CompChem-Database: compound details

CompChem-Database: details for selected entry

DB02017 (2269)

Formula C₁₄H₂₂N₂O₉

MW 362.34

InChIKey CSXOUJBOYXGFCL-UHFFFAOYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 47

Number_Heavy_Atoms 25

Number_Rings 3

Number_Bonds 49

Rotat_Bonds 11

Unbranched_Chain 2

Chiral_Centers 9

ONatoms 11

HB_Donor 7

HB_Acceptor 8

OpenEye_HB_Donors 7

OpenEye_HB_Acceptors 10

Lipinski_HB_Donors 7

Lipinski_HB_Acceptors 11

Lipinski_Violations 2

XLogP3 0

XLogP -4.57

logP -3.9905

PSA 177.89

MR 77.7926

ABS 0.17

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -335.02173

PM7_Total_Energy_ev -5045.45712

PM7_Electronic_Energy_ev -39531.49029

PM7_Dipole_Debye 5.15687

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.212

PM7_LUMO_Energy_ev 0.725

PM7_COSMO_Area_square_ang 334.86

PM7_COSMO_Volue_cubic_ang 400.76

PM7_Electron_Affinity_ev -0.725

PM7_Ionization_Energy_ev 9.212

PM7_Energy_Gap_ev 9.937

PM7_Global_Hardness_ev 4.9685

PM7_Global_Softness_ev 0.20126798832645668

PM7_Chemical_Potential_ev -4.2435

PM7_Electronigativity_ev 4.2435

PM7_Back_Donation_Energy_ev -1.242125

PM7_Electrophilicity_ev 1.812145743182047

OPENEYE_Name (2~{R},3~{R},4~{S},5~{S},6~{R})-2-[[(5~{R},6~{R},7~{R},8~{S})-7,8-dihydroxy-5-(hydroxymethyl)-5,6,7,8-tetrahydroimidazo[1,2-a]pyridin-6-yl]oxy]-6-(hydroxymethyl)tetrahydropyran-3,4,5-triol

SMILES c1cn2c(n1)C(C(C(C2CO)OC3C(C(C(C(O3)CO)O)O)O)O)O

Canonical_SMILES OC[C@H]1O[C@@H](O[C@H]2[C@H](O)[C@@H](O)c3n([C@@H]2CO)ccn3)[C@@H]([C@H]([C@@H]1O)O)O

InChI 1/C14H22N2O9/c17-3-5-12(9(21)10(22)13-15-1-2-16(5)13)25-14-11(23)8(20)7(19)6(4-18)24-14/h1-2,5-12,14,17-23H,3-4H2

InChI_3D 1S/C14H22N2O9/c17-3-5-12(9(21)10(22)13-15-1-2-16(5)13)25-14-11(23)8(20)7(19)6(4-18)24-14/h1-2,5-12,14,17-23H,3-4H2/t5-,6-,7-,8+,9-,10-,11-,12-,14+/m1/s1

AuxInfo 1/0/N:1,2,13,14,10,11,8,6,5,4,9,7,3,12,15,16,23,24,21,20,19,18,22,17,25/rA:47cCCCCCCCCCCCCCCNNOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;s3;s4;;s5;s6;s6;s7;s8;s9;s10;s11;s1d3;s2s3s10;s11s12;s4;s5;s6;s8;s9;s13;s14;s7s12;s1;s2;s4;s5;s6;s7;s8;s9;s10;s11;s12;s13;s13;s14;s14;s18;s19;s20;s21;s22;s23;s24;/rC:3.2858,.5022,0;2.6938,1.3168,0;1.736,-.0013,0;.868,-.4979,0;;-4.4424,.5127,0;0,1.0058,0;-4.4512,1.5127,0;-3.5749,.0153,0;.868,1.5137,0;-3.5836,2.0204,0;-2.7073,.523,0;1.9955,2.8521,0;-2.4719,3.372,0;2.6938,-.3126,0;1.736,1.0058,0;-2.7073,1.5282,0;1.5095,-1.265,0;-.5955,-1.6456,0;-5.0328,-1.1346,0;-6.1722,1.1954,0;-2.4434,-1.3197,0;2.6398,3.6169,0;-1.8367,4.1443,0;-1.7228,.6986,0;3.7858,.5022,0;2.8483,1.7923,0;.5468,-.8811,0;-.4925,.0864,0;-4.9354,.5962,0;-.1728,1.475,0;-4.6254,1.9814,0;-3.8947,-.369,0;.5459,1.8961,0;-3.908,2.4009,0;-2.5344,.0538,0;1.6131,3.1742,0;2.3779,2.53,0;-2.8581,3.6896,0;-2.0858,3.0544,0;2.002,-1.179,0;-1.0877,-1.7333,0;-5.5248,-1.2239,0;-6.4965,1.5759,0;-2.6121,-1.7904,0;2.4697,4.0871,0;-2.0123,4.6125,0;

Duplicates DB02017

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002000-0000002249/DB02017.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002000-0000002249/DB02017.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002000-0000002249/DB02017.sdf

Formula	C₁₄H₂₂N₂O₉
MW	362.34
InChIKey	CSXOUJBOYXGFCL-UHFFFAOYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	47
Number_Heavy_Atoms	25
Number_Rings	3
Number_Bonds	49
Rotat_Bonds	11
Unbranched_Chain	2
Chiral_Centers	9
ONatoms	11
HB_Donor	7
HB_Acceptor	8
OpenEye_HB_Donors	7
OpenEye_HB_Acceptors	10
Lipinski_HB_Donors	7
Lipinski_HB_Acceptors	11
Lipinski_Violations	2
XLogP3	0
XLogP	-4.57
logP	-3.9905
PSA	177.89
MR	77.7926
ABS	0.17
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-335.02173
PM7_Total_Energy_ev	-5045.45712
PM7_Electronic_Energy_ev	-39531.49029
PM7_Dipole_Debye	5.15687
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.212
PM7_LUMO_Energy_ev	0.725
PM7_COSMO_Area_square_ang	334.86
PM7_COSMO_Volue_cubic_ang	400.76
PM7_Electron_Affinity_ev	-0.725
PM7_Ionization_Energy_ev	9.212
PM7_Energy_Gap_ev	9.937
PM7_Global_Hardness_ev	4.9685
PM7_Global_Softness_ev	0.20126798832645668
PM7_Chemical_Potential_ev	-4.2435
PM7_Electronigativity_ev	4.2435
PM7_Back_Donation_Energy_ev	-1.242125
PM7_Electrophilicity_ev	1.812145743182047
OPENEYE_Name	(2~{R},3~{R},4~{S},5~{S},6~{R})-2-[[(5~{R},6~{R},7~{R},8~{S})-7,8-dihydroxy-5-(hydroxymethyl)-5,6,7,8-tetrahydroimidazo[1,2-a]pyridin-6-yl]oxy]-6-(hydroxymethyl)tetrahydropyran-3,4,5-triol
SMILES	c1cn2c(n1)C(C(C(C2CO)OC3C(C(C(C(O3)CO)O)O)O)O)O
Canonical_SMILES	OC[C@H]1O[C@@H](O[C@H]2[C@H](O)[C@@H](O)c3n([C@@H]2CO)ccn3)[C@@H]([C@H]([C@@H]1O)O)O
InChI	1/C14H22N2O9/c17-3-5-12(9(21)10(22)13-15-1-2-16(5)13)25-14-11(23)8(20)7(19)6(4-18)24-14/h1-2,5-12,14,17-23H,3-4H2
InChI_3D	1S/C14H22N2O9/c17-3-5-12(9(21)10(22)13-15-1-2-16(5)13)25-14-11(23)8(20)7(19)6(4-18)24-14/h1-2,5-12,14,17-23H,3-4H2/t5-,6-,7-,8+,9-,10-,11-,12-,14+/m1/s1
AuxInfo	1/0/N:1,2,13,14,10,11,8,6,5,4,9,7,3,12,15,16,23,24,21,20,19,18,22,17,25/rA:47cCCCCCCCCCCCCCCNNOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;s3;s4;;s5;s6;s6;s7;s8;s9;s10;s11;s1d3;s2s3s10;s11s12;s4;s5;s6;s8;s9;s13;s14;s7s12;s1;s2;s4;s5;s6;s7;s8;s9;s10;s11;s12;s13;s13;s14;s14;s18;s19;s20;s21;s22;s23;s24;/rC:3.2858,.5022,0;2.6938,1.3168,0;1.736,-.0013,0;.868,-.4979,0;;-4.4424,.5127,0;0,1.0058,0;-4.4512,1.5127,0;-3.5749,.0153,0;.868,1.5137,0;-3.5836,2.0204,0;-2.7073,.523,0;1.9955,2.8521,0;-2.4719,3.372,0;2.6938,-.3126,0;1.736,1.0058,0;-2.7073,1.5282,0;1.5095,-1.265,0;-.5955,-1.6456,0;-5.0328,-1.1346,0;-6.1722,1.1954,0;-2.4434,-1.3197,0;2.6398,3.6169,0;-1.8367,4.1443,0;-1.7228,.6986,0;3.7858,.5022,0;2.8483,1.7923,0;.5468,-.8811,0;-.4925,.0864,0;-4.9354,.5962,0;-.1728,1.475,0;-4.6254,1.9814,0;-3.8947,-.369,0;.5459,1.8961,0;-3.908,2.4009,0;-2.5344,.0538,0;1.6131,3.1742,0;2.3779,2.53,0;-2.8581,3.6896,0;-2.0858,3.0544,0;2.002,-1.179,0;-1.0877,-1.7333,0;-5.5248,-1.2239,0;-6.4965,1.5759,0;-2.6121,-1.7904,0;2.4697,4.0871,0;-2.0123,4.6125,0;
Duplicates	DB02017
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002000-0000002249/DB02017.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002000-0000002249/DB02017.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002000-0000002249/DB02017.sdf