CompChem-Database: compound details

CompChem-Database: details for selected entry

DB04174 (4479)

Formula C₂₀H₃₂N₃O₂₃P₃

MW 775.4

InChIKey NLBIPGBVVPCESQ-UDSNUJHFNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 81

Number_Heavy_Atoms 49

Number_Rings 3

Number_Bonds 83

Rotat_Bonds 25

Unbranched_Chain 2

Chiral_Centers 10

ONatoms 26

HB_Donor 11

HB_Acceptor 16

OpenEye_HB_Donors 11

OpenEye_HB_Acceptors 14

Lipinski_HB_Donors 11

Lipinski_HB_Acceptors 26

Lipinski_Violations 3

XLogP3 0

XLogP -5.08

logP -4.3246

PSA 428.35

MR 148.153

ABS 0.17

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -1160.86693

PM7_Total_Energy_ev -10774.75694

PM7_Electronic_Energy_ev -122780.9584

PM7_Dipole_Debye 11.18952

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.607

PM7_LUMO_Energy_ev -2.004

PM7_COSMO_Area_square_ang 499.09

PM7_COSMO_Volue_cubic_ang 759.68

PM7_Electron_Affinity_ev 2.004

PM7_Ionization_Energy_ev 9.607

PM7_Energy_Gap_ev 7.603

PM7_Global_Hardness_ev 3.8015

PM7_Global_Softness_ev 0.2630540576088386

PM7_Chemical_Potential_ev -5.8055

PM7_Electronigativity_ev 5.8055

PM7_Back_Donation_Energy_ev -0.950375

PM7_Electrophilicity_ev 4.432964652111009

OPENEYE_Name (2~{S})-2-[(2~{R},3~{R},4~{R},5~{S},6~{R})-3-acetamido-2-[[[(2~{R},3~{S},4~{R},5~{R})-5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methoxy-hydroxy-phosphoryl]oxy-hydroxy-phosphoryl]oxy-5-hydroxy-6-(hydroxymethyl)tetrahydropyran-4-yl]oxy-2-phosphonooxy-propanoic acid

SMILES c1cn(c(=O)[nH]c1=O)C2C(C(C(O2)COP(=O)(O)OP(=O)(O)OC3C(C(C(C(O3)CO)O)OC(C(=O)O)(C)OP(=O)(O)O)NC(=O)C)O)O

Canonical_SMILES OC[C@H]1O[C@H](O[P@](=O)(O[P@](=O)(OC[C@H]2O[C@H]([C@@H]([C@@H]2O)O)n2ccc(=O)[nH]c2=O)O)O)[C@@H]([C@H]([C@@H]1O)O[C@](C(=O)O)(OP(=O)(O)O)C)NC(=O)C

InChI 1/C20H32N3O23P3/c1-7(25)21-11-15(43-20(2,18(30)31)45-47(33,34)35)13(28)8(5-24)42-17(11)44-49(38,39)46-48(36,37)40-6-9-12(27)14(29)16(41-9)23-4-3-10(26)22-19(23)32/h3-4,8-9,11-17,24,27-29H,5-6H2,1-2H3,(H,21,25)(H,30,31)(H,36,37)(H,38,39)(H,22,26,32)(H2,33,34,35)/f/h21-22,30,33-34,36,38H

InChI_3D 1S/C20H32N3O23P3/c1-7(25)21-11-15(43-20(2,18(30)31)45-47(33,34)35)13(28)8(5-24)42-17(11)44-49(38,39)46-48(36,37)40-6-9-12(27)14(29)16(41-9)23-4-3-10(26)22-19(23)32/h3-4,8-9,11-17,24,27-29H,5-6H2,1-2H3,(H,21,25)(H,30,31)(H,36,37)(H,38,39)(H,22,26,32)(H2,33,34,35)/t8-,9-,11-,12-,13-,14-,15-,16-,17-,20+/m1/s1

AuxInfo 1/1/N:16,17,1,2,19,18,5,13,12,3,7,10,9,11,8,14,15,6,4,20,23,21,22,37,26,24,35,34,36,27,33,25,28,38,39,30,41,29,40,44,31,32,42,43,45,46,47,49,48/E:(30,31)(33,34,35)(36,37)(38,39)/F:16,17,1,2,19,18,5,13,12,3,7,10,9,11,8,14,15,6,4,20,23,21,22,37,26,24,35,34,36,33,27,25,38,39,28,41,30,40,29,44,31,32,42,43,45,46,47,49,48/E:(33,34)/rA:81cCCCCCCCCCCCCCCCCCCCCNNNOOOOOOOOOOOOOOOOOOOOOOOPPPHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;;;;s7;s8;;s10;s10;s9;s11;s7;s5;;s12;s13;s6s17;s3s4;s2s4s14;s5s7;d3;d4;d5;d6;;;;s12s14;s13s15;s6;s9;s10;s11;s19;;;;;s8s20;s15;s18;s20;;d28s38s39s45;d29s40s43s46;d30s41s44s46;s1;s2;s7;s8;s9;s10;s11;s12;s13;s14;s15;s16;s16;s16;s17;s17;s17;s18;s18;s19;s19;s21;s23;s33;s34;s35;s36;s37;s38;s39;s40;s41;/rC:;0,1.0051,0;.8674,-.4976,0;1.7348,1.0051,0;-6.3529,3.6708,0;-9.8251,5.0333,0;-6.2279,6.0785,0;-7.1979,6.3217,0;-7.4778,7.2818,0;.2075,3.9942,0;1.0743,3.4926,0;-.5345,3.324,0;-6.7806,8.0059,0;.8674,2.5126,0;-5.5307,6.8026,0;-6.7601,2.7574,0;-10.0391,7.0218,0;-1.5625,4.7402,0;-6.0775,9.6085,0;-9.9321,6.0275,0;1.7348,0,0;.8674,1.5126,0;-6.9404,4.4801,0;.8674,-1.4976,0;2.6023,1.5026,0;-5.3584,3.7749,0;-8.9106,4.6288,0;-12.9149,5.7066,0;-5.1652,4.5966,0;-1.928,6.9462,0;-.1318,2.4083,0;-5.8035,7.77,0;-10.6327,4.4435,0;-8.5099,8.695,0;1.2364,5.4098,0;2.739,2.9527,0;-5.6757,10.5242,0;-11.8136,4.8193,0;-12.0276,6.8078,0;-3.7685,4.3747,0;-3.3247,7.1681,0;-8.9378,6.1345,0;-4.9433,5.9933,0;-2.1499,5.5495,0;-10.9264,5.9206,0;-3.5466,5.7714,0;-11.9206,5.8136,0;-4.3559,5.184,0;-2.7373,6.3588,0;-.4327,-.2506,0;-.4337,1.2538,0;-5.8132,5.7991,0;-7.2325,5.8229,0;-7.9264,7.0611,0;-.1643,4.3285,0;1.2778,3.9493,0;-.9682,3.0751,0;-7.1961,8.2841,0;1.3647,2.4607,0;-5.0808,7.0207,0;-6.3034,2.5539,0;-7.2168,2.961,0;-6.9636,2.3007,0;-9.542,7.0753,0;-10.5362,6.9683,0;-10.0926,7.5189,0;-1.1578,5.034,0;-1.9671,4.4465,0;-5.6196,9.4076,0;-6.5354,9.8094,0;2.1675,-.2506,0;-7.4377,4.428,0;-10.5792,3.9464,0;-9.007,8.6416,0;1.0331,5.8666,0;3.1103,3.2875,0;-5.1788,10.5792,0;-12.2174,4.5244,0;-11.6238,7.1027,0;-3.9721,3.918,0;-3.1211,7.6248,0;

Duplicates DB04174

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004000-0000004249/DB04174.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004000-0000004249/DB04174.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004000-0000004249/DB04174.sdf

Formula	C₂₀H₃₂N₃O₂₃P₃
MW	775.4
InChIKey	NLBIPGBVVPCESQ-UDSNUJHFNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	81
Number_Heavy_Atoms	49
Number_Rings	3
Number_Bonds	83
Rotat_Bonds	25
Unbranched_Chain	2
Chiral_Centers	10
ONatoms	26
HB_Donor	11
HB_Acceptor	16
OpenEye_HB_Donors	11
OpenEye_HB_Acceptors	14
Lipinski_HB_Donors	11
Lipinski_HB_Acceptors	26
Lipinski_Violations	3
XLogP3	0
XLogP	-5.08
logP	-4.3246
PSA	428.35
MR	148.153
ABS	0.17
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-1160.86693
PM7_Total_Energy_ev	-10774.75694
PM7_Electronic_Energy_ev	-122780.9584
PM7_Dipole_Debye	11.18952
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.607
PM7_LUMO_Energy_ev	-2.004
PM7_COSMO_Area_square_ang	499.09
PM7_COSMO_Volue_cubic_ang	759.68
PM7_Electron_Affinity_ev	2.004
PM7_Ionization_Energy_ev	9.607
PM7_Energy_Gap_ev	7.603
PM7_Global_Hardness_ev	3.8015
PM7_Global_Softness_ev	0.2630540576088386
PM7_Chemical_Potential_ev	-5.8055
PM7_Electronigativity_ev	5.8055
PM7_Back_Donation_Energy_ev	-0.950375
PM7_Electrophilicity_ev	4.432964652111009
OPENEYE_Name	(2~{S})-2-[(2~{R},3~{R},4~{R},5~{S},6~{R})-3-acetamido-2-[[[(2~{R},3~{S},4~{R},5~{R})-5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methoxy-hydroxy-phosphoryl]oxy-hydroxy-phosphoryl]oxy-5-hydroxy-6-(hydroxymethyl)tetrahydropyran-4-yl]oxy-2-phosphonooxy-propanoic acid
SMILES	c1cn(c(=O)[nH]c1=O)C2C(C(C(O2)COP(=O)(O)OP(=O)(O)OC3C(C(C(C(O3)CO)O)OC(C(=O)O)(C)OP(=O)(O)O)NC(=O)C)O)O
Canonical_SMILES	OC[C@H]1O[C@H](O[P@](=O)(O[P@](=O)(OC[C@H]2O[C@H]([C@@H]([C@@H]2O)O)n2ccc(=O)[nH]c2=O)O)O)[C@@H]([C@H]([C@@H]1O)O[C@](C(=O)O)(OP(=O)(O)O)C)NC(=O)C
InChI	1/C20H32N3O23P3/c1-7(25)21-11-15(43-20(2,18(30)31)45-47(33,34)35)13(28)8(5-24)42-17(11)44-49(38,39)46-48(36,37)40-6-9-12(27)14(29)16(41-9)23-4-3-10(26)22-19(23)32/h3-4,8-9,11-17,24,27-29H,5-6H2,1-2H3,(H,21,25)(H,30,31)(H,36,37)(H,38,39)(H,22,26,32)(H2,33,34,35)/f/h21-22,30,33-34,36,38H
InChI_3D	1S/C20H32N3O23P3/c1-7(25)21-11-15(43-20(2,18(30)31)45-47(33,34)35)13(28)8(5-24)42-17(11)44-49(38,39)46-48(36,37)40-6-9-12(27)14(29)16(41-9)23-4-3-10(26)22-19(23)32/h3-4,8-9,11-17,24,27-29H,5-6H2,1-2H3,(H,21,25)(H,30,31)(H,36,37)(H,38,39)(H,22,26,32)(H2,33,34,35)/t8-,9-,11-,12-,13-,14-,15-,16-,17-,20+/m1/s1
AuxInfo	1/1/N:16,17,1,2,19,18,5,13,12,3,7,10,9,11,8,14,15,6,4,20,23,21,22,37,26,24,35,34,36,27,33,25,28,38,39,30,41,29,40,44,31,32,42,43,45,46,47,49,48/E:(30,31)(33,34,35)(36,37)(38,39)/F:16,17,1,2,19,18,5,13,12,3,7,10,9,11,8,14,15,6,4,20,23,21,22,37,26,24,35,34,36,33,27,25,38,39,28,41,30,40,29,44,31,32,42,43,45,46,47,49,48/E:(33,34)/rA:81cCCCCCCCCCCCCCCCCCCCCNNNOOOOOOOOOOOOOOOOOOOOOOOPPPHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;;;;s7;s8;;s10;s10;s9;s11;s7;s5;;s12;s13;s6s17;s3s4;s2s4s14;s5s7;d3;d4;d5;d6;;;;s12s14;s13s15;s6;s9;s10;s11;s19;;;;;s8s20;s15;s18;s20;;d28s38s39s45;d29s40s43s46;d30s41s44s46;s1;s2;s7;s8;s9;s10;s11;s12;s13;s14;s15;s16;s16;s16;s17;s17;s17;s18;s18;s19;s19;s21;s23;s33;s34;s35;s36;s37;s38;s39;s40;s41;/rC:;0,1.0051,0;.8674,-.4976,0;1.7348,1.0051,0;-6.3529,3.6708,0;-9.8251,5.0333,0;-6.2279,6.0785,0;-7.1979,6.3217,0;-7.4778,7.2818,0;.2075,3.9942,0;1.0743,3.4926,0;-.5345,3.324,0;-6.7806,8.0059,0;.8674,2.5126,0;-5.5307,6.8026,0;-6.7601,2.7574,0;-10.0391,7.0218,0;-1.5625,4.7402,0;-6.0775,9.6085,0;-9.9321,6.0275,0;1.7348,0,0;.8674,1.5126,0;-6.9404,4.4801,0;.8674,-1.4976,0;2.6023,1.5026,0;-5.3584,3.7749,0;-8.9106,4.6288,0;-12.9149,5.7066,0;-5.1652,4.5966,0;-1.928,6.9462,0;-.1318,2.4083,0;-5.8035,7.77,0;-10.6327,4.4435,0;-8.5099,8.695,0;1.2364,5.4098,0;2.739,2.9527,0;-5.6757,10.5242,0;-11.8136,4.8193,0;-12.0276,6.8078,0;-3.7685,4.3747,0;-3.3247,7.1681,0;-8.9378,6.1345,0;-4.9433,5.9933,0;-2.1499,5.5495,0;-10.9264,5.9206,0;-3.5466,5.7714,0;-11.9206,5.8136,0;-4.3559,5.184,0;-2.7373,6.3588,0;-.4327,-.2506,0;-.4337,1.2538,0;-5.8132,5.7991,0;-7.2325,5.8229,0;-7.9264,7.0611,0;-.1643,4.3285,0;1.2778,3.9493,0;-.9682,3.0751,0;-7.1961,8.2841,0;1.3647,2.4607,0;-5.0808,7.0207,0;-6.3034,2.5539,0;-7.2168,2.961,0;-6.9636,2.3007,0;-9.542,7.0753,0;-10.5362,6.9683,0;-10.0926,7.5189,0;-1.1578,5.034,0;-1.9671,4.4465,0;-5.6196,9.4076,0;-6.5354,9.8094,0;2.1675,-.2506,0;-7.4377,4.428,0;-10.5792,3.9464,0;-9.007,8.6416,0;1.0331,5.8666,0;3.1103,3.2875,0;-5.1788,10.5792,0;-12.2174,4.5244,0;-11.6238,7.1027,0;-3.9721,3.918,0;-3.1211,7.6248,0;
Duplicates	DB04174
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004000-0000004249/DB04174.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004000-0000004249/DB04174.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004000-0000004249/DB04174.sdf