CompChem-Database: compound details

CompChem-Database: details for selected entry

DB02658_t0 (2938)

Formula C₁₂H₁₃FN₂O₉

MW 348.24

InChIKey UFSBFVZQJZMIOU-UHFFFAOYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 39

Number_Heavy_Atoms 24

Number_Rings 2

Number_Bonds 40

Rotat_Bonds 6

Unbranched_Chain 2

Chiral_Centers 5

ONatoms 11

HB_Donor 3

HB_Acceptor 7

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 8

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 11

Lipinski_Violations 1

XLogP3 0

XLogP -3.37

logP 0.4881

PSA 178.47

MR 73.9594

ABS 0.55

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -226.22851

PM7_Total_Energy_ev -5138.18624

PM7_Electronic_Energy_ev -35473.8772

PM7_Dipole_Debye 5.1757

PM7_Point_Group C1

PM7_HOMO_Energy_ev -10.987

PM7_LUMO_Energy_ev -1.985

PM7_COSMO_Area_square_ang 301.33

PM7_COSMO_Volue_cubic_ang 358.2

PM7_Electron_Affinity_ev 1.985

PM7_Ionization_Energy_ev 10.987

PM7_Energy_Gap_ev 9.002

PM7_Global_Hardness_ev 4.501

PM7_Global_Softness_ev 0.22217285047767163

PM7_Chemical_Potential_ev -6.486

PM7_Electronigativity_ev 6.486

PM7_Back_Donation_Energy_ev -1.12525

PM7_Electrophilicity_ev 4.673205509886692

OPENEYE_Name (2~{R},3~{S},4~{S},5~{R},6~{S})-6-(2,4-dinitrophenoxy)-5-fluoro-2-(hydroxymethyl)tetrahydropyran-3,4-diol

SMILES c1cc(c(cc1[N+](=O)[O-])[N+](=O)[O-])OC2C(C(C(C(O2)CO)O)O)F

Canonical_SMILES OC[C@H]1O[C@@H](Oc2ccc(cc2[N](=O)O)[N](=O)O)[C@@H]([C@H]([C@@H]1O)O)F

InChI 1/C12H13FN2O9/c13-9-11(18)10(17)8(4-16)24-12(9)23-7-2-1-5(14(19)20)3-6(7)15(21)22/h1-3,8-12,16-18H,4H2

InChI_3D 1S/C12H15FN2O9/c13-9-11(18)10(17)8(4-16)24-12(9)23-7-2-1-5(14(19)20)3-6(7)15(21)22/h1-3,8-12,16-18H,4H2,(H,19,20)(H,21,22)/t8-,9-,10-,11-,12-/m1/s1

AuxInfo 1/0/N:1,2,3,12,4,5,6,10,9,8,7,11,24,13,14,22,21,20,15,17,16,18,23,19/E:(19,20)(21,22)/CRV:14.5,15.5/rA:37cCCCCCCCCCCCCN+N+O-O-OOOOOOOFHHHHHHHHHHHHH/rB:d1;;s1d3;s3;s2d5;;s7;s7;s8;s9;s10;s4;s5;s13;s14;d13;d14;s10s11;s7;s8;s12;s6s11;s9;s1;s2;s3;s7;s8;s9;s10;s11;s12;s12;s20;s21;s22;/rC:3.8369,2.0128,0;2.8463,1.8421,0;3.5424,3.7226,0;4.1799,2.9521,0;2.5517,3.5519,0;2.1987,2.6108,0;;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;-1.4725,3.1448,0;5.1654,3.1219,0;1.9143,4.3224,0;5.5111,4.0602,0;.9283,4.1555,0;5.8052,2.3533,0;2.2627,5.2597,0;0,2.0104,0;1.1236,-1.3417,0;-1.4629,-1.1481,0;-1.8182,4.0831,0;1.2132,2.441,0;1.8525,.6702,0;4.1574,1.6289,0;2.6748,1.3724,0;3.7159,4.1915,0;-.321,-.3833,0;-1.36,.5838,0;1.0376,.0273,0;-1.3597,1.4149,0;1.3597,1.4149,0;-1.9417,2.9719,0;-1.0033,3.3177,0;.9521,-1.8113,0;-1.9551,-1.2359,0;-2.311,4.168,0;

Duplicates DB02658_t0;DB02658_t1;DB08158_t0;DB08158_t1

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002500-0000002749/DB02658_t0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002500-0000002749/DB02658_t0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002500-0000002749/DB02658_t0.sdf

Formula	C₁₂H₁₃FN₂O₉
MW	348.24
InChIKey	UFSBFVZQJZMIOU-UHFFFAOYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	39
Number_Heavy_Atoms	24
Number_Rings	2
Number_Bonds	40
Rotat_Bonds	6
Unbranched_Chain	2
Chiral_Centers	5
ONatoms	11
HB_Donor	3
HB_Acceptor	7
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	8
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	11
Lipinski_Violations	1
XLogP3	0
XLogP	-3.37
logP	0.4881
PSA	178.47
MR	73.9594
ABS	0.55
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-226.22851
PM7_Total_Energy_ev	-5138.18624
PM7_Electronic_Energy_ev	-35473.8772
PM7_Dipole_Debye	5.1757
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-10.987
PM7_LUMO_Energy_ev	-1.985
PM7_COSMO_Area_square_ang	301.33
PM7_COSMO_Volue_cubic_ang	358.2
PM7_Electron_Affinity_ev	1.985
PM7_Ionization_Energy_ev	10.987
PM7_Energy_Gap_ev	9.002
PM7_Global_Hardness_ev	4.501
PM7_Global_Softness_ev	0.22217285047767163
PM7_Chemical_Potential_ev	-6.486
PM7_Electronigativity_ev	6.486
PM7_Back_Donation_Energy_ev	-1.12525
PM7_Electrophilicity_ev	4.673205509886692
OPENEYE_Name	(2~{R},3~{S},4~{S},5~{R},6~{S})-6-(2,4-dinitrophenoxy)-5-fluoro-2-(hydroxymethyl)tetrahydropyran-3,4-diol
SMILES	c1cc(c(cc1[N+](=O)[O-])[N+](=O)[O-])OC2C(C(C(C(O2)CO)O)O)F
Canonical_SMILES	OC[C@H]1O[C@@H](Oc2ccc(cc2[N](=O)O)[N](=O)O)[C@@H]([C@H]([C@@H]1O)O)F
InChI	1/C12H13FN2O9/c13-9-11(18)10(17)8(4-16)24-12(9)23-7-2-1-5(14(19)20)3-6(7)15(21)22/h1-3,8-12,16-18H,4H2
InChI_3D	1S/C12H15FN2O9/c13-9-11(18)10(17)8(4-16)24-12(9)23-7-2-1-5(14(19)20)3-6(7)15(21)22/h1-3,8-12,16-18H,4H2,(H,19,20)(H,21,22)/t8-,9-,10-,11-,12-/m1/s1
AuxInfo	1/0/N:1,2,3,12,4,5,6,10,9,8,7,11,24,13,14,22,21,20,15,17,16,18,23,19/E:(19,20)(21,22)/CRV:14.5,15.5/rA:37cCCCCCCCCCCCCN+N+O-O-OOOOOOOFHHHHHHHHHHHHH/rB:d1;;s1d3;s3;s2d5;;s7;s7;s8;s9;s10;s4;s5;s13;s14;d13;d14;s10s11;s7;s8;s12;s6s11;s9;s1;s2;s3;s7;s8;s9;s10;s11;s12;s12;s20;s21;s22;/rC:3.8369,2.0128,0;2.8463,1.8421,0;3.5424,3.7226,0;4.1799,2.9521,0;2.5517,3.5519,0;2.1987,2.6108,0;;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;-1.4725,3.1448,0;5.1654,3.1219,0;1.9143,4.3224,0;5.5111,4.0602,0;.9283,4.1555,0;5.8052,2.3533,0;2.2627,5.2597,0;0,2.0104,0;1.1236,-1.3417,0;-1.4629,-1.1481,0;-1.8182,4.0831,0;1.2132,2.441,0;1.8525,.6702,0;4.1574,1.6289,0;2.6748,1.3724,0;3.7159,4.1915,0;-.321,-.3833,0;-1.36,.5838,0;1.0376,.0273,0;-1.3597,1.4149,0;1.3597,1.4149,0;-1.9417,2.9719,0;-1.0033,3.3177,0;.9521,-1.8113,0;-1.9551,-1.2359,0;-2.311,4.168,0;
Duplicates	DB02658_t0;DB02658_t1;DB08158_t0;DB08158_t1
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002500-0000002749/DB02658_t0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002500-0000002749/DB02658_t0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002500-0000002749/DB02658_t0.sdf