CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI195248_s0_p0 (108409)

Formula C₁₆H₂₂N₂O₉

MW 386.36

InChIKey FQGKWMDIWDSKCX-LQFNOIFHNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 49

Number_Heavy_Atoms 27

Number_Rings 2

Number_Bonds 50

Rotat_Bonds 12

Unbranched_Chain 2

Chiral_Centers 7

ONatoms 11

HB_Donor 7

HB_Acceptor 7

OpenEye_HB_Donors 9

OpenEye_HB_Acceptors 9

Lipinski_HB_Donors 7

Lipinski_HB_Acceptors 11

Lipinski_Violations 2

XLogP3 0

XLogP -5.34

logP -1.67

PSA 205.79

MR 88.6793

ABS 0.17

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -346.34213

PM7_Total_Energy_ev -5291.94714

PM7_Electronic_Energy_ev -42412.86516

PM7_Dipole_Debye 2.91667

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.894

PM7_LUMO_Energy_ev -0.733

PM7_COSMO_Area_square_ang 360.63

PM7_COSMO_Volue_cubic_ang 433.77

PM7_Electron_Affinity_ev 0.733

PM7_Ionization_Energy_ev 8.894

PM7_Energy_Gap_ev 8.161

PM7_Global_Hardness_ev 4.0805

PM7_Global_Softness_ev 0.24506800637176818

PM7_Chemical_Potential_ev -4.8135

PM7_Electronigativity_ev 4.8135

PM7_Back_Donation_Energy_ev -1.020125

PM7_Electrophilicity_ev 2.8390861720377405

OPENEYE_Name (2~{S},3~{S})-2-amino-4-(2-aminophenyl)-4-oxo-3-[(2~{S},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-butanoic acid

SMILES c1ccc(c(c1)C(=O)C(C(C(=O)O)N)OC2C(C(C(C(O2)CO)O)O)O)N

Canonical_SMILES OC[C@H]1O[C@@H](O[C@H](C(=O)c2ccccc2N)[C@@H](C(=O)O)N)[C@@H]([C@H]([C@@H]1O)O)O

InChI 1/C16H22N2O9/c17-7-4-2-1-3-6(7)10(20)14(9(18)15(24)25)27-16-13(23)12(22)11(21)8(5-19)26-16/h1-4,8-9,11-14,16,19,21-23H,5,17-18H2,(H,24,25)/f/h24H

InChI_3D 1S/C16H22N2O9/c17-7-4-2-1-3-6(7)10(20)14(9(18)15(24)25)27-16-13(23)12(22)11(21)8(5-19)26-16/h1-4,8-9,11-14,16,19,21-23H,5,17-18H2,(H,24,25)/t8-,9+,11-,12+,13-,14+,16+/m1/s1

AuxInfo 1/1/N:1,2,3,4,14,5,6,12,16,7,10,9,11,15,8,13,17,18,26,19,24,23,25,20,22,21,27/E:(24,25)/F:1,2,3,4,14,5,6,12,16,7,10,9,11,15,8,13,17,18,26,19,24,23,25,22,20,21,27/rA:49cCCCCCCCCCCCCCCCCNNOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;d4s5;s5;;;s9;s9;s10;s11;s12;s7;s8s15;s6;s16;d7;d8;s12s13;s8;s9;s10;s11;s14;s13s15;s1;s2;s3;s4;s9;s10;s11;s12;s13;s14;s14;s15;s16;s17;s17;s18;s18;s22;s23;s24;s25;s26;/rC:1.0555,6.3369,0;.1192,6.6881,0;1.2253,5.3514,0;-.6552,6.0473,0;.4508,4.7106,0;-.4934,5.0553,0;.6206,3.7251,0;3.4356,2.688,0;;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;-2.5903,1.1954,0;1.5589,3.3794,0;2.4973,3.0337,0;-1.8417,3.9397,0;2.843,3.972,0;-.148,3.0853,0;4.2042,3.3277,0;0,2.0104,0;3.6054,1.7025,0;1.1236,-1.3417,0;-1.4629,-1.1481,0;2.5912,.7997,0;-3.5748,1.0198,0;1.2132,2.441,0;1.4408,6.6557,0;.0365,7.1812,0;1.6942,5.1778,0;-1.1234,6.2229,0;-.321,-.3833,0;-1.36,.5838,0;1.0376,.0273,0;-1.0404,1.9719,0;1.3597,1.4149,0;-2.5025,.7032,0;-2.6781,1.6877,0;1.7318,3.8486,0;2.3244,2.5645,0;-2.3103,4.1139,0;-1.7582,3.4467,0;3.3357,4.0569,0;2.5231,4.3563,0;4.0746,1.5296,0;.9521,-1.8113,0;-1.9551,-1.2359,0;2.9122,.4164,0;-3.7449,.5497,0;

Duplicates ChEBI195248_s0_p0

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000195000-0000195249/ChEBI195248_s0_p0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000195000-0000195249/ChEBI195248_s0_p0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000195000-0000195249/ChEBI195248_s0_p0.sdf

Formula	C₁₆H₂₂N₂O₉
MW	386.36
InChIKey	FQGKWMDIWDSKCX-LQFNOIFHNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	49
Number_Heavy_Atoms	27
Number_Rings	2
Number_Bonds	50
Rotat_Bonds	12
Unbranched_Chain	2
Chiral_Centers	7
ONatoms	11
HB_Donor	7
HB_Acceptor	7
OpenEye_HB_Donors	9
OpenEye_HB_Acceptors	9
Lipinski_HB_Donors	7
Lipinski_HB_Acceptors	11
Lipinski_Violations	2
XLogP3	0
XLogP	-5.34
logP	-1.67
PSA	205.79
MR	88.6793
ABS	0.17
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-346.34213
PM7_Total_Energy_ev	-5291.94714
PM7_Electronic_Energy_ev	-42412.86516
PM7_Dipole_Debye	2.91667
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.894
PM7_LUMO_Energy_ev	-0.733
PM7_COSMO_Area_square_ang	360.63
PM7_COSMO_Volue_cubic_ang	433.77
PM7_Electron_Affinity_ev	0.733
PM7_Ionization_Energy_ev	8.894
PM7_Energy_Gap_ev	8.161
PM7_Global_Hardness_ev	4.0805
PM7_Global_Softness_ev	0.24506800637176818
PM7_Chemical_Potential_ev	-4.8135
PM7_Electronigativity_ev	4.8135
PM7_Back_Donation_Energy_ev	-1.020125
PM7_Electrophilicity_ev	2.8390861720377405
OPENEYE_Name	(2~{S},3~{S})-2-amino-4-(2-aminophenyl)-4-oxo-3-[(2~{S},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-butanoic acid
SMILES	c1ccc(c(c1)C(=O)C(C(C(=O)O)N)OC2C(C(C(C(O2)CO)O)O)O)N
Canonical_SMILES	OC[C@H]1O[C@@H](O[C@H](C(=O)c2ccccc2N)[C@@H](C(=O)O)N)[C@@H]([C@H]([C@@H]1O)O)O
InChI	1/C16H22N2O9/c17-7-4-2-1-3-6(7)10(20)14(9(18)15(24)25)27-16-13(23)12(22)11(21)8(5-19)26-16/h1-4,8-9,11-14,16,19,21-23H,5,17-18H2,(H,24,25)/f/h24H
InChI_3D	1S/C16H22N2O9/c17-7-4-2-1-3-6(7)10(20)14(9(18)15(24)25)27-16-13(23)12(22)11(21)8(5-19)26-16/h1-4,8-9,11-14,16,19,21-23H,5,17-18H2,(H,24,25)/t8-,9+,11-,12+,13-,14+,16+/m1/s1
AuxInfo	1/1/N:1,2,3,4,14,5,6,12,16,7,10,9,11,15,8,13,17,18,26,19,24,23,25,20,22,21,27/E:(24,25)/F:1,2,3,4,14,5,6,12,16,7,10,9,11,15,8,13,17,18,26,19,24,23,25,22,20,21,27/rA:49cCCCCCCCCCCCCCCCCNNOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;d4s5;s5;;;s9;s9;s10;s11;s12;s7;s8s15;s6;s16;d7;d8;s12s13;s8;s9;s10;s11;s14;s13s15;s1;s2;s3;s4;s9;s10;s11;s12;s13;s14;s14;s15;s16;s17;s17;s18;s18;s22;s23;s24;s25;s26;/rC:1.0555,6.3369,0;.1192,6.6881,0;1.2253,5.3514,0;-.6552,6.0473,0;.4508,4.7106,0;-.4934,5.0553,0;.6206,3.7251,0;3.4356,2.688,0;;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;-2.5903,1.1954,0;1.5589,3.3794,0;2.4973,3.0337,0;-1.8417,3.9397,0;2.843,3.972,0;-.148,3.0853,0;4.2042,3.3277,0;0,2.0104,0;3.6054,1.7025,0;1.1236,-1.3417,0;-1.4629,-1.1481,0;2.5912,.7997,0;-3.5748,1.0198,0;1.2132,2.441,0;1.4408,6.6557,0;.0365,7.1812,0;1.6942,5.1778,0;-1.1234,6.2229,0;-.321,-.3833,0;-1.36,.5838,0;1.0376,.0273,0;-1.0404,1.9719,0;1.3597,1.4149,0;-2.5025,.7032,0;-2.6781,1.6877,0;1.7318,3.8486,0;2.3244,2.5645,0;-2.3103,4.1139,0;-1.7582,3.4467,0;3.3357,4.0569,0;2.5231,4.3563,0;4.0746,1.5296,0;.9521,-1.8113,0;-1.9551,-1.2359,0;2.9122,.4164,0;-3.7449,.5497,0;
Duplicates	ChEBI195248_s0_p0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000195000-0000195249/ChEBI195248_s0_p0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000195000-0000195249/ChEBI195248_s0_p0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000195000-0000195249/ChEBI195248_s0_p0.sdf