CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI187323_s0 (101753)

Formula C₂₇H₃₀O₁₂

MW 546.53

InChIKey TYUPIMYFJGMRBG-ZYMSVLFVNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 69

Number_Heavy_Atoms 39

Number_Rings 4

Number_Bonds 72

Rotat_Bonds 13

Unbranched_Chain 2

Chiral_Centers 6

ONatoms 12

HB_Donor 6

HB_Acceptor 8

OpenEye_HB_Donors 6

OpenEye_HB_Acceptors 7

Lipinski_HB_Donors 6

Lipinski_HB_Acceptors 12

Lipinski_Violations 3

XLogP3 0

XLogP 1

logP 1.1624

PSA 192.44

MR 134.484

ABS 0.17

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -444.17661

PM7_Total_Energy_ev -7263.96216

PM7_Electronic_Energy_ev -71506.38802

PM7_Dipole_Debye 2.9902

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.037

PM7_LUMO_Energy_ev -0.612

PM7_COSMO_Area_square_ang 488.37

PM7_COSMO_Volue_cubic_ang 614.18

PM7_Electron_Affinity_ev 0.612

PM7_Ionization_Energy_ev 9.037

PM7_Energy_Gap_ev 8.425

PM7_Global_Hardness_ev 4.2125

PM7_Global_Softness_ev 0.23738872403560832

PM7_Chemical_Potential_ev -4.8245

PM7_Electronigativity_ev 4.8245

PM7_Back_Donation_Energy_ev -1.053125

PM7_Electrophilicity_ev 2.7627062611275965

OPENEYE_Name (2~{R},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-[(4~{S})-4-hydroxy-6-[(~{E})-3-(4-hydroxyphenyl)prop-2-enoyl]-7-methoxy-2,2-dimethyl-chroman-5-yl]oxy-tetrahydropyran-2-carboxylic acid

SMILES c1cc(ccc1C=CC(=O)c2c(cc3c(c2OC4C(C(C(C(O4)C(=O)O)O)O)O)C(CC(O3)(C)C)O)OC)O

Canonical_SMILES COc1cc2OC(C)(C)C[C@@H](c2c(c1C(=O)/C=C/c1ccc(cc1)O)O[C@H]1O[C@@H](C(=O)O)[C@@H]([C@@H]([C@@H]1O)O)O)O

InChI 1/C27H30O12/c1-27(2)11-15(30)19-17(39-27)10-16(36-3)18(14(29)9-6-12-4-7-13(28)8-5-12)23(19)37-26-22(33)20(31)21(32)24(38-26)25(34)35/h4-10,15,20-22,24,26,28,30-33H,11H2,1-3H3,(H,34,35)/f/h34H

InChI_3D 1S/C27H30O12/c1-27(2)11-15(30)19-17(39-27)10-16(36-3)18(14(29)9-6-12-4-7-13(28)8-5-12)23(19)37-26-22(33)20(31)21(32)24(38-26)25(34)35/h4-10,15,20-22,24,26,28,30-33H,11H2,1-3H3,(H,34,35)/b9-6+/t15-,20-,21+,22-,24+,26-/m0/s1

AuxInfo 1/1/N:25,26,27,1,2,13,3,4,14,5,17,6,10,15,18,11,9,7,8,21,20,22,12,19,16,23,24,32,28,34,36,35,37,29,33,39,38,31,30/E:(1,2)(4,5)(7,8)(34,35)/F:25,26,27,1,2,13,3,4,14,5,17,6,10,15,18,11,9,7,8,21,20,22,12,19,16,23,24,32,28,34,36,35,37,33,29,39,38,31,30/E:(1,2)(4,5)(7,8)/rA:69cCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;;s1d2;;;d5s8;s3d4;s5d7;s7d8;s6;w13;s7s14;;;s8s17;s16;s19;s20;s21;s22;s17;s24;s24;;d15;d16;s9s24;s19s23;s10;s16;s18;s20;s21;s22;s12s23;s11s27;s1;s2;s3;s4;s5;s13;s14;s17;s17;s18;s19;s20;s21;s22;s23;s25;s25;s25;s26;s26;s26;s27;s27;s27;s32;s33;s34;s35;s36;s37;/rC:-2.5945,-3.5013,0;-.8595,-3.4987,0;-2.593,-4.5065,0;-.858,-4.5039,0;.868,1.5138,0;-1.7277,-3.0025,0;;1.736,-.0012,0;1.7374,1.0057,0;-1.7248,-5.0129,0;0,1.0057,0;.868,-.4978,0;-1.7292,-2.0025,0;-.8639,-1.5013,0;-.8653,-.5013,0;1.4468,-6.2079,0;3.4761,-.0036,0;2.6026,-.5032,0;1.4374,-4.4579,0;2.4279,-4.6291,0;3.0659,-3.859,0;2.7234,-2.9194,0;1.7329,-2.7483,0;3.4774,1.0034,0;3.8219,1.9422,0;5.2002,.6961,0;-.8705,2.5031,0;-1.732,-.0025,0;.5835,-6.7125,0;2.6052,1.5109,0;1.0848,-3.5166,0;-1.7234,-6.0129,0;2.3155,-6.7032,0;3.2429,-1.2713,0;3.9481,-5.496,0;4.5793,-2.9803,0;3.7079,-2.7443,0;.8671,-2.2478,0;-.8675,1.5031,0;-3.0275,-3.2513,0;-.4272,-3.2475,0;-3.0264,-4.7558,0;-.4239,-4.752,0;.8678,2.0138,0;-2.1625,-1.7531,0;-.4305,-1.7506,0;3.9687,.0821,0;3.6456,-.474,0;2.2803,-.8855,0;.9457,-4.5484,0;2.259,-5.0997,0;3.389,-4.2406,0;2.7221,-2.4194,0;1.9032,-2.2782,0;4.2913,1.7699,0;3.3526,2.1144,0;3.9942,2.4116,0;5.288,1.1883,0;5.1124,.2039,0;5.6924,.6083,0;-.3705,2.5046,0;-1.3705,2.5016,0;-.872,3.0031,0;-2.156,-6.2635,0;2.3182,-7.2032,0;3.7356,-1.186,0;3.9508,-5.996,0;5.0129,-3.2292,0;3.8782,-2.2742,0;

Duplicates ChEBI187323_s0

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000187250-0000187499/ChEBI187323_s0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000187250-0000187499/ChEBI187323_s0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000187250-0000187499/ChEBI187323_s0.sdf

Formula	C₂₇H₃₀O₁₂
MW	546.53
InChIKey	TYUPIMYFJGMRBG-ZYMSVLFVNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	69
Number_Heavy_Atoms	39
Number_Rings	4
Number_Bonds	72
Rotat_Bonds	13
Unbranched_Chain	2
Chiral_Centers	6
ONatoms	12
HB_Donor	6
HB_Acceptor	8
OpenEye_HB_Donors	6
OpenEye_HB_Acceptors	7
Lipinski_HB_Donors	6
Lipinski_HB_Acceptors	12
Lipinski_Violations	3
XLogP3	0
XLogP	1
logP	1.1624
PSA	192.44
MR	134.484
ABS	0.17
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-444.17661
PM7_Total_Energy_ev	-7263.96216
PM7_Electronic_Energy_ev	-71506.38802
PM7_Dipole_Debye	2.9902
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.037
PM7_LUMO_Energy_ev	-0.612
PM7_COSMO_Area_square_ang	488.37
PM7_COSMO_Volue_cubic_ang	614.18
PM7_Electron_Affinity_ev	0.612
PM7_Ionization_Energy_ev	9.037
PM7_Energy_Gap_ev	8.425
PM7_Global_Hardness_ev	4.2125
PM7_Global_Softness_ev	0.23738872403560832
PM7_Chemical_Potential_ev	-4.8245
PM7_Electronigativity_ev	4.8245
PM7_Back_Donation_Energy_ev	-1.053125
PM7_Electrophilicity_ev	2.7627062611275965
OPENEYE_Name	(2~{R},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-[(4~{S})-4-hydroxy-6-[(~{E})-3-(4-hydroxyphenyl)prop-2-enoyl]-7-methoxy-2,2-dimethyl-chroman-5-yl]oxy-tetrahydropyran-2-carboxylic acid
SMILES	c1cc(ccc1C=CC(=O)c2c(cc3c(c2OC4C(C(C(C(O4)C(=O)O)O)O)O)C(CC(O3)(C)C)O)OC)O
Canonical_SMILES	COc1cc2OC(C)(C)C[C@@H](c2c(c1C(=O)/C=C/c1ccc(cc1)O)O[C@H]1O[C@@H](C(=O)O)[C@@H]([C@@H]([C@@H]1O)O)O)O
InChI	1/C27H30O12/c1-27(2)11-15(30)19-17(39-27)10-16(36-3)18(14(29)9-6-12-4-7-13(28)8-5-12)23(19)37-26-22(33)20(31)21(32)24(38-26)25(34)35/h4-10,15,20-22,24,26,28,30-33H,11H2,1-3H3,(H,34,35)/f/h34H
InChI_3D	1S/C27H30O12/c1-27(2)11-15(30)19-17(39-27)10-16(36-3)18(14(29)9-6-12-4-7-13(28)8-5-12)23(19)37-26-22(33)20(31)21(32)24(38-26)25(34)35/h4-10,15,20-22,24,26,28,30-33H,11H2,1-3H3,(H,34,35)/b9-6+/t15-,20-,21+,22-,24+,26-/m0/s1
AuxInfo	1/1/N:25,26,27,1,2,13,3,4,14,5,17,6,10,15,18,11,9,7,8,21,20,22,12,19,16,23,24,32,28,34,36,35,37,29,33,39,38,31,30/E:(1,2)(4,5)(7,8)(34,35)/F:25,26,27,1,2,13,3,4,14,5,17,6,10,15,18,11,9,7,8,21,20,22,12,19,16,23,24,32,28,34,36,35,37,33,29,39,38,31,30/E:(1,2)(4,5)(7,8)/rA:69cCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;;s1d2;;;d5s8;s3d4;s5d7;s7d8;s6;w13;s7s14;;;s8s17;s16;s19;s20;s21;s22;s17;s24;s24;;d15;d16;s9s24;s19s23;s10;s16;s18;s20;s21;s22;s12s23;s11s27;s1;s2;s3;s4;s5;s13;s14;s17;s17;s18;s19;s20;s21;s22;s23;s25;s25;s25;s26;s26;s26;s27;s27;s27;s32;s33;s34;s35;s36;s37;/rC:-2.5945,-3.5013,0;-.8595,-3.4987,0;-2.593,-4.5065,0;-.858,-4.5039,0;.868,1.5138,0;-1.7277,-3.0025,0;;1.736,-.0012,0;1.7374,1.0057,0;-1.7248,-5.0129,0;0,1.0057,0;.868,-.4978,0;-1.7292,-2.0025,0;-.8639,-1.5013,0;-.8653,-.5013,0;1.4468,-6.2079,0;3.4761,-.0036,0;2.6026,-.5032,0;1.4374,-4.4579,0;2.4279,-4.6291,0;3.0659,-3.859,0;2.7234,-2.9194,0;1.7329,-2.7483,0;3.4774,1.0034,0;3.8219,1.9422,0;5.2002,.6961,0;-.8705,2.5031,0;-1.732,-.0025,0;.5835,-6.7125,0;2.6052,1.5109,0;1.0848,-3.5166,0;-1.7234,-6.0129,0;2.3155,-6.7032,0;3.2429,-1.2713,0;3.9481,-5.496,0;4.5793,-2.9803,0;3.7079,-2.7443,0;.8671,-2.2478,0;-.8675,1.5031,0;-3.0275,-3.2513,0;-.4272,-3.2475,0;-3.0264,-4.7558,0;-.4239,-4.752,0;.8678,2.0138,0;-2.1625,-1.7531,0;-.4305,-1.7506,0;3.9687,.0821,0;3.6456,-.474,0;2.2803,-.8855,0;.9457,-4.5484,0;2.259,-5.0997,0;3.389,-4.2406,0;2.7221,-2.4194,0;1.9032,-2.2782,0;4.2913,1.7699,0;3.3526,2.1144,0;3.9942,2.4116,0;5.288,1.1883,0;5.1124,.2039,0;5.6924,.6083,0;-.3705,2.5046,0;-1.3705,2.5016,0;-.872,3.0031,0;-2.156,-6.2635,0;2.3182,-7.2032,0;3.7356,-1.186,0;3.9508,-5.996,0;5.0129,-3.2292,0;3.8782,-2.2742,0;
Duplicates	ChEBI187323_s0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000187250-0000187499/ChEBI187323_s0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000187250-0000187499/ChEBI187323_s0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000187250-0000187499/ChEBI187323_s0.sdf