CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI185227_s0 (99881)

Formula C₂₇H₂₈O₁₆

MW 608.51

InChIKey MKGZGCPBKPSTST-YLHGWYNBNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 71

Number_Heavy_Atoms 43

Number_Rings 5

Number_Bonds 75

Rotat_Bonds 15

Unbranched_Chain 1

Chiral_Centers 10

ONatoms 16

HB_Donor 9

HB_Acceptor 11

OpenEye_HB_Donors 9

OpenEye_HB_Acceptors 10

Lipinski_HB_Donors 9

Lipinski_HB_Acceptors 16

Lipinski_Violations 3

XLogP3 0

XLogP -1.85

logP -1.6515

PSA 266.27

MR 139.705

ABS 0.17

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -597.51273

PM7_Total_Energy_ev -8417.93029

PM7_Electronic_Energy_ev -81598.61522

PM7_Dipole_Debye 3.36941

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.155

PM7_LUMO_Energy_ev -0.878

PM7_COSMO_Area_square_ang 515.51

PM7_COSMO_Volue_cubic_ang 649.95

PM7_Electron_Affinity_ev 0.878

PM7_Ionization_Energy_ev 9.155

PM7_Energy_Gap_ev 8.277

PM7_Global_Hardness_ev 4.1385

PM7_Global_Softness_ev 0.24163344206838228

PM7_Chemical_Potential_ev -5.0165

PM7_Electronigativity_ev 5.0165

PM7_Back_Donation_Energy_ev -1.034625

PM7_Electrophilicity_ev 3.0403856771777216

OPENEYE_Name (2~{R},3~{R},4~{S},5~{S},6~{S})-3,4,5-trihydroxy-6-[5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-3-[(2~{S},3~{S},4~{S},5~{R},6~{R})-3,4,5-trihydroxy-6-methyl-tetrahydropyran-2-yl]oxy-chromen-7-yl]oxy-tetrahydropyran-2-carboxylic acid

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

Canonical_SMILES Oc1ccc(cc1)c1oc2cc(O[C@@H]3O[C@@H](C(=O)O)[C@@H]([C@@H]([C@@H]3O)O)O)cc(c2c(=O)c1O[C@@H]1O[C@H](C)[C@@H]([C@@H]([C@@H]1O)O)O)O

InChI 1/C27H28O16/c1-8-15(30)17(32)20(35)26(39-8)42-23-16(31)14-12(29)6-11(7-13(14)41-22(23)9-2-4-10(28)5-3-9)40-27-21(36)18(33)19(34)24(43-27)25(37)38/h2-8,15,17-21,24,26-30,32-36H,1H3,(H,37,38)/f/h37H

InChI_3D 1S/C27H28O16/c1-8-15(30)17(32)20(35)26(39-8)42-23-16(31)14-12(29)6-11(7-13(14)41-22(23)9-2-4-10(28)5-3-9)40-27-21(36)18(33)19(34)24(43-27)25(37)38/h2-8,15,17-21,24,26-30,32-36H,1H3,(H,37,38)/t8-,15+,17+,18+,19-,20+,21+,24-,26+,27-/m1/s1

AuxInfo 1/1/N:27,1,2,3,4,6,5,24,7,10,11,12,9,8,21,14,20,19,18,23,22,13,15,17,16,26,25,33,34,39,28,38,37,36,41,40,29,35,32,42,30,43,31/E:(2,3)(4,5)(37,38)/F:27,1,2,3,4,6,5,24,7,10,11,12,9,8,21,14,20,19,18,23,22,13,15,17,16,26,25,33,34,39,28,38,37,36,41,40,35,29,32,42,30,43,31/E:(2,3)(4,5)/rA:71cCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;;;s1d2;;d5s8;s3d4;s5d6;s6d8;s7;s8;d13s14;;s16;s17;s18;;s20;s19;s20;s21;s22;s23;s24;d14;d16;s9s13;s17s25;s24s26;s10;s12;s16;s18;s19;s20;s21;s22;s23;s11s25;s15s26;s1;s2;s3;s4;s5;s6;s17;s18;s19;s20;s21;s22;s23;s24;s25;s26;s27;s27;s27;s33;s34;s35;s36;s37;s38;s39;s40;s41;/rC:4.344,2.5014,0;5.208,.9968,0;5.2157,3.002,0;6.0797,1.4974,0;.868,1.5138,0;;4.3446,1.5014,0;1.736,-.0012,0;1.7374,1.0057,0;6.088,2.5025,0;0,1.0057,0;.868,-.4978,0;3.4774,1.0034,0;2.6026,-.5032,0;3.4761,-.0036,0;-2.737,3.0499,0;-3.0688,2.1065,0;-3.7096,1.332,0;-3.3584,.3957,0;5.2766,-3.5934,0;6.263,-3.4291,0;-2.3728,.226,0;4.6366,-2.8249,0;6.613,-2.4868,0;-1.732,1.0005,0;4.9866,-1.8826,0;7.752,-1.1582,0;2.5998,-1.5032,0;-1.7542,3.2342,0;2.6052,1.5109,0;-2.0768,1.9447,0;5.9766,-1.7088,0;6.9552,3.0005,0;.8675,-1.4978,0;-3.3881,3.8089,0;-5.2173,.4436,0;-3.3479,-1.3543,0;3.7561,-4.4598,0;6.248,-5.179,0;-1.5038,-.2688,0;3.7734,-2.3201,0;-.8675,1.5031,0;4.9893,-.8827,0;3.9112,2.7518,0;5.2061,.4968,0;5.2154,3.502,0;6.5114,1.2451,0;.8678,2.0138,0;-.4327,-.2506,0;-3.504,2.3526,0;-4.034,1.7125,0;-3.8501,.305,0;5.444,-4.0645,0;6.7547,-3.5197,0;-2.5415,-.2447,0;4.3134,-3.2064,0;7.0439,-2.7405,0;-1.4088,.6191,0;4.4946,-1.7935,0;7.3724,-.8328,0;8.0774,-.7786,0;8.1316,-1.4836,0;6.9563,3.5005,0;1.3004,-1.748,0;-3.2222,4.2806,0;-5.6525,.6898,0;-3.7794,-1.6068,0;3.7533,-4.9598,0;6.6789,-5.4327,0;-1.5008,-.7688,0;3.339,-2.5676,0;

Duplicates ChEBI185227_s0

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185000-0000185249/ChEBI185227_s0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185000-0000185249/ChEBI185227_s0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185000-0000185249/ChEBI185227_s0.sdf

Formula	C₂₇H₂₈O₁₆
MW	608.51
InChIKey	MKGZGCPBKPSTST-YLHGWYNBNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	71
Number_Heavy_Atoms	43
Number_Rings	5
Number_Bonds	75
Rotat_Bonds	15
Unbranched_Chain	1
Chiral_Centers	10
ONatoms	16
HB_Donor	9
HB_Acceptor	11
OpenEye_HB_Donors	9
OpenEye_HB_Acceptors	10
Lipinski_HB_Donors	9
Lipinski_HB_Acceptors	16
Lipinski_Violations	3
XLogP3	0
XLogP	-1.85
logP	-1.6515
PSA	266.27
MR	139.705
ABS	0.17
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-597.51273
PM7_Total_Energy_ev	-8417.93029
PM7_Electronic_Energy_ev	-81598.61522
PM7_Dipole_Debye	3.36941
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.155
PM7_LUMO_Energy_ev	-0.878
PM7_COSMO_Area_square_ang	515.51
PM7_COSMO_Volue_cubic_ang	649.95
PM7_Electron_Affinity_ev	0.878
PM7_Ionization_Energy_ev	9.155
PM7_Energy_Gap_ev	8.277
PM7_Global_Hardness_ev	4.1385
PM7_Global_Softness_ev	0.24163344206838228
PM7_Chemical_Potential_ev	-5.0165
PM7_Electronigativity_ev	5.0165
PM7_Back_Donation_Energy_ev	-1.034625
PM7_Electrophilicity_ev	3.0403856771777216
OPENEYE_Name	(2~{R},3~{R},4~{S},5~{S},6~{S})-3,4,5-trihydroxy-6-[5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-3-[(2~{S},3~{S},4~{S},5~{R},6~{R})-3,4,5-trihydroxy-6-methyl-tetrahydropyran-2-yl]oxy-chromen-7-yl]oxy-tetrahydropyran-2-carboxylic acid
SMILES	c1cc(ccc1c2c(c(=O)c3c(o2)cc(cc3O)OC4C(C(C(C(O4)C(=O)O)O)O)O)OC5C(C(C(C(O5)C)O)O)O)O
Canonical_SMILES	Oc1ccc(cc1)c1oc2cc(O[C@@H]3O[C@@H](C(=O)O)[C@@H]([C@@H]([C@@H]3O)O)O)cc(c2c(=O)c1O[C@@H]1O[C@H](C)[C@@H]([C@@H]([C@@H]1O)O)O)O
InChI	1/C27H28O16/c1-8-15(30)17(32)20(35)26(39-8)42-23-16(31)14-12(29)6-11(7-13(14)41-22(23)9-2-4-10(28)5-3-9)40-27-21(36)18(33)19(34)24(43-27)25(37)38/h2-8,15,17-21,24,26-30,32-36H,1H3,(H,37,38)/f/h37H
InChI_3D	1S/C27H28O16/c1-8-15(30)17(32)20(35)26(39-8)42-23-16(31)14-12(29)6-11(7-13(14)41-22(23)9-2-4-10(28)5-3-9)40-27-21(36)18(33)19(34)24(43-27)25(37)38/h2-8,15,17-21,24,26-30,32-36H,1H3,(H,37,38)/t8-,15+,17+,18+,19-,20+,21+,24-,26+,27-/m1/s1
AuxInfo	1/1/N:27,1,2,3,4,6,5,24,7,10,11,12,9,8,21,14,20,19,18,23,22,13,15,17,16,26,25,33,34,39,28,38,37,36,41,40,29,35,32,42,30,43,31/E:(2,3)(4,5)(37,38)/F:27,1,2,3,4,6,5,24,7,10,11,12,9,8,21,14,20,19,18,23,22,13,15,17,16,26,25,33,34,39,28,38,37,36,41,40,35,29,32,42,30,43,31/E:(2,3)(4,5)/rA:71cCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;;;s1d2;;d5s8;s3d4;s5d6;s6d8;s7;s8;d13s14;;s16;s17;s18;;s20;s19;s20;s21;s22;s23;s24;d14;d16;s9s13;s17s25;s24s26;s10;s12;s16;s18;s19;s20;s21;s22;s23;s11s25;s15s26;s1;s2;s3;s4;s5;s6;s17;s18;s19;s20;s21;s22;s23;s24;s25;s26;s27;s27;s27;s33;s34;s35;s36;s37;s38;s39;s40;s41;/rC:4.344,2.5014,0;5.208,.9968,0;5.2157,3.002,0;6.0797,1.4974,0;.868,1.5138,0;;4.3446,1.5014,0;1.736,-.0012,0;1.7374,1.0057,0;6.088,2.5025,0;0,1.0057,0;.868,-.4978,0;3.4774,1.0034,0;2.6026,-.5032,0;3.4761,-.0036,0;-2.737,3.0499,0;-3.0688,2.1065,0;-3.7096,1.332,0;-3.3584,.3957,0;5.2766,-3.5934,0;6.263,-3.4291,0;-2.3728,.226,0;4.6366,-2.8249,0;6.613,-2.4868,0;-1.732,1.0005,0;4.9866,-1.8826,0;7.752,-1.1582,0;2.5998,-1.5032,0;-1.7542,3.2342,0;2.6052,1.5109,0;-2.0768,1.9447,0;5.9766,-1.7088,0;6.9552,3.0005,0;.8675,-1.4978,0;-3.3881,3.8089,0;-5.2173,.4436,0;-3.3479,-1.3543,0;3.7561,-4.4598,0;6.248,-5.179,0;-1.5038,-.2688,0;3.7734,-2.3201,0;-.8675,1.5031,0;4.9893,-.8827,0;3.9112,2.7518,0;5.2061,.4968,0;5.2154,3.502,0;6.5114,1.2451,0;.8678,2.0138,0;-.4327,-.2506,0;-3.504,2.3526,0;-4.034,1.7125,0;-3.8501,.305,0;5.444,-4.0645,0;6.7547,-3.5197,0;-2.5415,-.2447,0;4.3134,-3.2064,0;7.0439,-2.7405,0;-1.4088,.6191,0;4.4946,-1.7935,0;7.3724,-.8328,0;8.0774,-.7786,0;8.1316,-1.4836,0;6.9563,3.5005,0;1.3004,-1.748,0;-3.2222,4.2806,0;-5.6525,.6898,0;-3.7794,-1.6068,0;3.7533,-4.9598,0;6.6789,-5.4327,0;-1.5008,-.7688,0;3.339,-2.5676,0;
Duplicates	ChEBI185227_s0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185000-0000185249/ChEBI185227_s0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185000-0000185249/ChEBI185227_s0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185000-0000185249/ChEBI185227_s0.sdf