CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI185179_s0 (99838)

Formula C₃₃H₃₂O₉

MW 572.61

InChIKey WOAKWOPNBVFIOL-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 4

ONatoms 9

HB_Donor 7

HB_Acceptor 8

OpenEye_HB_Donors 7

OpenEye_HB_Acceptors 2

Lipinski_HB_Donors 7

Lipinski_HB_Acceptors 9

Lipinski_Violations 2

XLogP3 0

XLogP 1.14

logP 6.0255

PSA 171.82

MR 158.933

ABS 0.17

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -299.30844

PM7_Total_Energy_ev -7142.30316

PM7_Electronic_Energy_ev -70744.97007

PM7_Dipole_Debye 6.69831

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.587

PM7_LUMO_Energy_ev -0.995

PM7_COSMO_Area_square_ang 533.72

PM7_COSMO_Volue_cubic_ang 669.53

PM7_Electron_Affinity_ev 0.995

PM7_Ionization_Energy_ev 8.587

PM7_Energy_Gap_ev 7.592

PM7_Global_Hardness_ev 3.796

PM7_Global_Softness_ev 0.26343519494204426

PM7_Chemical_Potential_ev -4.791

PM7_Electronigativity_ev 4.791

PM7_Back_Donation_Energy_ev -0.949

PM7_Electrophilicity_ev 3.023403714436249

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

SMILES c1cc(c(c2c1cc(o2)c3cc(c(c(c3)O)C4C=C(C(C(C4C(=O)O)c5ccc(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@H]([C@H]([C@H]1C(=O)O)c1ccc(cc1O)O)O)C

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

InChI_3D 1S/C33H32O9/c1-15(2)4-7-21-23(35)9-5-17-13-27(42-32(17)21)18-11-25(37)28(26(38)12-18)22-10-16(3)31(39)29(30(22)33(40)41)20-8-6-19(34)14-24(20)36/h4-6,8-14,22,29-31,34-39H,7H2,1-3H3,(H,40,41)/t22-,29+,30+,31-/m1/s1

AuxInfo 1/1/N:31,32,30,23,1,4,33,2,3,21,6,7,5,8,24,22,9,10,15,11,13,26,16,19,17,18,20,12,27,29,28,14,25,36,37,40,38,39,42,34,41,35/E:(1,2)(11,12)(25,26)(37,38)(40,41)/F:31,32,30,23,1,4,33,2,3,21,6,7,5,8,24,22,9,10,15,11,13,26,16,19,17,18,20,12,27,29,28,14,25,36,37,40,38,39,42,41,34,35/E:(1,2)(11,12)(25,26)(37,38)/rA:74cCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;d2;;;;;s1s5;d6s7;s2;;;d9s13;s4d8;s3d13;s6d12;d7s12;s8d11;d5s10;;d21;;d23;;s12s21;s11;s22s27;s25s26s27;s22;s24;s24;s13s23;d25;s14s20;s15;s16;s17;s18;s19;s25;s28;s1;s2;s3;s4;s5;s6;s7;s8;s21;s23;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;10.1238,-1.5918,0;;10.6252,-2.4571,0;2.6938,-.3125,0;4.7871,-.3629,0;4.7896,1.3722,0;12.129,-1.5916,0;1.736,-.0012,0;4.2858,.5024,0;10.6277,-.722,0;6.291,.5026,0;.868,1.5138,0;1.736,1.0058,0;11.6252,-2.4614,0;0,1.0058,0;5.7871,-.3672,0;5.7947,1.3767,0;11.6328,-.7174,0;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;8.0409,.495,0;9.7503,.7922,0;9.5781,1.7826,0;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;12.1227,-3.3288,0;-.8675,1.5032,0;6.2847,-1.2347,0;6.296,2.242,0;12.134,.1479,0;8.5972,-2.2365,0;11.3281,1.7801,0;.8677,-.9978,0;9.6238,-1.5918,0;-.4327,-.2506,0;10.3746,-2.8898,0;2.8483,-.788,0;4.5365,-.7956,0;4.5389,1.8048,0;12.629,-1.5937,0;7.3996,1.6581,0;1.301,3.7638,0;7.951,.0031,0;10.2202,.963,0;9.6651,2.2749,0;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;12.6227,-3.3303,0;-1.2998,1.252,0;6.0334,-1.667,0;6.0466,2.6754,0;12.634,.1472,0;8.3454,-2.6684,0;11.5787,2.2127,0;

Duplicates ChEBI185179_s0

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185000-0000185249/ChEBI185179_s0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185000-0000185249/ChEBI185179_s0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185000-0000185249/ChEBI185179_s0.sdf

Formula	C₃₃H₃₂O₉
MW	572.61
InChIKey	WOAKWOPNBVFIOL-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	4
ONatoms	9
HB_Donor	7
HB_Acceptor	8
OpenEye_HB_Donors	7
OpenEye_HB_Acceptors	2
Lipinski_HB_Donors	7
Lipinski_HB_Acceptors	9
Lipinski_Violations	2
XLogP3	0
XLogP	1.14
logP	6.0255
PSA	171.82
MR	158.933
ABS	0.17
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-299.30844
PM7_Total_Energy_ev	-7142.30316
PM7_Electronic_Energy_ev	-70744.97007
PM7_Dipole_Debye	6.69831
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.587
PM7_LUMO_Energy_ev	-0.995
PM7_COSMO_Area_square_ang	533.72
PM7_COSMO_Volue_cubic_ang	669.53
PM7_Electron_Affinity_ev	0.995
PM7_Ionization_Energy_ev	8.587
PM7_Energy_Gap_ev	7.592
PM7_Global_Hardness_ev	3.796
PM7_Global_Softness_ev	0.26343519494204426
PM7_Chemical_Potential_ev	-4.791
PM7_Electronigativity_ev	4.791
PM7_Back_Donation_Energy_ev	-0.949
PM7_Electrophilicity_ev	3.023403714436249
OPENEYE_Name	(1~{S},2~{S},5~{S},6~{R})-2-[2,6-dihydroxy-4-[6-hydroxy-7-(3-methylbut-2-enyl)benzofuran-2-yl]phenyl]-6-(2,4-dihydroxyphenyl)-5-hydroxy-4-methyl-cyclohex-3-ene-1-carboxylic acid
SMILES	c1cc(c(c2c1cc(o2)c3cc(c(c(c3)O)C4C=C(C(C(C4C(=O)O)c5ccc(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@H]([C@H]([C@H]1C(=O)O)c1ccc(cc1O)O)O)C
InChI	1/C33H32O9/c1-15(2)4-7-21-23(35)9-5-17-13-27(42-32(17)21)18-11-25(37)28(26(38)12-18)22-10-16(3)31(39)29(30(22)33(40)41)20-8-6-19(34)14-24(20)36/h4-6,8-14,22,29-31,34-39H,7H2,1-3H3,(H,40,41)/f/h40H
InChI_3D	1S/C33H32O9/c1-15(2)4-7-21-23(35)9-5-17-13-27(42-32(17)21)18-11-25(37)28(26(38)12-18)22-10-16(3)31(39)29(30(22)33(40)41)20-8-6-19(34)14-24(20)36/h4-6,8-14,22,29-31,34-39H,7H2,1-3H3,(H,40,41)/t22-,29+,30+,31-/m1/s1
AuxInfo	1/1/N:31,32,30,23,1,4,33,2,3,21,6,7,5,8,24,22,9,10,15,11,13,26,16,19,17,18,20,12,27,29,28,14,25,36,37,40,38,39,42,34,41,35/E:(1,2)(11,12)(25,26)(37,38)(40,41)/F:31,32,30,23,1,4,33,2,3,21,6,7,5,8,24,22,9,10,15,11,13,26,16,19,17,18,20,12,27,29,28,14,25,36,37,40,38,39,42,41,34,35/E:(1,2)(11,12)(25,26)(37,38)/rA:74cCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;d2;;;;;s1s5;d6s7;s2;;;d9s13;s4d8;s3d13;s6d12;d7s12;s8d11;d5s10;;d21;;d23;;s12s21;s11;s22s27;s25s26s27;s22;s24;s24;s13s23;d25;s14s20;s15;s16;s17;s18;s19;s25;s28;s1;s2;s3;s4;s5;s6;s7;s8;s21;s23;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;10.1238,-1.5918,0;;10.6252,-2.4571,0;2.6938,-.3125,0;4.7871,-.3629,0;4.7896,1.3722,0;12.129,-1.5916,0;1.736,-.0012,0;4.2858,.5024,0;10.6277,-.722,0;6.291,.5026,0;.868,1.5138,0;1.736,1.0058,0;11.6252,-2.4614,0;0,1.0058,0;5.7871,-.3672,0;5.7947,1.3767,0;11.6328,-.7174,0;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;8.0409,.495,0;9.7503,.7922,0;9.5781,1.7826,0;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;12.1227,-3.3288,0;-.8675,1.5032,0;6.2847,-1.2347,0;6.296,2.242,0;12.134,.1479,0;8.5972,-2.2365,0;11.3281,1.7801,0;.8677,-.9978,0;9.6238,-1.5918,0;-.4327,-.2506,0;10.3746,-2.8898,0;2.8483,-.788,0;4.5365,-.7956,0;4.5389,1.8048,0;12.629,-1.5937,0;7.3996,1.6581,0;1.301,3.7638,0;7.951,.0031,0;10.2202,.963,0;9.6651,2.2749,0;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;12.6227,-3.3303,0;-1.2998,1.252,0;6.0334,-1.667,0;6.0466,2.6754,0;12.634,.1472,0;8.3454,-2.6684,0;11.5787,2.2127,0;
Duplicates	ChEBI185179_s0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185000-0000185249/ChEBI185179_s0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185000-0000185249/ChEBI185179_s0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185000-0000185249/ChEBI185179_s0.sdf