CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI185684_s0 (100284)

Formula C₂₇H₂₈O₁₆

MW 608.51

InChIKey LGNDKUZRDZHZIP-GLAYEKRENA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 71

Number_Heavy_Atoms 43

Number_Rings 5

Number_Bonds 75

Rotat_Bonds 16

Unbranched_Chain 2

Chiral_Centers 10

ONatoms 16

HB_Donor 10

HB_Acceptor 12

OpenEye_HB_Donors 10

OpenEye_HB_Acceptors 11

Lipinski_HB_Donors 10

Lipinski_HB_Acceptors 16

Lipinski_Violations 3

XLogP3 0

XLogP -2.91

logP -2.3429

PSA 277.27

MR 139.34

ABS 0.17

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -608.21972

PM7_Total_Energy_ev -8418.172

PM7_Electronic_Energy_ev -83104.46414

PM7_Dipole_Debye 7.45708

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.438

PM7_LUMO_Energy_ev -1.092

PM7_COSMO_Area_square_ang 509.53

PM7_COSMO_Volue_cubic_ang 627.46

PM7_Electron_Affinity_ev 1.092

PM7_Ionization_Energy_ev 9.438

PM7_Energy_Gap_ev 8.346

PM7_Global_Hardness_ev 4.173

PM7_Global_Softness_ev 0.23963575365444525

PM7_Chemical_Potential_ev -5.265

PM7_Electronigativity_ev 5.265

PM7_Back_Donation_Energy_ev -1.04325

PM7_Electrophilicity_ev 3.3213785046728974

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

SMILES c1cc(ccc1c2cc(=O)c3c(o2)cc(c(c3O)C4C(C(C(C(O4)CO)O)O)O)OC5C(C(C(C(O5)C(=O)O)O)O)O)O

Canonical_SMILES OC[C@H]1O[C@@H]([C@H]([C@@H]([C@@H]1O)O)O)c1c(O[C@H]2O[C@@H](C(=O)O)[C@@H]([C@@H]([C@@H]2O)O)O)cc2c(c1O)c(=O)cc(o2)c1ccc(cc1)O

InChI 1/C27H28O16/c28-7-14-17(31)19(33)21(35)24(41-14)16-13(42-27-23(37)20(34)22(36)25(43-27)26(38)39)6-12-15(18(16)32)10(30)5-11(40-12)8-1-3-9(29)4-2-8/h1-6,14,17,19-25,27-29,31-37H,7H2,(H,38,39)/f/h38H

InChI_3D 1S/C27H28O16/c28-7-14-17(31)19(33)21(35)24(41-14)16-13(42-27-23(37)20(34)22(36)25(43-27)26(38)39)6-12-15(18(16)32)10(30)5-11(40-12)8-1-3-9(29)4-2-8/h1-6,14,17,19-25,27-29,31-37H,7H2,(H,38,39)/t14-,17-,19-,20+,21+,22-,23+,24-,25-,27+/m1/s1

AuxInfo 1/1/N:1,2,3,4,13,5,27,6,10,15,14,9,11,25,7,8,23,12,21,22,19,20,24,17,18,16,26,42,33,28,40,34,38,39,36,37,41,29,35,30,31,43,32/E:(1,2)(3,4)(38,39)/F:1,2,3,4,13,5,27,6,10,15,14,9,11,25,7,8,23,12,21,22,19,20,24,17,18,16,26,42,33,28,40,34,38,39,36,37,41,35,29,30,31,43,32/E:(1,2)(3,4)/rA:71cCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;;s1d2;;;d5s7;s3d4;s5d8;d7s8;;s6d13;s7s13;;s8;s16;s17;s18;s19;s20;s21;s22;s23;s24;s25;d15;d16;s9s14;s17s25;s18s26;s10;s12;s16;s19;s20;s21;s22;s23;s24;s27;s11s26;s1;s2;s3;s4;s5;s13;s17;s18;s19;s20;s21;s22;s23;s24;s25;s26;s27;s27;s33;s34;s35;s36;s37;s38;s39;s40;s41;s42;/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;3.4761,-.0036,0;3.4774,1.0034,0;2.6026,-.5032,0;2.2612,4.7462,0;-1.5143,-.8772,0;.7535,3.8578,0;-1.8576,.0676,0;.4031,4.8,0;-2.8428,.2389,0;-.5834,4.9639,0;-3.4883,-.525,0;-1.2231,4.1953,0;-3.145,-1.4697,0;-.8728,3.2531,0;-3.1528,-3.2197,0;2.5998,-1.5032,0;3.1316,4.254,0;2.6052,1.5109,0;-2.1562,-1.6506,0;.1173,3.0796,0;6.9552,3.0005,0;.8675,-1.4978,0;2.2523,5.7462,0;-1.8601,1.8176,0;.3876,6.5499,0;-4.3571,1.1161,0;-2.1041,5.8299,0;-5.0051,-1.3977,0;-2.7334,3.3112,0;-3.1572,-4.2197,0;-.8675,1.5031,0;3.9112,2.7518,0;5.2061,.4968,0;5.2154,3.502,0;6.5114,1.2451,0;.8678,2.0138,0;3.9084,-.2548,0;-1.1916,-1.2591,0;1.079,3.4783,0;-1.3652,.1546,0;.8948,4.8907,0;-2.672,.7088,0;-.4161,5.4351,0;-3.8087,-.1412,0;-1.5464,4.5767,0;-3.6376,-1.5553,0;-1.3647,3.1638,0;-2.6528,-3.222,0;-3.6527,-3.2175,0;6.9563,3.5005,0;1.3004,-1.748,0;2.683,6,0;-2.2934,2.067,0;.8184,6.8037,0;-4.3563,1.6161,0;-2.1071,6.3299,0;-5.4377,-1.1471,0;-3.1679,3.5587,0;-2.7253,-4.4716,0;

Duplicates ChEBI185684_s0

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185500-0000185749/ChEBI185684_s0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185500-0000185749/ChEBI185684_s0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185500-0000185749/ChEBI185684_s0.sdf

Formula	C₂₇H₂₈O₁₆
MW	608.51
InChIKey	LGNDKUZRDZHZIP-GLAYEKRENA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	71
Number_Heavy_Atoms	43
Number_Rings	5
Number_Bonds	75
Rotat_Bonds	16
Unbranched_Chain	2
Chiral_Centers	10
ONatoms	16
HB_Donor	10
HB_Acceptor	12
OpenEye_HB_Donors	10
OpenEye_HB_Acceptors	11
Lipinski_HB_Donors	10
Lipinski_HB_Acceptors	16
Lipinski_Violations	3
XLogP3	0
XLogP	-2.91
logP	-2.3429
PSA	277.27
MR	139.34
ABS	0.17
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-608.21972
PM7_Total_Energy_ev	-8418.172
PM7_Electronic_Energy_ev	-83104.46414
PM7_Dipole_Debye	7.45708
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.438
PM7_LUMO_Energy_ev	-1.092
PM7_COSMO_Area_square_ang	509.53
PM7_COSMO_Volue_cubic_ang	627.46
PM7_Electron_Affinity_ev	1.092
PM7_Ionization_Energy_ev	9.438
PM7_Energy_Gap_ev	8.346
PM7_Global_Hardness_ev	4.173
PM7_Global_Softness_ev	0.23963575365444525
PM7_Chemical_Potential_ev	-5.265
PM7_Electronigativity_ev	5.265
PM7_Back_Donation_Energy_ev	-1.04325
PM7_Electrophilicity_ev	3.3213785046728974
OPENEYE_Name	(2~{R},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-[5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-6-[(2~{R},3~{S},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]chromen-7-yl]oxy-tetrahydropyran-2-carboxylic acid
SMILES	c1cc(ccc1c2cc(=O)c3c(o2)cc(c(c3O)C4C(C(C(C(O4)CO)O)O)O)OC5C(C(C(C(O5)C(=O)O)O)O)O)O
Canonical_SMILES	OC[C@H]1O[C@@H]([C@H]([C@@H]([C@@H]1O)O)O)c1c(O[C@H]2O[C@@H](C(=O)O)[C@@H]([C@@H]([C@@H]2O)O)O)cc2c(c1O)c(=O)cc(o2)c1ccc(cc1)O
InChI	1/C27H28O16/c28-7-14-17(31)19(33)21(35)24(41-14)16-13(42-27-23(37)20(34)22(36)25(43-27)26(38)39)6-12-15(18(16)32)10(30)5-11(40-12)8-1-3-9(29)4-2-8/h1-6,14,17,19-25,27-29,31-37H,7H2,(H,38,39)/f/h38H
InChI_3D	1S/C27H28O16/c28-7-14-17(31)19(33)21(35)24(41-14)16-13(42-27-23(37)20(34)22(36)25(43-27)26(38)39)6-12-15(18(16)32)10(30)5-11(40-12)8-1-3-9(29)4-2-8/h1-6,14,17,19-25,27-29,31-37H,7H2,(H,38,39)/t14-,17-,19-,20+,21+,22-,23+,24-,25-,27+/m1/s1
AuxInfo	1/1/N:1,2,3,4,13,5,27,6,10,15,14,9,11,25,7,8,23,12,21,22,19,20,24,17,18,16,26,42,33,28,40,34,38,39,36,37,41,29,35,30,31,43,32/E:(1,2)(3,4)(38,39)/F:1,2,3,4,13,5,27,6,10,15,14,9,11,25,7,8,23,12,21,22,19,20,24,17,18,16,26,42,33,28,40,34,38,39,36,37,41,35,29,30,31,43,32/E:(1,2)(3,4)/rA:71cCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;;s1d2;;;d5s7;s3d4;s5d8;d7s8;;s6d13;s7s13;;s8;s16;s17;s18;s19;s20;s21;s22;s23;s24;s25;d15;d16;s9s14;s17s25;s18s26;s10;s12;s16;s19;s20;s21;s22;s23;s24;s27;s11s26;s1;s2;s3;s4;s5;s13;s17;s18;s19;s20;s21;s22;s23;s24;s25;s26;s27;s27;s33;s34;s35;s36;s37;s38;s39;s40;s41;s42;/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;3.4761,-.0036,0;3.4774,1.0034,0;2.6026,-.5032,0;2.2612,4.7462,0;-1.5143,-.8772,0;.7535,3.8578,0;-1.8576,.0676,0;.4031,4.8,0;-2.8428,.2389,0;-.5834,4.9639,0;-3.4883,-.525,0;-1.2231,4.1953,0;-3.145,-1.4697,0;-.8728,3.2531,0;-3.1528,-3.2197,0;2.5998,-1.5032,0;3.1316,4.254,0;2.6052,1.5109,0;-2.1562,-1.6506,0;.1173,3.0796,0;6.9552,3.0005,0;.8675,-1.4978,0;2.2523,5.7462,0;-1.8601,1.8176,0;.3876,6.5499,0;-4.3571,1.1161,0;-2.1041,5.8299,0;-5.0051,-1.3977,0;-2.7334,3.3112,0;-3.1572,-4.2197,0;-.8675,1.5031,0;3.9112,2.7518,0;5.2061,.4968,0;5.2154,3.502,0;6.5114,1.2451,0;.8678,2.0138,0;3.9084,-.2548,0;-1.1916,-1.2591,0;1.079,3.4783,0;-1.3652,.1546,0;.8948,4.8907,0;-2.672,.7088,0;-.4161,5.4351,0;-3.8087,-.1412,0;-1.5464,4.5767,0;-3.6376,-1.5553,0;-1.3647,3.1638,0;-2.6528,-3.222,0;-3.6527,-3.2175,0;6.9563,3.5005,0;1.3004,-1.748,0;2.683,6,0;-2.2934,2.067,0;.8184,6.8037,0;-4.3563,1.6161,0;-2.1071,6.3299,0;-5.4377,-1.1471,0;-3.1679,3.5587,0;-2.7253,-4.4716,0;
Duplicates	ChEBI185684_s0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185500-0000185749/ChEBI185684_s0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185500-0000185749/ChEBI185684_s0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185500-0000185749/ChEBI185684_s0.sdf