CompChem-Database: compound details

CompChem-Database: details for selected entry

DB04418 (4729)

Formula C₁₄H₁₈N₅O₁₁P

MW 463.3

InChIKey OFBHPPMPBOJXRT-KITAWWMSNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 49

Number_Heavy_Atoms 31

Number_Rings 3

Number_Bonds 51

Rotat_Bonds 15

Unbranched_Chain 2

Chiral_Centers 5

ONatoms 16

HB_Donor 7

HB_Acceptor 12

OpenEye_HB_Donors 7

OpenEye_HB_Acceptors 9

Lipinski_HB_Donors 7

Lipinski_HB_Acceptors 16

Lipinski_Violations 2

XLogP3 0

XLogP -8.93

logP -2.0324

PSA 256.49

MR 96.45

ABS 0.17

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -462.84062

PM7_Total_Energy_ev -6320.01918

PM7_Electronic_Energy_ev -49975.55011

PM7_Dipole_Debye 2.50905

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.429

PM7_LUMO_Energy_ev -0.951

PM7_COSMO_Area_square_ang 394.48

PM7_COSMO_Volue_cubic_ang 465.8

PM7_Electron_Affinity_ev 0.951

PM7_Ionization_Energy_ev 9.429

PM7_Energy_Gap_ev 8.478

PM7_Global_Hardness_ev 4.239

PM7_Global_Softness_ev 0.2359046945034206

PM7_Chemical_Potential_ev -5.19

PM7_Electronigativity_ev 5.19

PM7_Back_Donation_Energy_ev -1.05975

PM7_Electrophilicity_ev 3.177176220806794

OPENEYE_Name (2~{S})-2-[[9-[(2~{R},3~{R},4~{S},5~{R})-3,4-dihydroxy-5-(phosphonooxymethyl)tetrahydrofuran-2-yl]purin-6-yl]amino]butanedioic acid

SMILES c1nc2c(c(n1)NC(C(=O)O)CC(=O)O)ncn2C3C(C(C(O3)COP(=O)(O)O)O)O

Canonical_SMILES OC(=O)C[C@@H](C(=O)O)Nc1ncnc2c1ncn2[C@@H]1O[C@@H]([C@H]([C@H]1O)O)COP(=O)(O)O

InChI 1/C14H18N5O11P/c20-7(21)1-5(14(24)25)18-11-8-12(16-3-15-11)19(4-17-8)13-10(23)9(22)6(30-13)2-29-31(26,27)28/h3-6,9-10,13,22-23H,1-2H2,(H,20,21)(H,24,25)(H,15,16,18)(H2,26,27,28)/f/h18,20,24,26-27H

InChI_3D 1S/C14H18N5O11P/c20-7(21)1-5(14(24)25)18-11-8-12(16-3-15-11)19(4-17-8)13-10(23)9(22)6(30-13)2-29-31(26,27)28/h3-6,9-10,13,22-23H,1-2H2,(H,20,21)(H,24,25)(H,15,16,18)(H2,26,27,28)/t5-,6+,9+,10+,13+/m0/s1

AuxInfo 1/1/N:12,13,1,2,14,10,6,3,8,9,5,4,11,7,16,15,17,19,18,20,24,26,27,21,25,22,28,29,30,23,31/E:(20,21)(24,25)(26,27,28)/F:12,13,1,2,14,10,6,3,8,9,5,4,11,7,16,15,17,19,18,24,20,26,27,25,21,28,29,22,30,23,31/E:(26,27)/rA:49cCCCCCCCCCCCCCCNNNNNOOOOOOOOOOOPHHHHHHHHHHHHHHHHHH/rB:;;d3;s3;;;;s8;s8;s9;s6;s10;s7s12;d1s4;s1d5;d2s3;s2s4s11;s5s14;d6;d7;;s10s11;s6;s7;s8;s9;;;s13;d22s28s29s30;s1;s2;s8;s9;s10;s11;s12;s12;s13;s13;s14;s19;s24;s25;s26;s27;s28;s29;/rC:-.868,-1.5137,0;2.4178,-1.0115,0;.868,-.5079,0;.868,-1.515,0;;-2.5981,2.5,0;-.366,2.366,0;3.2201,-3.9826,0;2.2408,-3.7733,0;3.7188,-3.1159,0;2.1348,-2.7774,0;-1.7321,2,0;4.8931,-1.8184,0;-.866,1.5,0;0,-2.0116,0;-.868,-.5079,0;1.8258,-.1969,0;1.8258,-1.8263,0;0,1,0;-2.5981,3.5,0;-.866,3.2321,0;6.9061,.406,0;3.0528,-2.3694,0;-3.4641,2,0;.634,2.366,0;2.679,-5.6469,0;.4908,-3.7742,0;5.4937,.3355,0;6.9765,-1.0065,0;5.5641,-1.0769,0;6.2351,-.3355,0;-1.3007,-1.7643,0;2.9178,-1.0115,0;3.677,-4.1857,0;2.1883,-4.2706,0;4.1232,-3.41,0;1.6458,-2.8816,0;-1.9821,1.567,0;-1.4821,2.433,0;5.2638,-2.1539,0;4.5223,-1.4829,0;-1.116,1.067,0;.433,1.25,0;-3.8971,2.25,0;.884,2.799,0;3.0134,-6.0185,0;.241,-4.2073,0;5.5988,.8243,0;6.8713,-1.4953,0;

Duplicates DB04418

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004250-0000004499/DB04418.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004250-0000004499/DB04418.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004250-0000004499/DB04418.sdf

Formula	C₁₄H₁₈N₅O₁₁P
MW	463.3
InChIKey	OFBHPPMPBOJXRT-KITAWWMSNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	49
Number_Heavy_Atoms	31
Number_Rings	3
Number_Bonds	51
Rotat_Bonds	15
Unbranched_Chain	2
Chiral_Centers	5
ONatoms	16
HB_Donor	7
HB_Acceptor	12
OpenEye_HB_Donors	7
OpenEye_HB_Acceptors	9
Lipinski_HB_Donors	7
Lipinski_HB_Acceptors	16
Lipinski_Violations	2
XLogP3	0
XLogP	-8.93
logP	-2.0324
PSA	256.49
MR	96.45
ABS	0.17
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-462.84062
PM7_Total_Energy_ev	-6320.01918
PM7_Electronic_Energy_ev	-49975.55011
PM7_Dipole_Debye	2.50905
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.429
PM7_LUMO_Energy_ev	-0.951
PM7_COSMO_Area_square_ang	394.48
PM7_COSMO_Volue_cubic_ang	465.8
PM7_Electron_Affinity_ev	0.951
PM7_Ionization_Energy_ev	9.429
PM7_Energy_Gap_ev	8.478
PM7_Global_Hardness_ev	4.239
PM7_Global_Softness_ev	0.2359046945034206
PM7_Chemical_Potential_ev	-5.19
PM7_Electronigativity_ev	5.19
PM7_Back_Donation_Energy_ev	-1.05975
PM7_Electrophilicity_ev	3.177176220806794
OPENEYE_Name	(2~{S})-2-[[9-[(2~{R},3~{R},4~{S},5~{R})-3,4-dihydroxy-5-(phosphonooxymethyl)tetrahydrofuran-2-yl]purin-6-yl]amino]butanedioic acid
SMILES	c1nc2c(c(n1)NC(C(=O)O)CC(=O)O)ncn2C3C(C(C(O3)COP(=O)(O)O)O)O
Canonical_SMILES	OC(=O)C[C@@H](C(=O)O)Nc1ncnc2c1ncn2[C@@H]1O[C@@H]([C@H]([C@H]1O)O)COP(=O)(O)O
InChI	1/C14H18N5O11P/c20-7(21)1-5(14(24)25)18-11-8-12(16-3-15-11)19(4-17-8)13-10(23)9(22)6(30-13)2-29-31(26,27)28/h3-6,9-10,13,22-23H,1-2H2,(H,20,21)(H,24,25)(H,15,16,18)(H2,26,27,28)/f/h18,20,24,26-27H
InChI_3D	1S/C14H18N5O11P/c20-7(21)1-5(14(24)25)18-11-8-12(16-3-15-11)19(4-17-8)13-10(23)9(22)6(30-13)2-29-31(26,27)28/h3-6,9-10,13,22-23H,1-2H2,(H,20,21)(H,24,25)(H,15,16,18)(H2,26,27,28)/t5-,6+,9+,10+,13+/m0/s1
AuxInfo	1/1/N:12,13,1,2,14,10,6,3,8,9,5,4,11,7,16,15,17,19,18,20,24,26,27,21,25,22,28,29,30,23,31/E:(20,21)(24,25)(26,27,28)/F:12,13,1,2,14,10,6,3,8,9,5,4,11,7,16,15,17,19,18,24,20,26,27,25,21,28,29,22,30,23,31/E:(26,27)/rA:49cCCCCCCCCCCCCCCNNNNNOOOOOOOOOOOPHHHHHHHHHHHHHHHHHH/rB:;;d3;s3;;;;s8;s8;s9;s6;s10;s7s12;d1s4;s1d5;d2s3;s2s4s11;s5s14;d6;d7;;s10s11;s6;s7;s8;s9;;;s13;d22s28s29s30;s1;s2;s8;s9;s10;s11;s12;s12;s13;s13;s14;s19;s24;s25;s26;s27;s28;s29;/rC:-.868,-1.5137,0;2.4178,-1.0115,0;.868,-.5079,0;.868,-1.515,0;;-2.5981,2.5,0;-.366,2.366,0;3.2201,-3.9826,0;2.2408,-3.7733,0;3.7188,-3.1159,0;2.1348,-2.7774,0;-1.7321,2,0;4.8931,-1.8184,0;-.866,1.5,0;0,-2.0116,0;-.868,-.5079,0;1.8258,-.1969,0;1.8258,-1.8263,0;0,1,0;-2.5981,3.5,0;-.866,3.2321,0;6.9061,.406,0;3.0528,-2.3694,0;-3.4641,2,0;.634,2.366,0;2.679,-5.6469,0;.4908,-3.7742,0;5.4937,.3355,0;6.9765,-1.0065,0;5.5641,-1.0769,0;6.2351,-.3355,0;-1.3007,-1.7643,0;2.9178,-1.0115,0;3.677,-4.1857,0;2.1883,-4.2706,0;4.1232,-3.41,0;1.6458,-2.8816,0;-1.9821,1.567,0;-1.4821,2.433,0;5.2638,-2.1539,0;4.5223,-1.4829,0;-1.116,1.067,0;.433,1.25,0;-3.8971,2.25,0;.884,2.799,0;3.0134,-6.0185,0;.241,-4.2073,0;5.5988,.8243,0;6.8713,-1.4953,0;
Duplicates	DB04418
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004250-0000004499/DB04418.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004250-0000004499/DB04418.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004250-0000004499/DB04418.sdf