CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5196149 (2538904)

Formula C₂₆H₂₆N₆O₈S

MW 582.59

InChIKey CADOOAWBIYKORQ-VJSLDGLSNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 67

Number_Heavy_Atoms 41

Number_Rings 5

Number_Bonds 71

Rotat_Bonds 11

Unbranched_Chain 2

Chiral_Centers 4

ONatoms 14

HB_Donor 2

HB_Acceptor 8

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 9

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 14

Lipinski_Violations 2

XLogP3 0

XLogP 1.38

logP 3.2219

PSA 189.08

MR 143.817

ABS 0.17

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -211.2544

PM7_Total_Energy_ev -7199.9119

PM7_Electronic_Energy_ev -72810.28581

PM7_Dipole_Debye 11.079

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.857

PM7_LUMO_Energy_ev -1.125

PM7_COSMO_Area_square_ang 509.5

PM7_COSMO_Volue_cubic_ang 650.21

PM7_Electron_Affinity_ev 1.125

PM7_Ionization_Energy_ev 8.857

PM7_Energy_Gap_ev 7.732

PM7_Global_Hardness_ev 3.866

PM7_Global_Softness_ev 0.2586652871184687

PM7_Chemical_Potential_ev -4.991

PM7_Electronigativity_ev 4.991

PM7_Back_Donation_Energy_ev -0.9665

PM7_Electrophilicity_ev 3.221686627004656

OPENEYE_Name [(2~{R},3~{R},4~{R},5~{R})-5-(6-acetamidopurin-9-yl)-4-acetoxy-2-[(2-naphthylsulfonylamino)methyl]tetrahydrofuran-3-yl] acetate

SMILES c1ccc2cc(ccc2c1)S(=O)(=O)NCC3C(C(C(O3)n4cnc5c4ncnc5NC(=O)C)OC(=O)C)OC(=O)C

Canonical_SMILES CC(=O)Nc1ncnc2c1ncn2[C@@H]1O[C@@H]([C@H]([C@H]1OC(=O)C)OC(=O)C)CNS(=O)(=O)c1ccc2c(c1)cccc2

InChI 1/C26H26N6O8S/c1-14(33)31-24-21-25(28-12-27-24)32(13-29-21)26-23(39-16(3)35)22(38-15(2)34)20(40-26)11-30-41(36,37)19-9-8-17-6-4-5-7-18(17)10-19/h4-10,12-13,20,22-23,26,30H,11H2,1-3H3,(H,27,28,31,33)/f/h31H

InChI_3D 1S/C26H26N6O8S/c1-14(33)31-24-21-25(28-12-27-24)32(13-29-21)26-23(39-16(3)35)22(38-15(2)34)20(40-26)11-30-41(36,37)19-9-8-17-6-4-5-7-18(17)10-19/h4-10,12-13,20,22-23,26,30H,11H2,1-3H3,(H,27,28,31,33)/t20-,22-,23-,26-/m1/s1

AuxInfo 1/1/N:23,24,25,1,2,3,4,5,6,7,26,8,9,16,17,18,10,11,13,21,12,19,20,15,14,22,28,27,29,32,31,30,33,34,35,36,37,39,40,38,41/E:(36,37)/F:m/E:m/CRV:41.6/rA:67cCCCCCCCCCCCCCCCCCCCCCCCCCCNNNNNNOOOOOOOOSHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;;d5;;;;d3s5;d4s7s10;;s6d7;d12;s12;;;;;s19;s19;s20;s16;s17;s18;s21;d8s14;s8d15;d9s12;s9s14s22;s15s16;s26;d16;d17;d18;;;s21s22;s17s19;s18s20;s13s32d36d37;s1;s2;s3;s4;s5;s6;s7;s8;s9;s19;s20;s21;s22;s23;s23;s23;s24;s24;s24;s25;s25;s25;s26;s26;s31;s32;/rC:-5.9614,-6.945,0;-6.2743,-5.9892,0;-4.9817,-7.1481,0;-5.6074,-5.2366,0;-3.3316,-6.6092,0;-2.6597,-5.862,0;-3.9597,-4.6985,0;-.868,-1.5137,0;2.4178,-1.0115,0;-4.3105,-6.4046,0;-4.6246,-5.4492,0;.868,-.5079,0;-2.9738,-4.9066,0;.868,-1.515,0;;-.866,1.5,0;3.2765,-6.4134,0;4.964,-3.025,0;1.965,-4.3904,0;2.6343,-3.6455,0;1.0521,-3.9822,0;2.1348,-2.7774,0;-1.7321,1,0;4.0856,-7.001,0;5.7734,-2.4376,0;-.6605,-3.6225,0;0,-2.0116,0;-.868,-.5079,0;1.8258,-.1969,0;1.8258,-1.8263,0;0,1,0;-1.6392,-3.417,0;-.866,2.5,0;2.363,-6.8202,0;5.068,-4.0195,0;-3.0512,-3.4945,0;-1.5617,-4.8291,0;1.1523,-2.9869,0;3.3809,-5.4188,0;4.0507,-2.6177,0;-2.3065,-4.1618,0;-6.2946,-7.3178,0;-6.7639,-5.8877,0;-4.8263,-7.6234,0;-5.7629,-4.7614,0;-3.1761,-7.0844,0;-2.1704,-5.9649,0;-4.1166,-4.2237,0;-1.3007,-1.7643,0;2.9178,-1.0115,0;1.7146,-4.8232,0;2.969,-4.017,0;.8978,-4.4578,0;2.5917,-2.5743,0;-1.9821,1.433,0;-1.4821,.567,0;-2.1651,.75,0;3.7918,-7.4056,0;4.3794,-6.5965,0;4.4902,-7.2949,0;5.4797,-2.033,0;6.0671,-2.8423,0;6.1781,-2.144,0;-.7633,-4.1119,0;-.5577,-3.1332,0;.433,1.25,0;-1.7948,-2.9419,0;

Duplicates CHEMBL5196149

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005196000-0005196249/CHEMBL5196149.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005196000-0005196249/CHEMBL5196149.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005196000-0005196249/CHEMBL5196149.sdf

Formula	C₂₆H₂₆N₆O₈S
MW	582.59
InChIKey	CADOOAWBIYKORQ-VJSLDGLSNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	67
Number_Heavy_Atoms	41
Number_Rings	5
Number_Bonds	71
Rotat_Bonds	11
Unbranched_Chain	2
Chiral_Centers	4
ONatoms	14
HB_Donor	2
HB_Acceptor	8
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	9
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	14
Lipinski_Violations	2
XLogP3	0
XLogP	1.38
logP	3.2219
PSA	189.08
MR	143.817
ABS	0.17
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-211.2544
PM7_Total_Energy_ev	-7199.9119
PM7_Electronic_Energy_ev	-72810.28581
PM7_Dipole_Debye	11.079
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.857
PM7_LUMO_Energy_ev	-1.125
PM7_COSMO_Area_square_ang	509.5
PM7_COSMO_Volue_cubic_ang	650.21
PM7_Electron_Affinity_ev	1.125
PM7_Ionization_Energy_ev	8.857
PM7_Energy_Gap_ev	7.732
PM7_Global_Hardness_ev	3.866
PM7_Global_Softness_ev	0.2586652871184687
PM7_Chemical_Potential_ev	-4.991
PM7_Electronigativity_ev	4.991
PM7_Back_Donation_Energy_ev	-0.9665
PM7_Electrophilicity_ev	3.221686627004656
OPENEYE_Name	[(2~{R},3~{R},4~{R},5~{R})-5-(6-acetamidopurin-9-yl)-4-acetoxy-2-[(2-naphthylsulfonylamino)methyl]tetrahydrofuran-3-yl] acetate
SMILES	c1ccc2cc(ccc2c1)S(=O)(=O)NCC3C(C(C(O3)n4cnc5c4ncnc5NC(=O)C)OC(=O)C)OC(=O)C
Canonical_SMILES	CC(=O)Nc1ncnc2c1ncn2[C@@H]1O[C@@H]([C@H]([C@H]1OC(=O)C)OC(=O)C)CNS(=O)(=O)c1ccc2c(c1)cccc2
InChI	1/C26H26N6O8S/c1-14(33)31-24-21-25(28-12-27-24)32(13-29-21)26-23(39-16(3)35)22(38-15(2)34)20(40-26)11-30-41(36,37)19-9-8-17-6-4-5-7-18(17)10-19/h4-10,12-13,20,22-23,26,30H,11H2,1-3H3,(H,27,28,31,33)/f/h31H
InChI_3D	1S/C26H26N6O8S/c1-14(33)31-24-21-25(28-12-27-24)32(13-29-21)26-23(39-16(3)35)22(38-15(2)34)20(40-26)11-30-41(36,37)19-9-8-17-6-4-5-7-18(17)10-19/h4-10,12-13,20,22-23,26,30H,11H2,1-3H3,(H,27,28,31,33)/t20-,22-,23-,26-/m1/s1
AuxInfo	1/1/N:23,24,25,1,2,3,4,5,6,7,26,8,9,16,17,18,10,11,13,21,12,19,20,15,14,22,28,27,29,32,31,30,33,34,35,36,37,39,40,38,41/E:(36,37)/F:m/E:m/CRV:41.6/rA:67cCCCCCCCCCCCCCCCCCCCCCCCCCCNNNNNNOOOOOOOOSHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;;d5;;;;d3s5;d4s7s10;;s6d7;d12;s12;;;;;s19;s19;s20;s16;s17;s18;s21;d8s14;s8d15;d9s12;s9s14s22;s15s16;s26;d16;d17;d18;;;s21s22;s17s19;s18s20;s13s32d36d37;s1;s2;s3;s4;s5;s6;s7;s8;s9;s19;s20;s21;s22;s23;s23;s23;s24;s24;s24;s25;s25;s25;s26;s26;s31;s32;/rC:-5.9614,-6.945,0;-6.2743,-5.9892,0;-4.9817,-7.1481,0;-5.6074,-5.2366,0;-3.3316,-6.6092,0;-2.6597,-5.862,0;-3.9597,-4.6985,0;-.868,-1.5137,0;2.4178,-1.0115,0;-4.3105,-6.4046,0;-4.6246,-5.4492,0;.868,-.5079,0;-2.9738,-4.9066,0;.868,-1.515,0;;-.866,1.5,0;3.2765,-6.4134,0;4.964,-3.025,0;1.965,-4.3904,0;2.6343,-3.6455,0;1.0521,-3.9822,0;2.1348,-2.7774,0;-1.7321,1,0;4.0856,-7.001,0;5.7734,-2.4376,0;-.6605,-3.6225,0;0,-2.0116,0;-.868,-.5079,0;1.8258,-.1969,0;1.8258,-1.8263,0;0,1,0;-1.6392,-3.417,0;-.866,2.5,0;2.363,-6.8202,0;5.068,-4.0195,0;-3.0512,-3.4945,0;-1.5617,-4.8291,0;1.1523,-2.9869,0;3.3809,-5.4188,0;4.0507,-2.6177,0;-2.3065,-4.1618,0;-6.2946,-7.3178,0;-6.7639,-5.8877,0;-4.8263,-7.6234,0;-5.7629,-4.7614,0;-3.1761,-7.0844,0;-2.1704,-5.9649,0;-4.1166,-4.2237,0;-1.3007,-1.7643,0;2.9178,-1.0115,0;1.7146,-4.8232,0;2.969,-4.017,0;.8978,-4.4578,0;2.5917,-2.5743,0;-1.9821,1.433,0;-1.4821,.567,0;-2.1651,.75,0;3.7918,-7.4056,0;4.3794,-6.5965,0;4.4902,-7.2949,0;5.4797,-2.033,0;6.0671,-2.8423,0;6.1781,-2.144,0;-.7633,-4.1119,0;-.5577,-3.1332,0;.433,1.25,0;-1.7948,-2.9419,0;
Duplicates	CHEMBL5196149
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005196000-0005196249/CHEMBL5196149.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005196000-0005196249/CHEMBL5196149.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005196000-0005196249/CHEMBL5196149.sdf