CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI189515_s0 (103723)

Formula C₂₆H₃₂O₁₄

MW 568.53

InChIKey NQXDDVZOWBZZHN-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 72

Number_Heavy_Atoms 40

Number_Rings 4

Number_Bonds 75

Rotat_Bonds 16

Unbranched_Chain 2

Chiral_Centers 10

ONatoms 14

HB_Donor 7

HB_Acceptor 9

OpenEye_HB_Donors 7

OpenEye_HB_Acceptors 10

Lipinski_HB_Donors 7

Lipinski_HB_Acceptors 14

Lipinski_Violations 3

XLogP3 0

XLogP -1.74

logP -1.9511

PSA 221.9

MR 131.138

ABS 0.17

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -541.94994

PM7_Total_Energy_ev -7758.81357

PM7_Electronic_Energy_ev -73611.61153

PM7_Dipole_Debye 2.97337

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.306

PM7_LUMO_Energy_ev -0.756

PM7_COSMO_Area_square_ang 525.66

PM7_COSMO_Volue_cubic_ang 635.5

PM7_Electron_Affinity_ev 0.756

PM7_Ionization_Energy_ev 9.306

PM7_Energy_Gap_ev 8.55

PM7_Global_Hardness_ev 4.275

PM7_Global_Softness_ev 0.23391812865497075

PM7_Chemical_Potential_ev -5.031

PM7_Electronigativity_ev 5.031

PM7_Back_Donation_Energy_ev -1.06875

PM7_Electrophilicity_ev 2.9603463157894736

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

SMILES c1cc(ccc1C=CC(=O)OC2CC3(C(=COC(C3C2(C)O)OC4C(C(C(C(O4)CO)O)O)O)C(=O)OC)O)O

Canonical_SMILES OC[C@H]1O[C@@H](O[C@@H]2OC=C([C@@]3([C@@H]2[C@@](C)(O)[C@H](C3)OC(=O)/C=C/c2ccc(cc2)O)O)C(=O)OC)[C@@H]([C@H]([C@@H]1O)O)O

InChI 1/C26H32O14/c1-25(34)16(39-17(29)8-5-12-3-6-13(28)7-4-12)9-26(35)14(22(33)36-2)11-37-24(21(25)26)40-23-20(32)19(31)18(30)15(10-27)38-23/h3-8,11,15-16,18-21,23-24,27-28,30-32,34-35H,9-10H2,1-2H3

InChI_3D 1S/C26H32O14/c1-25(34)16(39-17(29)8-5-12-3-6-13(28)7-4-12)9-26(35)14(22(33)36-2)11-37-24(21(25)26)40-23-20(32)19(31)18(30)15(10-27)38-23/h3-8,11,15-16,18-21,23-24,27-28,30-32,34-35H,9-10H2,1-2H3/b8-5+/t15-,16+,18-,19+,20-,21+,23+,24+,25+,26+/m1/s1

AuxInfo 1/0/N:24,25,1,2,9,3,4,10,13,26,7,5,6,8,19,15,12,17,16,18,14,11,21,20,23,22,37,31,28,33,32,34,27,36,35,38,29,30,39,40/E:(3,4)(6,7)/rA:72cCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;s1d2;s3d4;;d7;s5;w9;s8;s10;;;s13;;s16;s16;s17;s14;s18;s8s13s14;s14s15;s23;;s19;d11;d12;s7s20;s19s21;s6;s16;s17;s18;s22;s23;s26;s11s25;s12s15;s20s21;s1;s2;s3;s4;s7;s9;s10;s13;s13;s14;s15;s16;s17;s18;s19;s20;s21;s24;s24;s24;s25;s25;s25;s26;s26;s31;s32;s33;s34;s35;s36;s37;/rC:8.9248,2.0821,0;7.7637,3.3713,0;9.6717,2.7547,0;8.5107,4.044,0;7.9746,2.3938,0;9.4685,3.7391,0;;.868,-.4979,0;7.2315,1.7246,0;6.2804,2.0335,0;.8674,-1.4979,0;5.5373,1.3643,0;2.6938,-.3126,0;1.736,1.0058,0;3.2858,.5022,0;-1.7802,5.1144,0;-.9186,5.622,0;-1.7772,4.1144,0;-.0451,5.1245,0;.868,1.5137,0;-.9037,3.6169,0;1.736,-.0013,0;2.6938,1.3168,0;3.5598,1.8168,0;1.7326,-2.9984,0;.9414,4.9605,0;.0011,-1.9974,0;5.7453,.3862,0;0,1.0058,0;-.0333,4.1194,0;10.2116,4.4083,0;-3.5021,4.8021,0;-2.0539,6.9537,0;-2.3677,2.467,0;2.545,.5864,0;1.9822,2.9156,0;1.9278,4.7966,0;1.7332,-1.9984,0;4.5862,1.6733,0;-.2595,2.8521,0;9.0281,1.5929,0;7.288,3.5251,0;10.1468,2.5989,0;8.4052,4.5328,0;-.4327,-.2506,0;7.3355,1.2355,0;6.1764,2.5226,0;3.1268,-.5626,0;2.4904,-.7694,0;1.3023,.7571,0;3.6574,.1676,0;-1.9544,5.5831,0;-.5998,6.0072,0;-2.27,4.1992,0;.1222,5.5957,0;1.1901,1.8961,0;-1.2236,3.2326,0;3.3098,2.2498,0;3.8098,1.3838,0;3.9928,2.0668,0;2.2326,-2.9987,0;1.2326,-2.9981,0;1.7323,-3.4984,0;1.0234,5.4538,0;.8594,4.4673,0;10.6871,4.2538,0;-3.8254,5.1835,0;-1.8865,7.4249,0;-2.8596,2.3777,0;2.4928,1.0837,0;1.4849,2.9679,0;2.2455,5.1827,0;

Duplicates ChEBI189515_s0

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189500-0000189749/ChEBI189515_s0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189500-0000189749/ChEBI189515_s0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189500-0000189749/ChEBI189515_s0.sdf

Formula	C₂₆H₃₂O₁₄
MW	568.53
InChIKey	NQXDDVZOWBZZHN-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	72
Number_Heavy_Atoms	40
Number_Rings	4
Number_Bonds	75
Rotat_Bonds	16
Unbranched_Chain	2
Chiral_Centers	10
ONatoms	14
HB_Donor	7
HB_Acceptor	9
OpenEye_HB_Donors	7
OpenEye_HB_Acceptors	10
Lipinski_HB_Donors	7
Lipinski_HB_Acceptors	14
Lipinski_Violations	3
XLogP3	0
XLogP	-1.74
logP	-1.9511
PSA	221.9
MR	131.138
ABS	0.17
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-541.94994
PM7_Total_Energy_ev	-7758.81357
PM7_Electronic_Energy_ev	-73611.61153
PM7_Dipole_Debye	2.97337
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.306
PM7_LUMO_Energy_ev	-0.756
PM7_COSMO_Area_square_ang	525.66
PM7_COSMO_Volue_cubic_ang	635.5
PM7_Electron_Affinity_ev	0.756
PM7_Ionization_Energy_ev	9.306
PM7_Energy_Gap_ev	8.55
PM7_Global_Hardness_ev	4.275
PM7_Global_Softness_ev	0.23391812865497075
PM7_Chemical_Potential_ev	-5.031
PM7_Electronigativity_ev	5.031
PM7_Back_Donation_Energy_ev	-1.06875
PM7_Electrophilicity_ev	2.9603463157894736
OPENEYE_Name	methyl (1~{S},4~{a}~{R},6~{S},7~{R},7~{a}~{R})-4~{a},7-dihydroxy-6-[(~{E})-3-(4-hydroxyphenyl)prop-2-enoyl]oxy-7-methyl-1-[(2~{S},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-1,5,6,7~{a}-tetrahydrocyclopenta[c]pyran-4-carboxylate
SMILES	c1cc(ccc1C=CC(=O)OC2CC3(C(=COC(C3C2(C)O)OC4C(C(C(C(O4)CO)O)O)O)C(=O)OC)O)O
Canonical_SMILES	OC[C@H]1O[C@@H](O[C@@H]2OC=C([C@@]3([C@@H]2[C@@](C)(O)[C@H](C3)OC(=O)/C=C/c2ccc(cc2)O)O)C(=O)OC)[C@@H]([C@H]([C@@H]1O)O)O
InChI	1/C26H32O14/c1-25(34)16(39-17(29)8-5-12-3-6-13(28)7-4-12)9-26(35)14(22(33)36-2)11-37-24(21(25)26)40-23-20(32)19(31)18(30)15(10-27)38-23/h3-8,11,15-16,18-21,23-24,27-28,30-32,34-35H,9-10H2,1-2H3
InChI_3D	1S/C26H32O14/c1-25(34)16(39-17(29)8-5-12-3-6-13(28)7-4-12)9-26(35)14(22(33)36-2)11-37-24(21(25)26)40-23-20(32)19(31)18(30)15(10-27)38-23/h3-8,11,15-16,18-21,23-24,27-28,30-32,34-35H,9-10H2,1-2H3/b8-5+/t15-,16+,18-,19+,20-,21+,23+,24+,25+,26+/m1/s1
AuxInfo	1/0/N:24,25,1,2,9,3,4,10,13,26,7,5,6,8,19,15,12,17,16,18,14,11,21,20,23,22,37,31,28,33,32,34,27,36,35,38,29,30,39,40/E:(3,4)(6,7)/rA:72cCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;s1d2;s3d4;;d7;s5;w9;s8;s10;;;s13;;s16;s16;s17;s14;s18;s8s13s14;s14s15;s23;;s19;d11;d12;s7s20;s19s21;s6;s16;s17;s18;s22;s23;s26;s11s25;s12s15;s20s21;s1;s2;s3;s4;s7;s9;s10;s13;s13;s14;s15;s16;s17;s18;s19;s20;s21;s24;s24;s24;s25;s25;s25;s26;s26;s31;s32;s33;s34;s35;s36;s37;/rC:8.9248,2.0821,0;7.7637,3.3713,0;9.6717,2.7547,0;8.5107,4.044,0;7.9746,2.3938,0;9.4685,3.7391,0;;.868,-.4979,0;7.2315,1.7246,0;6.2804,2.0335,0;.8674,-1.4979,0;5.5373,1.3643,0;2.6938,-.3126,0;1.736,1.0058,0;3.2858,.5022,0;-1.7802,5.1144,0;-.9186,5.622,0;-1.7772,4.1144,0;-.0451,5.1245,0;.868,1.5137,0;-.9037,3.6169,0;1.736,-.0013,0;2.6938,1.3168,0;3.5598,1.8168,0;1.7326,-2.9984,0;.9414,4.9605,0;.0011,-1.9974,0;5.7453,.3862,0;0,1.0058,0;-.0333,4.1194,0;10.2116,4.4083,0;-3.5021,4.8021,0;-2.0539,6.9537,0;-2.3677,2.467,0;2.545,.5864,0;1.9822,2.9156,0;1.9278,4.7966,0;1.7332,-1.9984,0;4.5862,1.6733,0;-.2595,2.8521,0;9.0281,1.5929,0;7.288,3.5251,0;10.1468,2.5989,0;8.4052,4.5328,0;-.4327,-.2506,0;7.3355,1.2355,0;6.1764,2.5226,0;3.1268,-.5626,0;2.4904,-.7694,0;1.3023,.7571,0;3.6574,.1676,0;-1.9544,5.5831,0;-.5998,6.0072,0;-2.27,4.1992,0;.1222,5.5957,0;1.1901,1.8961,0;-1.2236,3.2326,0;3.3098,2.2498,0;3.8098,1.3838,0;3.9928,2.0668,0;2.2326,-2.9987,0;1.2326,-2.9981,0;1.7323,-3.4984,0;1.0234,5.4538,0;.8594,4.4673,0;10.6871,4.2538,0;-3.8254,5.1835,0;-1.8865,7.4249,0;-2.8596,2.3777,0;2.4928,1.0837,0;1.4849,2.9679,0;2.2455,5.1827,0;
Duplicates	ChEBI189515_s0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189500-0000189749/ChEBI189515_s0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189500-0000189749/ChEBI189515_s0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189500-0000189749/ChEBI189515_s0.sdf