CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI186140_s0 (100696)

Formula C₂₇H₂₈O₁₂

MW 544.51

InChIKey MKNVSBYVRIQOSG-NSJMMFDCNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 67

Number_Heavy_Atoms 39

Number_Rings 5

Number_Bonds 71

Rotat_Bonds 10

Unbranched_Chain 2

Chiral_Centers 5

ONatoms 12

HB_Donor 5

HB_Acceptor 7

OpenEye_HB_Donors 5

OpenEye_HB_Acceptors 6

Lipinski_HB_Donors 5

Lipinski_HB_Acceptors 12

Lipinski_Violations 2

XLogP3 0

XLogP 1.02

logP 1.5488

PSA 185.35

MR 134.993

ABS 0.17

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -430.15807

PM7_Total_Energy_ev -7236.91802

PM7_Electronic_Energy_ev -64764.73403

PM7_Dipole_Debye 4.74107

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.82

PM7_LUMO_Energy_ev -0.625

PM7_COSMO_Area_square_ang 499.17

PM7_COSMO_Volue_cubic_ang 601.54

PM7_Electron_Affinity_ev 0.625

PM7_Ionization_Energy_ev 8.82

PM7_Energy_Gap_ev 8.195

PM7_Global_Hardness_ev 4.0975

PM7_Global_Softness_ev 0.24405125076266015

PM7_Chemical_Potential_ev -4.7225

PM7_Electronigativity_ev 4.7225

PM7_Back_Donation_Energy_ev -1.024375

PM7_Electrophilicity_ev 2.721416259914582

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

SMILES c1cc(cc2c1c(=O)c(co2)c3c(cc4c(c3OC)CCC(O4)(C)C)O)OC5C(C(C(C(O5)C(=O)O)O)O)O

Canonical_SMILES COc1c2CCC(Oc2cc(c1c1coc2c(c1=O)ccc(c2)O[C@@H]1O[C@H](C(=O)O)[C@H]([C@@H]([C@@H]1O)O)O)O)(C)C

InChI 1/C27H28O12/c1-27(2)7-6-13-17(39-27)9-15(28)18(23(13)35-3)14-10-36-16-8-11(4-5-12(16)19(14)29)37-26-22(32)20(30)21(31)24(38-26)25(33)34/h4-5,8-10,20-22,24,26,28,30-32H,6-7H2,1-3H3,(H,33,34)/f/h33H

InChI_3D 1S/C27H28O12/c1-27(2)7-6-13-17(39-27)9-15(28)18(23(13)35-3)14-10-36-16-8-11(4-5-12(16)19(14)29)37-26-22(32)20(30)21(31)24(38-26)25(33)34/h4-5,8-10,20-22,24,26,28,30-32H,6-7H2,1-3H3,(H,33,34)/t20-,21-,22-,24-,26+/m0/s1

AuxInfo 1/1/N:25,26,27,2,1,17,18,3,4,13,10,5,7,14,11,8,9,6,15,21,20,22,12,19,16,23,24,33,28,36,35,37,29,34,39,30,38,32,31/E:(1,2)(33,34)/F:25,26,27,2,1,17,18,3,4,13,10,5,7,14,11,8,9,6,15,21,20,22,12,19,16,23,24,33,28,36,35,37,34,29,39,30,38,32,31/E:(1,2)/rA:67cCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;s1;;;s3d5;d4s7;s2d3;s4d6;s6d7;;s6d13;s5s14;;s7;s17;s16;s19;s20;s21;s22;s18;s24;s24;;d15;d16;s8s13;s9s24;s19s23;s11;s16;s20;s21;s22;s10s23;s12s27;s1;s2;s3;s4;s13;s17;s17;s18;s18;s19;s20;s21;s22;s23;s25;s25;s25;s26;s26;s26;s27;s27;s27;s33;s34;s35;s36;s37;/rC:.868,-.4978,0;;.868,1.5138,0;5.2069,-2.0208,0;1.736,-.0012,0;4.3408,-.5059,0;6.0768,-.5068,0;1.7374,1.0057,0;6.0769,-1.5137,0;0,1.0057,0;4.3396,-1.5116,0;5.2094,-.0092,0;3.4774,1.0034,0;3.4761,-.0036,0;2.6026,-.5032,0;-2.737,3.0499,0;6.944,-.0059,0;7.8169,-.5066,0;-3.0688,2.1065,0;-3.7096,1.332,0;-3.3584,.3957,0;-2.3728,.226,0;-1.732,1.0005,0;7.817,-1.5136,0;8.4179,-3.1572,0;9.5401,-1.2084,0;6.077,2.2402,0;2.5999,-1.5032,0;-1.7542,3.2342,0;2.6052,1.5109,0;6.9441,-2.02,0;-2.0768,1.9447,0;3.4714,-2.0079,0;-3.3881,3.8089,0;-5.2173,.4436,0;-3.3479,-1.3543,0;-1.5038,-.2688,0;-.8675,1.5031,0;5.2106,1.7408,0;.8677,-.9978,0;-.4327,-.2506,0;.8678,2.0138,0;5.2061,-2.5208,0;3.911,1.2524,0;7.2646,.3777,0;6.6222,.3768,0;8.3094,-.5929,0;7.987,-.0364,0;-3.504,2.3526,0;-4.034,1.7125,0;-3.8501,.305,0;-2.5415,-.2447,0;-1.4088,.6191,0;7.9483,-3.3289,0;8.8875,-2.9855,0;8.5896,-3.6268,0;9.6273,-1.7007,0;9.4529,-.7161,0;10.0325,-1.1212,0;6.3267,1.807,0;5.8273,2.6734,0;6.5102,2.4899,0;3.4693,-2.5079,0;-3.2222,4.2806,0;-5.6525,.6898,0;-3.7794,-1.6068,0;-1.5008,-.7688,0;

Duplicates ChEBI186140_s0

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000186000-0000186249/ChEBI186140_s0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000186000-0000186249/ChEBI186140_s0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000186000-0000186249/ChEBI186140_s0.sdf

Formula	C₂₇H₂₈O₁₂
MW	544.51
InChIKey	MKNVSBYVRIQOSG-NSJMMFDCNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	67
Number_Heavy_Atoms	39
Number_Rings	5
Number_Bonds	71
Rotat_Bonds	10
Unbranched_Chain	2
Chiral_Centers	5
ONatoms	12
HB_Donor	5
HB_Acceptor	7
OpenEye_HB_Donors	5
OpenEye_HB_Acceptors	6
Lipinski_HB_Donors	5
Lipinski_HB_Acceptors	12
Lipinski_Violations	2
XLogP3	0
XLogP	1.02
logP	1.5488
PSA	185.35
MR	134.993
ABS	0.17
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-430.15807
PM7_Total_Energy_ev	-7236.91802
PM7_Electronic_Energy_ev	-64764.73403
PM7_Dipole_Debye	4.74107
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.82
PM7_LUMO_Energy_ev	-0.625
PM7_COSMO_Area_square_ang	499.17
PM7_COSMO_Volue_cubic_ang	601.54
PM7_Electron_Affinity_ev	0.625
PM7_Ionization_Energy_ev	8.82
PM7_Energy_Gap_ev	8.195
PM7_Global_Hardness_ev	4.0975
PM7_Global_Softness_ev	0.24405125076266015
PM7_Chemical_Potential_ev	-4.7225
PM7_Electronigativity_ev	4.7225
PM7_Back_Donation_Energy_ev	-1.024375
PM7_Electrophilicity_ev	2.721416259914582
OPENEYE_Name	(2~{S},3~{S},4~{S},5~{S},6~{S})-3,4,5-trihydroxy-6-[3-(7-hydroxy-5-methoxy-2,2-dimethyl-chroman-6-yl)-4-oxo-chromen-7-yl]oxy-tetrahydropyran-2-carboxylic acid
SMILES	c1cc(cc2c1c(=O)c(co2)c3c(cc4c(c3OC)CCC(O4)(C)C)O)OC5C(C(C(C(O5)C(=O)O)O)O)O
Canonical_SMILES	COc1c2CCC(Oc2cc(c1c1coc2c(c1=O)ccc(c2)O[C@@H]1O[C@H](C(=O)O)[C@H]([C@@H]([C@@H]1O)O)O)O)(C)C
InChI	1/C27H28O12/c1-27(2)7-6-13-17(39-27)9-15(28)18(23(13)35-3)14-10-36-16-8-11(4-5-12(16)19(14)29)37-26-22(32)20(30)21(31)24(38-26)25(33)34/h4-5,8-10,20-22,24,26,28,30-32H,6-7H2,1-3H3,(H,33,34)/f/h33H
InChI_3D	1S/C27H28O12/c1-27(2)7-6-13-17(39-27)9-15(28)18(23(13)35-3)14-10-36-16-8-11(4-5-12(16)19(14)29)37-26-22(32)20(30)21(31)24(38-26)25(33)34/h4-5,8-10,20-22,24,26,28,30-32H,6-7H2,1-3H3,(H,33,34)/t20-,21-,22-,24-,26+/m0/s1
AuxInfo	1/1/N:25,26,27,2,1,17,18,3,4,13,10,5,7,14,11,8,9,6,15,21,20,22,12,19,16,23,24,33,28,36,35,37,29,34,39,30,38,32,31/E:(1,2)(33,34)/F:25,26,27,2,1,17,18,3,4,13,10,5,7,14,11,8,9,6,15,21,20,22,12,19,16,23,24,33,28,36,35,37,34,29,39,30,38,32,31/E:(1,2)/rA:67cCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;s1;;;s3d5;d4s7;s2d3;s4d6;s6d7;;s6d13;s5s14;;s7;s17;s16;s19;s20;s21;s22;s18;s24;s24;;d15;d16;s8s13;s9s24;s19s23;s11;s16;s20;s21;s22;s10s23;s12s27;s1;s2;s3;s4;s13;s17;s17;s18;s18;s19;s20;s21;s22;s23;s25;s25;s25;s26;s26;s26;s27;s27;s27;s33;s34;s35;s36;s37;/rC:.868,-.4978,0;;.868,1.5138,0;5.2069,-2.0208,0;1.736,-.0012,0;4.3408,-.5059,0;6.0768,-.5068,0;1.7374,1.0057,0;6.0769,-1.5137,0;0,1.0057,0;4.3396,-1.5116,0;5.2094,-.0092,0;3.4774,1.0034,0;3.4761,-.0036,0;2.6026,-.5032,0;-2.737,3.0499,0;6.944,-.0059,0;7.8169,-.5066,0;-3.0688,2.1065,0;-3.7096,1.332,0;-3.3584,.3957,0;-2.3728,.226,0;-1.732,1.0005,0;7.817,-1.5136,0;8.4179,-3.1572,0;9.5401,-1.2084,0;6.077,2.2402,0;2.5999,-1.5032,0;-1.7542,3.2342,0;2.6052,1.5109,0;6.9441,-2.02,0;-2.0768,1.9447,0;3.4714,-2.0079,0;-3.3881,3.8089,0;-5.2173,.4436,0;-3.3479,-1.3543,0;-1.5038,-.2688,0;-.8675,1.5031,0;5.2106,1.7408,0;.8677,-.9978,0;-.4327,-.2506,0;.8678,2.0138,0;5.2061,-2.5208,0;3.911,1.2524,0;7.2646,.3777,0;6.6222,.3768,0;8.3094,-.5929,0;7.987,-.0364,0;-3.504,2.3526,0;-4.034,1.7125,0;-3.8501,.305,0;-2.5415,-.2447,0;-1.4088,.6191,0;7.9483,-3.3289,0;8.8875,-2.9855,0;8.5896,-3.6268,0;9.6273,-1.7007,0;9.4529,-.7161,0;10.0325,-1.1212,0;6.3267,1.807,0;5.8273,2.6734,0;6.5102,2.4899,0;3.4693,-2.5079,0;-3.2222,4.2806,0;-5.6525,.6898,0;-3.7794,-1.6068,0;-1.5008,-.7688,0;
Duplicates	ChEBI186140_s0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000186000-0000186249/ChEBI186140_s0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000186000-0000186249/ChEBI186140_s0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000186000-0000186249/ChEBI186140_s0.sdf