CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI186473_s0 (101000)

Formula C₃₃H₃₂O₉

MW 572.61

InChIKey APOAUMSKFSHYGA-JGQOHXQGNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 74

Number_Heavy_Atoms 42

Number_Rings 5

Number_Bonds 78

Rotat_Bonds 13

Unbranched_Chain 2

Chiral_Centers 3

ONatoms 9

HB_Donor 7

HB_Acceptor 8

OpenEye_HB_Donors 7

OpenEye_HB_Acceptors 1

Lipinski_HB_Donors 7

Lipinski_HB_Acceptors 9

Lipinski_Violations 2

XLogP3 0

XLogP 1.43

logP 6.7603

PSA 171.82

MR 159.794

ABS 0.17

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -293.11207

PM7_Total_Energy_ev -7142.21112

PM7_Electronic_Energy_ev -70403.76503

PM7_Dipole_Debye 4.26282

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.521

PM7_LUMO_Energy_ev -0.916

PM7_COSMO_Area_square_ang 541.57

PM7_COSMO_Volue_cubic_ang 677.28

PM7_Electron_Affinity_ev 0.916

PM7_Ionization_Energy_ev 8.521

PM7_Energy_Gap_ev 7.605

PM7_Global_Hardness_ev 3.8025

PM7_Global_Softness_ev 0.26298487836949375

PM7_Chemical_Potential_ev -4.7185

PM7_Electronigativity_ev 4.7185

PM7_Back_Donation_Energy_ev -0.950625

PM7_Electrophilicity_ev 2.927579520052597

OPENEYE_Name (1~{S},2~{R},6~{S})-2-[2,6-dihydroxy-4-[6-hydroxy-7-(3-methylbut-2-enyl)benzofuran-2-yl]phenyl]-4-methyl-6-(2,4,5-trihydroxyphenyl)cyclohex-3-ene-1-carboxylic acid

SMILES c1cc(c(c2c1cc(o2)c3cc(c(c(c3)O)C4C=C(CC(C4C(=O)O)c5cc(c(cc5O)O)O)C)O)CC=C(C)C)O

Canonical_SMILES CC(=CCc1c(O)ccc2c1oc(c2)c1cc(O)c(c(c1)O)[C@@H]1C=C(C)C[C@@H]([C@@H]1C(=O)O)c1cc(O)c(cc1O)O)C

InChI 1/C33H32O9/c1-15(2)4-6-19-23(34)7-5-17-12-29(42-32(17)19)18-10-27(38)31(28(39)11-18)22-9-16(3)8-21(30(22)33(40)41)20-13-25(36)26(37)14-24(20)35/h4-5,7,9-14,21-22,30,34-39H,6,8H2,1-3H3,(H,40,41)/f/h40H

InChI_3D 1S/C33H32O9/c1-15(2)4-6-19-23(34)7-5-17-12-29(42-32(17)19)18-10-27(38)31(28(39)11-18)22-9-16(3)8-21(30(22)33(40)41)20-13-25(36)26(37)14-24(20)35/h4-5,7,9-14,21-22,30,34-39H,6,8H2,1-3H3,(H,40,41)/t21-,22-,30+/m1/s1

AuxInfo 1/1/N:31,32,30,23,1,33,2,26,21,4,5,3,6,7,24,22,8,9,12,10,28,27,14,18,17,19,15,16,20,29,11,13,25,36,40,39,41,37,38,34,42,35/E:(1,2)(10,11)(27,28)(38,39)(40,41)/F:31,32,30,23,1,33,2,26,21,4,5,3,6,7,24,22,8,9,12,10,28,27,14,18,17,19,15,16,20,29,11,13,25,36,40,39,41,37,38,42,34,35/E:(1,2)(10,11)(27,28)(38,39)/rA:74cCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;;;;s1s3;d4s5;d6;;;d8s12;s2d12;s4d11;d5s11;s6;d7s10;s7d17;d3s9;;d21;;d23;;s22;s11s21;s10s26;s25s27s28;s22;s24;s24;s12s23;d25;s13s20;s14;s15;s16;s17;s18;s19;s25;s1;s2;s3;s4;s5;s6;s7;s21;s23;s26;s26;s27;s28;s29;s30;s30;s30;s31;s31;s31;s32;s32;s32;s33;s33;s36;s37;s38;s39;s40;s41;s42;/rC:.868,-.4978,0;;2.6938,-.3125,0;4.7871,-.3629,0;4.7896,1.3722,0;11.5662,2.3753,0;13.1037,1.0881,0;1.736,-.0012,0;4.2858,.5024,0;11.395,1.3901,0;6.291,.5026,0;.868,1.5138,0;1.736,1.0058,0;0,1.0058,0;5.7871,-.3672,0;5.7947,1.3767,0;12.5109,2.7188,0;12.1589,.7447,0;13.2844,2.0769,0;3.2858,.5023,0;7.8687,1.4853,0;8.6382,2.1241,0;.868,3.5138,0;.002,4.0138,0;8.101,-1.3683,0;9.5781,1.7826,0;8.0409,.495,0;9.7503,.7922,0;8.9826,.1434,0;8.4669,3.1093,0;.002,5.0138,0;-.864,3.5138,0;.868,2.5138,0;7.101,-1.364,0;2.6938,1.3169,0;-.8675,1.5032,0;6.2847,-1.2347,0;6.296,2.242,0;12.6821,3.704,0;11.9835,-.2398,0;14.2243,2.4185,0;8.5972,-2.2365,0;.8677,-.9978,0;-.4327,-.2506,0;2.8483,-.788,0;4.5365,-.7956,0;4.5389,1.8048,0;11.1828,2.6963,0;13.4856,.7655,0;7.3996,1.6581,0;1.301,3.7638,0;10.0781,1.7818,0;9.6651,2.2749,0;7.951,.0031,0;10.001,.3596,0;9.3655,-.1781,0;8.9595,3.195,0;7.9743,3.0237,0;8.3812,3.6019,0;.502,5.0138,0;-.498,5.0138,0;.002,5.5138,0;-1.114,3.9468,0;-1.2971,3.2638,0;-.614,3.0808,0;1.368,2.5138,0;.368,2.5138,0;-1.2998,1.252,0;6.0334,-1.667,0;6.0466,2.6754,0;13.1515,3.8762,0;12.3659,-.5619,0;14.3113,2.9109,0;8.3454,-2.6684,0;

Duplicates ChEBI186473_s0

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000186250-0000186499/ChEBI186473_s0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000186250-0000186499/ChEBI186473_s0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000186250-0000186499/ChEBI186473_s0.sdf

Formula	C₃₃H₃₂O₉
MW	572.61
InChIKey	APOAUMSKFSHYGA-JGQOHXQGNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	74
Number_Heavy_Atoms	42
Number_Rings	5
Number_Bonds	78
Rotat_Bonds	13
Unbranched_Chain	2
Chiral_Centers	3
ONatoms	9
HB_Donor	7
HB_Acceptor	8
OpenEye_HB_Donors	7
OpenEye_HB_Acceptors	1
Lipinski_HB_Donors	7
Lipinski_HB_Acceptors	9
Lipinski_Violations	2
XLogP3	0
XLogP	1.43
logP	6.7603
PSA	171.82
MR	159.794
ABS	0.17
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-293.11207
PM7_Total_Energy_ev	-7142.21112
PM7_Electronic_Energy_ev	-70403.76503
PM7_Dipole_Debye	4.26282
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.521
PM7_LUMO_Energy_ev	-0.916
PM7_COSMO_Area_square_ang	541.57
PM7_COSMO_Volue_cubic_ang	677.28
PM7_Electron_Affinity_ev	0.916
PM7_Ionization_Energy_ev	8.521
PM7_Energy_Gap_ev	7.605
PM7_Global_Hardness_ev	3.8025
PM7_Global_Softness_ev	0.26298487836949375
PM7_Chemical_Potential_ev	-4.7185
PM7_Electronigativity_ev	4.7185
PM7_Back_Donation_Energy_ev	-0.950625
PM7_Electrophilicity_ev	2.927579520052597
OPENEYE_Name	(1~{S},2~{R},6~{S})-2-[2,6-dihydroxy-4-[6-hydroxy-7-(3-methylbut-2-enyl)benzofuran-2-yl]phenyl]-4-methyl-6-(2,4,5-trihydroxyphenyl)cyclohex-3-ene-1-carboxylic acid
SMILES	c1cc(c(c2c1cc(o2)c3cc(c(c(c3)O)C4C=C(CC(C4C(=O)O)c5cc(c(cc5O)O)O)C)O)CC=C(C)C)O
Canonical_SMILES	CC(=CCc1c(O)ccc2c1oc(c2)c1cc(O)c(c(c1)O)[C@@H]1C=C(C)C[C@@H]([C@@H]1C(=O)O)c1cc(O)c(cc1O)O)C
InChI	1/C33H32O9/c1-15(2)4-6-19-23(34)7-5-17-12-29(42-32(17)19)18-10-27(38)31(28(39)11-18)22-9-16(3)8-21(30(22)33(40)41)20-13-25(36)26(37)14-24(20)35/h4-5,7,9-14,21-22,30,34-39H,6,8H2,1-3H3,(H,40,41)/f/h40H
InChI_3D	1S/C33H32O9/c1-15(2)4-6-19-23(34)7-5-17-12-29(42-32(17)19)18-10-27(38)31(28(39)11-18)22-9-16(3)8-21(30(22)33(40)41)20-13-25(36)26(37)14-24(20)35/h4-5,7,9-14,21-22,30,34-39H,6,8H2,1-3H3,(H,40,41)/t21-,22-,30+/m1/s1
AuxInfo	1/1/N:31,32,30,23,1,33,2,26,21,4,5,3,6,7,24,22,8,9,12,10,28,27,14,18,17,19,15,16,20,29,11,13,25,36,40,39,41,37,38,34,42,35/E:(1,2)(10,11)(27,28)(38,39)(40,41)/F:31,32,30,23,1,33,2,26,21,4,5,3,6,7,24,22,8,9,12,10,28,27,14,18,17,19,15,16,20,29,11,13,25,36,40,39,41,37,38,42,34,35/E:(1,2)(10,11)(27,28)(38,39)/rA:74cCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;;;;s1s3;d4s5;d6;;;d8s12;s2d12;s4d11;d5s11;s6;d7s10;s7d17;d3s9;;d21;;d23;;s22;s11s21;s10s26;s25s27s28;s22;s24;s24;s12s23;d25;s13s20;s14;s15;s16;s17;s18;s19;s25;s1;s2;s3;s4;s5;s6;s7;s21;s23;s26;s26;s27;s28;s29;s30;s30;s30;s31;s31;s31;s32;s32;s32;s33;s33;s36;s37;s38;s39;s40;s41;s42;/rC:.868,-.4978,0;;2.6938,-.3125,0;4.7871,-.3629,0;4.7896,1.3722,0;11.5662,2.3753,0;13.1037,1.0881,0;1.736,-.0012,0;4.2858,.5024,0;11.395,1.3901,0;6.291,.5026,0;.868,1.5138,0;1.736,1.0058,0;0,1.0058,0;5.7871,-.3672,0;5.7947,1.3767,0;12.5109,2.7188,0;12.1589,.7447,0;13.2844,2.0769,0;3.2858,.5023,0;7.8687,1.4853,0;8.6382,2.1241,0;.868,3.5138,0;.002,4.0138,0;8.101,-1.3683,0;9.5781,1.7826,0;8.0409,.495,0;9.7503,.7922,0;8.9826,.1434,0;8.4669,3.1093,0;.002,5.0138,0;-.864,3.5138,0;.868,2.5138,0;7.101,-1.364,0;2.6938,1.3169,0;-.8675,1.5032,0;6.2847,-1.2347,0;6.296,2.242,0;12.6821,3.704,0;11.9835,-.2398,0;14.2243,2.4185,0;8.5972,-2.2365,0;.8677,-.9978,0;-.4327,-.2506,0;2.8483,-.788,0;4.5365,-.7956,0;4.5389,1.8048,0;11.1828,2.6963,0;13.4856,.7655,0;7.3996,1.6581,0;1.301,3.7638,0;10.0781,1.7818,0;9.6651,2.2749,0;7.951,.0031,0;10.001,.3596,0;9.3655,-.1781,0;8.9595,3.195,0;7.9743,3.0237,0;8.3812,3.6019,0;.502,5.0138,0;-.498,5.0138,0;.002,5.5138,0;-1.114,3.9468,0;-1.2971,3.2638,0;-.614,3.0808,0;1.368,2.5138,0;.368,2.5138,0;-1.2998,1.252,0;6.0334,-1.667,0;6.0466,2.6754,0;13.1515,3.8762,0;12.3659,-.5619,0;14.3113,2.9109,0;8.3454,-2.6684,0;
Duplicates	ChEBI186473_s0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000186250-0000186499/ChEBI186473_s0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000186250-0000186499/ChEBI186473_s0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000186250-0000186499/ChEBI186473_s0.sdf