CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI16022_s0 (5342)

Formula C₁₄H₂₅N₃O₁₅P₂

MW 537.31

InChIKey VOQGLUKHXIUFCT-VAXHOLSONA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 60

Number_Heavy_Atoms 34

Number_Rings 2

Number_Bonds 61

Rotat_Bonds 20

Unbranched_Chain 2

Chiral_Centers 7

ONatoms 18

HB_Donor 10

HB_Acceptor 11

OpenEye_HB_Donors 10

OpenEye_HB_Acceptors 11

Lipinski_HB_Donors 9

Lipinski_HB_Acceptors 18

Lipinski_Violations 3

XLogP3 0

XLogP -4.16

logP -3.4343

PSA 316.33

MR 107.236

ABS 0.17

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -723.5475

PM7_Total_Energy_ev -7400.89304

PM7_Electronic_Energy_ev -67415.59671

PM7_Dipole_Debye 6.60794

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.478

PM7_LUMO_Energy_ev -1.622

PM7_COSMO_Area_square_ang 389.71

PM7_COSMO_Volue_cubic_ang 546.98

PM7_Electron_Affinity_ev 1.622

PM7_Ionization_Energy_ev 9.478

PM7_Energy_Gap_ev 7.856

PM7_Global_Hardness_ev 3.928

PM7_Global_Softness_ev 0.2545824847250509

PM7_Chemical_Potential_ev -5.55

PM7_Electronigativity_ev 5.55

PM7_Back_Donation_Energy_ev -0.982

PM7_Electrophilicity_ev 3.9208884928716903

OPENEYE_Name [[(2~{R},3~{S},4~{R},5~{R})-5-(4-amino-2-oxo-pyrimidin-1-ium-3-id-1-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methoxy-hydroxy-phosphoryl] [(2~{R},3~{R},4~{R})-2,3,4,5-tetrahydroxypentyl] hydrogen phosphate

SMILES c1c[n+](c(=O)[n-]c1N)C2C(C(C(O2)COP(=O)(O)OP(=O)(O)OCC(C(C(CO)O)O)O)O)O

Canonical_SMILES OC[C@H]([C@H]([C@@H](CO[P@@](=O)(O[P@@](=O)(OC[C@H]1O[C@H]([C@@H]([C@@H]1O)O)n1ccc([nH]c1=O)N)O)O)O)O)O

InChI 1/C14H25N3O15P2/c15-9-1-2-17(14(24)16-9)13-12(23)11(22)8(31-13)5-30-34(27,28)32-33(25,26)29-4-7(20)10(21)6(19)3-18/h1-2,6-8,10-13,18-23H,3-5H2,(H4,15,16,24,25,26,27,28)/f/h25,27H,15H2

InChI_3D 1S/C14H26N3O15P2/c15-9-1-2-17(14(24)16-9)13-12(23)11(22)8(31-13)5-30-34(27,28)32-33(25,26)29-4-7(20)10(21)6(19)3-18/h1-2,6-8,10-13,18-23H,3-5H2,(H,25,26)(H,27,28)(H3,15,16,24)/t6-,7-,8-,10-,11-,12-,13-/m1/s1

AuxInfo 1/6/N:1,2,10,11,9,12,13,7,3,14,5,6,8,4,17,15,16,24,25,26,27,22,23,18,20,29,19,28,31,30,21,32,34,33/E:(25,26)(27,28)/F:1,2,10,11,9,12,13,7,3,14,5,6,8,4,17,15,16,24,25,26,27,22,23,18,29,20,28,19,31,30,21,32,34,33/rA:59cCCCCCCCCCCCCCCN-N+NOOOOOOOOOOOOOOOPPHHHHHHHHHHHHHHHHHHHHHHHHH/rB:s1;d1;;;s5;s5;s6;s7;;;s10;s11;s12s13;s3s4;d2s4s8;s3;d4;;;s7s8;s5;s6;s10;s12;s13;s14;;;s9;s11;;d19s28s30s32;d20s29s31s32;s1;s2;s5;s6;s7;s8;s9;s9;s10;s10;s11;s11;s12;s13;s14;s17;s17;s22;s23;s24;s25;s26;s27;s28;s29;/rC:;0,1.0051,0;.8674,-.4976,0;1.7348,1.0051,0;.2075,3.9942,0;1.0743,3.4926,0;-.5345,3.324,0;.8674,2.5126,0;-2.0522,2.4528,0;-9.9861,.2045,0;-6.517,2.1959,0;-9.1188,.7024,0;-7.3843,1.6981,0;-8.2515,1.2002,0;1.7348,0,0;.8674,1.5126,0;.8674,-1.4976,0;2.6023,1.5026,0;-3.2889,.5898,0;-5.2803,4.0589,0;-.1318,2.4083,0;1.2364,5.4098,0;2.739,2.9527,0;-10.8533,-.2933,0;-8.621,-.1649,0;-6.8864,.8308,0;-8.7494,2.0675,0;-4.654,.9592,0;-3.9152,3.6895,0;-2.9195,1.9549,0;-5.6497,2.6938,0;-4.2846,2.3243,0;-3.7868,1.4571,0;-4.7825,3.1916,0;-.4327,-.2506,0;-.4337,1.2538,0;-.1643,4.3285,0;1.2778,3.9493,0;-.8282,3.7286,0;1.3647,2.4607,0;-1.8033,2.0191,0;-2.3012,2.8864,0;-10.235,.6382,0;-9.7371,-.2291,0;-6.7659,2.6296,0;-6.2681,1.7623,0;-9.3677,1.136,0;-7.6332,2.1317,0;-8.0026,.7666,0;.4344,-1.7476,0;1.3004,-1.7476,0;1.0331,5.8666,0;3.1103,3.2875,0;-11.2857,-.0422,0;-8.872,-.5973,0;-6.3864,.8296,0;-9.2494,2.0687,0;-4.6553,.4592,0;-3.914,4.1895,0;

Duplicates ChEBI16022_s0

mol2_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000016000-0000016249/ChEBI16022_s0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000016000-0000016249/ChEBI16022_s0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000016000-0000016249/ChEBI16022_s0.sdf

Formula	C₁₄H₂₅N₃O₁₅P₂
MW	537.31
InChIKey	VOQGLUKHXIUFCT-VAXHOLSONA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	60
Number_Heavy_Atoms	34
Number_Rings	2
Number_Bonds	61
Rotat_Bonds	20
Unbranched_Chain	2
Chiral_Centers	7
ONatoms	18
HB_Donor	10
HB_Acceptor	11
OpenEye_HB_Donors	10
OpenEye_HB_Acceptors	11
Lipinski_HB_Donors	9
Lipinski_HB_Acceptors	18
Lipinski_Violations	3
XLogP3	0
XLogP	-4.16
logP	-3.4343
PSA	316.33
MR	107.236
ABS	0.17
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-723.5475
PM7_Total_Energy_ev	-7400.89304
PM7_Electronic_Energy_ev	-67415.59671
PM7_Dipole_Debye	6.60794
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.478
PM7_LUMO_Energy_ev	-1.622
PM7_COSMO_Area_square_ang	389.71
PM7_COSMO_Volue_cubic_ang	546.98
PM7_Electron_Affinity_ev	1.622
PM7_Ionization_Energy_ev	9.478
PM7_Energy_Gap_ev	7.856
PM7_Global_Hardness_ev	3.928
PM7_Global_Softness_ev	0.2545824847250509
PM7_Chemical_Potential_ev	-5.55
PM7_Electronigativity_ev	5.55
PM7_Back_Donation_Energy_ev	-0.982
PM7_Electrophilicity_ev	3.9208884928716903
OPENEYE_Name	[[(2~{R},3~{S},4~{R},5~{R})-5-(4-amino-2-oxo-pyrimidin-1-ium-3-id-1-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methoxy-hydroxy-phosphoryl] [(2~{R},3~{R},4~{R})-2,3,4,5-tetrahydroxypentyl] hydrogen phosphate
SMILES	c1c[n+](c(=O)[n-]c1N)C2C(C(C(O2)COP(=O)(O)OP(=O)(O)OCC(C(C(CO)O)O)O)O)O
Canonical_SMILES	OC[C@H]([C@H]([C@@H](CO[P@@](=O)(O[P@@](=O)(OC[C@H]1O[C@H]([C@@H]([C@@H]1O)O)n1ccc([nH]c1=O)N)O)O)O)O)O
InChI	1/C14H25N3O15P2/c15-9-1-2-17(14(24)16-9)13-12(23)11(22)8(31-13)5-30-34(27,28)32-33(25,26)29-4-7(20)10(21)6(19)3-18/h1-2,6-8,10-13,18-23H,3-5H2,(H4,15,16,24,25,26,27,28)/f/h25,27H,15H2
InChI_3D	1S/C14H26N3O15P2/c15-9-1-2-17(14(24)16-9)13-12(23)11(22)8(31-13)5-30-34(27,28)32-33(25,26)29-4-7(20)10(21)6(19)3-18/h1-2,6-8,10-13,18-23H,3-5H2,(H,25,26)(H,27,28)(H3,15,16,24)/t6-,7-,8-,10-,11-,12-,13-/m1/s1
AuxInfo	1/6/N:1,2,10,11,9,12,13,7,3,14,5,6,8,4,17,15,16,24,25,26,27,22,23,18,20,29,19,28,31,30,21,32,34,33/E:(25,26)(27,28)/F:1,2,10,11,9,12,13,7,3,14,5,6,8,4,17,15,16,24,25,26,27,22,23,18,29,20,28,19,31,30,21,32,34,33/rA:59cCCCCCCCCCCCCCCN-N+NOOOOOOOOOOOOOOOPPHHHHHHHHHHHHHHHHHHHHHHHHH/rB:s1;d1;;;s5;s5;s6;s7;;;s10;s11;s12s13;s3s4;d2s4s8;s3;d4;;;s7s8;s5;s6;s10;s12;s13;s14;;;s9;s11;;d19s28s30s32;d20s29s31s32;s1;s2;s5;s6;s7;s8;s9;s9;s10;s10;s11;s11;s12;s13;s14;s17;s17;s22;s23;s24;s25;s26;s27;s28;s29;/rC:;0,1.0051,0;.8674,-.4976,0;1.7348,1.0051,0;.2075,3.9942,0;1.0743,3.4926,0;-.5345,3.324,0;.8674,2.5126,0;-2.0522,2.4528,0;-9.9861,.2045,0;-6.517,2.1959,0;-9.1188,.7024,0;-7.3843,1.6981,0;-8.2515,1.2002,0;1.7348,0,0;.8674,1.5126,0;.8674,-1.4976,0;2.6023,1.5026,0;-3.2889,.5898,0;-5.2803,4.0589,0;-.1318,2.4083,0;1.2364,5.4098,0;2.739,2.9527,0;-10.8533,-.2933,0;-8.621,-.1649,0;-6.8864,.8308,0;-8.7494,2.0675,0;-4.654,.9592,0;-3.9152,3.6895,0;-2.9195,1.9549,0;-5.6497,2.6938,0;-4.2846,2.3243,0;-3.7868,1.4571,0;-4.7825,3.1916,0;-.4327,-.2506,0;-.4337,1.2538,0;-.1643,4.3285,0;1.2778,3.9493,0;-.8282,3.7286,0;1.3647,2.4607,0;-1.8033,2.0191,0;-2.3012,2.8864,0;-10.235,.6382,0;-9.7371,-.2291,0;-6.7659,2.6296,0;-6.2681,1.7623,0;-9.3677,1.136,0;-7.6332,2.1317,0;-8.0026,.7666,0;.4344,-1.7476,0;1.3004,-1.7476,0;1.0331,5.8666,0;3.1103,3.2875,0;-11.2857,-.0422,0;-8.872,-.5973,0;-6.3864,.8296,0;-9.2494,2.0687,0;-4.6553,.4592,0;-3.914,4.1895,0;
Duplicates	ChEBI16022_s0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000016000-0000016249/ChEBI16022_s0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000016000-0000016249/ChEBI16022_s0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000016000-0000016249/ChEBI16022_s0.sdf