CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI192833_s0_t0 (106349)

Formula C₂₂H₂₁N₅O₁₀P

MW 546.41

InChIKey KCWZZJINSSTMGW-TWSYTRIPNA-N

Entry_Date 2023-11-01

Net_Charge -1

Number_Atoms 61

Number_Heavy_Atoms 38

Number_Rings 5

Number_Bonds 65

Rotat_Bonds 12

Unbranched_Chain 4

Chiral_Centers 4

ONatoms 15

HB_Donor 5

HB_Acceptor 7

OpenEye_HB_Donors 4

OpenEye_HB_Acceptors 9

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 15

Lipinski_Violations 2

XLogP3 0

XLogP -0.24

logP 1.4816

PSA 223.31

MR 129.099

ABS 0.17

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -359.05049

PM7_Total_Energy_ev -7046.70323

PM7_Electronic_Energy_ev -62853.83332

PM7_Dipole_Debye 18.31045

PM7_Point_Group C1

PM7_HOMO_Energy_ev -5.548

PM7_LUMO_Energy_ev 1.21

PM7_COSMO_Area_square_ang 459.89

PM7_COSMO_Volue_cubic_ang 577.67

PM7_Electron_Affinity_ev -1.21

PM7_Ionization_Energy_ev 5.548

PM7_Energy_Gap_ev 6.758

PM7_Global_Hardness_ev 3.379

PM7_Global_Softness_ev 0.2959455460195324

PM7_Chemical_Potential_ev -2.169

PM7_Electronigativity_ev 2.169

PM7_Back_Donation_Energy_ev -0.84475

PM7_Electrophilicity_ev 0.6961469369635988

OPENEYE_Name [(2~{R},3~{S},4~{R},5~{R})-5-(6-aminopurin-9-ium-1-id-9-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methyl [(2~{E},4~{E})-5-(1,3-benzodioxol-5-yl)penta-2,4-dienoyl] phosphate

SMILES c1cc2c(cc1C=CC=CC(=O)OP(=O)([O-])OCC3C(C(C(O3)[n+]4cnc-5c([n-]cnc45)N)O)O)OCO2

Canonical_SMILES O=C(O[P@](=O)(OC[C@H]1O[C@H]([C@@H]([C@@H]1O)O)n1cnc2c1nc[nH]c2N)O)/C=C/C=Cc1ccc2c(c1)OCO2

InChI 1/C22H21N5O10P/c23-20-17-21(25-9-24-20)27(10-26-17)22-19(30)18(29)15(36-22)8-35-38(31,32)37-16(28)4-2-1-3-12-5-6-13-14(7-12)34-11-33-13/h1-7,9-10,15,18-19,22,29-30H,8,11H2,(H2-,23,24,25,31,32)/q-1/f/h23H2

InChI_3D 1S/C22H23N5O10P/c23-20-17-21(25-9-24-20)27(10-26-17)22-19(30)18(29)15(36-22)8-35-38(31,32)37-16(28)4-2-1-3-12-5-6-13-14(7-12)34-11-33-13/h1-7,9-10,15,18-19,22,29-30H,8,11,23H2,(H,24,25)(H,31,32)/b3-1+,4-2+/t15-,18-,19-,22-/m1/s1

AuxInfo 1/6/N:13,14,12,15,1,2,3,22,7,8,17,4,5,6,20,16,9,18,19,10,11,21,27,23,24,25,26,29,34,35,28,30,31,32,37,33,36,38/E:(31,32)/F:m/E:m/CRV:24-1/rA:59cCCCCCCCCCCCCCCCCCCCCCCN-NNN+NO-OOOOOOOOOPHHHHHHHHHHHHHHHHHHHHH/rB:d1;;s1d3;s2;s3d5;;;;d9;s9;s4;w12;s13;w14;s15;;;s18;s18;s19;s20;s7s10;d7s11;d8s9;s8d11s21;s10;;d16;;s5s17;s6s17;s20s21;s18;s19;s16;s22;s28d30s36s37;s1;s2;s3;s7;s8;s12;s13;s14;s15;s17;s17;s18;s19;s20;s21;s22;s22;s27;s27;s34;s35;/rC:12.8356,1.7889,0;13.5137,2.5315,0;11.5465,2.952,0;11.852,1.9991,0;13.1984,3.4865,0;12.2136,3.697,0;-.868,-1.5137,0;2.4178,-1.0115,0;.868,-.5079,0;;.868,-1.515,0;11.181,1.2577,0;10.2034,1.4681,0;9.5324,.7266,0;8.5547,.937,0;7.8837,.1956,0;13.0299,5.1074,0;3.2201,-3.9826,0;2.2408,-3.7733,0;3.7188,-3.1159,0;2.1348,-2.7774,0;4.8931,-1.8184,0;-.868,-.5079,0;0,-2.0116,0;1.8258,-.1969,0;1.8258,-1.8263,0;0,1,0;6.9765,-1.0065,0;8.1903,-.7563,0;5.4937,.3355,0;13.7028,4.3582,0;12.1094,4.6988,0;3.0528,-2.3694,0;2.679,-5.6469,0;.4908,-3.7742,0;6.9061,.406,0;5.5641,-1.0769,0;6.2351,-.3355,0;12.9882,1.3127,0;14.0027,2.427,0;11.0575,3.0562,0;-1.3007,-1.7643,0;2.9178,-1.0115,0;11.3343,.7818,0;10.0501,1.944,0;9.6857,.2507,0;8.4014,1.4129,0;13.4348,5.4008,0;12.7804,5.5407,0;3.677,-4.1857,0;2.1883,-4.2706,0;4.1232,-3.41,0;1.6458,-2.8816,0;5.2638,-2.1539,0;4.5223,-1.4829,0;-.433,1.25,0;.433,1.25,0;3.0134,-6.0185,0;.241,-4.2073,0;

Duplicates ChEBI192833_s0_t0

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000192750-0000192999/ChEBI192833_s0_t0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000192750-0000192999/ChEBI192833_s0_t0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000192750-0000192999/ChEBI192833_s0_t0.sdf

Formula	C₂₂H₂₁N₅O₁₀P
MW	546.41
InChIKey	KCWZZJINSSTMGW-TWSYTRIPNA-N
Entry_Date	2023-11-01
Net_Charge	-1
Number_Atoms	61
Number_Heavy_Atoms	38
Number_Rings	5
Number_Bonds	65
Rotat_Bonds	12
Unbranched_Chain	4
Chiral_Centers	4
ONatoms	15
HB_Donor	5
HB_Acceptor	7
OpenEye_HB_Donors	4
OpenEye_HB_Acceptors	9
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	15
Lipinski_Violations	2
XLogP3	0
XLogP	-0.24
logP	1.4816
PSA	223.31
MR	129.099
ABS	0.17
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-359.05049
PM7_Total_Energy_ev	-7046.70323
PM7_Electronic_Energy_ev	-62853.83332
PM7_Dipole_Debye	18.31045
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-5.548
PM7_LUMO_Energy_ev	1.21
PM7_COSMO_Area_square_ang	459.89
PM7_COSMO_Volue_cubic_ang	577.67
PM7_Electron_Affinity_ev	-1.21
PM7_Ionization_Energy_ev	5.548
PM7_Energy_Gap_ev	6.758
PM7_Global_Hardness_ev	3.379
PM7_Global_Softness_ev	0.2959455460195324
PM7_Chemical_Potential_ev	-2.169
PM7_Electronigativity_ev	2.169
PM7_Back_Donation_Energy_ev	-0.84475
PM7_Electrophilicity_ev	0.6961469369635988
OPENEYE_Name	[(2~{R},3~{S},4~{R},5~{R})-5-(6-aminopurin-9-ium-1-id-9-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methyl [(2~{E},4~{E})-5-(1,3-benzodioxol-5-yl)penta-2,4-dienoyl] phosphate
SMILES	c1cc2c(cc1C=CC=CC(=O)OP(=O)([O-])OCC3C(C(C(O3)[n+]4cnc-5c([n-]cnc45)N)O)O)OCO2
Canonical_SMILES	O=C(O[P@](=O)(OC[C@H]1O[C@H]([C@@H]([C@@H]1O)O)n1cnc2c1nc[nH]c2N)O)/C=C/C=Cc1ccc2c(c1)OCO2
InChI	1/C22H21N5O10P/c23-20-17-21(25-9-24-20)27(10-26-17)22-19(30)18(29)15(36-22)8-35-38(31,32)37-16(28)4-2-1-3-12-5-6-13-14(7-12)34-11-33-13/h1-7,9-10,15,18-19,22,29-30H,8,11H2,(H2-,23,24,25,31,32)/q-1/f/h23H2
InChI_3D	1S/C22H23N5O10P/c23-20-17-21(25-9-24-20)27(10-26-17)22-19(30)18(29)15(36-22)8-35-38(31,32)37-16(28)4-2-1-3-12-5-6-13-14(7-12)34-11-33-13/h1-7,9-10,15,18-19,22,29-30H,8,11,23H2,(H,24,25)(H,31,32)/b3-1+,4-2+/t15-,18-,19-,22-/m1/s1
AuxInfo	1/6/N:13,14,12,15,1,2,3,22,7,8,17,4,5,6,20,16,9,18,19,10,11,21,27,23,24,25,26,29,34,35,28,30,31,32,37,33,36,38/E:(31,32)/F:m/E:m/CRV:24-1/rA:59cCCCCCCCCCCCCCCCCCCCCCCN-NNN+NO-OOOOOOOOOPHHHHHHHHHHHHHHHHHHHHH/rB:d1;;s1d3;s2;s3d5;;;;d9;s9;s4;w12;s13;w14;s15;;;s18;s18;s19;s20;s7s10;d7s11;d8s9;s8d11s21;s10;;d16;;s5s17;s6s17;s20s21;s18;s19;s16;s22;s28d30s36s37;s1;s2;s3;s7;s8;s12;s13;s14;s15;s17;s17;s18;s19;s20;s21;s22;s22;s27;s27;s34;s35;/rC:12.8356,1.7889,0;13.5137,2.5315,0;11.5465,2.952,0;11.852,1.9991,0;13.1984,3.4865,0;12.2136,3.697,0;-.868,-1.5137,0;2.4178,-1.0115,0;.868,-.5079,0;;.868,-1.515,0;11.181,1.2577,0;10.2034,1.4681,0;9.5324,.7266,0;8.5547,.937,0;7.8837,.1956,0;13.0299,5.1074,0;3.2201,-3.9826,0;2.2408,-3.7733,0;3.7188,-3.1159,0;2.1348,-2.7774,0;4.8931,-1.8184,0;-.868,-.5079,0;0,-2.0116,0;1.8258,-.1969,0;1.8258,-1.8263,0;0,1,0;6.9765,-1.0065,0;8.1903,-.7563,0;5.4937,.3355,0;13.7028,4.3582,0;12.1094,4.6988,0;3.0528,-2.3694,0;2.679,-5.6469,0;.4908,-3.7742,0;6.9061,.406,0;5.5641,-1.0769,0;6.2351,-.3355,0;12.9882,1.3127,0;14.0027,2.427,0;11.0575,3.0562,0;-1.3007,-1.7643,0;2.9178,-1.0115,0;11.3343,.7818,0;10.0501,1.944,0;9.6857,.2507,0;8.4014,1.4129,0;13.4348,5.4008,0;12.7804,5.5407,0;3.677,-4.1857,0;2.1883,-4.2706,0;4.1232,-3.41,0;1.6458,-2.8816,0;5.2638,-2.1539,0;4.5223,-1.4829,0;-.433,1.25,0;.433,1.25,0;3.0134,-6.0185,0;.241,-4.2073,0;
Duplicates	ChEBI192833_s0_t0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000192750-0000192999/ChEBI192833_s0_t0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000192750-0000192999/ChEBI192833_s0_t0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000192750-0000192999/ChEBI192833_s0_t0.sdf