CompChem-Database: compound details

CompChem-Database: details for selected entry

DB11263 (9083)

Formula C₂₀H₂₂O₈

MW 390.39

InChIKey HSTZMXCBWJGKHG-UHFFFAOYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 50

Number_Heavy_Atoms 28

Number_Rings 3

Number_Bonds 52

Rotat_Bonds 11

Unbranched_Chain 2

Chiral_Centers 5

ONatoms 8

HB_Donor 6

HB_Acceptor 6

OpenEye_HB_Donors 6

OpenEye_HB_Acceptors 5

Lipinski_HB_Donors 6

Lipinski_HB_Acceptors 8

Lipinski_Violations 1

XLogP3 0

XLogP 0.51

logP 0.4469

PSA 139.84

MR 100.003

ABS 0.55

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -277.8054

PM7_Total_Energy_ev -5114.89833

PM7_Electronic_Energy_ev -39586.34911

PM7_Dipole_Debye 1.62084

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.886

PM7_LUMO_Energy_ev -0.596

PM7_COSMO_Area_square_ang 386.62

PM7_COSMO_Volue_cubic_ang 453.83

PM7_Electron_Affinity_ev 0.596

PM7_Ionization_Energy_ev 8.886

PM7_Energy_Gap_ev 8.29

PM7_Global_Hardness_ev 4.145

PM7_Global_Softness_ev 0.24125452352231605

PM7_Chemical_Potential_ev -4.741

PM7_Electronigativity_ev 4.741

PM7_Back_Donation_Energy_ev -1.03625

PM7_Electrophilicity_ev 2.7113487334137516

OPENEYE_Name (2~{S},3~{R},4~{S},5~{S},6~{R})-2-[3-hydroxy-5-[(~{E})-2-(4-hydroxyphenyl)vinyl]phenoxy]-6-(hydroxymethyl)tetrahydropyran-3,4,5-triol

SMILES c1cc(ccc1C=Cc2cc(cc(c2)OC3C(C(C(C(O3)CO)O)O)O)O)O

Canonical_SMILES OC[C@H]1O[C@@H](Oc2cc(/C=C/c3ccc(cc3)O)cc(c2)O)[C@@H]([C@H]([C@@H]1O)O)O

InChI 1/C20H22O8/c21-10-16-17(24)18(25)19(26)20(28-16)27-15-8-12(7-14(23)9-15)2-1-11-3-5-13(22)6-4-11/h1-9,16-26H,10H2

InChI_3D 1S/C20H22O8/c21-10-16-17(24)18(25)19(26)20(28-16)27-15-8-12(7-14(23)9-15)2-1-11-3-5-13(22)6-4-11/h1-9,16-26H,10H2/b2-1+/t16-,17-,18+,19-,20-/m1/s1

AuxInfo 1/0/N:13,14,1,2,3,4,5,6,7,20,8,9,10,11,12,18,16,15,17,19,27,22,23,25,24,26,28,21/E:(3,4)(5,6)/rA:50cCCCCCCCCCCCCCCCCCCCCOOOOOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;;;;s1d2;d5s6;s3d4;s5d7;d6s7;s8;s9w13;;s15;s15;s16;s17;s18;s18s19;s10;s11;s15;s16;s17;s20;s12s19;s1;s2;s3;s4;s5;s6;s7;s13;s14;s15;s16;s17;s18;s19;s20;s20;s22;s23;s24;s25;s26;s27;/rC:7.0887,.8227,0;5.7568,-.2892,0;7.7329,.0511,0;6.401,-1.0608,0;4.1799,2.9521,0;2.8463,1.8421,0;2.5517,3.5519,0;6.1039,.6487,0;3.8369,2.0128,0;7.3923,-.8946,0;3.5424,3.7226,0;2.1987,2.6108,0;5.463,1.4163,0;4.4778,1.2451,0;;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;-1.4725,3.1448,0;0,2.0104,0;8.0332,-1.6622,0;3.8894,4.6604,0;1.1236,-1.3417,0;-1.4629,-1.1481,0;1.8525,.6702,0;-1.8182,4.0831,0;1.2132,2.441,0;7.2602,1.2924,0;5.2641,-.3741,0;8.2253,.1382,0;6.2275,-1.5297,0;4.6727,3.037,0;2.6748,1.3724,0;2.233,3.9371,0;5.6352,1.8857,0;4.3056,.7757,0;-.321,-.3833,0;-1.36,.5838,0;1.0376,.0273,0;-1.3597,1.4149,0;1.3597,1.4149,0;-1.9417,2.9719,0;-1.0033,3.3177,0;8.5259,-1.5766,0;3.5701,5.0452,0;.9521,-1.8113,0;-1.9551,-1.2359,0;2.1735,.2869,0;-2.311,4.168,0;

Duplicates DB11263

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011250-0000011499/DB11263.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011250-0000011499/DB11263.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011250-0000011499/DB11263.sdf

Formula	C₂₀H₂₂O₈
MW	390.39
InChIKey	HSTZMXCBWJGKHG-UHFFFAOYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	50
Number_Heavy_Atoms	28
Number_Rings	3
Number_Bonds	52
Rotat_Bonds	11
Unbranched_Chain	2
Chiral_Centers	5
ONatoms	8
HB_Donor	6
HB_Acceptor	6
OpenEye_HB_Donors	6
OpenEye_HB_Acceptors	5
Lipinski_HB_Donors	6
Lipinski_HB_Acceptors	8
Lipinski_Violations	1
XLogP3	0
XLogP	0.51
logP	0.4469
PSA	139.84
MR	100.003
ABS	0.55
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-277.8054
PM7_Total_Energy_ev	-5114.89833
PM7_Electronic_Energy_ev	-39586.34911
PM7_Dipole_Debye	1.62084
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.886
PM7_LUMO_Energy_ev	-0.596
PM7_COSMO_Area_square_ang	386.62
PM7_COSMO_Volue_cubic_ang	453.83
PM7_Electron_Affinity_ev	0.596
PM7_Ionization_Energy_ev	8.886
PM7_Energy_Gap_ev	8.29
PM7_Global_Hardness_ev	4.145
PM7_Global_Softness_ev	0.24125452352231605
PM7_Chemical_Potential_ev	-4.741
PM7_Electronigativity_ev	4.741
PM7_Back_Donation_Energy_ev	-1.03625
PM7_Electrophilicity_ev	2.7113487334137516
OPENEYE_Name	(2~{S},3~{R},4~{S},5~{S},6~{R})-2-[3-hydroxy-5-[(~{E})-2-(4-hydroxyphenyl)vinyl]phenoxy]-6-(hydroxymethyl)tetrahydropyran-3,4,5-triol
SMILES	c1cc(ccc1C=Cc2cc(cc(c2)OC3C(C(C(C(O3)CO)O)O)O)O)O
Canonical_SMILES	OC[C@H]1O[C@@H](Oc2cc(/C=C/c3ccc(cc3)O)cc(c2)O)[C@@H]([C@H]([C@@H]1O)O)O
InChI	1/C20H22O8/c21-10-16-17(24)18(25)19(26)20(28-16)27-15-8-12(7-14(23)9-15)2-1-11-3-5-13(22)6-4-11/h1-9,16-26H,10H2
InChI_3D	1S/C20H22O8/c21-10-16-17(24)18(25)19(26)20(28-16)27-15-8-12(7-14(23)9-15)2-1-11-3-5-13(22)6-4-11/h1-9,16-26H,10H2/b2-1+/t16-,17-,18+,19-,20-/m1/s1
AuxInfo	1/0/N:13,14,1,2,3,4,5,6,7,20,8,9,10,11,12,18,16,15,17,19,27,22,23,25,24,26,28,21/E:(3,4)(5,6)/rA:50cCCCCCCCCCCCCCCCCCCCCOOOOOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;;;;s1d2;d5s6;s3d4;s5d7;d6s7;s8;s9w13;;s15;s15;s16;s17;s18;s18s19;s10;s11;s15;s16;s17;s20;s12s19;s1;s2;s3;s4;s5;s6;s7;s13;s14;s15;s16;s17;s18;s19;s20;s20;s22;s23;s24;s25;s26;s27;/rC:7.0887,.8227,0;5.7568,-.2892,0;7.7329,.0511,0;6.401,-1.0608,0;4.1799,2.9521,0;2.8463,1.8421,0;2.5517,3.5519,0;6.1039,.6487,0;3.8369,2.0128,0;7.3923,-.8946,0;3.5424,3.7226,0;2.1987,2.6108,0;5.463,1.4163,0;4.4778,1.2451,0;;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;-1.4725,3.1448,0;0,2.0104,0;8.0332,-1.6622,0;3.8894,4.6604,0;1.1236,-1.3417,0;-1.4629,-1.1481,0;1.8525,.6702,0;-1.8182,4.0831,0;1.2132,2.441,0;7.2602,1.2924,0;5.2641,-.3741,0;8.2253,.1382,0;6.2275,-1.5297,0;4.6727,3.037,0;2.6748,1.3724,0;2.233,3.9371,0;5.6352,1.8857,0;4.3056,.7757,0;-.321,-.3833,0;-1.36,.5838,0;1.0376,.0273,0;-1.3597,1.4149,0;1.3597,1.4149,0;-1.9417,2.9719,0;-1.0033,3.3177,0;8.5259,-1.5766,0;3.5701,5.0452,0;.9521,-1.8113,0;-1.9551,-1.2359,0;2.1735,.2869,0;-2.311,4.168,0;
Duplicates	DB11263
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011250-0000011499/DB11263.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011250-0000011499/DB11263.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011250-0000011499/DB11263.sdf