CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI180787_s0 (96569)

Formula C₄₄H₄₄O₉

MW 716.83

InChIKey XMXZFZDVDCIFKB-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 97

Number_Heavy_Atoms 53

Number_Rings 6

Number_Bonds 102

Rotat_Bonds 16

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 4.26

logP 9.7729

PSA 171.82

MR 208.674

ABS 0.17

Solubility insoluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -286.91871

PM7_Total_Energy_ev -8655.1342

PM7_Electronic_Energy_ev -106020.9171

PM7_Dipole_Debye 6.52632

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.476

PM7_LUMO_Energy_ev -0.81

PM7_COSMO_Area_square_ang 608.16

PM7_COSMO_Volue_cubic_ang 878.12

PM7_Electron_Affinity_ev 0.81

PM7_Ionization_Energy_ev 8.476

PM7_Energy_Gap_ev 7.666

PM7_Global_Hardness_ev 3.833

PM7_Global_Softness_ev 0.26089225150013046

PM7_Chemical_Potential_ev -4.643

PM7_Electronigativity_ev 4.643

PM7_Back_Donation_Energy_ev -0.95825

PM7_Electrophilicity_ev 2.812085703104618

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

SMILES c1cc(c(c2c1cc(o2)c3cc(c(c(c3)O)C4C=C(CC(C4C(=O)c5ccc(c(c5O)CC=C(C)C)O)c6ccc(cc6O)O)C)O)CC=C(C)C)O

Canonical_SMILES CC(=CCc1c(O)ccc(c1O)C(=O)[C@@H]1[C@@H](C=C(C[C@@H]1c1ccc(cc1O)O)C)c1c(O)cc(cc1O)c1oc2c(c1)ccc(c2CC=C(C)C)O)C

InChI 1/C44H44O9/c1-22(2)6-10-29-34(46)15-13-31(42(29)51)43(52)40-32(28-12-9-27(45)21-36(28)48)16-24(5)17-33(40)41-37(49)18-26(19-38(41)50)39-20-25-8-14-35(47)30(44(25)53-39)11-7-23(3)4/h6-9,12-15,17-21,32-33,40,45-51H,10-11,16H2,1-5H3

InChI_3D 1S/C44H44O9/c1-22(2)6-10-29-34(46)15-13-31(42(29)51)43(52)40-32(28-12-9-27(45)21-36(28)48)16-24(5)17-33(40)41-37(49)18-26(19-38(41)50)39-20-25-8-14-35(47)30(44(25)53-39)11-7-23(3)4/h6-9,12-15,17-21,32-33,40,45-51H,10-11,16H2,1-5H3/t32-,33-,40+/m1/s1

AuxInfo 1/0/N:41,42,39,40,38,30,29,1,6,44,43,3,2,4,5,34,27,8,9,7,10,33,32,28,11,12,19,14,17,16,13,36,35,21,20,24,22,23,26,37,15,25,31,18,47,49,48,52,50,51,53,45,46/E:(1,2)(3,4)(18,19)(37,38)(49,50)/rA:97cCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;;d1;d2;d3;;;;;s1s7;d8s9;s2;s3;;;;d11s16;s6d10;s4d16;s5d17;s8d15;d9s15;s10d14;d13s17;d7s12;;d27;;;s13;d29;d30;s28;s15s27;s14s34;s31s35s36;s28;s32;s32;s33;s33;s16s29;s17s30;d31;s18s26;s19;s20;s21;s22;s23;s24;s25;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s27;s29;s30;s34;s34;s35;s36;s37;s38;s38;s38;s39;s39;s39;s40;s40;s40;s41;s41;s41;s42;s42;s42;s43;s43;s44;s44;s47;s48;s49;s50;s51;s52;s53;/rC:.868,-.4978,0;9.6261,3.2142,0;11.5505,-1.421,0;;10.1299,4.0781,0;12.4874,-1.7709,0;2.6938,-.3125,0;4.7871,-.3629,0;4.7896,1.3722,0;13.099,-.1471,0;1.736,-.0012,0;4.2858,.5024,0;8.621,3.2216,0;11.3871,-.4292,0;6.291,.5026,0;.868,1.5138,0;8.6336,4.9565,0;1.736,1.0058,0;13.2624,-1.1389,0;0,1.0058,0;9.6388,4.9492,0;5.7871,-.3672,0;5.7947,1.3767,0;12.1605,.2128,0;8.1196,4.0927,0;3.2858,.5023,0;7.8601,-.4938,0;8.624,-1.1392,0;.868,3.5138,0;7.6514,6.6987,0;8.1172,2.3577,0;.002,4.0138,0;8.1603,7.5596,0;9.5669,-.8059,0;8.0409,.495,0;9.7476,.1829,0;8.9856,.8384,0;8.4442,-2.1229,0;.002,5.0138,0;-.864,3.5138,0;7.6692,8.4307,0;9.1602,7.5493,0;.868,2.5138,0;8.1425,5.8276,0;7.1172,2.3621,0;2.6938,1.3169,0;14.1977,-1.4929,0;-.8675,1.5032,0;10.1463,5.8108,0;6.2847,-1.2347,0;6.296,2.242,0;11.9979,1.1995,0;7.1196,4.1,0;.8677,-.9978,0;9.8736,2.7798,0;11.1644,-1.7387,0;-.4327,-.2506,0;10.6299,4.0744,0;12.5687,-2.2642,0;2.8483,-.788,0;4.5365,-.7956,0;4.5389,1.8048,0;13.4866,.1688,0;7.3895,-.6625,0;1.301,3.7638,0;7.1514,6.7038,0;10.0668,-.8095,0;9.6496,-1.299,0;7.9553,.9876,0;10.0021,.6134,0;9.3713,1.1566,0;8.936,-2.2129,0;7.9523,-2.033,0;8.3542,-2.6148,0;.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;8.1047,8.6762,0;7.4236,8.8662,0;7.2336,8.1851,0;9.1653,8.0493,0;9.1551,7.0494,0;9.6602,7.5442,0;1.368,2.5138,0;.368,2.5138,0;7.707,5.5821,0;8.5781,6.0732,0;14.5848,-1.1763,0;-1.2998,1.252,0;9.9001,6.246,0;6.0334,-1.667,0;6.0466,2.6754,0;12.3845,1.5166,0;6.8728,4.5349,0;

Duplicates ChEBI180787_s0

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000180750-0000180999/ChEBI180787_s0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000180750-0000180999/ChEBI180787_s0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000180750-0000180999/ChEBI180787_s0.sdf

Formula	C₄₄H₄₄O₉
MW	716.83
InChIKey	XMXZFZDVDCIFKB-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	97
Number_Heavy_Atoms	53
Number_Rings	6
Number_Bonds	102
Rotat_Bonds	16
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	4.26
logP	9.7729
PSA	171.82
MR	208.674
ABS	0.17
Solubility	insoluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-286.91871
PM7_Total_Energy_ev	-8655.1342
PM7_Electronic_Energy_ev	-106020.9171
PM7_Dipole_Debye	6.52632
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.476
PM7_LUMO_Energy_ev	-0.81
PM7_COSMO_Area_square_ang	608.16
PM7_COSMO_Volue_cubic_ang	878.12
PM7_Electron_Affinity_ev	0.81
PM7_Ionization_Energy_ev	8.476
PM7_Energy_Gap_ev	7.666
PM7_Global_Hardness_ev	3.833
PM7_Global_Softness_ev	0.26089225150013046
PM7_Chemical_Potential_ev	-4.643
PM7_Electronigativity_ev	4.643
PM7_Back_Donation_Energy_ev	-0.95825
PM7_Electrophilicity_ev	2.812085703104618
OPENEYE_Name	[(1~{S},2~{R},6~{S})-2-[2,6-dihydroxy-4-[6-hydroxy-7-(3-methylbut-2-enyl)benzofuran-2-yl]phenyl]-6-(2,4-dihydroxyphenyl)-4-methyl-cyclohex-3-en-1-yl]-[2,4-dihydroxy-3-(3-methylbut-2-enyl)phenyl]methanone
SMILES	c1cc(c(c2c1cc(o2)c3cc(c(c(c3)O)C4C=C(CC(C4C(=O)c5ccc(c(c5O)CC=C(C)C)O)c6ccc(cc6O)O)C)O)CC=C(C)C)O
Canonical_SMILES	CC(=CCc1c(O)ccc(c1O)C(=O)[C@@H]1[C@@H](C=C(C[C@@H]1c1ccc(cc1O)O)C)c1c(O)cc(cc1O)c1oc2c(c1)ccc(c2CC=C(C)C)O)C
InChI	1/C44H44O9/c1-22(2)6-10-29-34(46)15-13-31(42(29)51)43(52)40-32(28-12-9-27(45)21-36(28)48)16-24(5)17-33(40)41-37(49)18-26(19-38(41)50)39-20-25-8-14-35(47)30(44(25)53-39)11-7-23(3)4/h6-9,12-15,17-21,32-33,40,45-51H,10-11,16H2,1-5H3
InChI_3D	1S/C44H44O9/c1-22(2)6-10-29-34(46)15-13-31(42(29)51)43(52)40-32(28-12-9-27(45)21-36(28)48)16-24(5)17-33(40)41-37(49)18-26(19-38(41)50)39-20-25-8-14-35(47)30(44(25)53-39)11-7-23(3)4/h6-9,12-15,17-21,32-33,40,45-51H,10-11,16H2,1-5H3/t32-,33-,40+/m1/s1
AuxInfo	1/0/N:41,42,39,40,38,30,29,1,6,44,43,3,2,4,5,34,27,8,9,7,10,33,32,28,11,12,19,14,17,16,13,36,35,21,20,24,22,23,26,37,15,25,31,18,47,49,48,52,50,51,53,45,46/E:(1,2)(3,4)(18,19)(37,38)(49,50)/rA:97cCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;;d1;d2;d3;;;;;s1s7;d8s9;s2;s3;;;;d11s16;s6d10;s4d16;s5d17;s8d15;d9s15;s10d14;d13s17;d7s12;;d27;;;s13;d29;d30;s28;s15s27;s14s34;s31s35s36;s28;s32;s32;s33;s33;s16s29;s17s30;d31;s18s26;s19;s20;s21;s22;s23;s24;s25;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s27;s29;s30;s34;s34;s35;s36;s37;s38;s38;s38;s39;s39;s39;s40;s40;s40;s41;s41;s41;s42;s42;s42;s43;s43;s44;s44;s47;s48;s49;s50;s51;s52;s53;/rC:.868,-.4978,0;9.6261,3.2142,0;11.5505,-1.421,0;;10.1299,4.0781,0;12.4874,-1.7709,0;2.6938,-.3125,0;4.7871,-.3629,0;4.7896,1.3722,0;13.099,-.1471,0;1.736,-.0012,0;4.2858,.5024,0;8.621,3.2216,0;11.3871,-.4292,0;6.291,.5026,0;.868,1.5138,0;8.6336,4.9565,0;1.736,1.0058,0;13.2624,-1.1389,0;0,1.0058,0;9.6388,4.9492,0;5.7871,-.3672,0;5.7947,1.3767,0;12.1605,.2128,0;8.1196,4.0927,0;3.2858,.5023,0;7.8601,-.4938,0;8.624,-1.1392,0;.868,3.5138,0;7.6514,6.6987,0;8.1172,2.3577,0;.002,4.0138,0;8.1603,7.5596,0;9.5669,-.8059,0;8.0409,.495,0;9.7476,.1829,0;8.9856,.8384,0;8.4442,-2.1229,0;.002,5.0138,0;-.864,3.5138,0;7.6692,8.4307,0;9.1602,7.5493,0;.868,2.5138,0;8.1425,5.8276,0;7.1172,2.3621,0;2.6938,1.3169,0;14.1977,-1.4929,0;-.8675,1.5032,0;10.1463,5.8108,0;6.2847,-1.2347,0;6.296,2.242,0;11.9979,1.1995,0;7.1196,4.1,0;.8677,-.9978,0;9.8736,2.7798,0;11.1644,-1.7387,0;-.4327,-.2506,0;10.6299,4.0744,0;12.5687,-2.2642,0;2.8483,-.788,0;4.5365,-.7956,0;4.5389,1.8048,0;13.4866,.1688,0;7.3895,-.6625,0;1.301,3.7638,0;7.1514,6.7038,0;10.0668,-.8095,0;9.6496,-1.299,0;7.9553,.9876,0;10.0021,.6134,0;9.3713,1.1566,0;8.936,-2.2129,0;7.9523,-2.033,0;8.3542,-2.6148,0;.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;8.1047,8.6762,0;7.4236,8.8662,0;7.2336,8.1851,0;9.1653,8.0493,0;9.1551,7.0494,0;9.6602,7.5442,0;1.368,2.5138,0;.368,2.5138,0;7.707,5.5821,0;8.5781,6.0732,0;14.5848,-1.1763,0;-1.2998,1.252,0;9.9001,6.246,0;6.0334,-1.667,0;6.0466,2.6754,0;12.3845,1.5166,0;6.8728,4.5349,0;
Duplicates	ChEBI180787_s0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000180750-0000180999/ChEBI180787_s0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000180750-0000180999/ChEBI180787_s0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000180750-0000180999/ChEBI180787_s0.sdf