CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL100471 (489)

Formula C₂₄H₂₈N₆O₈S₂

MW 592.64

InChIKey WACWDYXJSPCLCA-UHFFFAOYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 68

Number_Heavy_Atoms 40

Number_Rings 4

Number_Bonds 71

Rotat_Bonds 19

Unbranched_Chain 8

Chiral_Centers 2

ONatoms 14

HB_Donor 4

HB_Acceptor 8

OpenEye_HB_Donors 4

OpenEye_HB_Acceptors 10

Lipinski_HB_Donors 4

Lipinski_HB_Acceptors 14

Lipinski_Violations 2

XLogP3 0

XLogP -2.36

logP -0.348

PSA 241.1

MR 152.819

ABS 0.17

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -137.24883

PM7_Total_Energy_ev -7153.82765

PM7_Electronic_Energy_ev -73638.09138

PM7_Dipole_Debye 9.04588

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.508

PM7_LUMO_Energy_ev -1.259

PM7_COSMO_Area_square_ang 480.35

PM7_COSMO_Volue_cubic_ang 657.48

PM7_Electron_Affinity_ev 1.259

PM7_Ionization_Energy_ev 8.508

PM7_Energy_Gap_ev 7.249

PM7_Global_Hardness_ev 3.6245

PM7_Global_Softness_ev 0.2759001241550559

PM7_Chemical_Potential_ev -4.8835

PM7_Electronigativity_ev 4.8835

PM7_Back_Donation_Energy_ev -0.906125

PM7_Electrophilicity_ev 3.28991202234791

OPENEYE_Name (4~{S})-~{N}-hydroxy-~{N}-[2-[2-[2-[hydroxy-[(4~{S})-2-(3-hydroxy-2-pyridyl)-4,5-dihydrothiazole-4-carbonyl]amino]ethoxy]ethoxy]ethyl]-2-(3-hydroxy-2-pyridyl)-4,5-dihydrothiazole-4-carboxamide

SMILES c1cc(c(nc1)C2=NC(CS2)C(=O)N(CCOCCOCCN(C(=O)C3CSC(=N3)c4c(cccn4)O)O)O)O

Canonical_SMILES O=C([C@H]1CSC(=N1)c1ncccc1O)N(CCOCCOCCN(C(=O)[C@H]1CSC(=N1)c1ncccc1O)O)O

InChI 1/C24H28N6O8S2/c31-17-3-1-5-25-19(17)21-27-15(13-39-21)23(33)29(35)7-9-37-11-12-38-10-8-30(36)24(34)16-14-40-22(28-16)20-18(32)4-2-6-26-20/h1-6,15-16,31-32,35-36H,7-14H2

InChI_3D 1S/C24H28N6O8S2/c31-17-3-1-5-25-19(17)21-27-15(13-39-21)23(33)29(35)7-9-37-11-12-38-10-8-30(36)24(34)16-14-40-22(28-16)20-18(32)4-2-6-26-20/h1-6,15-16,31-32,35-36H,7-14H2/t15-,16-/m1/s1

AuxInfo 1/0/N:1,2,3,4,5,6,19,20,21,22,23,24,15,16,17,18,7,8,9,10,11,12,13,14,25,26,27,28,29,30,33,34,31,32,35,36,37,38,39,40/E:(1,2)(3,4)(5,6)(7,8)(9,10)(11,12)(13,14)(15,16)(17,18)(19,20)(21,22)(23,24)(25,26)(27,28)(29,30)(31,32)(33,34)(35,36)(37,38)(39,40)/rA:68cCCCCCCCCCCCCCCCCCCCCCCCCNNNNNNOOOOOOOOSSHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;d2;s1;s2;s3;s4;d7;d8;s9;s10;;;;;s13s15;s14s16;;;s19;s20;;s23;d5s9;d6s10;d11s17;d12s18;s13s19;s14s20;d13;d14;s7;s8;s29;s30;s21s23;s22s24;s11s15;s12s16;s1;s2;s3;s4;s5;s6;s15;s15;s16;s16;s17;s18;s19;s19;s20;s20;s21;s21;s22;s22;s23;s23;s24;s24;s33;s34;s35;s36;/rC:-.8675,.4975,0;16.0417,7.4008,0;;15.1742,7.8983,0;-.8675,1.5027,0;16.0417,6.3956,0;.8675,.4975,0;14.3067,7.4008,0;.8675,1.5027,0;14.3067,6.3956,0;1.735,2.0001,0;13.4392,5.8981,0;2.5168,4.1543,0;12.6574,3.744,0;3.3197,2.3343,0;11.8545,5.564,0;2.8234,3.2025,0;12.3508,4.6958,0;4.1654,4.6854,0;11.0088,3.2129,0;5.1431,4.4751,0;10.0312,3.4232,0;7.0983,4.0543,0;8.0759,3.844,0;0,2.0104,0;15.1742,5.8879,0;1.8436,2.9959,0;13.3306,4.9024,0;3.1878,4.8958,0;11.9864,3.0025,0;1.5392,4.3647,0;13.635,3.5336,0;1.7328,-.0038,0;13.4414,7.902,0;2.8812,5.8476,0;12.293,2.0507,0;6.1207,4.2647,0;9.0535,3.6336,0;2.6518,1.5898,0;12.5224,6.3085,0;-1.3001,.2469,0;16.4744,7.6514,0;0,-.5,0;15.1742,8.3983,0;-1.3012,1.7514,0;16.4755,6.1469,0;3.7249,2.6273,0;3.6542,1.9627,0;11.4493,5.271,0;11.52,5.9356,0;3.2809,3.4043,0;11.8933,4.494,0;4.2706,5.1742,0;4.0602,4.1966,0;10.9036,2.7241,0;11.114,3.7017,0;5.0379,3.9862,0;5.2482,4.9639,0;10.1363,3.912,0;9.926,2.9344,0;7.2035,4.5431,0;6.9931,3.5655,0;7.9707,3.3551,0;8.1811,4.3328,0;2.1662,.2456,0;13.008,7.6527,0;3.2167,6.2183,0;11.9575,1.6799,0;

Duplicates CHEMBL100471

mol2_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000100250-0000100499/CHEMBL100471.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000100250-0000100499/CHEMBL100471.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000100250-0000100499/CHEMBL100471.sdf

Formula	C₂₄H₂₈N₆O₈S₂
MW	592.64
InChIKey	WACWDYXJSPCLCA-UHFFFAOYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	68
Number_Heavy_Atoms	40
Number_Rings	4
Number_Bonds	71
Rotat_Bonds	19
Unbranched_Chain	8
Chiral_Centers	2
ONatoms	14
HB_Donor	4
HB_Acceptor	8
OpenEye_HB_Donors	4
OpenEye_HB_Acceptors	10
Lipinski_HB_Donors	4
Lipinski_HB_Acceptors	14
Lipinski_Violations	2
XLogP3	0
XLogP	-2.36
logP	-0.348
PSA	241.1
MR	152.819
ABS	0.17
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-137.24883
PM7_Total_Energy_ev	-7153.82765
PM7_Electronic_Energy_ev	-73638.09138
PM7_Dipole_Debye	9.04588
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.508
PM7_LUMO_Energy_ev	-1.259
PM7_COSMO_Area_square_ang	480.35
PM7_COSMO_Volue_cubic_ang	657.48
PM7_Electron_Affinity_ev	1.259
PM7_Ionization_Energy_ev	8.508
PM7_Energy_Gap_ev	7.249
PM7_Global_Hardness_ev	3.6245
PM7_Global_Softness_ev	0.2759001241550559
PM7_Chemical_Potential_ev	-4.8835
PM7_Electronigativity_ev	4.8835
PM7_Back_Donation_Energy_ev	-0.906125
PM7_Electrophilicity_ev	3.28991202234791
OPENEYE_Name	(4~{S})-~{N}-hydroxy-~{N}-[2-[2-[2-[hydroxy-[(4~{S})-2-(3-hydroxy-2-pyridyl)-4,5-dihydrothiazole-4-carbonyl]amino]ethoxy]ethoxy]ethyl]-2-(3-hydroxy-2-pyridyl)-4,5-dihydrothiazole-4-carboxamide
SMILES	c1cc(c(nc1)C2=NC(CS2)C(=O)N(CCOCCOCCN(C(=O)C3CSC(=N3)c4c(cccn4)O)O)O)O
Canonical_SMILES	O=C([C@H]1CSC(=N1)c1ncccc1O)N(CCOCCOCCN(C(=O)[C@H]1CSC(=N1)c1ncccc1O)O)O
InChI	1/C24H28N6O8S2/c31-17-3-1-5-25-19(17)21-27-15(13-39-21)23(33)29(35)7-9-37-11-12-38-10-8-30(36)24(34)16-14-40-22(28-16)20-18(32)4-2-6-26-20/h1-6,15-16,31-32,35-36H,7-14H2
InChI_3D	1S/C24H28N6O8S2/c31-17-3-1-5-25-19(17)21-27-15(13-39-21)23(33)29(35)7-9-37-11-12-38-10-8-30(36)24(34)16-14-40-22(28-16)20-18(32)4-2-6-26-20/h1-6,15-16,31-32,35-36H,7-14H2/t15-,16-/m1/s1
AuxInfo	1/0/N:1,2,3,4,5,6,19,20,21,22,23,24,15,16,17,18,7,8,9,10,11,12,13,14,25,26,27,28,29,30,33,34,31,32,35,36,37,38,39,40/E:(1,2)(3,4)(5,6)(7,8)(9,10)(11,12)(13,14)(15,16)(17,18)(19,20)(21,22)(23,24)(25,26)(27,28)(29,30)(31,32)(33,34)(35,36)(37,38)(39,40)/rA:68cCCCCCCCCCCCCCCCCCCCCCCCCNNNNNNOOOOOOOOSSHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;d2;s1;s2;s3;s4;d7;d8;s9;s10;;;;;s13s15;s14s16;;;s19;s20;;s23;d5s9;d6s10;d11s17;d12s18;s13s19;s14s20;d13;d14;s7;s8;s29;s30;s21s23;s22s24;s11s15;s12s16;s1;s2;s3;s4;s5;s6;s15;s15;s16;s16;s17;s18;s19;s19;s20;s20;s21;s21;s22;s22;s23;s23;s24;s24;s33;s34;s35;s36;/rC:-.8675,.4975,0;16.0417,7.4008,0;;15.1742,7.8983,0;-.8675,1.5027,0;16.0417,6.3956,0;.8675,.4975,0;14.3067,7.4008,0;.8675,1.5027,0;14.3067,6.3956,0;1.735,2.0001,0;13.4392,5.8981,0;2.5168,4.1543,0;12.6574,3.744,0;3.3197,2.3343,0;11.8545,5.564,0;2.8234,3.2025,0;12.3508,4.6958,0;4.1654,4.6854,0;11.0088,3.2129,0;5.1431,4.4751,0;10.0312,3.4232,0;7.0983,4.0543,0;8.0759,3.844,0;0,2.0104,0;15.1742,5.8879,0;1.8436,2.9959,0;13.3306,4.9024,0;3.1878,4.8958,0;11.9864,3.0025,0;1.5392,4.3647,0;13.635,3.5336,0;1.7328,-.0038,0;13.4414,7.902,0;2.8812,5.8476,0;12.293,2.0507,0;6.1207,4.2647,0;9.0535,3.6336,0;2.6518,1.5898,0;12.5224,6.3085,0;-1.3001,.2469,0;16.4744,7.6514,0;0,-.5,0;15.1742,8.3983,0;-1.3012,1.7514,0;16.4755,6.1469,0;3.7249,2.6273,0;3.6542,1.9627,0;11.4493,5.271,0;11.52,5.9356,0;3.2809,3.4043,0;11.8933,4.494,0;4.2706,5.1742,0;4.0602,4.1966,0;10.9036,2.7241,0;11.114,3.7017,0;5.0379,3.9862,0;5.2482,4.9639,0;10.1363,3.912,0;9.926,2.9344,0;7.2035,4.5431,0;6.9931,3.5655,0;7.9707,3.3551,0;8.1811,4.3328,0;2.1662,.2456,0;13.008,7.6527,0;3.2167,6.2183,0;11.9575,1.6799,0;
Duplicates	CHEMBL100471
mol2_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000100250-0000100499/CHEMBL100471.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000100250-0000100499/CHEMBL100471.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000100250-0000100499/CHEMBL100471.sdf