CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI192907_s0 (106402)

Formula C₂₁H₂₀O₁₂

MW 464.38

InChIKey CNLUHMGCIFZWFM-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 53

Number_Heavy_Atoms 33

Number_Rings 4

Number_Bonds 56

Rotat_Bonds 12

Unbranched_Chain 2

Chiral_Centers 5

ONatoms 12

HB_Donor 8

HB_Acceptor 9

OpenEye_HB_Donors 8

OpenEye_HB_Acceptors 6

Lipinski_HB_Donors 8

Lipinski_HB_Acceptors 12

Lipinski_Violations 2

XLogP3 0

XLogP -1.81

logP -0.6961

PSA 206.6

MR 108.057

ABS 0.17

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -411.1557

PM7_Total_Energy_ev -6390.88766

PM7_Electronic_Energy_ev -52841.55775

PM7_Dipole_Debye 2.23672

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.92

PM7_LUMO_Energy_ev -1.417

PM7_COSMO_Area_square_ang 409.21

PM7_COSMO_Volue_cubic_ang 485.2

PM7_Electron_Affinity_ev 1.417

PM7_Ionization_Energy_ev 8.92

PM7_Energy_Gap_ev 7.503

PM7_Global_Hardness_ev 3.7515

PM7_Global_Softness_ev 0.2665600426496068

PM7_Chemical_Potential_ev -5.1685

PM7_Electronigativity_ev 5.1685

PM7_Back_Donation_Energy_ev -0.937875

PM7_Electrophilicity_ev 3.560361488737838

OPENEYE_Name (2~{Z})-6-hydroxy-4-[(2~{S},3~{S},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-2-[(3,4,5-trihydroxyphenyl)methylene]benzofuran-3-one

SMILES c1c(cc(c(c1O)O)O)C=C2C(=O)c3c(cc(cc3OC4C(C(C(C(O4)CO)O)O)O)O)O2

Canonical_SMILES OC[C@H]1O[C@@H](Oc2cc(O)cc3c2C(=O)/C(=C/c2cc(O)c(c(c2)O)O)/O3)[C@H]([C@H]([C@@H]1O)O)O

InChI 1/C21H20O12/c22-6-14-18(28)19(29)20(30)21(33-14)32-12-5-8(23)4-11-15(12)17(27)13(31-11)3-7-1-9(24)16(26)10(25)2-7/h1-5,14,18-26,28-30H,6H2

InChI_3D 1S/C21H20O12/c22-6-14-18(28)19(29)20(30)21(33-14)32-12-5-8(23)4-11-15(12)17(27)13(31-11)3-7-1-9(24)16(26)10(25)2-7/h1-5,14,18-26,28-30H,6H2/b13-3-/t14-,18-,19+,20+,21-/m1/s1

AuxInfo 1/0/N:1,2,15,3,4,21,6,10,8,9,7,11,14,19,5,12,13,17,16,18,20,32,27,25,26,28,22,30,29,31,23,33,24/E:(1,2)(9,10)(24,25)/rA:53cCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHH/rB:;;;;d1s2;d3s5;s1;d2;s3d4;s4d5;d8s9;s5;s13;s6w14;;s16;s16;s17;s18;s19;d13;s7s14;s19s20;s8;s9;s10;s12;s16;s17;s18;s21;s11s20;s1;s2;s3;s4;s15;s16;s17;s18;s19;s20;s21;s21;s25;s26;s27;s28;s29;s30;s31;s32;/rC:5.7858,1.3656,0;4.2832,2.233,0;.868,1.5138,0;;1.736,-.0012,0;4.7858,1.3684,0;1.736,1.0058,0;6.2883,2.2361,0;4.7857,3.1035,0;0,1.0058,0;.868,-.4978,0;5.7908,3.1095,0;2.6938,-.3125,0;3.2858,.5023,0;4.2858,.5024,0;-1.333,-3.1067,0;-.6958,-3.8775,0;-.9895,-2.1675,0;.2949,-3.7073,0;.0012,-1.9973,0;2.0157,-4.0256,0;3.0028,-1.2636,0;2.6938,1.3169,0;.6484,-2.7664,0;7.2883,2.2332,0;4.2831,3.9681,0;-.8675,1.5032,0;6.2908,3.9756,0;-2.8455,-2.2264,0;-2.2169,-4.7428,0;-.986,-1.1675,0;2.999,-4.2076,0;.8675,-1.4978,0;6.0352,.9322,0;3.7832,2.2322,0;.868,2.0138,0;-.4327,-.2506,0;4.5358,.0694,0;-1.6565,-3.488,0;-.5274,-4.3482,0;-1.4817,-2.0794,0;.2916,-4.2073,0;-.1686,-1.5271,0;1.9247,-4.5173,0;2.1066,-3.534,0;7.5371,1.7995,0;4.5318,4.4018,0;-1.2998,1.252,0;6.7908,3.9756,0;-3.2794,-2.4749,0;-2.2201,-5.2427,0;-1.4182,-.916,0;3.166,-4.6788,0;

Duplicates ChEBI192907_s0

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000192750-0000192999/ChEBI192907_s0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000192750-0000192999/ChEBI192907_s0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000192750-0000192999/ChEBI192907_s0.sdf

Formula	C₂₁H₂₀O₁₂
MW	464.38
InChIKey	CNLUHMGCIFZWFM-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	53
Number_Heavy_Atoms	33
Number_Rings	4
Number_Bonds	56
Rotat_Bonds	12
Unbranched_Chain	2
Chiral_Centers	5
ONatoms	12
HB_Donor	8
HB_Acceptor	9
OpenEye_HB_Donors	8
OpenEye_HB_Acceptors	6
Lipinski_HB_Donors	8
Lipinski_HB_Acceptors	12
Lipinski_Violations	2
XLogP3	0
XLogP	-1.81
logP	-0.6961
PSA	206.6
MR	108.057
ABS	0.17
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-411.1557
PM7_Total_Energy_ev	-6390.88766
PM7_Electronic_Energy_ev	-52841.55775
PM7_Dipole_Debye	2.23672
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.92
PM7_LUMO_Energy_ev	-1.417
PM7_COSMO_Area_square_ang	409.21
PM7_COSMO_Volue_cubic_ang	485.2
PM7_Electron_Affinity_ev	1.417
PM7_Ionization_Energy_ev	8.92
PM7_Energy_Gap_ev	7.503
PM7_Global_Hardness_ev	3.7515
PM7_Global_Softness_ev	0.2665600426496068
PM7_Chemical_Potential_ev	-5.1685
PM7_Electronigativity_ev	5.1685
PM7_Back_Donation_Energy_ev	-0.937875
PM7_Electrophilicity_ev	3.560361488737838
OPENEYE_Name	(2~{Z})-6-hydroxy-4-[(2~{S},3~{S},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-2-[(3,4,5-trihydroxyphenyl)methylene]benzofuran-3-one
SMILES	c1c(cc(c(c1O)O)O)C=C2C(=O)c3c(cc(cc3OC4C(C(C(C(O4)CO)O)O)O)O)O2
Canonical_SMILES	OC[C@H]1O[C@@H](Oc2cc(O)cc3c2C(=O)/C(=C/c2cc(O)c(c(c2)O)O)/O3)[C@H]([C@H]([C@@H]1O)O)O
InChI	1/C21H20O12/c22-6-14-18(28)19(29)20(30)21(33-14)32-12-5-8(23)4-11-15(12)17(27)13(31-11)3-7-1-9(24)16(26)10(25)2-7/h1-5,14,18-26,28-30H,6H2
InChI_3D	1S/C21H20O12/c22-6-14-18(28)19(29)20(30)21(33-14)32-12-5-8(23)4-11-15(12)17(27)13(31-11)3-7-1-9(24)16(26)10(25)2-7/h1-5,14,18-26,28-30H,6H2/b13-3-/t14-,18-,19+,20+,21-/m1/s1
AuxInfo	1/0/N:1,2,15,3,4,21,6,10,8,9,7,11,14,19,5,12,13,17,16,18,20,32,27,25,26,28,22,30,29,31,23,33,24/E:(1,2)(9,10)(24,25)/rA:53cCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHH/rB:;;;;d1s2;d3s5;s1;d2;s3d4;s4d5;d8s9;s5;s13;s6w14;;s16;s16;s17;s18;s19;d13;s7s14;s19s20;s8;s9;s10;s12;s16;s17;s18;s21;s11s20;s1;s2;s3;s4;s15;s16;s17;s18;s19;s20;s21;s21;s25;s26;s27;s28;s29;s30;s31;s32;/rC:5.7858,1.3656,0;4.2832,2.233,0;.868,1.5138,0;;1.736,-.0012,0;4.7858,1.3684,0;1.736,1.0058,0;6.2883,2.2361,0;4.7857,3.1035,0;0,1.0058,0;.868,-.4978,0;5.7908,3.1095,0;2.6938,-.3125,0;3.2858,.5023,0;4.2858,.5024,0;-1.333,-3.1067,0;-.6958,-3.8775,0;-.9895,-2.1675,0;.2949,-3.7073,0;.0012,-1.9973,0;2.0157,-4.0256,0;3.0028,-1.2636,0;2.6938,1.3169,0;.6484,-2.7664,0;7.2883,2.2332,0;4.2831,3.9681,0;-.8675,1.5032,0;6.2908,3.9756,0;-2.8455,-2.2264,0;-2.2169,-4.7428,0;-.986,-1.1675,0;2.999,-4.2076,0;.8675,-1.4978,0;6.0352,.9322,0;3.7832,2.2322,0;.868,2.0138,0;-.4327,-.2506,0;4.5358,.0694,0;-1.6565,-3.488,0;-.5274,-4.3482,0;-1.4817,-2.0794,0;.2916,-4.2073,0;-.1686,-1.5271,0;1.9247,-4.5173,0;2.1066,-3.534,0;7.5371,1.7995,0;4.5318,4.4018,0;-1.2998,1.252,0;6.7908,3.9756,0;-3.2794,-2.4749,0;-2.2201,-5.2427,0;-1.4182,-.916,0;3.166,-4.6788,0;
Duplicates	ChEBI192907_s0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000192750-0000192999/ChEBI192907_s0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000192750-0000192999/ChEBI192907_s0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000192750-0000192999/ChEBI192907_s0.sdf