CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5189315 (2531379)

Formula C₂₀H₂₆N₈O₇S

MW 522.54

InChIKey RDGKDEZKZNBISB-DDPQBQDTNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 62

Number_Heavy_Atoms 36

Number_Rings 5

Number_Bonds 66

Rotat_Bonds 11

Unbranched_Chain 3

Chiral_Centers 7

ONatoms 15

HB_Donor 6

HB_Acceptor 8

OpenEye_HB_Donors 8

OpenEye_HB_Acceptors 11

Lipinski_HB_Donors 6

Lipinski_HB_Acceptors 15

Lipinski_Violations 3

XLogP3 0

XLogP -3.12

logP -1.0969

PSA 255.21

MR 126.641

ABS 0.17

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -193.75997

PM7_Total_Energy_ev -6540.20253

PM7_Electronic_Energy_ev -62219.75027

PM7_Dipole_Debye 7.40013

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.033

PM7_LUMO_Energy_ev -0.56

PM7_COSMO_Area_square_ang 440.73

PM7_COSMO_Volue_cubic_ang 563.41

PM7_Electron_Affinity_ev 0.56

PM7_Ionization_Energy_ev 9.033

PM7_Energy_Gap_ev 8.473

PM7_Global_Hardness_ev 4.2365

PM7_Global_Softness_ev 0.2360439041661749

PM7_Chemical_Potential_ev -4.7965

PM7_Electronigativity_ev 4.7965

PM7_Back_Donation_Energy_ev -1.059125

PM7_Electrophilicity_ev 2.715261684173256

OPENEYE_Name 4-amino-5-[[(2~{S},3~{S},4~{R},5~{R})-5-(6-aminopurin-9-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methylsulfanylmethyl]-1-[(2~{R},4~{S},5~{R})-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]pyrimidin-2-one

SMILES c1nc2c(c(n1)N)ncn2C3C(C(C(O3)CSCc4cn(c(=O)nc4N)C5CC(C(O5)CO)O)O)O

Canonical_SMILES OC[C@H]1O[C@H](C[C@@H]1O)n1cc(CSC[C@H]2O[C@H]([C@@H]([C@@H]2O)O)n2cnc3c2ncnc3N)c(nc1=O)N

InChI 1/C20H26N8O7S/c21-16-8(2-27(20(33)26-16)12-1-9(30)10(3-29)34-12)4-36-5-11-14(31)15(32)19(35-11)28-7-25-13-17(22)23-6-24-18(13)28/h2,6-7,9-12,14-15,19,29-32H,1,3-5H2,(H2,21,26,33)(H2,22,23,24)/f/h21-22H2

InChI_3D 1S/C20H26N8O7S/c21-16-8(2-27(20(33)26-16)12-1-9(30)10(3-29)34-12)4-36-5-11-14(31)15(32)19(35-11)28-7-25-13-17(22)23-6-24-18(13)28/h2,6-7,9-12,14-15,19,29-32H,1,3-5H2,(H2,21,26,33)(H2,22,23,24)/t9-,10+,11+,12+,14+,15+,19+/m0/s1

AuxInfo 1/1/N:10,6,19,18,20,1,2,7,11,14,15,17,3,12,13,8,5,4,16,9,28,27,22,21,23,24,26,25,35,32,33,34,29,31,30,36/F:m/rA:62cCCCCCCCCCCCCCCCCCCCCNNNNNNNNOOOOOOOSHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;;d3;s3;;d6;s7;;;s10;;s12;s11;s12;s13;s10;s7;s14;s15;d1s4;s1d5;d2s3;d8s9;s2s4s16;s6s9s17;s5;s8;d9;s15s16;s14s17;s11;s12;s13;s19;s18s20;s1;s2;s6;s10;s10;s11;s12;s13;s14;s15;s16;s17;s18;s18;s19;s19;s20;s20;s27;s27;s28;s28;s32;s33;s34;s35;/rC:-.868,-1.5137,0;2.4178,-1.0115,0;.868,-.5079,0;.868,-1.515,0;;-3.1767,-2.2054,0;-2.8625,-3.1601,0;-3.5308,-3.904,0;-4.8245,-2.7478,0;-4.5762,-.0502,0;-5.5564,.1557,0;1.965,-4.3904,0;2.6343,-3.6455,0;-6.0572,-.7117,0;1.0521,-3.9822,0;2.1348,-2.7774,0;-4.4719,-1.0447,0;-1.8838,-3.3656,0;-7.2264,-2.0138,0;.0735,-3.7767,0;0,-2.0116,0;-.868,-.5079,0;1.8258,-.1969,0;-4.5103,-3.7025,0;1.8258,-1.8263,0;-4.1593,-1.9945,0;0,1,0;-3.2182,-4.8538,0;-5.8041,-2.5464,0;1.1523,-2.9869,0;-5.3835,-1.4569,0;-7.1556,.8662,0;3.3809,-5.4188,0;4.0507,-2.6177,0;-7.8945,-2.7578,0;-.9052,-3.5712,0;-1.3007,-1.7643,0;2.9178,-1.0115,0;-2.8425,-1.8335,0;-4.5247,.4472,0;-4.0762,-.0499,0;-5.4026,.6315,0;1.7146,-4.8232,0;2.969,-4.017,0;-6.4619,-.4181,0;.8978,-4.4578,0;2.5917,-2.5743,0;-3.9831,-.9398,0;-1.7811,-2.8763,0;-1.9866,-3.855,0;-6.8544,-2.3478,0;-7.5984,-1.6797,0;-.0293,-4.266,0;.1762,-3.2874,0;-.433,1.25,0;.433,1.25,0;-3.5513,-5.2267,0;-2.7287,-4.9559,0;-7.2083,1.3634,0;3.3287,-5.9161,0;4.5074,-2.8213,0;-7.7394,-3.2331,0;

Duplicates CHEMBL5189315

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005189250-0005189499/CHEMBL5189315.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005189250-0005189499/CHEMBL5189315.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005189250-0005189499/CHEMBL5189315.sdf

Formula	C₂₀H₂₆N₈O₇S
MW	522.54
InChIKey	RDGKDEZKZNBISB-DDPQBQDTNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	62
Number_Heavy_Atoms	36
Number_Rings	5
Number_Bonds	66
Rotat_Bonds	11
Unbranched_Chain	3
Chiral_Centers	7
ONatoms	15
HB_Donor	6
HB_Acceptor	8
OpenEye_HB_Donors	8
OpenEye_HB_Acceptors	11
Lipinski_HB_Donors	6
Lipinski_HB_Acceptors	15
Lipinski_Violations	3
XLogP3	0
XLogP	-3.12
logP	-1.0969
PSA	255.21
MR	126.641
ABS	0.17
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-193.75997
PM7_Total_Energy_ev	-6540.20253
PM7_Electronic_Energy_ev	-62219.75027
PM7_Dipole_Debye	7.40013
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.033
PM7_LUMO_Energy_ev	-0.56
PM7_COSMO_Area_square_ang	440.73
PM7_COSMO_Volue_cubic_ang	563.41
PM7_Electron_Affinity_ev	0.56
PM7_Ionization_Energy_ev	9.033
PM7_Energy_Gap_ev	8.473
PM7_Global_Hardness_ev	4.2365
PM7_Global_Softness_ev	0.2360439041661749
PM7_Chemical_Potential_ev	-4.7965
PM7_Electronigativity_ev	4.7965
PM7_Back_Donation_Energy_ev	-1.059125
PM7_Electrophilicity_ev	2.715261684173256
OPENEYE_Name	4-amino-5-[[(2~{S},3~{S},4~{R},5~{R})-5-(6-aminopurin-9-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methylsulfanylmethyl]-1-[(2~{R},4~{S},5~{R})-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]pyrimidin-2-one
SMILES	c1nc2c(c(n1)N)ncn2C3C(C(C(O3)CSCc4cn(c(=O)nc4N)C5CC(C(O5)CO)O)O)O
Canonical_SMILES	OC[C@H]1O[C@H](C[C@@H]1O)n1cc(CSC[C@H]2O[C@H]([C@@H]([C@@H]2O)O)n2cnc3c2ncnc3N)c(nc1=O)N
InChI	1/C20H26N8O7S/c21-16-8(2-27(20(33)26-16)12-1-9(30)10(3-29)34-12)4-36-5-11-14(31)15(32)19(35-11)28-7-25-13-17(22)23-6-24-18(13)28/h2,6-7,9-12,14-15,19,29-32H,1,3-5H2,(H2,21,26,33)(H2,22,23,24)/f/h21-22H2
InChI_3D	1S/C20H26N8O7S/c21-16-8(2-27(20(33)26-16)12-1-9(30)10(3-29)34-12)4-36-5-11-14(31)15(32)19(35-11)28-7-25-13-17(22)23-6-24-18(13)28/h2,6-7,9-12,14-15,19,29-32H,1,3-5H2,(H2,21,26,33)(H2,22,23,24)/t9-,10+,11+,12+,14+,15+,19+/m0/s1
AuxInfo	1/1/N:10,6,19,18,20,1,2,7,11,14,15,17,3,12,13,8,5,4,16,9,28,27,22,21,23,24,26,25,35,32,33,34,29,31,30,36/F:m/rA:62cCCCCCCCCCCCCCCCCCCCCNNNNNNNNOOOOOOOSHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;;d3;s3;;d6;s7;;;s10;;s12;s11;s12;s13;s10;s7;s14;s15;d1s4;s1d5;d2s3;d8s9;s2s4s16;s6s9s17;s5;s8;d9;s15s16;s14s17;s11;s12;s13;s19;s18s20;s1;s2;s6;s10;s10;s11;s12;s13;s14;s15;s16;s17;s18;s18;s19;s19;s20;s20;s27;s27;s28;s28;s32;s33;s34;s35;/rC:-.868,-1.5137,0;2.4178,-1.0115,0;.868,-.5079,0;.868,-1.515,0;;-3.1767,-2.2054,0;-2.8625,-3.1601,0;-3.5308,-3.904,0;-4.8245,-2.7478,0;-4.5762,-.0502,0;-5.5564,.1557,0;1.965,-4.3904,0;2.6343,-3.6455,0;-6.0572,-.7117,0;1.0521,-3.9822,0;2.1348,-2.7774,0;-4.4719,-1.0447,0;-1.8838,-3.3656,0;-7.2264,-2.0138,0;.0735,-3.7767,0;0,-2.0116,0;-.868,-.5079,0;1.8258,-.1969,0;-4.5103,-3.7025,0;1.8258,-1.8263,0;-4.1593,-1.9945,0;0,1,0;-3.2182,-4.8538,0;-5.8041,-2.5464,0;1.1523,-2.9869,0;-5.3835,-1.4569,0;-7.1556,.8662,0;3.3809,-5.4188,0;4.0507,-2.6177,0;-7.8945,-2.7578,0;-.9052,-3.5712,0;-1.3007,-1.7643,0;2.9178,-1.0115,0;-2.8425,-1.8335,0;-4.5247,.4472,0;-4.0762,-.0499,0;-5.4026,.6315,0;1.7146,-4.8232,0;2.969,-4.017,0;-6.4619,-.4181,0;.8978,-4.4578,0;2.5917,-2.5743,0;-3.9831,-.9398,0;-1.7811,-2.8763,0;-1.9866,-3.855,0;-6.8544,-2.3478,0;-7.5984,-1.6797,0;-.0293,-4.266,0;.1762,-3.2874,0;-.433,1.25,0;.433,1.25,0;-3.5513,-5.2267,0;-2.7287,-4.9559,0;-7.2083,1.3634,0;3.3287,-5.9161,0;4.5074,-2.8213,0;-7.7394,-3.2331,0;
Duplicates	CHEMBL5189315
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005189250-0005189499/CHEMBL5189315.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005189250-0005189499/CHEMBL5189315.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005189250-0005189499/CHEMBL5189315.sdf