CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5196160_t0 (2538914)

Formula C₂₁H₂₆N₈O₆S

MW 518.55

InChIKey BSXJCGAREMHQJC-HXTKINSTNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 63

Number_Heavy_Atoms 36

Number_Rings 4

Number_Bonds 66

Rotat_Bonds 13

Unbranched_Chain 4

Chiral_Centers 4

ONatoms 14

HB_Donor 4

HB_Acceptor 9

OpenEye_HB_Donors 4

OpenEye_HB_Acceptors 11

Lipinski_HB_Donors 4

Lipinski_HB_Acceptors 14

Lipinski_Violations 2

XLogP3 0

XLogP 1.47

logP 1.6093

PSA 225.76

MR 131.733

ABS 0.17

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -15.97837

PM7_Total_Energy_ev -6362.26659

PM7_Electronic_Energy_ev -57514.53027

PM7_Dipole_Debye 5.41262

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.686

PM7_LUMO_Energy_ev -1.585

PM7_COSMO_Area_square_ang 481.98

PM7_COSMO_Volue_cubic_ang 587.96

PM7_Electron_Affinity_ev 1.585

PM7_Ionization_Energy_ev 8.686

PM7_Energy_Gap_ev 7.101

PM7_Global_Hardness_ev 3.5505

PM7_Global_Softness_ev 0.2816504717645402

PM7_Chemical_Potential_ev -5.1355

PM7_Electronigativity_ev 5.1355

PM7_Back_Donation_Energy_ev -0.887625

PM7_Electrophilicity_ev 3.714034678214336

OPENEYE_Name (1~{S},2~{S},3~{S},5~{R})-3-(2-hydroxyethoxy)-5-[7-[(2~{E})-2-[(3-nitrophenyl)methylene]hydrazino]-5-propylsulfanyl-triazolo[4,5-d]pyrimidin-3-yl]cyclopentane-1,2-diol

SMILES c1cc(cc(c1)[N+](=O)[O-])C=NNc2c3c(nc(n2)SCCC)n(nn3)C4CC(C(C4O)O)OCCO

Canonical_SMILES CCCSc1nc(N/N=C/c2cccc(c2)[N](=O)O)c2c(n1)n(nn2)[C@@H]1C[C@@H]([C@H]([C@H]1O)O)OCCO

InChI 1/C21H26N8O6S/c1-2-8-36-21-23-19(26-22-11-12-4-3-5-13(9-12)29(33)34)16-20(24-21)28(27-25-16)14-10-15(35-7-6-30)18(32)17(14)31/h3-5,9,11,14-15,17-18,30-32H,2,6-8,10H2,1H3,(H,23,24,26)/f/h26H

InChI_3D 1S/C21H27N8O6S/c1-2-8-36-21-23-19(26-22-11-12-4-3-5-13(9-12)29(33)34)16-20(24-21)28(27-25-16)14-10-15(35-7-6-30)18(32)17(14)31/h3-5,9,11,14-15,17-18,30-32H,2,6-8,10H2,1H3,(H,33,34)(H,23,24,26)/b22-11+/t14-,15+,17+,18-/m1/s1

AuxInfo 1/1/N:17,18,1,2,3,19,20,21,4,12,11,5,7,13,14,6,15,16,9,8,10,26,24,23,22,28,25,27,29,34,32,33,30,31,35,36/E:(33,34)/F:m/E:m/CRV:29.5/rA:62cCCCCCCCCCCCCCCCCCCCCCNNNNNNNN+O-OOOOOSHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;s2d4;;d3s4;d6;s6;;s5;;s12;s12;s13;s14s15;;s17;;s19;s18;s6;s8d10;d9s10;d22;w11;s8s13s25;s9s26;s7;s29;d29;s15;s16;s19;s14s20;s10s21;s1;s2;s3;s4;s11;s12;s12;s13;s14;s15;s16;s17;s17;s17;s18;s18;s19;s19;s20;s20;s21;s21;s28;s32;s33;s34;/rC:2.5974,4.5038,0;1.7335,4,0;3.4686,4.0025,0;2.6033,2.4987,0;1.7321,3,0;.868,-.5079,0;3.476,2.9974,0;.868,-1.515,0;;-.868,-1.5137,0;.866,2.5,0;2.8662,-4.3588,0;2.3665,-3.4907,0;2.1968,-5.1036,0;1.3841,-3.7001,0;1.2839,-4.6953,0;-4.3335,-.5186,0;-3.4668,-1.0173,0;5.2308,-7.3076,0;4.4217,-6.7199,0;-2.6,-1.5161,0;1.8258,-.1969,0;0,-2.0116,0;-.868,-.5079,0;2.4178,-1.0115,0;.866,1.5,0;1.8258,-1.8263,0;0,1,0;4.3428,2.4986,0;5.2081,2.9999,0;4.3442,1.4986,0;-.3659,-3.7056,0;.7437,-6.3598,0;6.0399,-7.8953,0;3.6127,-6.1321,0;-1.7333,-2.0149,0;2.5959,5.0038,0;1.3001,4.2494,0;3.9005,4.2544,0;2.6026,1.9987,0;.433,2.75,0;3.2708,-4.0651,0;3.2008,-4.7303,0;2.8234,-3.2876,0;1.9465,-5.5364,0;1.3309,-3.2029,0;.7946,-4.5925,0;-4.0841,-.0852,0;-4.5829,-.9519,0;-4.7669,-.2692,0;-3.7162,-1.4507,0;-3.2174,-.584,0;5.5247,-6.903,0;4.9369,-7.7121,0;4.1279,-7.1244,0;4.7156,-6.3153,0;-2.8494,-1.9495,0;-2.3507,-1.0828,0;-.433,1.25,0;-.6145,-4.1393,0;.2547,-6.464,0;6.4966,-7.6919,0;

Duplicates CHEMBL5196160_t0;CHEMBL5196160_t1

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005196000-0005196249/CHEMBL5196160_t0.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005196000-0005196249/CHEMBL5196160_t0.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005196000-0005196249/CHEMBL5196160_t0.sdf

Formula	C₂₁H₂₆N₈O₆S
MW	518.55
InChIKey	BSXJCGAREMHQJC-HXTKINSTNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	63
Number_Heavy_Atoms	36
Number_Rings	4
Number_Bonds	66
Rotat_Bonds	13
Unbranched_Chain	4
Chiral_Centers	4
ONatoms	14
HB_Donor	4
HB_Acceptor	9
OpenEye_HB_Donors	4
OpenEye_HB_Acceptors	11
Lipinski_HB_Donors	4
Lipinski_HB_Acceptors	14
Lipinski_Violations	2
XLogP3	0
XLogP	1.47
logP	1.6093
PSA	225.76
MR	131.733
ABS	0.17
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-15.97837
PM7_Total_Energy_ev	-6362.26659
PM7_Electronic_Energy_ev	-57514.53027
PM7_Dipole_Debye	5.41262
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.686
PM7_LUMO_Energy_ev	-1.585
PM7_COSMO_Area_square_ang	481.98
PM7_COSMO_Volue_cubic_ang	587.96
PM7_Electron_Affinity_ev	1.585
PM7_Ionization_Energy_ev	8.686
PM7_Energy_Gap_ev	7.101
PM7_Global_Hardness_ev	3.5505
PM7_Global_Softness_ev	0.2816504717645402
PM7_Chemical_Potential_ev	-5.1355
PM7_Electronigativity_ev	5.1355
PM7_Back_Donation_Energy_ev	-0.887625
PM7_Electrophilicity_ev	3.714034678214336
OPENEYE_Name	(1~{S},2~{S},3~{S},5~{R})-3-(2-hydroxyethoxy)-5-[7-[(2~{E})-2-[(3-nitrophenyl)methylene]hydrazino]-5-propylsulfanyl-triazolo[4,5-d]pyrimidin-3-yl]cyclopentane-1,2-diol
SMILES	c1cc(cc(c1)[N+](=O)[O-])C=NNc2c3c(nc(n2)SCCC)n(nn3)C4CC(C(C4O)O)OCCO
Canonical_SMILES	CCCSc1nc(N/N=C/c2cccc(c2)[N](=O)O)c2c(n1)n(nn2)[C@@H]1C[C@@H]([C@H]([C@H]1O)O)OCCO
InChI	1/C21H26N8O6S/c1-2-8-36-21-23-19(26-22-11-12-4-3-5-13(9-12)29(33)34)16-20(24-21)28(27-25-16)14-10-15(35-7-6-30)18(32)17(14)31/h3-5,9,11,14-15,17-18,30-32H,2,6-8,10H2,1H3,(H,23,24,26)/f/h26H
InChI_3D	1S/C21H27N8O6S/c1-2-8-36-21-23-19(26-22-11-12-4-3-5-13(9-12)29(33)34)16-20(24-21)28(27-25-16)14-10-15(35-7-6-30)18(32)17(14)31/h3-5,9,11,14-15,17-18,30-32H,2,6-8,10H2,1H3,(H,33,34)(H,23,24,26)/b22-11+/t14-,15+,17+,18-/m1/s1
AuxInfo	1/1/N:17,18,1,2,3,19,20,21,4,12,11,5,7,13,14,6,15,16,9,8,10,26,24,23,22,28,25,27,29,34,32,33,30,31,35,36/E:(33,34)/F:m/E:m/CRV:29.5/rA:62cCCCCCCCCCCCCCCCCCCCCCNNNNNNNN+O-OOOOOSHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;s2d4;;d3s4;d6;s6;;s5;;s12;s12;s13;s14s15;;s17;;s19;s18;s6;s8d10;d9s10;d22;w11;s8s13s25;s9s26;s7;s29;d29;s15;s16;s19;s14s20;s10s21;s1;s2;s3;s4;s11;s12;s12;s13;s14;s15;s16;s17;s17;s17;s18;s18;s19;s19;s20;s20;s21;s21;s28;s32;s33;s34;/rC:2.5974,4.5038,0;1.7335,4,0;3.4686,4.0025,0;2.6033,2.4987,0;1.7321,3,0;.868,-.5079,0;3.476,2.9974,0;.868,-1.515,0;;-.868,-1.5137,0;.866,2.5,0;2.8662,-4.3588,0;2.3665,-3.4907,0;2.1968,-5.1036,0;1.3841,-3.7001,0;1.2839,-4.6953,0;-4.3335,-.5186,0;-3.4668,-1.0173,0;5.2308,-7.3076,0;4.4217,-6.7199,0;-2.6,-1.5161,0;1.8258,-.1969,0;0,-2.0116,0;-.868,-.5079,0;2.4178,-1.0115,0;.866,1.5,0;1.8258,-1.8263,0;0,1,0;4.3428,2.4986,0;5.2081,2.9999,0;4.3442,1.4986,0;-.3659,-3.7056,0;.7437,-6.3598,0;6.0399,-7.8953,0;3.6127,-6.1321,0;-1.7333,-2.0149,0;2.5959,5.0038,0;1.3001,4.2494,0;3.9005,4.2544,0;2.6026,1.9987,0;.433,2.75,0;3.2708,-4.0651,0;3.2008,-4.7303,0;2.8234,-3.2876,0;1.9465,-5.5364,0;1.3309,-3.2029,0;.7946,-4.5925,0;-4.0841,-.0852,0;-4.5829,-.9519,0;-4.7669,-.2692,0;-3.7162,-1.4507,0;-3.2174,-.584,0;5.5247,-6.903,0;4.9369,-7.7121,0;4.1279,-7.1244,0;4.7156,-6.3153,0;-2.8494,-1.9495,0;-2.3507,-1.0828,0;-.433,1.25,0;-.6145,-4.1393,0;.2547,-6.464,0;6.4966,-7.6919,0;
Duplicates	CHEMBL5196160_t0;CHEMBL5196160_t1
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005196000-0005196249/CHEMBL5196160_t0.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005196000-0005196249/CHEMBL5196160_t0.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005196000-0005196249/CHEMBL5196160_t0.sdf