607
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000000000-0000000249/DB00197_s0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000000000-0000000249/DB00197_s0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000000000-0000000249/DB00197_s0.sdf