CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI189192_s0 (103443)

Formula C₁₆H₂₃NO₁₀

MW 389.36

InChIKey OVPIZHVSWNOZMN-HCKMINDGNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 50

Number_Heavy_Atoms 27

Number_Rings 1

Number_Bonds 50

Rotat_Bonds 11

Unbranched_Chain 2

Chiral_Centers 5

ONatoms 11

HB_Donor 1

HB_Acceptor 5

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 6

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 11

Lipinski_Violations 1

XLogP3 0

XLogP -0.66

logP -0.4035

PSA 143.53

MR 86.1387

ABS 0.55

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -444.61265

PM7_Total_Energy_ev -5416.59937

PM7_Electronic_Energy_ev -44229.50166

PM7_Dipole_Debye 2.53721

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.84

PM7_LUMO_Energy_ev 0.363

PM7_COSMO_Area_square_ang 374.67

PM7_COSMO_Volue_cubic_ang 446.08

PM7_Electron_Affinity_ev -0.363

PM7_Ionization_Energy_ev 9.84

PM7_Energy_Gap_ev 10.203

PM7_Global_Hardness_ev 5.1015

PM7_Global_Softness_ev 0.19602077820248948

PM7_Chemical_Potential_ev -4.7385

PM7_Electronigativity_ev 4.7385

PM7_Back_Donation_Energy_ev -1.275375

PM7_Electrophilicity_ev 2.2006647309614817

OPENEYE_Name [(2~{R},3~{S},4~{R},5~{S},6~{S})-5-acetamido-3,4,6-triacetoxy-tetrahydropyran-2-yl]methyl acetate

SMILES C(=O)(C)NC1C(C(C(OC1OC(=O)C)COC(=O)C)OC(=O)C)OC(=O)C

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

InChI 1/C16H23NO10/c1-7(18)17-13-15(25-10(4)21)14(24-9(3)20)12(6-23-8(2)19)27-16(13)26-11(5)22/h12-16H,6H2,1-5H3,(H,17,18)/f/h17H

InChI_3D 1S/C16H23NO10/c1-7(18)17-13-15(25-10(4)21)14(24-9(3)20)12(6-23-8(2)19)27-16(13)26-11(5)22/h12-16H,6H2,1-5H3,(H,17,18)/t12-,13+,14-,15-,16-/m1/s1

AuxInfo 1/1/N:11,15,13,12,14,16,1,5,3,2,4,9,6,8,7,10,17,18,22,20,19,21,27,25,24,26,23/F:m/rA:50cCCCCCCCCCCCCCCCCNOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHH/rB:;;;;;s6;s7;s8;s6;s1;s2;s3;s4;s5;s9;s1s6;d1;d2;d3;d4;d5;s9s10;s2s7;s3s8;s4s10;s5s16;s6;s7;s8;s9;s10;s11;s11;s11;s12;s12;s12;s13;s13;s13;s14;s14;s14;s15;s15;s15;s16;s16;s17;/rC:-2.1922,-.6184,0;.2991,-1.706,0;2.4945,-.0965,0;-2.4963,2.0919,0;.9192,4.1479,0;-.8675,.4975,0;;.8675,.4975,0;.8675,1.5027,0;-.8675,1.5027,0;-2.8364,.1464,0;.9412,-2.4727,0;3.4795,.0762,0;-2.1561,3.0323,0;1.2649,5.0863,0;1.2132,2.441,0;-1.2077,-.4429,0;-2.5324,-1.5588,0;-.6859,-1.8787,0;2.1516,-1.0358,0;-3.4807,1.9163,0;-.0663,3.9782,0;0,2.0104,0;.642,-.7667,0;1.8525,.6702,0;-1.852,1.3271,0;1.5589,3.3794,0;-1.36,.5838,0;-.321,-.3833,0;1.0376,.0273,0;1.3597,1.4149,0;-1.0404,1.9719,0;-3.2188,-.1757,0;-2.454,.4685,0;-3.1586,.5288,0;1.3245,-2.1517,0;.5578,-2.7937,0;1.2622,-2.856,0;3.5658,-.4163,0;3.3931,.5687,0;3.972,.1626,0;-1.6859,2.8622,0;-2.6263,3.2023,0;-1.986,3.5024,0;.7957,5.2591,0;1.4377,5.5555,0;1.734,4.9134,0;.744,2.6139,0;1.6824,2.2682,0;-.8856,-.8253,0;

Duplicates ChEBI189192_s0

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189000-0000189249/ChEBI189192_s0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189000-0000189249/ChEBI189192_s0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189000-0000189249/ChEBI189192_s0.sdf

Formula	C₁₆H₂₃NO₁₀
MW	389.36
InChIKey	OVPIZHVSWNOZMN-HCKMINDGNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	50
Number_Heavy_Atoms	27
Number_Rings	1
Number_Bonds	50
Rotat_Bonds	11
Unbranched_Chain	2
Chiral_Centers	5
ONatoms	11
HB_Donor	1
HB_Acceptor	5
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	6
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	11
Lipinski_Violations	1
XLogP3	0
XLogP	-0.66
logP	-0.4035
PSA	143.53
MR	86.1387
ABS	0.55
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-444.61265
PM7_Total_Energy_ev	-5416.59937
PM7_Electronic_Energy_ev	-44229.50166
PM7_Dipole_Debye	2.53721
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.84
PM7_LUMO_Energy_ev	0.363
PM7_COSMO_Area_square_ang	374.67
PM7_COSMO_Volue_cubic_ang	446.08
PM7_Electron_Affinity_ev	-0.363
PM7_Ionization_Energy_ev	9.84
PM7_Energy_Gap_ev	10.203
PM7_Global_Hardness_ev	5.1015
PM7_Global_Softness_ev	0.19602077820248948
PM7_Chemical_Potential_ev	-4.7385
PM7_Electronigativity_ev	4.7385
PM7_Back_Donation_Energy_ev	-1.275375
PM7_Electrophilicity_ev	2.2006647309614817
OPENEYE_Name	[(2~{R},3~{S},4~{R},5~{S},6~{S})-5-acetamido-3,4,6-triacetoxy-tetrahydropyran-2-yl]methyl acetate
SMILES	C(=O)(C)NC1C(C(C(OC1OC(=O)C)COC(=O)C)OC(=O)C)OC(=O)C
Canonical_SMILES	CC(=O)OC[C@H]1O[C@@H](OC(=O)C)[C@H]([C@H]([C@@H]1OC(=O)C)OC(=O)C)NC(=O)C
InChI	1/C16H23NO10/c1-7(18)17-13-15(25-10(4)21)14(24-9(3)20)12(6-23-8(2)19)27-16(13)26-11(5)22/h12-16H,6H2,1-5H3,(H,17,18)/f/h17H
InChI_3D	1S/C16H23NO10/c1-7(18)17-13-15(25-10(4)21)14(24-9(3)20)12(6-23-8(2)19)27-16(13)26-11(5)22/h12-16H,6H2,1-5H3,(H,17,18)/t12-,13+,14-,15-,16-/m1/s1
AuxInfo	1/1/N:11,15,13,12,14,16,1,5,3,2,4,9,6,8,7,10,17,18,22,20,19,21,27,25,24,26,23/F:m/rA:50cCCCCCCCCCCCCCCCCNOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHH/rB:;;;;;s6;s7;s8;s6;s1;s2;s3;s4;s5;s9;s1s6;d1;d2;d3;d4;d5;s9s10;s2s7;s3s8;s4s10;s5s16;s6;s7;s8;s9;s10;s11;s11;s11;s12;s12;s12;s13;s13;s13;s14;s14;s14;s15;s15;s15;s16;s16;s17;/rC:-2.1922,-.6184,0;.2991,-1.706,0;2.4945,-.0965,0;-2.4963,2.0919,0;.9192,4.1479,0;-.8675,.4975,0;;.8675,.4975,0;.8675,1.5027,0;-.8675,1.5027,0;-2.8364,.1464,0;.9412,-2.4727,0;3.4795,.0762,0;-2.1561,3.0323,0;1.2649,5.0863,0;1.2132,2.441,0;-1.2077,-.4429,0;-2.5324,-1.5588,0;-.6859,-1.8787,0;2.1516,-1.0358,0;-3.4807,1.9163,0;-.0663,3.9782,0;0,2.0104,0;.642,-.7667,0;1.8525,.6702,0;-1.852,1.3271,0;1.5589,3.3794,0;-1.36,.5838,0;-.321,-.3833,0;1.0376,.0273,0;1.3597,1.4149,0;-1.0404,1.9719,0;-3.2188,-.1757,0;-2.454,.4685,0;-3.1586,.5288,0;1.3245,-2.1517,0;.5578,-2.7937,0;1.2622,-2.856,0;3.5658,-.4163,0;3.3931,.5687,0;3.972,.1626,0;-1.6859,2.8622,0;-2.6263,3.2023,0;-1.986,3.5024,0;.7957,5.2591,0;1.4377,5.5555,0;1.734,4.9134,0;.744,2.6139,0;1.6824,2.2682,0;-.8856,-.8253,0;
Duplicates	ChEBI189192_s0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189000-0000189249/ChEBI189192_s0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189000-0000189249/ChEBI189192_s0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189000-0000189249/ChEBI189192_s0.sdf