CompChem-Database: compound details

CompChem-Database: details for selected entry

DB04096 (4393)

Formula C₁₂H₂₁NO₁₀

MW 339.3

InChIKey WXSNJJDPPISYEF-NDKGDYFDNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 44

Number_Heavy_Atoms 23

Number_Rings 2

Number_Bonds 45

Rotat_Bonds 11

Unbranched_Chain 2

Chiral_Centers 9

ONatoms 11

HB_Donor 8

HB_Acceptor 8

OpenEye_HB_Donors 8

OpenEye_HB_Acceptors 10

Lipinski_HB_Donors 8

Lipinski_HB_Acceptors 11

Lipinski_Violations 2

XLogP3 0

XLogP -5.41

logP -5.2872

PSA 189.17

MR 72.7893

ABS 0.17

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -417.68261

PM7_Total_Energy_ev -4896.35731

PM7_Electronic_Energy_ev -36351.9233

PM7_Dipole_Debye 7.88532

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.998

PM7_LUMO_Energy_ev 0.482

PM7_COSMO_Area_square_ang 315.85

PM7_COSMO_Volue_cubic_ang 372.98

PM7_Electron_Affinity_ev -0.482

PM7_Ionization_Energy_ev 9.998

PM7_Energy_Gap_ev 10.48

PM7_Global_Hardness_ev 5.24

PM7_Global_Softness_ev 0.19083969465648856

PM7_Chemical_Potential_ev -4.758

PM7_Electronigativity_ev 4.758

PM7_Back_Donation_Energy_ev -1.31

PM7_Electrophilicity_ev 2.160168320610687

OPENEYE_Name (3~{R},4~{R},5~{R},6~{R})-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2~{R},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-piperidin-2-one

SMILES C1(=O)C(C(C(C(N1)CO)OC2C(C(C(C(O2)CO)O)O)O)O)O

Canonical_SMILES OC[C@H]1NC(=O)[C@@H]([C@H]([C@@H]1O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O)O)O

InChI 1/C12H21NO10/c14-1-3-10(7(18)8(19)11(21)13-3)23-12-9(20)6(17)5(16)4(2-15)22-12/h3-10,12,14-20H,1-2H2,(H,13,21)/f/h13H

InChI_3D 1S/C12H21NO10/c14-1-3-10(7(18)8(19)11(21)13-3)23-12-9(20)6(17)5(16)4(2-15)22-12/h3-10,12,14-20H,1-2H2,(H,13,21)/t3-,4-,5-,6+,7-,8-,9-,10-,12+/m1/s1

AuxInfo 1/1/N:11,12,8,9,6,4,3,2,7,5,1,10,13,21,22,19,18,17,16,20,14,15,23/F:m/rA:44cCCCCCCCCCCCCNOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHH/rB:s1;s2;;s3;s4;s4;s5;s6;s7;s8;s9;s1s8;d1;s9s10;s2;s3;s4;s6;s7;s11;s12;s5s10;s2;s3;s4;s5;s6;s7;s8;s9;s10;s11;s11;s12;s12;s13;s16;s17;s18;s19;s20;s21;s22;/rC:-.8675,1.5027,0;-.8675,.4975,0;;5.3113,.9776,0;.8675,.4975,0;5.3172,-.0224,0;4.4452,1.4776,0;.8675,1.5027,0;4.4481,-.5276,0;3.5762,.9724,0;1.4725,3.1448,0;3.3325,-1.8759,0;0,2.0104,0;-1.735,2.0001,0;3.5732,-.0327,0;-1.4629,-1.1481,0;1.1236,-1.3417,0;5.9065,2.6233,0;7.0391,.2899,0;3.3177,2.8159,0;1.8182,4.0831,0;2.695,-2.6463,0;2.5912,.7997,0;-1.36,.5838,0;-.321,-.3833,0;5.804,.8927,0;1.0376,.0273,0;5.49,-.4915,0;4.7662,1.8609,0;1.3597,1.4149,0;4.7714,-.909,0;3.4047,1.4421,0;1.0033,3.3177,0;1.9417,2.9719,0;3.7178,-2.1946,0;2.9473,-1.5571,0;0,2.5104,0;-1.9551,-1.2359,0;.9521,-1.8113,0;6.3988,2.7111,0;7.3623,-.0915,0;3.4877,3.2861,0;1.4983,4.4674,0;2.8693,-3.115,0;

Duplicates DB04096

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004000-0000004249/DB04096.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004000-0000004249/DB04096.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004000-0000004249/DB04096.sdf

Formula	C₁₂H₂₁NO₁₀
MW	339.3
InChIKey	WXSNJJDPPISYEF-NDKGDYFDNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	44
Number_Heavy_Atoms	23
Number_Rings	2
Number_Bonds	45
Rotat_Bonds	11
Unbranched_Chain	2
Chiral_Centers	9
ONatoms	11
HB_Donor	8
HB_Acceptor	8
OpenEye_HB_Donors	8
OpenEye_HB_Acceptors	10
Lipinski_HB_Donors	8
Lipinski_HB_Acceptors	11
Lipinski_Violations	2
XLogP3	0
XLogP	-5.41
logP	-5.2872
PSA	189.17
MR	72.7893
ABS	0.17
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-417.68261
PM7_Total_Energy_ev	-4896.35731
PM7_Electronic_Energy_ev	-36351.9233
PM7_Dipole_Debye	7.88532
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.998
PM7_LUMO_Energy_ev	0.482
PM7_COSMO_Area_square_ang	315.85
PM7_COSMO_Volue_cubic_ang	372.98
PM7_Electron_Affinity_ev	-0.482
PM7_Ionization_Energy_ev	9.998
PM7_Energy_Gap_ev	10.48
PM7_Global_Hardness_ev	5.24
PM7_Global_Softness_ev	0.19083969465648856
PM7_Chemical_Potential_ev	-4.758
PM7_Electronigativity_ev	4.758
PM7_Back_Donation_Energy_ev	-1.31
PM7_Electrophilicity_ev	2.160168320610687
OPENEYE_Name	(3~{R},4~{R},5~{R},6~{R})-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2~{R},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-piperidin-2-one
SMILES	C1(=O)C(C(C(C(N1)CO)OC2C(C(C(C(O2)CO)O)O)O)O)O
Canonical_SMILES	OC[C@H]1NC(=O)[C@@H]([C@H]([C@@H]1O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O)O)O
InChI	1/C12H21NO10/c14-1-3-10(7(18)8(19)11(21)13-3)23-12-9(20)6(17)5(16)4(2-15)22-12/h3-10,12,14-20H,1-2H2,(H,13,21)/f/h13H
InChI_3D	1S/C12H21NO10/c14-1-3-10(7(18)8(19)11(21)13-3)23-12-9(20)6(17)5(16)4(2-15)22-12/h3-10,12,14-20H,1-2H2,(H,13,21)/t3-,4-,5-,6+,7-,8-,9-,10-,12+/m1/s1
AuxInfo	1/1/N:11,12,8,9,6,4,3,2,7,5,1,10,13,21,22,19,18,17,16,20,14,15,23/F:m/rA:44cCCCCCCCCCCCCNOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHH/rB:s1;s2;;s3;s4;s4;s5;s6;s7;s8;s9;s1s8;d1;s9s10;s2;s3;s4;s6;s7;s11;s12;s5s10;s2;s3;s4;s5;s6;s7;s8;s9;s10;s11;s11;s12;s12;s13;s16;s17;s18;s19;s20;s21;s22;/rC:-.8675,1.5027,0;-.8675,.4975,0;;5.3113,.9776,0;.8675,.4975,0;5.3172,-.0224,0;4.4452,1.4776,0;.8675,1.5027,0;4.4481,-.5276,0;3.5762,.9724,0;1.4725,3.1448,0;3.3325,-1.8759,0;0,2.0104,0;-1.735,2.0001,0;3.5732,-.0327,0;-1.4629,-1.1481,0;1.1236,-1.3417,0;5.9065,2.6233,0;7.0391,.2899,0;3.3177,2.8159,0;1.8182,4.0831,0;2.695,-2.6463,0;2.5912,.7997,0;-1.36,.5838,0;-.321,-.3833,0;5.804,.8927,0;1.0376,.0273,0;5.49,-.4915,0;4.7662,1.8609,0;1.3597,1.4149,0;4.7714,-.909,0;3.4047,1.4421,0;1.0033,3.3177,0;1.9417,2.9719,0;3.7178,-2.1946,0;2.9473,-1.5571,0;0,2.5104,0;-1.9551,-1.2359,0;.9521,-1.8113,0;6.3988,2.7111,0;7.3623,-.0915,0;3.4877,3.2861,0;1.4983,4.4674,0;2.8693,-3.115,0;
Duplicates	DB04096
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004000-0000004249/DB04096.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004000-0000004249/DB04096.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004000-0000004249/DB04096.sdf