CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI182762 (97741)

Formula C₂₂H₂₉NO₁₂

MW 499.47

InChIKey ZBIDXXVRKIWIKP-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 64

Number_Heavy_Atoms 35

Number_Rings 4

Number_Bonds 67

Rotat_Bonds 15

Unbranched_Chain 2

Chiral_Centers 9

ONatoms 13

HB_Donor 9

HB_Acceptor 9

OpenEye_HB_Donors 9

OpenEye_HB_Acceptors 11

Lipinski_HB_Donors 9

Lipinski_HB_Acceptors 13

Lipinski_Violations 2

XLogP3 0

XLogP -2.94

logP -3.7355

PSA 222.39

MR 114.277

ABS 0.17

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -478.37371

PM7_Total_Energy_ev -6823.15166

PM7_Electronic_Energy_ev -61077.41413

PM7_Dipole_Debye 5.67075

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.578

PM7_LUMO_Energy_ev -0.215

PM7_COSMO_Area_square_ang 449.67

PM7_COSMO_Volue_cubic_ang 550.54

PM7_Electron_Affinity_ev 0.215

PM7_Ionization_Energy_ev 8.578

PM7_Energy_Gap_ev 8.363

PM7_Global_Hardness_ev 4.1815

PM7_Global_Softness_ev 0.23914863087408825

PM7_Chemical_Potential_ev -4.3965

PM7_Electronigativity_ev 4.3965

PM7_Back_Donation_Energy_ev -1.045375

PM7_Electrophilicity_ev 2.3112773227310774

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

SMILES c1ccc2c(c1)c(c[nH]2)CC(=O)OC3C(C(C(C(C3O)O)OC4C(C(C(C(O4)CO)O)O)O)O)O

Canonical_SMILES OC[C@H]1O[C@@H](O[C@@H]2[C@@H](O)[C@H](O)[C@H]([C@@H]([C@H]2O)O)OC(=O)Cc2c[nH]c3c2cccc3)[C@@H]([C@H]([C@H]1O)O)O

InChI 1/C22H29NO12/c24-7-11-13(26)14(27)19(32)22(33-11)35-21-17(30)15(28)20(16(29)18(21)31)34-12(25)5-8-6-23-10-4-2-1-3-9(8)10/h1-4,6,11,13-24,26-32H,5,7H2

InChI_3D 1S/C22H29NO12/c24-7-11-13(26)14(27)19(32)22(33-11)35-21-17(30)15(28)20(16(29)18(21)31)34-12(25)5-8-6-23-10-4-2-1-3-9(8)10/h1-4,6,11,13-24,26-32H,5,7H2/t11-,13+,14+,15-,16+,17-,18+,19-,20+,21+,22+/m1/s1

AuxInfo 1/0/N:1,2,3,4,21,5,22,7,6,8,19,9,17,14,10,11,12,13,18,15,16,20,23,33,24,31,30,26,27,28,29,32,25,34,35/E:(15,16)(17,18)(28,29)(30,31)/rA:64cCCCCCCCCCCCCCCCCCCCCCCNOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;;d3;d5s6;d4s6;;;;s10;s11;;s10s11;s12s13;s14;s14;s17;s18;s7s9;s19;s5s8;d9;s19s20;s10;s11;s12;s13;s14;s17;s18;s22;s9s15;s16s20;s1;s2;s3;s4;s5;s10;s11;s12;s13;s14;s15;s16;s17;s18;s19;s20;s21;s21;s22;s22;s23;s26;s27;s28;s29;s30;s31;s32;s33;/rC:;0,1.0058,0;.868,-.4978,0;.868,1.5138,0;3.2858,.5023,0;1.736,-.0012,0;2.6938,-.3125,0;1.736,1.0058,0;3.3117,-2.2146,0;4.7918,-5.0863,0;5.7127,-3.6158,0;5.6437,-5.6198,0;6.5646,-4.1494,0;8.1803,-9.3097,0;4.8306,-4.087,0;6.5344,-5.1541,0;9.0678,-8.8489,0;7.3344,-8.7763,0;9.1099,-7.8445,0;7.3764,-7.772,0;3.0028,-1.2636,0;9.783,-6.2292,0;2.6938,1.3169,0;2.6426,-2.9578,0;8.2644,-7.301,0;3.0811,-4.7174,0;6.8837,-2.3154,0;4.4688,-6.9168,0;8.2774,-4.5082,0;7.0016,-10.6032,0;9.5939,-10.5179,0;5.6248,-8.4023,0;10.1677,-5.3061,0;4.2899,-2.4226,0;7.0702,-6.82,0;-.4327,-.2506,0;-.4337,1.2545,0;.8677,-.9978,0;.868,2.0138,0;3.7858,.5023,0;4.6035,-5.5495,0;5.4045,-3.2221,0;5.9496,-6.0153,0;6.7514,-3.6856,0;8.485,-9.7061,0;4.3353,-4.1556,0;7.0295,-5.084,0;9.5635,-8.7832,0;7.1448,-9.239,0;9.598,-7.9528,0;6.8809,-7.8391,0;3.4783,-1.1091,0;2.5272,-1.4181,0;10.2445,-6.4215,0;9.3215,-6.0369,0;2.8483,1.7924,0;2.7454,-5.0879,0;6.7292,-1.8398,0;4.6219,-7.3928,0;8.6109,-4.1357,0;7.1533,-11.0796,0;10.082,-10.6262,0;5.288,-8.7719,0;10.6635,-5.2419,0;

Duplicates ChEBI182762

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000182750-0000182999/ChEBI182762.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000182750-0000182999/ChEBI182762.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000182750-0000182999/ChEBI182762.sdf

Formula	C₂₂H₂₉NO₁₂
MW	499.47
InChIKey	ZBIDXXVRKIWIKP-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	64
Number_Heavy_Atoms	35
Number_Rings	4
Number_Bonds	67
Rotat_Bonds	15
Unbranched_Chain	2
Chiral_Centers	9
ONatoms	13
HB_Donor	9
HB_Acceptor	9
OpenEye_HB_Donors	9
OpenEye_HB_Acceptors	11
Lipinski_HB_Donors	9
Lipinski_HB_Acceptors	13
Lipinski_Violations	2
XLogP3	0
XLogP	-2.94
logP	-3.7355
PSA	222.39
MR	114.277
ABS	0.17
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-478.37371
PM7_Total_Energy_ev	-6823.15166
PM7_Electronic_Energy_ev	-61077.41413
PM7_Dipole_Debye	5.67075
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.578
PM7_LUMO_Energy_ev	-0.215
PM7_COSMO_Area_square_ang	449.67
PM7_COSMO_Volue_cubic_ang	550.54
PM7_Electron_Affinity_ev	0.215
PM7_Ionization_Energy_ev	8.578
PM7_Energy_Gap_ev	8.363
PM7_Global_Hardness_ev	4.1815
PM7_Global_Softness_ev	0.23914863087408825
PM7_Chemical_Potential_ev	-4.3965
PM7_Electronigativity_ev	4.3965
PM7_Back_Donation_Energy_ev	-1.045375
PM7_Electrophilicity_ev	2.3112773227310774
OPENEYE_Name	[(2~{S},3~{S},5~{R},6~{R})-2,3,5,6-tetrahydroxy-4-[(2~{S},3~{R},4~{S},5~{R},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-cyclohexyl] 2-(1~{H}-indol-3-yl)acetate
SMILES	c1ccc2c(c1)c(c[nH]2)CC(=O)OC3C(C(C(C(C3O)O)OC4C(C(C(C(O4)CO)O)O)O)O)O
Canonical_SMILES	OC[C@H]1O[C@@H](O[C@@H]2[C@@H](O)[C@H](O)[C@H]([C@@H]([C@H]2O)O)OC(=O)Cc2c[nH]c3c2cccc3)[C@@H]([C@H]([C@H]1O)O)O
InChI	1/C22H29NO12/c24-7-11-13(26)14(27)19(32)22(33-11)35-21-17(30)15(28)20(16(29)18(21)31)34-12(25)5-8-6-23-10-4-2-1-3-9(8)10/h1-4,6,11,13-24,26-32H,5,7H2
InChI_3D	1S/C22H29NO12/c24-7-11-13(26)14(27)19(32)22(33-11)35-21-17(30)15(28)20(16(29)18(21)31)34-12(25)5-8-6-23-10-4-2-1-3-9(8)10/h1-4,6,11,13-24,26-32H,5,7H2/t11-,13+,14+,15-,16+,17-,18+,19-,20+,21+,22+/m1/s1
AuxInfo	1/0/N:1,2,3,4,21,5,22,7,6,8,19,9,17,14,10,11,12,13,18,15,16,20,23,33,24,31,30,26,27,28,29,32,25,34,35/E:(15,16)(17,18)(28,29)(30,31)/rA:64cCCCCCCCCCCCCCCCCCCCCCCNOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;;d3;d5s6;d4s6;;;;s10;s11;;s10s11;s12s13;s14;s14;s17;s18;s7s9;s19;s5s8;d9;s19s20;s10;s11;s12;s13;s14;s17;s18;s22;s9s15;s16s20;s1;s2;s3;s4;s5;s10;s11;s12;s13;s14;s15;s16;s17;s18;s19;s20;s21;s21;s22;s22;s23;s26;s27;s28;s29;s30;s31;s32;s33;/rC:;0,1.0058,0;.868,-.4978,0;.868,1.5138,0;3.2858,.5023,0;1.736,-.0012,0;2.6938,-.3125,0;1.736,1.0058,0;3.3117,-2.2146,0;4.7918,-5.0863,0;5.7127,-3.6158,0;5.6437,-5.6198,0;6.5646,-4.1494,0;8.1803,-9.3097,0;4.8306,-4.087,0;6.5344,-5.1541,0;9.0678,-8.8489,0;7.3344,-8.7763,0;9.1099,-7.8445,0;7.3764,-7.772,0;3.0028,-1.2636,0;9.783,-6.2292,0;2.6938,1.3169,0;2.6426,-2.9578,0;8.2644,-7.301,0;3.0811,-4.7174,0;6.8837,-2.3154,0;4.4688,-6.9168,0;8.2774,-4.5082,0;7.0016,-10.6032,0;9.5939,-10.5179,0;5.6248,-8.4023,0;10.1677,-5.3061,0;4.2899,-2.4226,0;7.0702,-6.82,0;-.4327,-.2506,0;-.4337,1.2545,0;.8677,-.9978,0;.868,2.0138,0;3.7858,.5023,0;4.6035,-5.5495,0;5.4045,-3.2221,0;5.9496,-6.0153,0;6.7514,-3.6856,0;8.485,-9.7061,0;4.3353,-4.1556,0;7.0295,-5.084,0;9.5635,-8.7832,0;7.1448,-9.239,0;9.598,-7.9528,0;6.8809,-7.8391,0;3.4783,-1.1091,0;2.5272,-1.4181,0;10.2445,-6.4215,0;9.3215,-6.0369,0;2.8483,1.7924,0;2.7454,-5.0879,0;6.7292,-1.8398,0;4.6219,-7.3928,0;8.6109,-4.1357,0;7.1533,-11.0796,0;10.082,-10.6262,0;5.288,-8.7719,0;10.6635,-5.2419,0;
Duplicates	ChEBI182762
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000182750-0000182999/ChEBI182762.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000182750-0000182999/ChEBI182762.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000182750-0000182999/ChEBI182762.sdf