CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI191824_s0 (105572)

Formula C₄₂H₄₆O₂₃

MW 918.81

InChIKey CSGSYHAZGDVQGA-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 111

Number_Heavy_Atoms 65

Number_Rings 7

Number_Bonds 117

Rotat_Bonds 27

Unbranched_Chain 2

Chiral_Centers 15

ONatoms 23

HB_Donor 13

HB_Acceptor 15

OpenEye_HB_Donors 13

OpenEye_HB_Acceptors 16

Lipinski_HB_Donors 13

Lipinski_HB_Acceptors 23

Lipinski_Violations 3

XLogP3 0

XLogP -2.14

logP -2.9773

PSA 374.88

MR 214.012

ABS 0.17

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -857.83481

PM7_Total_Energy_ev -12569.09882

PM7_Electronic_Energy_ev -159837.93117

PM7_Dipole_Debye 8.32325

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.105

PM7_LUMO_Energy_ev -0.907

PM7_COSMO_Area_square_ang 721.09

PM7_COSMO_Volue_cubic_ang 1011.54

PM7_Electron_Affinity_ev 0.907

PM7_Ionization_Energy_ev 9.105

PM7_Energy_Gap_ev 8.198

PM7_Global_Hardness_ev 4.099

PM7_Global_Softness_ev 0.2439619419370578

PM7_Chemical_Potential_ev -5.006

PM7_Electronigativity_ev 5.006

PM7_Back_Donation_Energy_ev -1.02475

PM7_Electrophilicity_ev 3.0568475237862893

OPENEYE_Name [(2~{R},3~{S},4~{S},5~{R},6~{S})-2-[(2~{S},3~{R},4~{S},5~{R},6~{R})-4,5-dihydroxy-2-[5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-7-[(2~{R},3~{S},4~{S},5~{R},6~{S})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-chromen-3-yl]oxy-6-(hydroxymethyl)tetrahydropyran-3-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)tetrahydropyran-3-yl] (~{E})-3-(4-hydroxyphenyl)prop-2-enoate

SMILES c1cc(ccc1c2c(c(=O)c3c(o2)cc(cc3O)OC4C(C(C(C(O4)CO)O)O)O)OC5C(C(C(C(O5)CO)O)O)OC6C(C(C(C(O6)CO)O)O)OC(=O)C=Cc7ccc(cc7)O)O

Canonical_SMILES OC[C@H]1O[C@@H](Oc2c(oc3c(c2=O)c(O)cc(c3)O[C@H]2O[C@@H](CO)[C@@H]([C@@H]([C@@H]2O)O)O)c2ccc(cc2)O)[C@@H]([C@H]([C@H]1O)O)O[C@H]1O[C@@H](CO)[C@@H]([C@@H]([C@@H]1OC(=O)/C=C/c1ccc(cc1)O)O)O

InChI 1/C42H46O23/c43-13-23-28(50)32(54)35(57)40(60-23)58-20-11-21(48)27-22(12-20)59-36(17-4-8-19(47)9-5-17)37(31(27)53)64-42-39(34(56)30(52)25(15-45)62-42)65-41-38(33(55)29(51)24(14-44)61-41)63-26(49)10-3-16-1-6-18(46)7-2-16/h1-12,23-25,28-30,32-35,38-48,50-52,54-57H,13-15H2

InChI_3D 1S/C42H46O23/c43-13-23-28(50)32(54)35(57)40(60-23)58-20-11-21(48)27-22(12-20)59-36(17-4-8-19(47)9-5-17)37(31(27)53)64-42-39(34(56)30(52)25(15-45)62-42)65-41-38(33(55)29(51)24(14-44)61-41)63-26(49)10-3-16-1-6-18(46)7-2-16/h1-12,23-25,28-30,32-35,38-48,50-52,54-57H,13-15H2/b10-3+/t23-,24-,25+,28-,29-,30-,32-,33-,34-,35-,38-,39+,40-,41+,42-/m0/s1

AuxInfo 1/0/N:3,4,22,1,2,7,8,5,6,23,10,9,40,41,42,13,11,16,15,17,18,14,34,35,36,24,12,28,29,30,20,25,26,27,31,19,21,32,33,37,38,39,59,60,61,50,49,51,44,55,56,57,43,52,53,54,58,62,45,46,47,48,64,63,65/E:(1,2)(4,5)(6,7)(8,9)/rA:111cCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;;;d1;s2;d3;s4;;;s1d2;;s3d4;d9s12;s5d6;s7d8;s9d10;s10d12;s11;s12;d19s20;s13;w22;s23;;;;s25;s26;s27;s25;s26;s27;s28;s29;s30;s31;s32;s33;s34;s35;s36;d20;d24;s14s19;s34s37;s35s38;s36s39;s15;s16;s18;s25;s26;s27;s28;s29;s30;s31;s40;s41;s42;s17s37;s21s39;s24s32;s33s38;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s22;s23;s25;s26;s27;s28;s29;s30;s31;s32;s33;s34;s35;s36;s37;s38;s39;s40;s40;s41;s41;s42;s42;s49;s50;s51;s52;s53;s54;s55;s56;s57;s58;s59;s60;s61;/rC:4.344,2.5014,0;5.208,.9968,0;2.7063,-10.0848,0;2.4113,-8.3751,0;5.2157,3.002,0;6.0797,1.4974,0;1.7157,-10.2558,0;1.4207,-8.5461,0;.868,1.5138,0;;4.3446,1.5014,0;1.736,-.0012,0;3.049,-9.1454,0;1.7374,1.0057,0;6.088,2.5025,0;1.0679,-9.4873,0;0,1.0057,0;.868,-.4978,0;3.4774,1.0034,0;2.6026,-.5032,0;3.4761,-.0036,0;4.0345,-8.9753,0;4.3799,-8.0369,0;5.3653,-7.8668,0;-3.3584,.3957,0;8.4198,-6.8061,0;4.6855,-4.3418,0;-3.7096,1.332,0;9.0684,-6.0449,0;3.7,-4.1722,0;-2.3728,.226,0;7.4353,-6.6308,0;5.3296,-3.5768,0;-3.0688,2.1065,0;8.7289,-5.0987,0;3.355,-3.2281,0;-1.732,1.0005,0;7.0958,-5.6846,0;4.9846,-2.6326,0;-2.4882,3.7574,0;8.7439,-3.3488,0;1.8423,-4.108,0;2.5998,-1.5032,0;6.0053,-8.6352,0;2.6052,1.5109,0;-2.0768,1.9447,0;7.7409,-4.9138,0;3.9956,-2.4535,0;6.9552,3.0005,0;.0825,-9.6573,0;.8675,-1.4978,0;-3.3479,-1.3543,0;7.8153,-8.4484,0;5.5517,-4.8415,0;-5.2173,.4436,0;10.1845,-7.3928,0;3.7056,-5.9222,0;-1.5038,-.2688,0;-2.1564,4.7007,0;8.7524,-2.3488,0;.9779,-4.6108,0;-.8675,1.5031,0;4.9893,-.8827,0;5.7108,-6.9284,0;6.4536,-4.9181,0;3.9112,2.7518,0;5.2061,.4968,0;3.0269,-10.4686,0;2.5847,-7.9061,0;5.2154,3.502,0;6.5114,1.2451,0;1.5444,-10.7255,0;1.1018,-8.1609,0;.8678,2.0138,0;-.4327,-.2506,0;4.3545,-9.3595,0;4.0599,-7.6527,0;-3.8501,.305,0;8.8514,-7.0585,0;4.5156,-4.812,0;-4.034,1.7125,0;9.5028,-5.7973,0;3.2078,-4.2602,0;-2.5415,-.2447,0;7.434,-7.1308,0;5.7625,-3.3267,0;-3.504,2.3526,0;9.2219,-5.0151,0;3.0316,-2.8468,0;-1.4088,.6191,0;6.6622,-5.9335,0;5.4771,-2.5462,0;-2.9599,3.9233,0;-2.0165,3.5915,0;9.2439,-3.3531,0;8.2439,-3.3445,0;2.0937,-4.5402,0;1.5909,-3.6758,0;6.9563,3.5005,0;-.0902,-10.1265,0;.4343,-1.7476,0;-3.7794,-1.6068,0;8.1353,-8.8326,0;5.5519,-5.3415,0;-5.6525,.6898,0;10.6774,-7.3092,0;3.2734,-6.1736,0;-1.5008,-.7688,0;-2.4819,5.0802,0;9.1876,-2.1025,0;.9795,-5.1108,0;

Duplicates ChEBI191824_s0

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191750-0000191999/ChEBI191824_s0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191750-0000191999/ChEBI191824_s0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191750-0000191999/ChEBI191824_s0.sdf

Formula	C₄₂H₄₆O₂₃
MW	918.81
InChIKey	CSGSYHAZGDVQGA-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	111
Number_Heavy_Atoms	65
Number_Rings	7
Number_Bonds	117
Rotat_Bonds	27
Unbranched_Chain	2
Chiral_Centers	15
ONatoms	23
HB_Donor	13
HB_Acceptor	15
OpenEye_HB_Donors	13
OpenEye_HB_Acceptors	16
Lipinski_HB_Donors	13
Lipinski_HB_Acceptors	23
Lipinski_Violations	3
XLogP3	0
XLogP	-2.14
logP	-2.9773
PSA	374.88
MR	214.012
ABS	0.17
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-857.83481
PM7_Total_Energy_ev	-12569.09882
PM7_Electronic_Energy_ev	-159837.93117
PM7_Dipole_Debye	8.32325
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.105
PM7_LUMO_Energy_ev	-0.907
PM7_COSMO_Area_square_ang	721.09
PM7_COSMO_Volue_cubic_ang	1011.54
PM7_Electron_Affinity_ev	0.907
PM7_Ionization_Energy_ev	9.105
PM7_Energy_Gap_ev	8.198
PM7_Global_Hardness_ev	4.099
PM7_Global_Softness_ev	0.2439619419370578
PM7_Chemical_Potential_ev	-5.006
PM7_Electronigativity_ev	5.006
PM7_Back_Donation_Energy_ev	-1.02475
PM7_Electrophilicity_ev	3.0568475237862893
OPENEYE_Name	[(2~{R},3~{S},4~{S},5~{R},6~{S})-2-[(2~{S},3~{R},4~{S},5~{R},6~{R})-4,5-dihydroxy-2-[5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-7-[(2~{R},3~{S},4~{S},5~{R},6~{S})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-chromen-3-yl]oxy-6-(hydroxymethyl)tetrahydropyran-3-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)tetrahydropyran-3-yl] (~{E})-3-(4-hydroxyphenyl)prop-2-enoate
SMILES	c1cc(ccc1c2c(c(=O)c3c(o2)cc(cc3O)OC4C(C(C(C(O4)CO)O)O)O)OC5C(C(C(C(O5)CO)O)O)OC6C(C(C(C(O6)CO)O)O)OC(=O)C=Cc7ccc(cc7)O)O
Canonical_SMILES	OC[C@H]1O[C@@H](Oc2c(oc3c(c2=O)c(O)cc(c3)O[C@H]2O[C@@H](CO)[C@@H]([C@@H]([C@@H]2O)O)O)c2ccc(cc2)O)[C@@H]([C@H]([C@H]1O)O)O[C@H]1O[C@@H](CO)[C@@H]([C@@H]([C@@H]1OC(=O)/C=C/c1ccc(cc1)O)O)O
InChI	1/C42H46O23/c43-13-23-28(50)32(54)35(57)40(60-23)58-20-11-21(48)27-22(12-20)59-36(17-4-8-19(47)9-5-17)37(31(27)53)64-42-39(34(56)30(52)25(15-45)62-42)65-41-38(33(55)29(51)24(14-44)61-41)63-26(49)10-3-16-1-6-18(46)7-2-16/h1-12,23-25,28-30,32-35,38-48,50-52,54-57H,13-15H2
InChI_3D	1S/C42H46O23/c43-13-23-28(50)32(54)35(57)40(60-23)58-20-11-21(48)27-22(12-20)59-36(17-4-8-19(47)9-5-17)37(31(27)53)64-42-39(34(56)30(52)25(15-45)62-42)65-41-38(33(55)29(51)24(14-44)61-41)63-26(49)10-3-16-1-6-18(46)7-2-16/h1-12,23-25,28-30,32-35,38-48,50-52,54-57H,13-15H2/b10-3+/t23-,24-,25+,28-,29-,30-,32-,33-,34-,35-,38-,39+,40-,41+,42-/m0/s1
AuxInfo	1/0/N:3,4,22,1,2,7,8,5,6,23,10,9,40,41,42,13,11,16,15,17,18,14,34,35,36,24,12,28,29,30,20,25,26,27,31,19,21,32,33,37,38,39,59,60,61,50,49,51,44,55,56,57,43,52,53,54,58,62,45,46,47,48,64,63,65/E:(1,2)(4,5)(6,7)(8,9)/rA:111cCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;;;d1;s2;d3;s4;;;s1d2;;s3d4;d9s12;s5d6;s7d8;s9d10;s10d12;s11;s12;d19s20;s13;w22;s23;;;;s25;s26;s27;s25;s26;s27;s28;s29;s30;s31;s32;s33;s34;s35;s36;d20;d24;s14s19;s34s37;s35s38;s36s39;s15;s16;s18;s25;s26;s27;s28;s29;s30;s31;s40;s41;s42;s17s37;s21s39;s24s32;s33s38;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s22;s23;s25;s26;s27;s28;s29;s30;s31;s32;s33;s34;s35;s36;s37;s38;s39;s40;s40;s41;s41;s42;s42;s49;s50;s51;s52;s53;s54;s55;s56;s57;s58;s59;s60;s61;/rC:4.344,2.5014,0;5.208,.9968,0;2.7063,-10.0848,0;2.4113,-8.3751,0;5.2157,3.002,0;6.0797,1.4974,0;1.7157,-10.2558,0;1.4207,-8.5461,0;.868,1.5138,0;;4.3446,1.5014,0;1.736,-.0012,0;3.049,-9.1454,0;1.7374,1.0057,0;6.088,2.5025,0;1.0679,-9.4873,0;0,1.0057,0;.868,-.4978,0;3.4774,1.0034,0;2.6026,-.5032,0;3.4761,-.0036,0;4.0345,-8.9753,0;4.3799,-8.0369,0;5.3653,-7.8668,0;-3.3584,.3957,0;8.4198,-6.8061,0;4.6855,-4.3418,0;-3.7096,1.332,0;9.0684,-6.0449,0;3.7,-4.1722,0;-2.3728,.226,0;7.4353,-6.6308,0;5.3296,-3.5768,0;-3.0688,2.1065,0;8.7289,-5.0987,0;3.355,-3.2281,0;-1.732,1.0005,0;7.0958,-5.6846,0;4.9846,-2.6326,0;-2.4882,3.7574,0;8.7439,-3.3488,0;1.8423,-4.108,0;2.5998,-1.5032,0;6.0053,-8.6352,0;2.6052,1.5109,0;-2.0768,1.9447,0;7.7409,-4.9138,0;3.9956,-2.4535,0;6.9552,3.0005,0;.0825,-9.6573,0;.8675,-1.4978,0;-3.3479,-1.3543,0;7.8153,-8.4484,0;5.5517,-4.8415,0;-5.2173,.4436,0;10.1845,-7.3928,0;3.7056,-5.9222,0;-1.5038,-.2688,0;-2.1564,4.7007,0;8.7524,-2.3488,0;.9779,-4.6108,0;-.8675,1.5031,0;4.9893,-.8827,0;5.7108,-6.9284,0;6.4536,-4.9181,0;3.9112,2.7518,0;5.2061,.4968,0;3.0269,-10.4686,0;2.5847,-7.9061,0;5.2154,3.502,0;6.5114,1.2451,0;1.5444,-10.7255,0;1.1018,-8.1609,0;.8678,2.0138,0;-.4327,-.2506,0;4.3545,-9.3595,0;4.0599,-7.6527,0;-3.8501,.305,0;8.8514,-7.0585,0;4.5156,-4.812,0;-4.034,1.7125,0;9.5028,-5.7973,0;3.2078,-4.2602,0;-2.5415,-.2447,0;7.434,-7.1308,0;5.7625,-3.3267,0;-3.504,2.3526,0;9.2219,-5.0151,0;3.0316,-2.8468,0;-1.4088,.6191,0;6.6622,-5.9335,0;5.4771,-2.5462,0;-2.9599,3.9233,0;-2.0165,3.5915,0;9.2439,-3.3531,0;8.2439,-3.3445,0;2.0937,-4.5402,0;1.5909,-3.6758,0;6.9563,3.5005,0;-.0902,-10.1265,0;.4343,-1.7476,0;-3.7794,-1.6068,0;8.1353,-8.8326,0;5.5519,-5.3415,0;-5.6525,.6898,0;10.6774,-7.3092,0;3.2734,-6.1736,0;-1.5008,-.7688,0;-2.4819,5.0802,0;9.1876,-2.1025,0;.9795,-5.1108,0;
Duplicates	ChEBI191824_s0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191750-0000191999/ChEBI191824_s0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191750-0000191999/ChEBI191824_s0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191750-0000191999/ChEBI191824_s0.sdf