CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI186372 (100909)

Formula C₂₂H₂₈N₂O₁₁

MW 496.47

InChIKey YWQNATCXFBWYHU-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 63

Number_Heavy_Atoms 35

Number_Rings 4

Number_Bonds 66

Rotat_Bonds 14

Unbranched_Chain 3

Chiral_Centers 10

ONatoms 13

HB_Donor 8

HB_Acceptor 8

OpenEye_HB_Donors 8

OpenEye_HB_Acceptors 11

Lipinski_HB_Donors 8

Lipinski_HB_Acceptors 13

Lipinski_Violations 2

XLogP3 0

XLogP -2.14

logP -2.76312

PSA 218.11

MR 114.349

ABS 0.17

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -387.93689

PM7_Total_Energy_ev -6699.19875

PM7_Electronic_Energy_ev -61608.63356

PM7_Dipole_Debye 4.30757

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.674

PM7_LUMO_Energy_ev -0.532

PM7_COSMO_Area_square_ang 447.86

PM7_COSMO_Volue_cubic_ang 558.28

PM7_Electron_Affinity_ev 0.532

PM7_Ionization_Energy_ev 8.674

PM7_Energy_Gap_ev 8.142

PM7_Global_Hardness_ev 4.071

PM7_Global_Softness_ev 0.24563989191844757

PM7_Chemical_Potential_ev -4.603

PM7_Electronigativity_ev 4.603

PM7_Back_Donation_Energy_ev -1.01775

PM7_Electrophilicity_ev 2.602260992385163

OPENEYE_Name 2-[4-[(2~{S},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-[[(2~{R},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxymethyl]tetrahydropyran-2-yl]oxy-1~{H}-indol-3-yl]acetonitrile

SMILES C(#N)Cc1c[nH]c2c1c(ccc2)OC3C(C(C(C(O3)COC4C(C(C(C(O4)CO)O)O)O)O)O)O

Canonical_SMILES N#CCc1c[nH]c2c1c(ccc2)O[C@@H]1O[C@H](CO[C@@H]2O[C@H](CO)[C@H]([C@@H]([C@H]2O)O)O)[C@H]([C@@H]([C@H]1O)O)O

InChI 1/C22H28N2O11/c23-5-4-9-6-24-10-2-1-3-11(14(9)10)33-22-20(31)18(29)16(27)13(35-22)8-32-21-19(30)17(28)15(26)12(7-25)34-21/h1-3,6,12-13,15-22,24-31H,4,7-8H2

InChI_3D 1S/C22H28N2O11/c23-5-4-9-6-24-10-2-1-3-11(14(9)10)33-22-20(31)18(29)16(27)13(35-22)8-32-21-19(30)17(28)15(26)12(7-25)34-21/h1-3,6,12-13,15-22,24-31H,4,7-8H2/t12-,13-,15-,16-,17+,18+,19-,20-,21-,22-/m1/s1

AuxInfo 1/0/N:2,3,4,20,1,5,21,22,7,8,9,16,17,6,13,12,11,10,15,14,19,18,23,24,33,30,29,28,27,32,31,35,34,26,25/rA:63cCCCCCCCCCCCCCCCCCCCCCCNNOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d2;s2;;;d5s6;s3d6;d4s6;;;s10;s11;s10;s11;s13;s12;s14;s15;s1s7;s16;s17;t1;s5s8;s17s18;s16s19;s10;s11;s12;s13;s14;s15;s21;s9s18;s19s22;s2;s3;s4;s5;s10;s11;s12;s13;s14;s15;s16;s17;s18;s19;s20;s20;s21;s21;s22;s22;s24;s27;s28;s29;s30;s31;s32;s33;/rC:3.3117,-2.2146,0;0,1.0058,0;.868,1.5138,0;;3.2858,.5023,0;1.736,-.0012,0;2.6938,-.3125,0;1.736,1.0058,0;.868,-.4978,0;-1.333,-3.1067,0;.5543,-9.169,0;-.6958,-3.8775,0;1.5413,-9.0085,0;-.9895,-2.1675,0;-.0828,-8.3982,0;1.8949,-8.0675,0;.2949,-3.7073,0;.0012,-1.9973,0;.2708,-7.4572,0;3.0028,-1.2636,0;3.0388,-6.7431,0;.2836,-5.4573,0;3.6207,-3.1657,0;2.6938,1.3169,0;.6484,-2.7664,0;1.2614,-7.2871,0;-2.8455,-2.2264,0;-.9694,-10.0298,0;-2.2169,-4.7428,0;1.5198,-10.7583,0;-.986,-1.1675,0;-1.59,-7.509,0;3.6925,-5.9863,0;.8675,-1.4978,0;.2772,-6.4573,0;-.4337,1.2545,0;.868,2.0138,0;-.4327,-.2506,0;3.7858,.5023,0;-1.6565,-3.488,0;.72,-9.6408,0;-.5274,-4.3482,0;2.0327,-9.1009,0;-1.4817,-2.0794,0;-.4074,-8.7785,0;2.3248,-8.3228,0;.7865,-3.7983,0;-.1686,-1.5271,0;-.2209,-7.3663,0;2.5272,-1.4181,0;3.4783,-1.1091,0;3.4172,-7.07,0;2.6604,-6.4163,0;-.2164,-5.4541,0;.7836,-5.4605,0;2.8483,1.7924,0;-3.2794,-2.4749,0;-.9741,-10.5298,0;-2.2201,-5.2427,0;1.9497,-11.0136,0;-1.4182,-.916,0;-2.0254,-7.7549,0;4.1836,-6.0802,0;

Duplicates ChEBI186372

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000186250-0000186499/ChEBI186372.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000186250-0000186499/ChEBI186372.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000186250-0000186499/ChEBI186372.sdf

Formula	C₂₂H₂₈N₂O₁₁
MW	496.47
InChIKey	YWQNATCXFBWYHU-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	63
Number_Heavy_Atoms	35
Number_Rings	4
Number_Bonds	66
Rotat_Bonds	14
Unbranched_Chain	3
Chiral_Centers	10
ONatoms	13
HB_Donor	8
HB_Acceptor	8
OpenEye_HB_Donors	8
OpenEye_HB_Acceptors	11
Lipinski_HB_Donors	8
Lipinski_HB_Acceptors	13
Lipinski_Violations	2
XLogP3	0
XLogP	-2.14
logP	-2.76312
PSA	218.11
MR	114.349
ABS	0.17
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-387.93689
PM7_Total_Energy_ev	-6699.19875
PM7_Electronic_Energy_ev	-61608.63356
PM7_Dipole_Debye	4.30757
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.674
PM7_LUMO_Energy_ev	-0.532
PM7_COSMO_Area_square_ang	447.86
PM7_COSMO_Volue_cubic_ang	558.28
PM7_Electron_Affinity_ev	0.532
PM7_Ionization_Energy_ev	8.674
PM7_Energy_Gap_ev	8.142
PM7_Global_Hardness_ev	4.071
PM7_Global_Softness_ev	0.24563989191844757
PM7_Chemical_Potential_ev	-4.603
PM7_Electronigativity_ev	4.603
PM7_Back_Donation_Energy_ev	-1.01775
PM7_Electrophilicity_ev	2.602260992385163
OPENEYE_Name	2-[4-[(2~{S},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-[[(2~{R},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxymethyl]tetrahydropyran-2-yl]oxy-1~{H}-indol-3-yl]acetonitrile
SMILES	C(#N)Cc1c[nH]c2c1c(ccc2)OC3C(C(C(C(O3)COC4C(C(C(C(O4)CO)O)O)O)O)O)O
Canonical_SMILES	N#CCc1c[nH]c2c1c(ccc2)O[C@@H]1O[C@H](CO[C@@H]2O[C@H](CO)[C@H]([C@@H]([C@H]2O)O)O)[C@H]([C@@H]([C@H]1O)O)O
InChI	1/C22H28N2O11/c23-5-4-9-6-24-10-2-1-3-11(14(9)10)33-22-20(31)18(29)16(27)13(35-22)8-32-21-19(30)17(28)15(26)12(7-25)34-21/h1-3,6,12-13,15-22,24-31H,4,7-8H2
InChI_3D	1S/C22H28N2O11/c23-5-4-9-6-24-10-2-1-3-11(14(9)10)33-22-20(31)18(29)16(27)13(35-22)8-32-21-19(30)17(28)15(26)12(7-25)34-21/h1-3,6,12-13,15-22,24-31H,4,7-8H2/t12-,13-,15-,16-,17+,18+,19-,20-,21-,22-/m1/s1
AuxInfo	1/0/N:2,3,4,20,1,5,21,22,7,8,9,16,17,6,13,12,11,10,15,14,19,18,23,24,33,30,29,28,27,32,31,35,34,26,25/rA:63cCCCCCCCCCCCCCCCCCCCCCCNNOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d2;s2;;;d5s6;s3d6;d4s6;;;s10;s11;s10;s11;s13;s12;s14;s15;s1s7;s16;s17;t1;s5s8;s17s18;s16s19;s10;s11;s12;s13;s14;s15;s21;s9s18;s19s22;s2;s3;s4;s5;s10;s11;s12;s13;s14;s15;s16;s17;s18;s19;s20;s20;s21;s21;s22;s22;s24;s27;s28;s29;s30;s31;s32;s33;/rC:3.3117,-2.2146,0;0,1.0058,0;.868,1.5138,0;;3.2858,.5023,0;1.736,-.0012,0;2.6938,-.3125,0;1.736,1.0058,0;.868,-.4978,0;-1.333,-3.1067,0;.5543,-9.169,0;-.6958,-3.8775,0;1.5413,-9.0085,0;-.9895,-2.1675,0;-.0828,-8.3982,0;1.8949,-8.0675,0;.2949,-3.7073,0;.0012,-1.9973,0;.2708,-7.4572,0;3.0028,-1.2636,0;3.0388,-6.7431,0;.2836,-5.4573,0;3.6207,-3.1657,0;2.6938,1.3169,0;.6484,-2.7664,0;1.2614,-7.2871,0;-2.8455,-2.2264,0;-.9694,-10.0298,0;-2.2169,-4.7428,0;1.5198,-10.7583,0;-.986,-1.1675,0;-1.59,-7.509,0;3.6925,-5.9863,0;.8675,-1.4978,0;.2772,-6.4573,0;-.4337,1.2545,0;.868,2.0138,0;-.4327,-.2506,0;3.7858,.5023,0;-1.6565,-3.488,0;.72,-9.6408,0;-.5274,-4.3482,0;2.0327,-9.1009,0;-1.4817,-2.0794,0;-.4074,-8.7785,0;2.3248,-8.3228,0;.7865,-3.7983,0;-.1686,-1.5271,0;-.2209,-7.3663,0;2.5272,-1.4181,0;3.4783,-1.1091,0;3.4172,-7.07,0;2.6604,-6.4163,0;-.2164,-5.4541,0;.7836,-5.4605,0;2.8483,1.7924,0;-3.2794,-2.4749,0;-.9741,-10.5298,0;-2.2201,-5.2427,0;1.9497,-11.0136,0;-1.4182,-.916,0;-2.0254,-7.7549,0;4.1836,-6.0802,0;
Duplicates	ChEBI186372
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000186250-0000186499/ChEBI186372.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000186250-0000186499/ChEBI186372.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000186250-0000186499/ChEBI186372.sdf