CompChem-Database: compound details

CompChem-Database: details for selected entry

DB02164 (2428)

Formula C₁₇H₂₁N₄O₁₂PS

MW 536.41

InChIKey ZLPUGFBBLGQWBS-JXPXNCPBNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 57

Number_Heavy_Atoms 35

Number_Rings 3

Number_Bonds 59

Rotat_Bonds 14

Unbranched_Chain 2

Chiral_Centers 3

ONatoms 16

HB_Donor 7

HB_Acceptor 11

OpenEye_HB_Donors 6

OpenEye_HB_Acceptors 10

Lipinski_HB_Donors 6

Lipinski_HB_Acceptors 16

Lipinski_Violations 3

XLogP3 0

XLogP -3.49

logP -1.1389

PSA 272.69

MR 119.497

ABS 0.17

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -470.1291

PM7_Total_Energy_ev -7013.58959

PM7_Electronic_Energy_ev -62015.95027

PM7_Dipole_Debye 12.87324

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.825

PM7_LUMO_Energy_ev -3.024

PM7_COSMO_Area_square_ang 443.64

PM7_COSMO_Volue_cubic_ang 536.41

PM7_Electron_Affinity_ev 3.024

PM7_Ionization_Energy_ev 9.825

PM7_Energy_Gap_ev 6.801

PM7_Global_Hardness_ev 3.4005

PM7_Global_Softness_ev 0.2940744008234083

PM7_Chemical_Potential_ev -6.4245

PM7_Electronigativity_ev 6.4245

PM7_Back_Donation_Energy_ev -0.850125

PM7_Electrophilicity_ev 6.06884285399206

OPENEYE_Name 7,8-dimethyl-2,4-dioxo-10-[(2~{S},3~{S},4~{R})-2,3,4-trihydroxy-5-phosphonooxy-pentyl]benzo[g]pteridin-5-ium-5-sulfonate

SMILES c1c(c(cc2c1n(c-3nc(=O)[nH]c(=O)c3[n+]2S(=O)(=O)[O-])CC(C(C(COP(=O)(O)O)O)O)O)C)C

Canonical_SMILES O=c1[nH]c(=O)c2c(n1)n(C[C@@H]([C@@H]([C@@H](COP(=O)(O)O)O)O)O)c1c(n2S(=O)(=O)O)cc(c(c1)C)C

InChI 1/C17H21N4O12PS/c1-7-3-9-10(4-8(7)2)21(35(30,31)32)13-15(18-17(26)19-16(13)25)20(9)5-11(22)14(24)12(23)6-33-34(27,28)29/h3-4,11-12,14,22-24H,5-6H2,1-2H3,(H3-,19,25,26,27,28,29,30,31,32)/f/h19,27-28H

InChI_3D 1S/C17H22N4O12PS/c1-7-3-9-10(4-8(7)2)21(35(30,31)32)13-15(18-17(26)19-16(13)25)20(9)5-11(22)14(24)12(23)6-33-34(27,28)29/h3-4,11-12,14,22-24H,5-6H2,1-2H3,(H,19,25,26)(H2,27,28,29)(H,30,31,32)/t11-,12+,14-/m0/s1

AuxInfo 1/2/N:11,12,1,2,13,14,3,4,5,6,15,16,7,17,8,9,10,18,19,20,21,28,29,30,23,24,25,31,32,22,26,27,33,34,35/E:(27,28,29)(30,31,32)/F:11,12,1,2,13,14,3,4,5,6,15,16,7,17,8,9,10,18,19,20,21,28,29,30,23,24,31,32,25,22,26,27,33,34,35/E:(27,28)(30,31,32)/CRV:21+1,30-1,35.6/rA:56cCCCCCCCCCCCCCCCCCNNNN+O-OOOOOOOOOOOPSHHHHHHHHHHHHHHHHHHHHH/rB:;d1;d2s3;s1;s2d5;;s7;s7;;s3;s4;;;s13;s14;s15s16;d8s10;s9s10;s5s8s13;s6d7;;d9;d10;;;;s15;s16;s17;;;s14;d25s31s32s33;s21s22d26d27;s1;s2;s11;s11;s11;s12;s12;s12;s13;s13;s14;s14;s15;s16;s17;s19;s28;s29;s30;s31;s32;/rC:-.8736,-.5016,0;-.8743,1.5146,0;;-.0004,1.0081,0;-1.742,-.0006,0;-1.7423,1.0075,0;-3.48,1.0053,0;-3.4787,-.0003,0;-4.3479,1.5131,0;-5.2158,-.0003,0;.8655,-.5009,0;.8659,1.5075,0;-2.613,-1.4992,0;-2.6168,-5.4992,0;-2.6139,-2.4992,0;-2.6158,-4.4992,0;-2.6149,-3.4992,0;-4.3479,-.4981,0;-5.2158,1.0053,0;-2.612,-.4992,0;-2.6146,1.512,0;-2.6219,4.262,0;-4.3479,2.5131,0;-6.0811,-.5015,0;-2.6196,-8.4992,0;-3.6193,3.2593,0;-1.6193,3.2647,0;-1.6139,-2.5001,0;-1.6158,-4.5001,0;-3.6149,-3.4982,0;-1.6187,-7.5001,0;-3.6187,-7.4982,0;-2.6177,-6.4992,0;-2.6187,-7.4992,0;-2.6193,3.262,0;-.8741,-1.0016,0;-.8752,2.0146,0;1.116,-.0681,0;.6151,-.9336,0;1.2983,-.7513,0;.6162,1.9407,0;1.1157,1.0744,0;1.2991,1.7573,0;-3.113,-1.4987,0;-2.113,-1.4997,0;-3.1168,-5.4987,0;-2.1168,-5.4997,0;-3.1139,-2.4987,0;-3.1158,-4.4987,0;-2.1149,-3.4997,0;-5.6495,1.254,0;-1.3635,-2.0674,0;-1.3662,-4.9334,0;-3.8644,-3.065,0;-1.3691,-7.9334,0;-3.8682,-7.065,0;

Duplicates DB02164

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002000-0000002249/DB02164.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002000-0000002249/DB02164.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002000-0000002249/DB02164.sdf

Formula	C₁₇H₂₁N₄O₁₂PS
MW	536.41
InChIKey	ZLPUGFBBLGQWBS-JXPXNCPBNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	57
Number_Heavy_Atoms	35
Number_Rings	3
Number_Bonds	59
Rotat_Bonds	14
Unbranched_Chain	2
Chiral_Centers	3
ONatoms	16
HB_Donor	7
HB_Acceptor	11
OpenEye_HB_Donors	6
OpenEye_HB_Acceptors	10
Lipinski_HB_Donors	6
Lipinski_HB_Acceptors	16
Lipinski_Violations	3
XLogP3	0
XLogP	-3.49
logP	-1.1389
PSA	272.69
MR	119.497
ABS	0.17
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-470.1291
PM7_Total_Energy_ev	-7013.58959
PM7_Electronic_Energy_ev	-62015.95027
PM7_Dipole_Debye	12.87324
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.825
PM7_LUMO_Energy_ev	-3.024
PM7_COSMO_Area_square_ang	443.64
PM7_COSMO_Volue_cubic_ang	536.41
PM7_Electron_Affinity_ev	3.024
PM7_Ionization_Energy_ev	9.825
PM7_Energy_Gap_ev	6.801
PM7_Global_Hardness_ev	3.4005
PM7_Global_Softness_ev	0.2940744008234083
PM7_Chemical_Potential_ev	-6.4245
PM7_Electronigativity_ev	6.4245
PM7_Back_Donation_Energy_ev	-0.850125
PM7_Electrophilicity_ev	6.06884285399206
OPENEYE_Name	7,8-dimethyl-2,4-dioxo-10-[(2~{S},3~{S},4~{R})-2,3,4-trihydroxy-5-phosphonooxy-pentyl]benzo[g]pteridin-5-ium-5-sulfonate
SMILES	c1c(c(cc2c1n(c-3nc(=O)[nH]c(=O)c3[n+]2S(=O)(=O)[O-])CC(C(C(COP(=O)(O)O)O)O)O)C)C
Canonical_SMILES	O=c1[nH]c(=O)c2c(n1)n(C[C@@H]([C@@H]([C@@H](COP(=O)(O)O)O)O)O)c1c(n2S(=O)(=O)O)cc(c(c1)C)C
InChI	1/C17H21N4O12PS/c1-7-3-9-10(4-8(7)2)21(35(30,31)32)13-15(18-17(26)19-16(13)25)20(9)5-11(22)14(24)12(23)6-33-34(27,28)29/h3-4,11-12,14,22-24H,5-6H2,1-2H3,(H3-,19,25,26,27,28,29,30,31,32)/f/h19,27-28H
InChI_3D	1S/C17H22N4O12PS/c1-7-3-9-10(4-8(7)2)21(35(30,31)32)13-15(18-17(26)19-16(13)25)20(9)5-11(22)14(24)12(23)6-33-34(27,28)29/h3-4,11-12,14,22-24H,5-6H2,1-2H3,(H,19,25,26)(H2,27,28,29)(H,30,31,32)/t11-,12+,14-/m0/s1
AuxInfo	1/2/N:11,12,1,2,13,14,3,4,5,6,15,16,7,17,8,9,10,18,19,20,21,28,29,30,23,24,25,31,32,22,26,27,33,34,35/E:(27,28,29)(30,31,32)/F:11,12,1,2,13,14,3,4,5,6,15,16,7,17,8,9,10,18,19,20,21,28,29,30,23,24,31,32,25,22,26,27,33,34,35/E:(27,28)(30,31,32)/CRV:21+1,30-1,35.6/rA:56cCCCCCCCCCCCCCCCCCNNNN+O-OOOOOOOOOOOPSHHHHHHHHHHHHHHHHHHHHH/rB:;d1;d2s3;s1;s2d5;;s7;s7;;s3;s4;;;s13;s14;s15s16;d8s10;s9s10;s5s8s13;s6d7;;d9;d10;;;;s15;s16;s17;;;s14;d25s31s32s33;s21s22d26d27;s1;s2;s11;s11;s11;s12;s12;s12;s13;s13;s14;s14;s15;s16;s17;s19;s28;s29;s30;s31;s32;/rC:-.8736,-.5016,0;-.8743,1.5146,0;;-.0004,1.0081,0;-1.742,-.0006,0;-1.7423,1.0075,0;-3.48,1.0053,0;-3.4787,-.0003,0;-4.3479,1.5131,0;-5.2158,-.0003,0;.8655,-.5009,0;.8659,1.5075,0;-2.613,-1.4992,0;-2.6168,-5.4992,0;-2.6139,-2.4992,0;-2.6158,-4.4992,0;-2.6149,-3.4992,0;-4.3479,-.4981,0;-5.2158,1.0053,0;-2.612,-.4992,0;-2.6146,1.512,0;-2.6219,4.262,0;-4.3479,2.5131,0;-6.0811,-.5015,0;-2.6196,-8.4992,0;-3.6193,3.2593,0;-1.6193,3.2647,0;-1.6139,-2.5001,0;-1.6158,-4.5001,0;-3.6149,-3.4982,0;-1.6187,-7.5001,0;-3.6187,-7.4982,0;-2.6177,-6.4992,0;-2.6187,-7.4992,0;-2.6193,3.262,0;-.8741,-1.0016,0;-.8752,2.0146,0;1.116,-.0681,0;.6151,-.9336,0;1.2983,-.7513,0;.6162,1.9407,0;1.1157,1.0744,0;1.2991,1.7573,0;-3.113,-1.4987,0;-2.113,-1.4997,0;-3.1168,-5.4987,0;-2.1168,-5.4997,0;-3.1139,-2.4987,0;-3.1158,-4.4987,0;-2.1149,-3.4997,0;-5.6495,1.254,0;-1.3635,-2.0674,0;-1.3662,-4.9334,0;-3.8644,-3.065,0;-1.3691,-7.9334,0;-3.8682,-7.065,0;
Duplicates	DB02164
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002000-0000002249/DB02164.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002000-0000002249/DB02164.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002000-0000002249/DB02164.sdf