CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5197988 (2540893)

Formula C₂₂H₂₈N₆O₃S

MW 456.56

InChIKey LAOFQQHOTNXEON-MPIMZMORNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 60

Number_Heavy_Atoms 32

Number_Rings 5

Number_Bonds 64

Rotat_Bonds 10

Unbranched_Chain 4

Chiral_Centers 6

ONatoms 9

HB_Donor 4

HB_Acceptor 7

OpenEye_HB_Donors 4

OpenEye_HB_Acceptors 7

Lipinski_HB_Donors 4

Lipinski_HB_Acceptors 9

Lipinski_Violations 0

XLogP3 0

XLogP 2.62

logP 2.182

PSA 154.51

MR 122.414

ABS 0.55

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol 1.43665

PM7_Total_Energy_ev -5257.73372

PM7_Electronic_Energy_ev -47383.88977

PM7_Dipole_Debye 2.58157

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.485

PM7_LUMO_Energy_ev -0.752

PM7_COSMO_Area_square_ang 449.01

PM7_COSMO_Volue_cubic_ang 538.01

PM7_Electron_Affinity_ev 0.752

PM7_Ionization_Energy_ev 8.485

PM7_Energy_Gap_ev 7.733

PM7_Global_Hardness_ev 3.8665

PM7_Global_Softness_ev 0.258631837579206

PM7_Chemical_Potential_ev -4.6185

PM7_Electronigativity_ev 4.6185

PM7_Back_Donation_Energy_ev -0.966625

PM7_Electrophilicity_ev 2.7583786693391956

OPENEYE_Name (1~{S},2~{R},3~{S},4~{R})-4-[7-[[(1~{R},2~{S})-2-phenylcyclopropyl]amino]-5-propylsulfanyl-triazolo[4,5-d]pyrimidin-3-yl]cyclohexane-1,2,3-triol

SMILES c1ccc(cc1)C2CC2Nc3c4c(nc(n3)SCCC)n(nn4)C5CCC(C(C5O)O)O

Canonical_SMILES CCCSc1nc(N[C@@H]2C[C@H]2c2ccccc2)c2c(n1)n(nn2)[C@@H]1CC[C@@H]([C@H]([C@H]1O)O)O

InChI 1/C22H28N6O3S/c1-2-10-32-22-24-20(23-14-11-13(14)12-6-4-3-5-7-12)17-21(25-22)28(27-26-17)15-8-9-16(29)19(31)18(15)30/h3-7,13-16,18-19,29-31H,2,8-11H2,1H3,(H,23,24,25)/f/h23H

InChI_3D 1S/C22H28N6O3S/c1-2-10-32-22-24-20(23-14-11-13(14)12-6-4-3-5-7-12)17-21(25-22)28(27-26-17)15-8-9-16(29)19(31)18(15)30/h3-7,13-16,18-19,29-31H,2,8-11H2,1H3,(H,23,24,25)/t13-,14+,15+,16-,18-,19+/m0/s1

AuxInfo 1/1/N:20,21,1,2,3,4,5,11,12,22,13,6,14,16,15,17,7,18,19,9,8,10,28,25,24,23,26,27,29,30,31,32/E:(4,5)(6,7)/F:m/E:m/rA:60cCCCCCCCCCCCCCCCCCCCCCCNNNNNNOOOSHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;d4s5;;d7;s7;;;s11;;s6s13;s11;s13s14;s12;s15;s17s18;;s20;s21;s7;s8d10;d9s10;d23;s8s15s26;s9s16;s17;s18;s19;s10s22;s1;s2;s3;s4;s5;s11;s11;s12;s12;s13;s13;s14;s15;s16;s17;s18;s19;s20;s20;s20;s21;s21;s22;s22;s28;s29;s30;s31;/rC:-4.7676,.3918,0;-4.7694,1.3918,0;-3.9035,-.1117,0;-3.8983,1.8934,0;-3.0324,.3899,0;-3.0254,1.3951,0;.868,-.5079,0;.868,-1.515,0;;-.868,-1.5137,0;2.3335,-4.4902,0;3.1795,-5.0234,0;-.524,2.4417,0;-1.5089,2.2684,0;2.3665,-3.4907,0;-.866,1.5,0;4.0675,-4.5524,0;3.2545,-3.0197,0;4.1095,-3.5481,0;-1.7291,-5.0149,0;-1.7305,-4.0149,0;-1.7319,-3.0149,0;1.8258,-.1969,0;0,-2.0116,0;-.868,-.5079,0;2.4178,-1.0115,0;1.8258,-1.8263,0;0,1,0;4.6033,-6.2184,0;4.4217,-1.7157,0;5.8202,-3.9171,0;-1.7333,-2.0149,0;-5.2008,.1422,0;-5.2025,1.6416,0;-3.9048,-.6117,0;-3.8992,2.3934,0;-2.6004,.1382,0;1.8444,-4.3862,0;2.1453,-4.9534,0;2.8438,-5.394,0;3.4865,-5.418,0;-.524,2.9417,0;-.0316,2.3551,0;-1.6796,2.7384,0;1.8714,-3.5607,0;-1.1877,1.1172,0;4.563,-4.4853,0;2.9463,-2.626,0;4.2964,-3.0844,0;-2.2291,-5.0156,0;-1.2291,-5.0142,0;-1.7284,-5.5149,0;-1.2305,-4.0142,0;-2.2305,-4.0156,0;-1.2319,-3.0142,0;-2.2319,-3.0156,0;.433,1.25,0;5.0921,-6.3238,0;4.2658,-1.2407,0;6.1559,-3.5465,0;

Duplicates CHEMBL5197988

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005197750-0005197999/CHEMBL5197988.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005197750-0005197999/CHEMBL5197988.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005197750-0005197999/CHEMBL5197988.sdf

Formula	C₂₂H₂₈N₆O₃S
MW	456.56
InChIKey	LAOFQQHOTNXEON-MPIMZMORNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	60
Number_Heavy_Atoms	32
Number_Rings	5
Number_Bonds	64
Rotat_Bonds	10
Unbranched_Chain	4
Chiral_Centers	6
ONatoms	9
HB_Donor	4
HB_Acceptor	7
OpenEye_HB_Donors	4
OpenEye_HB_Acceptors	7
Lipinski_HB_Donors	4
Lipinski_HB_Acceptors	9
Lipinski_Violations	0
XLogP3	0
XLogP	2.62
logP	2.182
PSA	154.51
MR	122.414
ABS	0.55
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	1.43665
PM7_Total_Energy_ev	-5257.73372
PM7_Electronic_Energy_ev	-47383.88977
PM7_Dipole_Debye	2.58157
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.485
PM7_LUMO_Energy_ev	-0.752
PM7_COSMO_Area_square_ang	449.01
PM7_COSMO_Volue_cubic_ang	538.01
PM7_Electron_Affinity_ev	0.752
PM7_Ionization_Energy_ev	8.485
PM7_Energy_Gap_ev	7.733
PM7_Global_Hardness_ev	3.8665
PM7_Global_Softness_ev	0.258631837579206
PM7_Chemical_Potential_ev	-4.6185
PM7_Electronigativity_ev	4.6185
PM7_Back_Donation_Energy_ev	-0.966625
PM7_Electrophilicity_ev	2.7583786693391956
OPENEYE_Name	(1~{S},2~{R},3~{S},4~{R})-4-[7-[[(1~{R},2~{S})-2-phenylcyclopropyl]amino]-5-propylsulfanyl-triazolo[4,5-d]pyrimidin-3-yl]cyclohexane-1,2,3-triol
SMILES	c1ccc(cc1)C2CC2Nc3c4c(nc(n3)SCCC)n(nn4)C5CCC(C(C5O)O)O
Canonical_SMILES	CCCSc1nc(N[C@@H]2C[C@H]2c2ccccc2)c2c(n1)n(nn2)[C@@H]1CC[C@@H]([C@H]([C@H]1O)O)O
InChI	1/C22H28N6O3S/c1-2-10-32-22-24-20(23-14-11-13(14)12-6-4-3-5-7-12)17-21(25-22)28(27-26-17)15-8-9-16(29)19(31)18(15)30/h3-7,13-16,18-19,29-31H,2,8-11H2,1H3,(H,23,24,25)/f/h23H
InChI_3D	1S/C22H28N6O3S/c1-2-10-32-22-24-20(23-14-11-13(14)12-6-4-3-5-7-12)17-21(25-22)28(27-26-17)15-8-9-16(29)19(31)18(15)30/h3-7,13-16,18-19,29-31H,2,8-11H2,1H3,(H,23,24,25)/t13-,14+,15+,16-,18-,19+/m0/s1
AuxInfo	1/1/N:20,21,1,2,3,4,5,11,12,22,13,6,14,16,15,17,7,18,19,9,8,10,28,25,24,23,26,27,29,30,31,32/E:(4,5)(6,7)/F:m/E:m/rA:60cCCCCCCCCCCCCCCCCCCCCCCNNNNNNOOOSHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;d4s5;;d7;s7;;;s11;;s6s13;s11;s13s14;s12;s15;s17s18;;s20;s21;s7;s8d10;d9s10;d23;s8s15s26;s9s16;s17;s18;s19;s10s22;s1;s2;s3;s4;s5;s11;s11;s12;s12;s13;s13;s14;s15;s16;s17;s18;s19;s20;s20;s20;s21;s21;s22;s22;s28;s29;s30;s31;/rC:-4.7676,.3918,0;-4.7694,1.3918,0;-3.9035,-.1117,0;-3.8983,1.8934,0;-3.0324,.3899,0;-3.0254,1.3951,0;.868,-.5079,0;.868,-1.515,0;;-.868,-1.5137,0;2.3335,-4.4902,0;3.1795,-5.0234,0;-.524,2.4417,0;-1.5089,2.2684,0;2.3665,-3.4907,0;-.866,1.5,0;4.0675,-4.5524,0;3.2545,-3.0197,0;4.1095,-3.5481,0;-1.7291,-5.0149,0;-1.7305,-4.0149,0;-1.7319,-3.0149,0;1.8258,-.1969,0;0,-2.0116,0;-.868,-.5079,0;2.4178,-1.0115,0;1.8258,-1.8263,0;0,1,0;4.6033,-6.2184,0;4.4217,-1.7157,0;5.8202,-3.9171,0;-1.7333,-2.0149,0;-5.2008,.1422,0;-5.2025,1.6416,0;-3.9048,-.6117,0;-3.8992,2.3934,0;-2.6004,.1382,0;1.8444,-4.3862,0;2.1453,-4.9534,0;2.8438,-5.394,0;3.4865,-5.418,0;-.524,2.9417,0;-.0316,2.3551,0;-1.6796,2.7384,0;1.8714,-3.5607,0;-1.1877,1.1172,0;4.563,-4.4853,0;2.9463,-2.626,0;4.2964,-3.0844,0;-2.2291,-5.0156,0;-1.2291,-5.0142,0;-1.7284,-5.5149,0;-1.2305,-4.0142,0;-2.2305,-4.0156,0;-1.2319,-3.0142,0;-2.2319,-3.0156,0;.433,1.25,0;5.0921,-6.3238,0;4.2658,-1.2407,0;6.1559,-3.5465,0;
Duplicates	CHEMBL5197988
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005197750-0005197999/CHEMBL5197988.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005197750-0005197999/CHEMBL5197988.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005197750-0005197999/CHEMBL5197988.sdf