CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI182642 (97668)

Formula C₂₆H₃₂O₁₂

MW 536.53

InChIKey KWXCZSMMAKGXBP-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 70

Number_Heavy_Atoms 38

Number_Rings 4

Number_Bonds 73

Rotat_Bonds 14

Unbranched_Chain 2

Chiral_Centers 11

ONatoms 12

HB_Donor 5

HB_Acceptor 7

OpenEye_HB_Donors 5

OpenEye_HB_Acceptors 9

Lipinski_HB_Donors 5

Lipinski_HB_Acceptors 12

Lipinski_Violations 2

XLogP3 0

XLogP -0.35

logP -0.9157

PSA 181.44

MR 127.877

ABS 0.17

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -455.67888

PM7_Total_Energy_ev -7168.24034

PM7_Electronic_Energy_ev -66994.03548

PM7_Dipole_Debye 3.11878

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.598

PM7_LUMO_Energy_ev -0.654

PM7_COSMO_Area_square_ang 508.18

PM7_COSMO_Volue_cubic_ang 609.74

PM7_Electron_Affinity_ev 0.654

PM7_Ionization_Energy_ev 9.598

PM7_Energy_Gap_ev 8.944

PM7_Global_Hardness_ev 4.472

PM7_Global_Softness_ev 0.22361359570661896

PM7_Chemical_Potential_ev -5.126

PM7_Electronigativity_ev 5.126

PM7_Back_Donation_Energy_ev -1.118

PM7_Electrophilicity_ev 2.937821556350626

OPENEYE_Name methyl (1~{S},4~{a}~{S},5~{S},6~{R},7~{R},7~{a}~{R})-5-hydroxy-7-methyl-6-[(~{E})-3-phenylprop-2-enoyl]oxy-1-[(2~{S},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-1,4~{a},5,6,7,7~{a}-hexahydrocyclopenta[c]pyran-4-carboxylate

SMILES c1ccc(cc1)C=CC(=O)OC2C(C3C(C2O)C(=COC3OC4C(C(C(C(O4)CO)O)O)O)C(=O)OC)C

Canonical_SMILES OC[C@H]1O[C@@H](O[C@@H]2OC=C([C@@H]3[C@H]2[C@@H](C)[C@H]([C@H]3O)OC(=O)/C=C/c2ccccc2)C(=O)OC)[C@@H]([C@H]([C@@H]1O)O)O

InChI 1/C26H32O12/c1-12-17-18(20(30)23(12)37-16(28)9-8-13-6-4-3-5-7-13)14(24(33)34-2)11-35-25(17)38-26-22(32)21(31)19(29)15(10-27)36-26/h3-9,11-12,15,17-23,25-27,29-32H,10H2,1-2H3

InChI_3D 1S/C26H32O12/c1-12-17-18(20(30)23(12)37-16(28)9-8-13-6-4-3-5-7-13)14(24(33)34-2)11-35-25(17)38-26-22(32)21(31)19(29)15(10-27)36-26/h3-9,11-12,15,17-23,25-27,29-32H,10H2,1-2H3/b9-8+/t12-,15-,17-,18-,19-,20+,21+,22-,23-,25+,26+/m1/s1

AuxInfo 1/0/N:24,25,1,2,3,4,5,9,10,26,7,15,6,8,21,12,14,13,19,16,18,20,17,11,22,23,35,28,33,31,32,34,27,36,29,30,37,38/E:(4,5)(6,7)/rA:70cCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;d4s5;;d7;s6;w9;s8;s10;s8;s13;s14;s13;s15s16;;s18;s18;s19;s14;s20;s15;;s21;d11;d12;s7s22;s21s23;s16;s18;s19;s20;s26;s11s25;s12s17;s22s23;s1;s2;s3;s4;s5;s7;s9;s10;s13;s14;s15;s16;s17;s18;s19;s20;s21;s22;s23;s24;s24;s24;s25;s25;s25;s26;s26;s31;s32;s33;s34;s35;/rC:9.4685,3.7391,0;8.5182,4.0508,0;9.6793,2.7616,0;7.7713,3.3782,0;8.9323,2.0889,0;7.9746,2.3938,0;;.868,-.4979,0;7.2315,1.7246,0;6.2804,2.0335,0;.8674,-1.4979,0;5.5373,1.3643,0;1.736,-.0013,0;1.736,1.0058,0;2.6938,1.3168,0;2.6938,-.3126,0;3.2858,.5022,0;-1.297,4.5408,0;-.4354,5.0484,0;-1.294,3.5408,0;.4381,4.5509,0;.868,1.5137,0;-.4205,3.0433,0;3.5598,1.8168,0;1.7326,-2.9984,0;2.1644,4.2639,0;.0011,-1.9974,0;5.7453,.3862,0;0,1.0058,0;.4499,3.5458,0;4.2093,-1.1877,0;-3.0189,4.2285,0;-1.5707,6.3801,0;-1.8845,1.8934,0;3.1509,4.1,0;1.7332,-1.9984,0;4.5862,1.6733,0;.2237,2.2785,0;9.84,4.0737,0;8.415,4.5401,0;10.1551,2.6078,0;7.2962,3.534,0;9.0378,1.6001,0;-.4327,-.2506,0;7.3355,1.2355,0;6.1764,2.5226,0;1.3035,.2496,0;2.1405,.7119,0;2.4905,1.7736,0;2.4904,-.7694,0;3.6574,.1676,0;-1.4712,5.0095,0;-.1166,5.4336,0;-1.7868,3.6257,0;.6054,5.0221,0;1.1901,1.8961,0;-.7404,2.659,0;3.8098,1.3838,0;3.9928,2.0668,0;3.3098,2.2498,0;2.2326,-2.9987,0;1.2326,-2.9981,0;1.7323,-3.4984,0;2.2464,4.7572,0;2.0824,3.7707,0;4.2093,-1.6877,0;-3.3422,4.6099,0;-1.4033,6.8513,0;-2.3764,1.8042,0;3.4685,4.4861,0;

Duplicates ChEBI182642

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000182500-0000182749/ChEBI182642.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000182500-0000182749/ChEBI182642.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000182500-0000182749/ChEBI182642.sdf

Formula	C₂₆H₃₂O₁₂
MW	536.53
InChIKey	KWXCZSMMAKGXBP-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	70
Number_Heavy_Atoms	38
Number_Rings	4
Number_Bonds	73
Rotat_Bonds	14
Unbranched_Chain	2
Chiral_Centers	11
ONatoms	12
HB_Donor	5
HB_Acceptor	7
OpenEye_HB_Donors	5
OpenEye_HB_Acceptors	9
Lipinski_HB_Donors	5
Lipinski_HB_Acceptors	12
Lipinski_Violations	2
XLogP3	0
XLogP	-0.35
logP	-0.9157
PSA	181.44
MR	127.877
ABS	0.17
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-455.67888
PM7_Total_Energy_ev	-7168.24034
PM7_Electronic_Energy_ev	-66994.03548
PM7_Dipole_Debye	3.11878
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.598
PM7_LUMO_Energy_ev	-0.654
PM7_COSMO_Area_square_ang	508.18
PM7_COSMO_Volue_cubic_ang	609.74
PM7_Electron_Affinity_ev	0.654
PM7_Ionization_Energy_ev	9.598
PM7_Energy_Gap_ev	8.944
PM7_Global_Hardness_ev	4.472
PM7_Global_Softness_ev	0.22361359570661896
PM7_Chemical_Potential_ev	-5.126
PM7_Electronigativity_ev	5.126
PM7_Back_Donation_Energy_ev	-1.118
PM7_Electrophilicity_ev	2.937821556350626
OPENEYE_Name	methyl (1~{S},4~{a}~{S},5~{S},6~{R},7~{R},7~{a}~{R})-5-hydroxy-7-methyl-6-[(~{E})-3-phenylprop-2-enoyl]oxy-1-[(2~{S},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-1,4~{a},5,6,7,7~{a}-hexahydrocyclopenta[c]pyran-4-carboxylate
SMILES	c1ccc(cc1)C=CC(=O)OC2C(C3C(C2O)C(=COC3OC4C(C(C(C(O4)CO)O)O)O)C(=O)OC)C
Canonical_SMILES	OC[C@H]1O[C@@H](O[C@@H]2OC=C([C@@H]3[C@H]2[C@@H](C)[C@H]([C@H]3O)OC(=O)/C=C/c2ccccc2)C(=O)OC)[C@@H]([C@H]([C@@H]1O)O)O
InChI	1/C26H32O12/c1-12-17-18(20(30)23(12)37-16(28)9-8-13-6-4-3-5-7-13)14(24(33)34-2)11-35-25(17)38-26-22(32)21(31)19(29)15(10-27)36-26/h3-9,11-12,15,17-23,25-27,29-32H,10H2,1-2H3
InChI_3D	1S/C26H32O12/c1-12-17-18(20(30)23(12)37-16(28)9-8-13-6-4-3-5-7-13)14(24(33)34-2)11-35-25(17)38-26-22(32)21(31)19(29)15(10-27)36-26/h3-9,11-12,15,17-23,25-27,29-32H,10H2,1-2H3/b9-8+/t12-,15-,17-,18-,19-,20+,21+,22-,23-,25+,26+/m1/s1
AuxInfo	1/0/N:24,25,1,2,3,4,5,9,10,26,7,15,6,8,21,12,14,13,19,16,18,20,17,11,22,23,35,28,33,31,32,34,27,36,29,30,37,38/E:(4,5)(6,7)/rA:70cCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;d4s5;;d7;s6;w9;s8;s10;s8;s13;s14;s13;s15s16;;s18;s18;s19;s14;s20;s15;;s21;d11;d12;s7s22;s21s23;s16;s18;s19;s20;s26;s11s25;s12s17;s22s23;s1;s2;s3;s4;s5;s7;s9;s10;s13;s14;s15;s16;s17;s18;s19;s20;s21;s22;s23;s24;s24;s24;s25;s25;s25;s26;s26;s31;s32;s33;s34;s35;/rC:9.4685,3.7391,0;8.5182,4.0508,0;9.6793,2.7616,0;7.7713,3.3782,0;8.9323,2.0889,0;7.9746,2.3938,0;;.868,-.4979,0;7.2315,1.7246,0;6.2804,2.0335,0;.8674,-1.4979,0;5.5373,1.3643,0;1.736,-.0013,0;1.736,1.0058,0;2.6938,1.3168,0;2.6938,-.3126,0;3.2858,.5022,0;-1.297,4.5408,0;-.4354,5.0484,0;-1.294,3.5408,0;.4381,4.5509,0;.868,1.5137,0;-.4205,3.0433,0;3.5598,1.8168,0;1.7326,-2.9984,0;2.1644,4.2639,0;.0011,-1.9974,0;5.7453,.3862,0;0,1.0058,0;.4499,3.5458,0;4.2093,-1.1877,0;-3.0189,4.2285,0;-1.5707,6.3801,0;-1.8845,1.8934,0;3.1509,4.1,0;1.7332,-1.9984,0;4.5862,1.6733,0;.2237,2.2785,0;9.84,4.0737,0;8.415,4.5401,0;10.1551,2.6078,0;7.2962,3.534,0;9.0378,1.6001,0;-.4327,-.2506,0;7.3355,1.2355,0;6.1764,2.5226,0;1.3035,.2496,0;2.1405,.7119,0;2.4905,1.7736,0;2.4904,-.7694,0;3.6574,.1676,0;-1.4712,5.0095,0;-.1166,5.4336,0;-1.7868,3.6257,0;.6054,5.0221,0;1.1901,1.8961,0;-.7404,2.659,0;3.8098,1.3838,0;3.9928,2.0668,0;3.3098,2.2498,0;2.2326,-2.9987,0;1.2326,-2.9981,0;1.7323,-3.4984,0;2.2464,4.7572,0;2.0824,3.7707,0;4.2093,-1.6877,0;-3.3422,4.6099,0;-1.4033,6.8513,0;-2.3764,1.8042,0;3.4685,4.4861,0;
Duplicates	ChEBI182642
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000182500-0000182749/ChEBI182642.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000182500-0000182749/ChEBI182642.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000182500-0000182749/ChEBI182642.sdf