CompChem-Database: compound details

CompChem-Database: details for selected entry

DB16403 (13024)

Formula C₂₁H₂₀O₁₂

MW 464.38

InChIKey OPJZLUXFQFQYAI-UHFFFAOYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 53

Number_Heavy_Atoms 33

Number_Rings 4

Number_Bonds 56

Rotat_Bonds 13

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 -2.12

logP -0.5389

PSA 210.51

MR 110.157

ABS 0.17

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -435.83813

PM7_Total_Energy_ev -6391.74724

PM7_Electronic_Energy_ev -55222.83431

PM7_Dipole_Debye 3.92942

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.238

PM7_LUMO_Energy_ev -1.282

PM7_COSMO_Area_square_ang 389.08

PM7_COSMO_Volue_cubic_ang 492.8

PM7_Electron_Affinity_ev 1.282

PM7_Ionization_Energy_ev 9.238

PM7_Energy_Gap_ev 7.956

PM7_Global_Hardness_ev 3.978

PM7_Global_Softness_ev 0.2513826043237808

PM7_Chemical_Potential_ev -5.26

PM7_Electronigativity_ev 5.26

PM7_Back_Donation_Energy_ev -0.9945

PM7_Electrophilicity_ev 3.477576671694319

OPENEYE_Name 3-[(2~{S},3~{R},4~{R},5~{R})-5-[(1~{R})-1,2-dihydroxyethyl]-3,4-dihydroxy-tetrahydrofuran-2-yl]oxy-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-chromen-4-one

SMILES c1cc(c(cc1c2c(c(=O)c3c(o2)cc(cc3O)O)OC4C(C(C(O4)C(CO)O)O)O)O)O

Canonical_SMILES OC[C@H]([C@H]1O[C@H]([C@@H]([C@H]1O)O)Oc1c(oc2c(c1=O)c(O)cc(c2)O)c1ccc(c(c1)O)O)O

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

InChI_3D 1S/C21H20O12/c22-6-12(27)19-16(29)17(30)21(32-19)33-20-15(28)14-11(26)4-8(23)5-13(14)31-18(20)7-1-2-9(24)10(25)3-7/h1-5,12,16-17,19,21-27,29-30H,6H2/t12-,16-,17-,19-,21+/m1/s1

AuxInfo 1/0/N:1,2,3,5,4,20,6,11,9,10,12,21,8,7,14,16,17,13,18,15,19,31,27,25,26,28,32,22,29,30,23,24,33/rA:53cCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHH/rB:d1;;;;s1d3;;d4s7;s2;s3d9;s4d5;s5d7;s6;s7;d13s14;;s16;s16;s17;;s18s20;d14;s8s13;s18s19;s9;s10;s11;s12;s16;s17;s20;s21;s15s19;s1;s2;s3;s4;s5;s16;s17;s18;s19;s20;s20;s21;s25;s26;s27;s28;s29;s30;s31;s32;/rC:5.2102,1.0006,0;6.0796,1.4948,0;4.3484,2.5066,0;.868,1.5138,0;;4.3446,1.5014,0;1.736,-.0012,0;1.7374,1.0057,0;6.0834,2.5,0;5.2178,3.011,0;0,1.0057,0;.868,-.4978,0;3.4774,1.0034,0;2.6026,-.5032,0;3.4761,-.0036,0;5.6425,-3.366,0;4.7771,-2.8621,0;6.3864,-2.6978,0;4.9866,-1.8826,0;7.9958,-4.9276,0;7.4105,-4.1168,0;2.5998,-1.5032,0;2.6052,1.5109,0;5.9861,-1.781,0;6.9528,2.9942,0;5.2216,4.011,0;-.8675,1.5031,0;.8675,-1.4978,0;4.6099,-4.7789,0;3.8267,-2.551,0;8.581,-5.7385,0;8.2214,-3.5315,0;4.9893,-.8827,0;5.2083,.5006,0;6.5113,1.2425,0;3.9156,2.7569,0;.8678,2.0138,0;-.4327,-.2506,0;6.0134,-3.7013,0;4.5724,-3.3182,0;6.8207,-2.45,0;4.4895,-1.8294,0;8.4012,-4.635,0;7.5904,-5.2203,0;7.0051,-4.4094,0;7.3841,2.7412,0;5.6556,4.2593,0;-1.2998,1.2518,0;1.3004,-1.748,0;4.8119,-5.2362,0;3.4544,-2.8848,0;9.0785,-5.6878,0;8.1707,-3.0341,0;

Duplicates DB16403

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016250-0000016499/DB16403.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016250-0000016499/DB16403.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016250-0000016499/DB16403.sdf

Formula	C₂₁H₂₀O₁₂
MW	464.38
InChIKey	OPJZLUXFQFQYAI-UHFFFAOYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	53
Number_Heavy_Atoms	33
Number_Rings	4
Number_Bonds	56
Rotat_Bonds	13
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	-2.12
logP	-0.5389
PSA	210.51
MR	110.157
ABS	0.17
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-435.83813
PM7_Total_Energy_ev	-6391.74724
PM7_Electronic_Energy_ev	-55222.83431
PM7_Dipole_Debye	3.92942
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.238
PM7_LUMO_Energy_ev	-1.282
PM7_COSMO_Area_square_ang	389.08
PM7_COSMO_Volue_cubic_ang	492.8
PM7_Electron_Affinity_ev	1.282
PM7_Ionization_Energy_ev	9.238
PM7_Energy_Gap_ev	7.956
PM7_Global_Hardness_ev	3.978
PM7_Global_Softness_ev	0.2513826043237808
PM7_Chemical_Potential_ev	-5.26
PM7_Electronigativity_ev	5.26
PM7_Back_Donation_Energy_ev	-0.9945
PM7_Electrophilicity_ev	3.477576671694319
OPENEYE_Name	3-[(2~{S},3~{R},4~{R},5~{R})-5-[(1~{R})-1,2-dihydroxyethyl]-3,4-dihydroxy-tetrahydrofuran-2-yl]oxy-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-chromen-4-one
SMILES	c1cc(c(cc1c2c(c(=O)c3c(o2)cc(cc3O)O)OC4C(C(C(O4)C(CO)O)O)O)O)O
Canonical_SMILES	OC[C@H]([C@H]1O[C@H]([C@@H]([C@H]1O)O)Oc1c(oc2c(c1=O)c(O)cc(c2)O)c1ccc(c(c1)O)O)O
InChI	1/C21H20O12/c22-6-12(27)19-16(29)17(30)21(32-19)33-20-15(28)14-11(26)4-8(23)5-13(14)31-18(20)7-1-2-9(24)10(25)3-7/h1-5,12,16-17,19,21-27,29-30H,6H2
InChI_3D	1S/C21H20O12/c22-6-12(27)19-16(29)17(30)21(32-19)33-20-15(28)14-11(26)4-8(23)5-13(14)31-18(20)7-1-2-9(24)10(25)3-7/h1-5,12,16-17,19,21-27,29-30H,6H2/t12-,16-,17-,19-,21+/m1/s1
AuxInfo	1/0/N:1,2,3,5,4,20,6,11,9,10,12,21,8,7,14,16,17,13,18,15,19,31,27,25,26,28,32,22,29,30,23,24,33/rA:53cCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHH/rB:d1;;;;s1d3;;d4s7;s2;s3d9;s4d5;s5d7;s6;s7;d13s14;;s16;s16;s17;;s18s20;d14;s8s13;s18s19;s9;s10;s11;s12;s16;s17;s20;s21;s15s19;s1;s2;s3;s4;s5;s16;s17;s18;s19;s20;s20;s21;s25;s26;s27;s28;s29;s30;s31;s32;/rC:5.2102,1.0006,0;6.0796,1.4948,0;4.3484,2.5066,0;.868,1.5138,0;;4.3446,1.5014,0;1.736,-.0012,0;1.7374,1.0057,0;6.0834,2.5,0;5.2178,3.011,0;0,1.0057,0;.868,-.4978,0;3.4774,1.0034,0;2.6026,-.5032,0;3.4761,-.0036,0;5.6425,-3.366,0;4.7771,-2.8621,0;6.3864,-2.6978,0;4.9866,-1.8826,0;7.9958,-4.9276,0;7.4105,-4.1168,0;2.5998,-1.5032,0;2.6052,1.5109,0;5.9861,-1.781,0;6.9528,2.9942,0;5.2216,4.011,0;-.8675,1.5031,0;.8675,-1.4978,0;4.6099,-4.7789,0;3.8267,-2.551,0;8.581,-5.7385,0;8.2214,-3.5315,0;4.9893,-.8827,0;5.2083,.5006,0;6.5113,1.2425,0;3.9156,2.7569,0;.8678,2.0138,0;-.4327,-.2506,0;6.0134,-3.7013,0;4.5724,-3.3182,0;6.8207,-2.45,0;4.4895,-1.8294,0;8.4012,-4.635,0;7.5904,-5.2203,0;7.0051,-4.4094,0;7.3841,2.7412,0;5.6556,4.2593,0;-1.2998,1.2518,0;1.3004,-1.748,0;4.8119,-5.2362,0;3.4544,-2.8848,0;9.0785,-5.6878,0;8.1707,-3.0341,0;
Duplicates	DB16403
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016250-0000016499/DB16403.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016250-0000016499/DB16403.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016250-0000016499/DB16403.sdf