CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI186815_s0 (101303)

Formula C₂₇H₂₈O₁₅

MW 592.51

InChIKey IYSVAHHNEAGSMC-ACIDLTHQNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 70

Number_Heavy_Atoms 42

Number_Rings 5

Number_Bonds 74

Rotat_Bonds 14

Unbranched_Chain 1

Chiral_Centers 10

ONatoms 15

HB_Donor 8

HB_Acceptor 10

OpenEye_HB_Donors 8

OpenEye_HB_Acceptors 10

Lipinski_HB_Donors 8

Lipinski_HB_Acceptors 15

Lipinski_Violations 3

XLogP3 0

XLogP -0.97

logP -1.3571

PSA 246.04

MR 137.682

ABS 0.17

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -559.77375

PM7_Total_Energy_ev -8122.95286

PM7_Electronic_Energy_ev -73809.02843

PM7_Dipole_Debye 5.93316

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.424

PM7_LUMO_Energy_ev -0.958

PM7_COSMO_Area_square_ang 531.64

PM7_COSMO_Volue_cubic_ang 631.12

PM7_Electron_Affinity_ev 0.958

PM7_Ionization_Energy_ev 9.424

PM7_Energy_Gap_ev 8.466

PM7_Global_Hardness_ev 4.233

PM7_Global_Softness_ev 0.23623907394283014

PM7_Chemical_Potential_ev -5.191

PM7_Electronigativity_ev 5.191

PM7_Back_Donation_Energy_ev -1.05825

PM7_Electrophilicity_ev 3.182905858729034

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

SMILES c1cc(ccc1c2cc(=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

Canonical_SMILES O[C@@H]1[C@H](Oc2ccc(cc2)c2cc(=O)c3c(o2)cc(cc3O)O[C@@H]2O[C@@H](C(=O)O)[C@H]([C@@H]([C@@H]2O)O)O)O[C@@H]([C@@H]([C@@H]1O)O)C

InChI 1/C27H28O15/c1-9-18(30)19(31)22(34)26(38-9)39-11-4-2-10(3-5-11)15-8-14(29)17-13(28)6-12(7-16(17)41-15)40-27-23(35)20(32)21(33)24(42-27)25(36)37/h2-9,18-24,26-28,30-35H,1H3,(H,36,37)/f/h36H

InChI_3D 1S/C27H28O15/c1-9-18(30)19(31)22(34)26(38-9)39-11-4-2-10(3-5-11)15-8-14(29)17-13(28)6-12(7-16(17)41-15)40-27-23(35)20(32)21(33)24(42-27)25(36)37/h2-9,18-24,26-28,30-35H,1H3,(H,36,37)/t9-,18+,19+,20+,21+,22+,23+,24-,26+,27-/m1/s1

AuxInfo 1/1/N:27,1,2,3,4,6,5,13,24,7,10,11,12,15,14,9,8,21,20,19,18,23,22,17,16,26,25,33,28,38,37,36,35,40,39,29,34,32,41,42,30,31/E:(2,3)(4,5)(36,37)/F:27,1,2,3,4,6,5,13,24,7,10,11,12,15,14,9,8,21,20,19,18,23,22,17,16,26,25,33,28,38,37,36,35,40,39,34,29,32,41,42,30,31/E:(2,3)(4,5)/rA:70cCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;;;s1d2;;d5s8;s3d4;s5d6;s6d8;;s7d13;s8s13;;s16;s17;s18;;s20;s19;s20;s21;s22;s23;s24;d15;d16;s9s14;s17s25;s24s26;s12;s16;s18;s19;s20;s21;s22;s23;s10s26;s11s25;s1;s2;s3;s4;s5;s6;s13;s17;s18;s19;s20;s21;s22;s23;s24;s25;s26;s27;s27;s27;s33;s34;s35;s36;s37;s38;s39;s40;/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;-2.737,3.0499,0;-3.0688,2.1065,0;-3.7096,1.332,0;-3.3584,.3957,0;7.3174,6.0846,0;6.331,5.92,0;-2.3728,.226,0;7.9576,5.3164,0;5.9813,4.9776,0;-1.732,1.0005,0;7.6079,4.374,0;4.473,5.865,0;2.5998,-1.5032,0;-1.7542,3.2342,0;2.6052,1.5109,0;-2.0768,1.9447,0;6.618,4.1998,0;.8675,-1.4978,0;-3.3881,3.8089,0;-5.2173,.4436,0;-3.3479,-1.3543,0;8.8376,6.9516,0;6.3454,7.6699,0;-1.5038,-.2688,0;9.4685,4.4333,0;7.6056,3.374,0;-.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;-.4327,-.2506,0;3.9084,-.2548,0;-3.504,2.3526,0;-4.034,1.7125,0;-3.8501,.305,0;7.1498,6.5557,0;5.8392,6.0104,0;-2.5415,-.2447,0;8.2807,5.698,0;5.656,4.5979,0;-1.4088,.6191,0;8.0999,4.285,0;4.7266,6.296,0;4.2194,5.4341,0;4.0421,6.1186,0;1.3004,-1.748,0;-3.2222,4.2806,0;-5.6525,.6898,0;-3.7794,-1.6068,0;8.8402,7.4515,0;5.9144,7.9235,0;-1.5008,-.7688,0;9.9028,4.681,0;

Duplicates ChEBI186815_s0

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000186750-0000186999/ChEBI186815_s0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000186750-0000186999/ChEBI186815_s0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000186750-0000186999/ChEBI186815_s0.sdf

Formula	C₂₇H₂₈O₁₅
MW	592.51
InChIKey	IYSVAHHNEAGSMC-ACIDLTHQNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	70
Number_Heavy_Atoms	42
Number_Rings	5
Number_Bonds	74
Rotat_Bonds	14
Unbranched_Chain	1
Chiral_Centers	10
ONatoms	15
HB_Donor	8
HB_Acceptor	10
OpenEye_HB_Donors	8
OpenEye_HB_Acceptors	10
Lipinski_HB_Donors	8
Lipinski_HB_Acceptors	15
Lipinski_Violations	3
XLogP3	0
XLogP	-0.97
logP	-1.3571
PSA	246.04
MR	137.682
ABS	0.17
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-559.77375
PM7_Total_Energy_ev	-8122.95286
PM7_Electronic_Energy_ev	-73809.02843
PM7_Dipole_Debye	5.93316
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.424
PM7_LUMO_Energy_ev	-0.958
PM7_COSMO_Area_square_ang	531.64
PM7_COSMO_Volue_cubic_ang	631.12
PM7_Electron_Affinity_ev	0.958
PM7_Ionization_Energy_ev	9.424
PM7_Energy_Gap_ev	8.466
PM7_Global_Hardness_ev	4.233
PM7_Global_Softness_ev	0.23623907394283014
PM7_Chemical_Potential_ev	-5.191
PM7_Electronigativity_ev	5.191
PM7_Back_Donation_Energy_ev	-1.05825
PM7_Electrophilicity_ev	3.182905858729034
OPENEYE_Name	(2~{R},3~{S},4~{S},5~{S},6~{S})-3,4,5-trihydroxy-6-[5-hydroxy-4-oxo-2-[4-[(2~{S},3~{S},4~{S},5~{R},6~{R})-3,4,5-trihydroxy-6-methyl-tetrahydropyran-2-yl]oxyphenyl]chromen-7-yl]oxy-tetrahydropyran-2-carboxylic acid
SMILES	c1cc(ccc1c2cc(=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
Canonical_SMILES	O[C@@H]1[C@H](Oc2ccc(cc2)c2cc(=O)c3c(o2)cc(cc3O)O[C@@H]2O[C@@H](C(=O)O)[C@H]([C@@H]([C@@H]2O)O)O)O[C@@H]([C@@H]([C@@H]1O)O)C
InChI	1/C27H28O15/c1-9-18(30)19(31)22(34)26(38-9)39-11-4-2-10(3-5-11)15-8-14(29)17-13(28)6-12(7-16(17)41-15)40-27-23(35)20(32)21(33)24(42-27)25(36)37/h2-9,18-24,26-28,30-35H,1H3,(H,36,37)/f/h36H
InChI_3D	1S/C27H28O15/c1-9-18(30)19(31)22(34)26(38-9)39-11-4-2-10(3-5-11)15-8-14(29)17-13(28)6-12(7-16(17)41-15)40-27-23(35)20(32)21(33)24(42-27)25(36)37/h2-9,18-24,26-28,30-35H,1H3,(H,36,37)/t9-,18+,19+,20+,21+,22+,23+,24-,26+,27-/m1/s1
AuxInfo	1/1/N:27,1,2,3,4,6,5,13,24,7,10,11,12,15,14,9,8,21,20,19,18,23,22,17,16,26,25,33,28,38,37,36,35,40,39,29,34,32,41,42,30,31/E:(2,3)(4,5)(36,37)/F:27,1,2,3,4,6,5,13,24,7,10,11,12,15,14,9,8,21,20,19,18,23,22,17,16,26,25,33,28,38,37,36,35,40,39,34,29,32,41,42,30,31/E:(2,3)(4,5)/rA:70cCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;;;s1d2;;d5s8;s3d4;s5d6;s6d8;;s7d13;s8s13;;s16;s17;s18;;s20;s19;s20;s21;s22;s23;s24;d15;d16;s9s14;s17s25;s24s26;s12;s16;s18;s19;s20;s21;s22;s23;s10s26;s11s25;s1;s2;s3;s4;s5;s6;s13;s17;s18;s19;s20;s21;s22;s23;s24;s25;s26;s27;s27;s27;s33;s34;s35;s36;s37;s38;s39;s40;/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;-2.737,3.0499,0;-3.0688,2.1065,0;-3.7096,1.332,0;-3.3584,.3957,0;7.3174,6.0846,0;6.331,5.92,0;-2.3728,.226,0;7.9576,5.3164,0;5.9813,4.9776,0;-1.732,1.0005,0;7.6079,4.374,0;4.473,5.865,0;2.5998,-1.5032,0;-1.7542,3.2342,0;2.6052,1.5109,0;-2.0768,1.9447,0;6.618,4.1998,0;.8675,-1.4978,0;-3.3881,3.8089,0;-5.2173,.4436,0;-3.3479,-1.3543,0;8.8376,6.9516,0;6.3454,7.6699,0;-1.5038,-.2688,0;9.4685,4.4333,0;7.6056,3.374,0;-.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;-.4327,-.2506,0;3.9084,-.2548,0;-3.504,2.3526,0;-4.034,1.7125,0;-3.8501,.305,0;7.1498,6.5557,0;5.8392,6.0104,0;-2.5415,-.2447,0;8.2807,5.698,0;5.656,4.5979,0;-1.4088,.6191,0;8.0999,4.285,0;4.7266,6.296,0;4.2194,5.4341,0;4.0421,6.1186,0;1.3004,-1.748,0;-3.2222,4.2806,0;-5.6525,.6898,0;-3.7794,-1.6068,0;8.8402,7.4515,0;5.9144,7.9235,0;-1.5008,-.7688,0;9.9028,4.681,0;
Duplicates	ChEBI186815_s0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000186750-0000186999/ChEBI186815_s0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000186750-0000186999/ChEBI186815_s0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000186750-0000186999/ChEBI186815_s0.sdf