CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI185141_s0 (99803)

Formula C₃₃H₄₀O₁₆

MW 692.67

InChIKey OKSDRSVOPASNHO-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 89

Number_Heavy_Atoms 49

Number_Rings 5

Number_Bonds 93

Rotat_Bonds 19

Unbranched_Chain 2

Chiral_Centers 10

ONatoms 16

HB_Donor 9

HB_Acceptor 10

OpenEye_HB_Donors 9

OpenEye_HB_Acceptors 11

Lipinski_HB_Donors 9

Lipinski_HB_Acceptors 16

Lipinski_Violations 3

XLogP3 0

XLogP -0.94

logP -0.9597

PSA 258.43

MR 168.445

ABS 0.17

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -599.76968

PM7_Total_Energy_ev -9316.28142

PM7_Electronic_Energy_ev -102005.27189

PM7_Dipole_Debye 7.13728

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.073

PM7_LUMO_Energy_ev -0.934

PM7_COSMO_Area_square_ang 607.09

PM7_COSMO_Volue_cubic_ang 784.94

PM7_Electron_Affinity_ev 0.934

PM7_Ionization_Energy_ev 9.073

PM7_Energy_Gap_ev 8.139

PM7_Global_Hardness_ev 4.0695

PM7_Global_Softness_ev 0.24573043371421552

PM7_Chemical_Potential_ev -5.0035

PM7_Electronigativity_ev 5.0035

PM7_Back_Donation_Energy_ev -1.017375

PM7_Electrophilicity_ev 3.075932209116599

OPENEYE_Name 5-hydroxy-2-(4-methoxyphenyl)-8-(3-methylbut-2-enyl)-7-[(2~{S},3~{S},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-3-[(2~{R},3~{S},4~{S},5~{R},6~{S})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-chromen-4-one

SMILES c1cc(ccc1c2c(c(=O)c3c(o2)c(c(cc3O)OC4C(C(C(C(O4)CO)O)O)O)CC=C(C)C)OC5C(C(C(C(O5)CO)O)O)O)OC

Canonical_SMILES COc1ccc(cc1)c1oc2c(CC=C(C)C)c(O[C@@H]3O[C@H](CO)[C@H]([C@@H]([C@@H]3O)O)O)cc(c2c(=O)c1O[C@H]1O[C@@H](CO)[C@@H]([C@@H]([C@@H]1O)O)O)O

InChI 1/C33H40O16/c1-13(2)4-9-16-18(45-32-27(42)25(40)22(37)19(11-34)46-32)10-17(36)21-24(39)31(49-33-28(43)26(41)23(38)20(12-35)47-33)29(48-30(16)21)14-5-7-15(44-3)8-6-14/h4-8,10,19-20,22-23,25-28,32-38,40-43H,9,11-12H2,1-3H3

InChI_3D 1S/C33H40O16/c1-13(2)4-9-16-18(45-32-27(42)25(40)22(37)19(11-34)46-32)10-17(36)21-24(39)31(49-33-28(43)26(41)23(38)20(12-35)47-33)29(48-30(16)21)14-5-7-15(44-3)8-6-14/h4-8,10,19-20,22-23,25-28,32-38,40-43H,9,11-12H2,1-3H3/t19-,20+,22-,23+,25+,26+,27+,28+,32-,33-/m1/s1

AuxInfo 1/0/N:28,29,30,16,1,2,3,4,31,5,32,33,17,6,10,8,11,12,24,25,7,20,21,14,18,19,22,23,13,9,15,26,27,45,46,38,41,42,34,39,40,43,44,48,47,36,37,35,49/E:(1,2)(5,6)(7,8)/rA:89cCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;;s1d2;;;d7s8;s3d4;d5s7;s5d8;s6;s7;d13s14;;d16;;;s18;s19;s18;s19;s20;s21;s22;s23;s17;s17;;s8s16;s24;s25;d14;s9s13;s24s26;s25s27;s11;s18;s19;s20;s21;s22;s23;s32;s33;s12s26;s10s30;s15s27;s1;s2;s3;s4;s5;s16;s18;s19;s20;s21;s22;s23;s24;s25;s26;s27;s28;s28;s28;s29;s29;s29;s30;s30;s30;s31;s31;s32;s32;s33;s33;s38;s39;s40;s41;s42;s43;s44;s45;s46;/rC:5.208,.9968,0;4.344,2.5014,0;6.0797,1.4974,0;5.2157,3.002,0;;4.3446,1.5014,0;1.736,-.0012,0;.868,1.5138,0;1.7374,1.0057,0;6.088,2.5025,0;.868,-.4978,0;0,1.0057,0;3.4774,1.0034,0;2.6026,-.5032,0;3.4761,-.0036,0;.8673,3.5138,0;1.7331,4.0141,0;-3.3584,.3957,0;5.2766,-3.5934,0;-3.7096,1.332,0;6.263,-3.4291,0;-2.3728,.226,0;4.6366,-2.8249,0;-3.0688,2.1065,0;6.613,-2.4868,0;-1.732,1.0005,0;4.9866,-1.8826,0;1.7328,5.0141,0;2.5993,3.5144,0;7.82,2.4985,0;.8676,2.5138,0;-2.4882,3.7574,0;7.752,-1.1582,0;2.5998,-1.5032,0;2.6052,1.5109,0;-2.0768,1.9447,0;5.9766,-1.7088,0;.8675,-1.4978,0;-3.3479,-1.3543,0;3.7561,-4.4598,0;-5.2173,.4436,0;6.248,-5.179,0;-1.5038,-.2688,0;3.7734,-2.3201,0;-2.1564,4.7007,0;8.4028,-.3989,0;-.8675,1.5031,0;6.9552,3.0005,0;4.9893,-.8827,0;5.2061,.4968,0;3.9112,2.7518,0;6.5114,1.2451,0;5.2154,3.502,0;-.4327,-.2506,0;.4342,3.7636,0;-3.8501,.305,0;5.444,-4.0645,0;-4.034,1.7125,0;6.7547,-3.5197,0;-2.5415,-.2447,0;4.3134,-3.2064,0;-3.504,2.3526,0;7.0439,-2.7405,0;-1.4088,.6191,0;4.4946,-1.7935,0;1.2328,5.0139,0;2.2328,5.0143,0;1.7326,5.5141,0;2.8492,3.9475,0;2.3495,3.0813,0;3.0324,3.2646,0;7.569,2.066,0;8.071,2.9309,0;8.2525,2.2475,0;.3676,2.5136,0;1.3676,2.514,0;-2.9599,3.9233,0;-2.0165,3.5915,0;8.1316,-1.4836,0;7.3724,-.8328,0;1.3004,-1.748,0;-3.7794,-1.6068,0;3.7533,-4.9598,0;-5.6525,.6898,0;6.6789,-5.4327,0;-1.5008,-.7688,0;3.339,-2.5676,0;-2.4819,5.0802,0;8.8943,-.491,0;

Duplicates ChEBI185141_s0

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185000-0000185249/ChEBI185141_s0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185000-0000185249/ChEBI185141_s0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185000-0000185249/ChEBI185141_s0.sdf

Formula	C₃₃H₄₀O₁₆
MW	692.67
InChIKey	OKSDRSVOPASNHO-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	89
Number_Heavy_Atoms	49
Number_Rings	5
Number_Bonds	93
Rotat_Bonds	19
Unbranched_Chain	2
Chiral_Centers	10
ONatoms	16
HB_Donor	9
HB_Acceptor	10
OpenEye_HB_Donors	9
OpenEye_HB_Acceptors	11
Lipinski_HB_Donors	9
Lipinski_HB_Acceptors	16
Lipinski_Violations	3
XLogP3	0
XLogP	-0.94
logP	-0.9597
PSA	258.43
MR	168.445
ABS	0.17
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-599.76968
PM7_Total_Energy_ev	-9316.28142
PM7_Electronic_Energy_ev	-102005.27189
PM7_Dipole_Debye	7.13728
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.073
PM7_LUMO_Energy_ev	-0.934
PM7_COSMO_Area_square_ang	607.09
PM7_COSMO_Volue_cubic_ang	784.94
PM7_Electron_Affinity_ev	0.934
PM7_Ionization_Energy_ev	9.073
PM7_Energy_Gap_ev	8.139
PM7_Global_Hardness_ev	4.0695
PM7_Global_Softness_ev	0.24573043371421552
PM7_Chemical_Potential_ev	-5.0035
PM7_Electronigativity_ev	5.0035
PM7_Back_Donation_Energy_ev	-1.017375
PM7_Electrophilicity_ev	3.075932209116599
OPENEYE_Name	5-hydroxy-2-(4-methoxyphenyl)-8-(3-methylbut-2-enyl)-7-[(2~{S},3~{S},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-3-[(2~{R},3~{S},4~{S},5~{R},6~{S})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-chromen-4-one
SMILES	c1cc(ccc1c2c(c(=O)c3c(o2)c(c(cc3O)OC4C(C(C(C(O4)CO)O)O)O)CC=C(C)C)OC5C(C(C(C(O5)CO)O)O)O)OC
Canonical_SMILES	COc1ccc(cc1)c1oc2c(CC=C(C)C)c(O[C@@H]3O[C@H](CO)[C@H]([C@@H]([C@@H]3O)O)O)cc(c2c(=O)c1O[C@H]1O[C@@H](CO)[C@@H]([C@@H]([C@@H]1O)O)O)O
InChI	1/C33H40O16/c1-13(2)4-9-16-18(45-32-27(42)25(40)22(37)19(11-34)46-32)10-17(36)21-24(39)31(49-33-28(43)26(41)23(38)20(12-35)47-33)29(48-30(16)21)14-5-7-15(44-3)8-6-14/h4-8,10,19-20,22-23,25-28,32-38,40-43H,9,11-12H2,1-3H3
InChI_3D	1S/C33H40O16/c1-13(2)4-9-16-18(45-32-27(42)25(40)22(37)19(11-34)46-32)10-17(36)21-24(39)31(49-33-28(43)26(41)23(38)20(12-35)47-33)29(48-30(16)21)14-5-7-15(44-3)8-6-14/h4-8,10,19-20,22-23,25-28,32-38,40-43H,9,11-12H2,1-3H3/t19-,20+,22-,23+,25+,26+,27+,28+,32-,33-/m1/s1
AuxInfo	1/0/N:28,29,30,16,1,2,3,4,31,5,32,33,17,6,10,8,11,12,24,25,7,20,21,14,18,19,22,23,13,9,15,26,27,45,46,38,41,42,34,39,40,43,44,48,47,36,37,35,49/E:(1,2)(5,6)(7,8)/rA:89cCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;;s1d2;;;d7s8;s3d4;d5s7;s5d8;s6;s7;d13s14;;d16;;;s18;s19;s18;s19;s20;s21;s22;s23;s17;s17;;s8s16;s24;s25;d14;s9s13;s24s26;s25s27;s11;s18;s19;s20;s21;s22;s23;s32;s33;s12s26;s10s30;s15s27;s1;s2;s3;s4;s5;s16;s18;s19;s20;s21;s22;s23;s24;s25;s26;s27;s28;s28;s28;s29;s29;s29;s30;s30;s30;s31;s31;s32;s32;s33;s33;s38;s39;s40;s41;s42;s43;s44;s45;s46;/rC:5.208,.9968,0;4.344,2.5014,0;6.0797,1.4974,0;5.2157,3.002,0;;4.3446,1.5014,0;1.736,-.0012,0;.868,1.5138,0;1.7374,1.0057,0;6.088,2.5025,0;.868,-.4978,0;0,1.0057,0;3.4774,1.0034,0;2.6026,-.5032,0;3.4761,-.0036,0;.8673,3.5138,0;1.7331,4.0141,0;-3.3584,.3957,0;5.2766,-3.5934,0;-3.7096,1.332,0;6.263,-3.4291,0;-2.3728,.226,0;4.6366,-2.8249,0;-3.0688,2.1065,0;6.613,-2.4868,0;-1.732,1.0005,0;4.9866,-1.8826,0;1.7328,5.0141,0;2.5993,3.5144,0;7.82,2.4985,0;.8676,2.5138,0;-2.4882,3.7574,0;7.752,-1.1582,0;2.5998,-1.5032,0;2.6052,1.5109,0;-2.0768,1.9447,0;5.9766,-1.7088,0;.8675,-1.4978,0;-3.3479,-1.3543,0;3.7561,-4.4598,0;-5.2173,.4436,0;6.248,-5.179,0;-1.5038,-.2688,0;3.7734,-2.3201,0;-2.1564,4.7007,0;8.4028,-.3989,0;-.8675,1.5031,0;6.9552,3.0005,0;4.9893,-.8827,0;5.2061,.4968,0;3.9112,2.7518,0;6.5114,1.2451,0;5.2154,3.502,0;-.4327,-.2506,0;.4342,3.7636,0;-3.8501,.305,0;5.444,-4.0645,0;-4.034,1.7125,0;6.7547,-3.5197,0;-2.5415,-.2447,0;4.3134,-3.2064,0;-3.504,2.3526,0;7.0439,-2.7405,0;-1.4088,.6191,0;4.4946,-1.7935,0;1.2328,5.0139,0;2.2328,5.0143,0;1.7326,5.5141,0;2.8492,3.9475,0;2.3495,3.0813,0;3.0324,3.2646,0;7.569,2.066,0;8.071,2.9309,0;8.2525,2.2475,0;.3676,2.5136,0;1.3676,2.514,0;-2.9599,3.9233,0;-2.0165,3.5915,0;8.1316,-1.4836,0;7.3724,-.8328,0;1.3004,-1.748,0;-3.7794,-1.6068,0;3.7533,-4.9598,0;-5.6525,.6898,0;6.6789,-5.4327,0;-1.5008,-.7688,0;3.339,-2.5676,0;-2.4819,5.0802,0;8.8943,-.491,0;
Duplicates	ChEBI185141_s0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185000-0000185249/ChEBI185141_s0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185000-0000185249/ChEBI185141_s0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185000-0000185249/ChEBI185141_s0.sdf