CompChem-Database: compound details

CompChem-Database: details for selected entry

DB04176 (4481)

Formula C₁₃H₁₇N₂O₈P

MW 360.26

InChIKey VYUPJUKSTVHSQI-VEWCPZSHNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 41

Number_Heavy_Atoms 24

Number_Rings 3

Number_Bonds 43

Rotat_Bonds 9

Unbranched_Chain 2

Chiral_Centers 4

ONatoms 10

HB_Donor 4

HB_Acceptor 6

OpenEye_HB_Donors 4

OpenEye_HB_Acceptors 5

Lipinski_HB_Donors 4

Lipinski_HB_Acceptors 10

Lipinski_Violations 0

XLogP3 0

XLogP -1.08

logP -0.2266

PSA 153.31

MR 80.0817

ABS 0.55

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -339.77761

PM7_Total_Energy_ev -4738.24451

PM7_Electronic_Energy_ev -33483.23463

PM7_Dipole_Debye 4.76163

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.917

PM7_LUMO_Energy_ev -0.616

PM7_COSMO_Area_square_ang 331.39

PM7_COSMO_Volue_cubic_ang 377.74

PM7_Electron_Affinity_ev 0.616

PM7_Ionization_Energy_ev 8.917

PM7_Energy_Gap_ev 8.301

PM7_Global_Hardness_ev 4.1505

PM7_Global_Softness_ev 0.24093482712926154

PM7_Chemical_Potential_ev -4.7665

PM7_Electronigativity_ev 4.7665

PM7_Back_Donation_Energy_ev -1.037625

PM7_Electrophilicity_ev 2.7369620828815804

OPENEYE_Name [(2~{R},3~{S},4~{R},5~{S})-3,4-dihydroxy-5-(5-methoxybenzimidazol-1-yl)tetrahydrofuran-2-yl]methyl dihydrogen phosphate

SMILES c1cc(cc2c1n(cn2)C3C(C(C(O3)COP(=O)(O)O)O)O)OC

Canonical_SMILES COc1ccc2c(c1)ncn2[C@H]1O[C@@H]([C@H]([C@H]1O)O)COP(=O)(O)O

InChI 1/C13H17N2O8P/c1-21-7-2-3-9-8(4-7)14-6-15(9)13-12(17)11(16)10(23-13)5-22-24(18,19)20/h2-4,6,10-13,16-17H,5H2,1H3,(H2,18,19,20)/f/h18-19H

InChI_3D 1S/C13H17N2O8P/c1-21-7-2-3-9-8(4-7)14-6-15(9)13-12(17)11(16)10(23-13)5-22-24(18,19)20/h2-4,6,10-13,16-17H,5H2,1H3,(H2,18,19,20)/t10-,11-,12-,13+/m1/s1

AuxInfo 1/1/N:12,2,1,3,13,4,7,5,6,10,8,9,11,14,15,18,19,16,20,21,22,23,17,24/E:(18,19,20)/F:12,2,1,3,13,4,7,5,6,10,8,9,11,14,15,18,19,20,21,16,22,23,17,24/E:(18,19)/rA:41cCCCCCCCCCCCCCNNOOOOOOOOPHHHHHHHHHHHHHHHHH/rB:d1;;;s3;s1d5;s2d3;;s8;s8;s9;;s10;d4s5;s4s6s11;;s10s11;s8;s9;;;s7s12;s13;d16s20s21s23;s1;s2;s3;s4;s8;s9;s10;s11;s12;s12;s12;s13;s13;s18;s19;s20;s21;/rC:.868,.5079,0;;.868,-1.5037,0;3.2858,-.5036,0;1.736,-1.0071,0;1.736,0,0;0,-1.0058,0;4.0883,2.4672,0;3.1089,2.258,0;4.5869,1.6005,0;3.0029,1.262,0;-1.732,-1.0082,0;5.7611,.3028,0;2.6938,-1.3184,0;2.6938,.311,0;7.7739,-1.9217,0;3.9208,.854,0;3.5473,4.1315,0;1.3589,2.259,0;6.3615,-1.8511,0;7.8445,-.5092,0;-.8653,-1.507,0;6.432,-.4387,0;7.103,-1.1802,0;.868,1.0079,0;-.4337,.2487,0;.8677,-2.0037,0;3.7858,-.5036,0;4.5452,2.6703,0;3.0565,2.7552,0;4.9913,1.8945,0;2.5139,1.3663,0;-1.4827,-.5749,0;-1.9814,-1.4416,0;-2.1654,-.7588,0;6.1318,.6383,0;5.3903,-.0327,0;3.8818,4.5031,0;1.1092,2.6922,0;6.4666,-2.3399,0;7.7393,-.0204,0;

Duplicates DB04176

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004000-0000004249/DB04176.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004000-0000004249/DB04176.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004000-0000004249/DB04176.sdf

Formula	C₁₃H₁₇N₂O₈P
MW	360.26
InChIKey	VYUPJUKSTVHSQI-VEWCPZSHNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	41
Number_Heavy_Atoms	24
Number_Rings	3
Number_Bonds	43
Rotat_Bonds	9
Unbranched_Chain	2
Chiral_Centers	4
ONatoms	10
HB_Donor	4
HB_Acceptor	6
OpenEye_HB_Donors	4
OpenEye_HB_Acceptors	5
Lipinski_HB_Donors	4
Lipinski_HB_Acceptors	10
Lipinski_Violations	0
XLogP3	0
XLogP	-1.08
logP	-0.2266
PSA	153.31
MR	80.0817
ABS	0.55
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-339.77761
PM7_Total_Energy_ev	-4738.24451
PM7_Electronic_Energy_ev	-33483.23463
PM7_Dipole_Debye	4.76163
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.917
PM7_LUMO_Energy_ev	-0.616
PM7_COSMO_Area_square_ang	331.39
PM7_COSMO_Volue_cubic_ang	377.74
PM7_Electron_Affinity_ev	0.616
PM7_Ionization_Energy_ev	8.917
PM7_Energy_Gap_ev	8.301
PM7_Global_Hardness_ev	4.1505
PM7_Global_Softness_ev	0.24093482712926154
PM7_Chemical_Potential_ev	-4.7665
PM7_Electronigativity_ev	4.7665
PM7_Back_Donation_Energy_ev	-1.037625
PM7_Electrophilicity_ev	2.7369620828815804
OPENEYE_Name	[(2~{R},3~{S},4~{R},5~{S})-3,4-dihydroxy-5-(5-methoxybenzimidazol-1-yl)tetrahydrofuran-2-yl]methyl dihydrogen phosphate
SMILES	c1cc(cc2c1n(cn2)C3C(C(C(O3)COP(=O)(O)O)O)O)OC
Canonical_SMILES	COc1ccc2c(c1)ncn2[C@H]1O[C@@H]([C@H]([C@H]1O)O)COP(=O)(O)O
InChI	1/C13H17N2O8P/c1-21-7-2-3-9-8(4-7)14-6-15(9)13-12(17)11(16)10(23-13)5-22-24(18,19)20/h2-4,6,10-13,16-17H,5H2,1H3,(H2,18,19,20)/f/h18-19H
InChI_3D	1S/C13H17N2O8P/c1-21-7-2-3-9-8(4-7)14-6-15(9)13-12(17)11(16)10(23-13)5-22-24(18,19)20/h2-4,6,10-13,16-17H,5H2,1H3,(H2,18,19,20)/t10-,11-,12-,13+/m1/s1
AuxInfo	1/1/N:12,2,1,3,13,4,7,5,6,10,8,9,11,14,15,18,19,16,20,21,22,23,17,24/E:(18,19,20)/F:12,2,1,3,13,4,7,5,6,10,8,9,11,14,15,18,19,20,21,16,22,23,17,24/E:(18,19)/rA:41cCCCCCCCCCCCCCNNOOOOOOOOPHHHHHHHHHHHHHHHHH/rB:d1;;;s3;s1d5;s2d3;;s8;s8;s9;;s10;d4s5;s4s6s11;;s10s11;s8;s9;;;s7s12;s13;d16s20s21s23;s1;s2;s3;s4;s8;s9;s10;s11;s12;s12;s12;s13;s13;s18;s19;s20;s21;/rC:.868,.5079,0;;.868,-1.5037,0;3.2858,-.5036,0;1.736,-1.0071,0;1.736,0,0;0,-1.0058,0;4.0883,2.4672,0;3.1089,2.258,0;4.5869,1.6005,0;3.0029,1.262,0;-1.732,-1.0082,0;5.7611,.3028,0;2.6938,-1.3184,0;2.6938,.311,0;7.7739,-1.9217,0;3.9208,.854,0;3.5473,4.1315,0;1.3589,2.259,0;6.3615,-1.8511,0;7.8445,-.5092,0;-.8653,-1.507,0;6.432,-.4387,0;7.103,-1.1802,0;.868,1.0079,0;-.4337,.2487,0;.8677,-2.0037,0;3.7858,-.5036,0;4.5452,2.6703,0;3.0565,2.7552,0;4.9913,1.8945,0;2.5139,1.3663,0;-1.4827,-.5749,0;-1.9814,-1.4416,0;-2.1654,-.7588,0;6.1318,.6383,0;5.3903,-.0327,0;3.8818,4.5031,0;1.1092,2.6922,0;6.4666,-2.3399,0;7.7393,-.0204,0;
Duplicates	DB04176
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004000-0000004249/DB04176.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004000-0000004249/DB04176.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004000-0000004249/DB04176.sdf