CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI21498_s0 (7332)

Formula C₁₃H₂₁NO₁₀

MW 351.31

InChIKey DUOKWMWKFGDUDQ-WERIUVQZNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 45

Number_Heavy_Atoms 24

Number_Rings 1

Number_Bonds 45

Rotat_Bonds 13

Unbranched_Chain 2

Chiral_Centers 6

ONatoms 11

HB_Donor 6

HB_Acceptor 8

OpenEye_HB_Donors 6

OpenEye_HB_Acceptors 8

Lipinski_HB_Donors 6

Lipinski_HB_Acceptors 11

Lipinski_Violations 2

XLogP3 0

XLogP -3.64

logP -2.9101

PSA 182.85

MR 74.3197

ABS 0.17

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -444.75041

PM7_Total_Energy_ev -5020.60895

PM7_Electronic_Energy_ev -38600.80667

PM7_Dipole_Debye 7.30958

PM7_Point_Group C1

PM7_HOMO_Energy_ev -10.051

PM7_LUMO_Energy_ev -0.51

PM7_COSMO_Area_square_ang 322.05

PM7_COSMO_Volue_cubic_ang 394.4

PM7_Electron_Affinity_ev 0.51

PM7_Ionization_Energy_ev 10.051

PM7_Energy_Gap_ev 9.541

PM7_Global_Hardness_ev 4.7705

PM7_Global_Softness_ev 0.2096216329525207

PM7_Chemical_Potential_ev -5.2805

PM7_Electronigativity_ev 5.2805

PM7_Back_Donation_Energy_ev -1.192625

PM7_Electrophilicity_ev 2.922511293365475

OPENEYE_Name (2~{S},4~{S},5~{R},6~{R})-5-acetamido-6-[(1~{S},2~{S})-1-acetoxy-2,3-dihydroxy-propyl]-2,4-dihydroxy-tetrahydropyran-2-carboxylic acid

SMILES C(=O)(C1(CC(C(C(O1)C(C(CO)O)OC(=O)C)NC(=O)C)O)O)O

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

InChI 1/C13H21NO10/c1-5(16)14-9-7(18)3-13(22,12(20)21)24-11(9)10(8(19)4-15)23-6(2)17/h7-11,15,18-19,22H,3-4H2,1-2H3,(H,14,16)(H,20,21)/f/h14,20H

InChI_3D 1S/C13H21NO10/c1-5(16)14-9-7(18)3-13(22,12(20)21)24-11(9)10(8(19)4-15)23-6(2)17/h7-11,15,18-19,22H,3-4H2,1-2H3,(H,14,16)(H,20,21)/t7-,8-,9+,10-,11+,13-/m0/s1

AuxInfo 1/1/N:9,10,4,11,2,3,6,13,5,12,7,1,8,14,22,16,17,20,23,15,19,21,24,18/E:(20,21)/F:9,10,4,11,2,3,6,13,5,12,7,1,8,14,22,16,17,20,23,19,15,21,24,18/rA:45cCCCCCCCCCCCCCNOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHH/rB:;;;;s4s5;s5;s1s4;s2;s3;;s7;s11s12;s2s5;d1;d2;d3;s7s8;s1;s6;s8;s11;s13;s3s12;s4;s4;s5;s6;s7;s9;s9;s9;s10;s10;s10;s11;s11;s12;s13;s14;s19;s20;s21;s22;s23;/rC:-1.2132,2.441,0;2.4945,-.0965,0;2.9201,2.7351,0;-.8675,.4975,0;.8675,.4975,0;;.8675,1.5027,0;-.8675,1.5027,0;3.4795,.0762,0;3.8585,2.3894,0;.6206,3.7251,0;1.2132,2.441,0;1.5589,3.3794,0;1.8525,.6702,0;-.5734,3.2096,0;2.1516,-1.0358,0;2.7503,3.7206,0;0,2.0104,0;-2.1987,2.6108,0;1.1236,-1.3417,0;-2.5903,1.1954,0;-.3178,4.0708,0;1.9046,4.3177,0;2.1516,2.0953,0;-1.0376,.0273,0;-1.36,.5838,0;1.0376,.0273,0;-.321,-.3833,0;1.3597,1.4149,0;3.5658,-.4163,0;3.3931,.5687,0;3.972,.1626,0;4.0313,2.8586,0;3.6856,1.9202,0;4.3276,2.2165,0;.7934,4.1943,0;.4477,3.2559,0;.744,2.6139,0;2.0281,3.2065,0;2.0239,1.1399,0;-2.3716,3.08,0;.9521,-1.8113,0;-2.9125,1.5778,0;-.4026,4.5635,0;1.5848,4.702,0;

Duplicates ChEBI21498_s0

mol2_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000021250-0000021499/ChEBI21498_s0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000021250-0000021499/ChEBI21498_s0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000021250-0000021499/ChEBI21498_s0.sdf

Formula	C₁₃H₂₁NO₁₀
MW	351.31
InChIKey	DUOKWMWKFGDUDQ-WERIUVQZNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	45
Number_Heavy_Atoms	24
Number_Rings	1
Number_Bonds	45
Rotat_Bonds	13
Unbranched_Chain	2
Chiral_Centers	6
ONatoms	11
HB_Donor	6
HB_Acceptor	8
OpenEye_HB_Donors	6
OpenEye_HB_Acceptors	8
Lipinski_HB_Donors	6
Lipinski_HB_Acceptors	11
Lipinski_Violations	2
XLogP3	0
XLogP	-3.64
logP	-2.9101
PSA	182.85
MR	74.3197
ABS	0.17
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-444.75041
PM7_Total_Energy_ev	-5020.60895
PM7_Electronic_Energy_ev	-38600.80667
PM7_Dipole_Debye	7.30958
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-10.051
PM7_LUMO_Energy_ev	-0.51
PM7_COSMO_Area_square_ang	322.05
PM7_COSMO_Volue_cubic_ang	394.4
PM7_Electron_Affinity_ev	0.51
PM7_Ionization_Energy_ev	10.051
PM7_Energy_Gap_ev	9.541
PM7_Global_Hardness_ev	4.7705
PM7_Global_Softness_ev	0.2096216329525207
PM7_Chemical_Potential_ev	-5.2805
PM7_Electronigativity_ev	5.2805
PM7_Back_Donation_Energy_ev	-1.192625
PM7_Electrophilicity_ev	2.922511293365475
OPENEYE_Name	(2~{S},4~{S},5~{R},6~{R})-5-acetamido-6-[(1~{S},2~{S})-1-acetoxy-2,3-dihydroxy-propyl]-2,4-dihydroxy-tetrahydropyran-2-carboxylic acid
SMILES	C(=O)(C1(CC(C(C(O1)C(C(CO)O)OC(=O)C)NC(=O)C)O)O)O
Canonical_SMILES	OC[C@@H]([C@@H]([C@@H]1O[C@@](O)(C[C@@H]([C@H]1NC(=O)C)O)C(=O)O)OC(=O)C)O
InChI	1/C13H21NO10/c1-5(16)14-9-7(18)3-13(22,12(20)21)24-11(9)10(8(19)4-15)23-6(2)17/h7-11,15,18-19,22H,3-4H2,1-2H3,(H,14,16)(H,20,21)/f/h14,20H
InChI_3D	1S/C13H21NO10/c1-5(16)14-9-7(18)3-13(22,12(20)21)24-11(9)10(8(19)4-15)23-6(2)17/h7-11,15,18-19,22H,3-4H2,1-2H3,(H,14,16)(H,20,21)/t7-,8-,9+,10-,11+,13-/m0/s1
AuxInfo	1/1/N:9,10,4,11,2,3,6,13,5,12,7,1,8,14,22,16,17,20,23,15,19,21,24,18/E:(20,21)/F:9,10,4,11,2,3,6,13,5,12,7,1,8,14,22,16,17,20,23,19,15,21,24,18/rA:45cCCCCCCCCCCCCCNOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHH/rB:;;;;s4s5;s5;s1s4;s2;s3;;s7;s11s12;s2s5;d1;d2;d3;s7s8;s1;s6;s8;s11;s13;s3s12;s4;s4;s5;s6;s7;s9;s9;s9;s10;s10;s10;s11;s11;s12;s13;s14;s19;s20;s21;s22;s23;/rC:-1.2132,2.441,0;2.4945,-.0965,0;2.9201,2.7351,0;-.8675,.4975,0;.8675,.4975,0;;.8675,1.5027,0;-.8675,1.5027,0;3.4795,.0762,0;3.8585,2.3894,0;.6206,3.7251,0;1.2132,2.441,0;1.5589,3.3794,0;1.8525,.6702,0;-.5734,3.2096,0;2.1516,-1.0358,0;2.7503,3.7206,0;0,2.0104,0;-2.1987,2.6108,0;1.1236,-1.3417,0;-2.5903,1.1954,0;-.3178,4.0708,0;1.9046,4.3177,0;2.1516,2.0953,0;-1.0376,.0273,0;-1.36,.5838,0;1.0376,.0273,0;-.321,-.3833,0;1.3597,1.4149,0;3.5658,-.4163,0;3.3931,.5687,0;3.972,.1626,0;4.0313,2.8586,0;3.6856,1.9202,0;4.3276,2.2165,0;.7934,4.1943,0;.4477,3.2559,0;.744,2.6139,0;2.0281,3.2065,0;2.0239,1.1399,0;-2.3716,3.08,0;.9521,-1.8113,0;-2.9125,1.5778,0;-.4026,4.5635,0;1.5848,4.702,0;
Duplicates	ChEBI21498_s0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000021250-0000021499/ChEBI21498_s0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000021250-0000021499/ChEBI21498_s0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000021250-0000021499/ChEBI21498_s0.sdf