CompChem-Database: compound details

CompChem-Database: details for selected entry

DB12939_p7 (10705)

Formula C₂₀H₂₅N₅O₁₀

MW 495.45

InChIKey WWJFFVUVFNBJTN-FFXSCOAXNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 61

Number_Heavy_Atoms 35

Number_Rings 3

Number_Bonds 63

Rotat_Bonds 14

Unbranched_Chain 1

Chiral_Centers 8

ONatoms 15

HB_Donor 8

HB_Acceptor 10

OpenEye_HB_Donors 9

OpenEye_HB_Acceptors 10

Lipinski_HB_Donors 7

Lipinski_HB_Acceptors 15

Lipinski_Violations 2

XLogP3 0

XLogP -6.81

logP -3.8031

PSA 251.94

MR 116.155

ABS 0.17

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -336.5002

PM7_Total_Energy_ev -6676.81256

PM7_Electronic_Energy_ev -62389.80568

PM7_Dipole_Debye 20.31501

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.22

PM7_LUMO_Energy_ev -1.736

PM7_COSMO_Area_square_ang 414.62

PM7_COSMO_Volue_cubic_ang 538.34

PM7_Electron_Affinity_ev 1.736

PM7_Ionization_Energy_ev 9.22

PM7_Energy_Gap_ev 7.484

PM7_Global_Hardness_ev 3.742

PM7_Global_Softness_ev 0.2672367717797969

PM7_Chemical_Potential_ev -5.478

PM7_Electronigativity_ev 5.478

PM7_Back_Donation_Energy_ev -0.9355

PM7_Electrophilicity_ev 4.009685195082843

OPENEYE_Name (2~{S})-2-[[(2~{S},3~{S},4~{S})-2-azaniumyl-4-hydroxy-4-(5-hydroxy-2-pyridyl)-3-methyl-butanoyl]amino]-2-[(2~{R},3~{S},4~{R},5~{R})-5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]acetate

SMILES c1cc(ncc1O)C(C(C)C(C(=O)NC(C(=O)[O-])C2C(C(C(O2)n3ccc(=O)[nH]c3=O)O)O)[NH3+])O

Canonical_SMILES OC(=O)[C@H]([C@H]1O[C@H]([C@@H]([C@@H]1O)O)n1ccc(=O)[nH]c1=O)NC(=O)[C@H]([C@@H]([C@@H](c1ccc(cn1)O)O)C)[NH3+]

InChI 1/C20H25N5O10/c1-7(13(28)9-3-2-8(26)6-22-9)11(21)17(31)24-12(19(32)33)16-14(29)15(30)18(35-16)25-5-4-10(27)23-20(25)34/h2-7,11-16,18,26,28-30H,21H2,1H3,(H,24,31)(H,32,33)(H,23,27,34)/f/h21,23-24H

InChI_3D 1S/C20H25N5O10/c1-7(13(28)9-3-2-8(26)6-22-9)11(21)17(31)24-12(19(32)33)16-14(29)15(30)18(35-16)25-5-4-10(27)23-20(25)34/h2-7,11-16,18,26,28-30H,21H2,1H3,(H,24,31)(H,32,33)(H,23,27,34)/p+1/t7-,11-,12-,13-,14-,15+,16+,18+/m0/s1

AuxInfo 1/1/N:16,1,2,6,7,3,20,4,5,8,18,19,17,12,13,14,10,15,11,9,24,21,22,25,23,31,26,35,33,34,28,29,32,27,30/E:(32,33)/F:m/E:m/rA:60cCCCCCCCCCCCCCCCCCCCCNNNN+NOOOOOOO-OOOHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;s1d3;s2;;d6;s6;;;;;s12;s12;s13;;s5;s10;s11s14;s16s17s18;s3d5;s8s9;s7s9s15;s18;s10s19;d8;d9;d10;d11;s14s15;s4;s11;s12;s13;s17;s1;s2;s3;s6;s7;s12;s13;s14;s15;s16;s16;s16;s17;s18;s19;s20;s22;s24;s24;s25;s31;s33;s34;s35;s24;/rC:;-.8675,.4975,0;.8675,1.5027,0;.8675,.4975,0;-.8675,1.5027,0;-8.4373,-3.6934,0;-7.5205,-3.2814,0;-9.2467,-3.1061,0;-8.2315,-1.699,0;-3.9674,2.1275,0;-6.3324,1.7545,0;-5.4199,-.6632,0;-5.5222,-1.6595,0;-6.3354,-.261,0;-6.5009,-1.8724,0;-2.1051,3.3651,0;-1.735,2.0001,0;-3.47,2.995,0;-5.4649,1.2571,0;-2.6025,2.4976,0;0,2.0104,0;-9.1483,-2.111,0;-7.4131,-2.2822,0;-4.3375,3.4925,0;-4.9674,2.1246,0;-10.1588,-3.516,0;-8.1332,-.7039,0;-3.4649,1.263,0;-7.1969,1.252,0;-7.0056,-1.0037,0;1.7328,-.0038,0;-6.3353,2.7545,0;-3.707,-1.0215,0;-5.3324,-3.3991,0;-1.2376,2.8676,0;0,-.5,0;-1.3001,.2469,0;1.3012,1.7514,0;-8.4885,-4.1907,0;-7.1158,-3.5751,0;-5.2673,-.187,0;-5.0222,-1.6579,0;-6.7402,.0325,0;-6.3445,-2.3472,0;-2.5388,3.6138,0;-1.6713,3.1164,0;-1.8563,3.7988,0;-1.9837,1.5664,0;-3.2213,3.4288,0;-5.0311,1.0084,0;-2.8512,2.0638,0;-9.5542,-1.819,0;-4.0888,3.9262,0;-4.5862,3.0587,0;-5.2187,2.5569,0;2.1662,.2456,0;-3.3736,-.6489,0;-4.8749,-3.6007,0;-.7376,2.8691,0;-4.7712,3.7412,0;

Duplicates DB12939_p7

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012750-0000012999/DB12939_p7.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012750-0000012999/DB12939_p7.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012750-0000012999/DB12939_p7.sdf

Formula	C₂₀H₂₅N₅O₁₀
MW	495.45
InChIKey	WWJFFVUVFNBJTN-FFXSCOAXNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	61
Number_Heavy_Atoms	35
Number_Rings	3
Number_Bonds	63
Rotat_Bonds	14
Unbranched_Chain	1
Chiral_Centers	8
ONatoms	15
HB_Donor	8
HB_Acceptor	10
OpenEye_HB_Donors	9
OpenEye_HB_Acceptors	10
Lipinski_HB_Donors	7
Lipinski_HB_Acceptors	15
Lipinski_Violations	2
XLogP3	0
XLogP	-6.81
logP	-3.8031
PSA	251.94
MR	116.155
ABS	0.17
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-336.5002
PM7_Total_Energy_ev	-6676.81256
PM7_Electronic_Energy_ev	-62389.80568
PM7_Dipole_Debye	20.31501
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.22
PM7_LUMO_Energy_ev	-1.736
PM7_COSMO_Area_square_ang	414.62
PM7_COSMO_Volue_cubic_ang	538.34
PM7_Electron_Affinity_ev	1.736
PM7_Ionization_Energy_ev	9.22
PM7_Energy_Gap_ev	7.484
PM7_Global_Hardness_ev	3.742
PM7_Global_Softness_ev	0.2672367717797969
PM7_Chemical_Potential_ev	-5.478
PM7_Electronigativity_ev	5.478
PM7_Back_Donation_Energy_ev	-0.9355
PM7_Electrophilicity_ev	4.009685195082843
OPENEYE_Name	(2~{S})-2-[[(2~{S},3~{S},4~{S})-2-azaniumyl-4-hydroxy-4-(5-hydroxy-2-pyridyl)-3-methyl-butanoyl]amino]-2-[(2~{R},3~{S},4~{R},5~{R})-5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]acetate
SMILES	c1cc(ncc1O)C(C(C)C(C(=O)NC(C(=O)[O-])C2C(C(C(O2)n3ccc(=O)[nH]c3=O)O)O)[NH3+])O
Canonical_SMILES	OC(=O)[C@H]([C@H]1O[C@H]([C@@H]([C@@H]1O)O)n1ccc(=O)[nH]c1=O)NC(=O)[C@H]([C@@H]([C@@H](c1ccc(cn1)O)O)C)[NH3+]
InChI	1/C20H25N5O10/c1-7(13(28)9-3-2-8(26)6-22-9)11(21)17(31)24-12(19(32)33)16-14(29)15(30)18(35-16)25-5-4-10(27)23-20(25)34/h2-7,11-16,18,26,28-30H,21H2,1H3,(H,24,31)(H,32,33)(H,23,27,34)/f/h21,23-24H
InChI_3D	1S/C20H25N5O10/c1-7(13(28)9-3-2-8(26)6-22-9)11(21)17(31)24-12(19(32)33)16-14(29)15(30)18(35-16)25-5-4-10(27)23-20(25)34/h2-7,11-16,18,26,28-30H,21H2,1H3,(H,24,31)(H,32,33)(H,23,27,34)/p+1/t7-,11-,12-,13-,14-,15+,16+,18+/m0/s1
AuxInfo	1/1/N:16,1,2,6,7,3,20,4,5,8,18,19,17,12,13,14,10,15,11,9,24,21,22,25,23,31,26,35,33,34,28,29,32,27,30/E:(32,33)/F:m/E:m/rA:60cCCCCCCCCCCCCCCCCCCCCNNNN+NOOOOOOO-OOOHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;s1d3;s2;;d6;s6;;;;;s12;s12;s13;;s5;s10;s11s14;s16s17s18;s3d5;s8s9;s7s9s15;s18;s10s19;d8;d9;d10;d11;s14s15;s4;s11;s12;s13;s17;s1;s2;s3;s6;s7;s12;s13;s14;s15;s16;s16;s16;s17;s18;s19;s20;s22;s24;s24;s25;s31;s33;s34;s35;s24;/rC:;-.8675,.4975,0;.8675,1.5027,0;.8675,.4975,0;-.8675,1.5027,0;-8.4373,-3.6934,0;-7.5205,-3.2814,0;-9.2467,-3.1061,0;-8.2315,-1.699,0;-3.9674,2.1275,0;-6.3324,1.7545,0;-5.4199,-.6632,0;-5.5222,-1.6595,0;-6.3354,-.261,0;-6.5009,-1.8724,0;-2.1051,3.3651,0;-1.735,2.0001,0;-3.47,2.995,0;-5.4649,1.2571,0;-2.6025,2.4976,0;0,2.0104,0;-9.1483,-2.111,0;-7.4131,-2.2822,0;-4.3375,3.4925,0;-4.9674,2.1246,0;-10.1588,-3.516,0;-8.1332,-.7039,0;-3.4649,1.263,0;-7.1969,1.252,0;-7.0056,-1.0037,0;1.7328,-.0038,0;-6.3353,2.7545,0;-3.707,-1.0215,0;-5.3324,-3.3991,0;-1.2376,2.8676,0;0,-.5,0;-1.3001,.2469,0;1.3012,1.7514,0;-8.4885,-4.1907,0;-7.1158,-3.5751,0;-5.2673,-.187,0;-5.0222,-1.6579,0;-6.7402,.0325,0;-6.3445,-2.3472,0;-2.5388,3.6138,0;-1.6713,3.1164,0;-1.8563,3.7988,0;-1.9837,1.5664,0;-3.2213,3.4288,0;-5.0311,1.0084,0;-2.8512,2.0638,0;-9.5542,-1.819,0;-4.0888,3.9262,0;-4.5862,3.0587,0;-5.2187,2.5569,0;2.1662,.2456,0;-3.3736,-.6489,0;-4.8749,-3.6007,0;-.7376,2.8691,0;-4.7712,3.7412,0;
Duplicates	DB12939_p7
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012750-0000012999/DB12939_p7.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012750-0000012999/DB12939_p7.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012750-0000012999/DB12939_p7.sdf