CompChem-Database: compound details

CompChem-Database: details for selected entry

DB16288 (12975)

Formula C₂₃H₂₈O₁₁

MW 480.47

InChIKey YKRGDOXKVOZESV-UHFFFAOYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 62

Number_Heavy_Atoms 34

Number_Rings 6

Number_Bonds 67

Rotat_Bonds 12

Unbranched_Chain 2

Chiral_Centers 11

ONatoms 11

HB_Donor 5

HB_Acceptor 6

OpenEye_HB_Donors 5

OpenEye_HB_Acceptors 10

Lipinski_HB_Donors 5

Lipinski_HB_Acceptors 11

Lipinski_Violations 1

XLogP3 0

XLogP -0.64

logP -1.3575

PSA 164.37

MR 109.259

ABS 0.55

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -395.98286

PM7_Total_Energy_ev -6449.54751

PM7_Electronic_Energy_ev -61951.26449

PM7_Dipole_Debye 5.01755

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.965

PM7_LUMO_Energy_ev -0.452

PM7_COSMO_Area_square_ang 398.78

PM7_COSMO_Volue_cubic_ang 531.05

PM7_Electron_Affinity_ev 0.452

PM7_Ionization_Energy_ev 9.965

PM7_Energy_Gap_ev 9.513

PM7_Global_Hardness_ev 4.7565

PM7_Global_Softness_ev 0.21023862083464734

PM7_Chemical_Potential_ev -5.2085

PM7_Electronigativity_ev 5.2085

PM7_Back_Donation_Energy_ev -1.189125

PM7_Electrophilicity_ev 2.8517262955955007

OPENEYE_Name [(1~{R},2~{S},3~{R},5~{R},6~{R},8~{S})-6-hydroxy-8-methyl-3-[(2~{S},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-9,10-dioxatetracyclo[4.3.1.0^{2,5}.0^{3,8}]decan-2-yl]methyl benzoate

SMILES c1ccc(cc1)C(=O)OCC23C4CC2(C5(CC4(OC3O5)O)C)OC6C(C(C(C(O6)CO)O)O)O

Canonical_SMILES OC[C@H]1O[C@@H](O[C@@]23C[C@@H]4[C@@]3(COC(=O)c3ccccc3)[C@@H]3O[C@@]2(C)C[C@]4(O3)O)[C@@H]([C@H]([C@@H]1O)O)O

InChI 1/C23H28O11/c1-20-9-22(29)13-7-23(20,32-18-16(27)15(26)14(25)12(8-24)31-18)21(13,19(33-20)34-22)10-30-17(28)11-5-3-2-4-6-11/h2-6,12-16,18-19,24-27,29H,7-10H2,1H3

InChI_3D 1S/C23H28O11/c1-20-9-22(29)13-7-23(20,32-18-16(27)15(26)14(25)12(8-24)31-18)21(13,19(33-20)34-22)10-30-17(28)11-5-3-2-4-6-11/h2-6,12-16,18-19,24-27,29H,7-10H2,1H3/t12-,13-,14-,15+,16-,18+,19-,20+,21+,22-,23+/m1/s1

AuxInfo 1/0/N:21,1,2,3,4,5,8,22,9,23,6,14,10,12,11,13,7,16,15,19,17,20,18,32,29,28,30,24,31,33,25,34,26,27/E:(3,4)(5,6)/rA:62cCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;d4s5;s6;;;s8;;s11;s11;s12;;s13;s10s15;s8s17;s9s18;s9s10;s19;s14;s17;d7;s14s16;s15s19;s15s20;s11;s12;s13;s20;s22;s7s23;s16s18;s1;s2;s3;s4;s5;s8;s8;s9;s9;s10;s11;s12;s13;s14;s15;s16;s21;s21;s21;s22;s22;s23;s23;s28;s29;s30;s31;s32;/rC:1.084,7.3635,0;1.1469,6.3655,0;1.9136,7.9219,0;2.0487,5.9213,0;2.8154,7.4777,0;2.8875,6.4751,0;4.4573,5.7018,0;.9103,3.6641,0;4.3654,4.6053,0;1.3293,2.7561,0;;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;2.9164,2.4411,0;.8675,1.5027,0;2.2373,3.1752,0;1.8182,4.0831,0;3.7064,3.8532,0;4.0436,5.5521,0;5.3779,3.335,0;-1.4725,3.1448,0;3.6919,4.148,0;5.2885,6.2577,0;0,2.0104,0;3.8243,2.8602,0;4.5318,6.4248,0;1.1236,-1.3417,0;-1.4629,-1.1481,0;2.5912,.7997,0;4.898,7.0794,0;-1.8182,4.0831,0;4.5231,4.704,0;1.2132,2.441,0;.6355,7.5845,0;.7309,6.0881,0;1.88,8.4208,0;2.0801,5.4223,0;3.2302,7.7569,0;.4563,3.4546,0;.7007,4.1181,0;4.8037,4.846,0;4.6785,4.2155,0;1.5022,3.2253,0;-.321,-.3833,0;-1.36,.5838,0;1.0376,.0273,0;-1.3597,1.4149,0;3.2559,2.0741,0;1.3597,1.4149,0;5.526,3.8126,0;5.2298,2.8574,0;5.8555,3.1869,0;-1.9417,2.9719,0;-1.0033,3.3177,0;3.414,4.5637,0;3.9699,3.7324,0;.9521,-1.8113,0;-1.9551,-1.2359,0;2.9122,.4164,0;4.6422,7.509,0;-2.311,4.168,0;

Duplicates DB16288

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016250-0000016499/DB16288.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016250-0000016499/DB16288.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016250-0000016499/DB16288.sdf

Formula	C₂₃H₂₈O₁₁
MW	480.47
InChIKey	YKRGDOXKVOZESV-UHFFFAOYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	62
Number_Heavy_Atoms	34
Number_Rings	6
Number_Bonds	67
Rotat_Bonds	12
Unbranched_Chain	2
Chiral_Centers	11
ONatoms	11
HB_Donor	5
HB_Acceptor	6
OpenEye_HB_Donors	5
OpenEye_HB_Acceptors	10
Lipinski_HB_Donors	5
Lipinski_HB_Acceptors	11
Lipinski_Violations	1
XLogP3	0
XLogP	-0.64
logP	-1.3575
PSA	164.37
MR	109.259
ABS	0.55
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-395.98286
PM7_Total_Energy_ev	-6449.54751
PM7_Electronic_Energy_ev	-61951.26449
PM7_Dipole_Debye	5.01755
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.965
PM7_LUMO_Energy_ev	-0.452
PM7_COSMO_Area_square_ang	398.78
PM7_COSMO_Volue_cubic_ang	531.05
PM7_Electron_Affinity_ev	0.452
PM7_Ionization_Energy_ev	9.965
PM7_Energy_Gap_ev	9.513
PM7_Global_Hardness_ev	4.7565
PM7_Global_Softness_ev	0.21023862083464734
PM7_Chemical_Potential_ev	-5.2085
PM7_Electronigativity_ev	5.2085
PM7_Back_Donation_Energy_ev	-1.189125
PM7_Electrophilicity_ev	2.8517262955955007
OPENEYE_Name	[(1~{R},2~{S},3~{R},5~{R},6~{R},8~{S})-6-hydroxy-8-methyl-3-[(2~{S},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-9,10-dioxatetracyclo[4.3.1.0^{2,5}.0^{3,8}]decan-2-yl]methyl benzoate
SMILES	c1ccc(cc1)C(=O)OCC23C4CC2(C5(CC4(OC3O5)O)C)OC6C(C(C(C(O6)CO)O)O)O
Canonical_SMILES	OC[C@H]1O[C@@H](O[C@@]23C[C@@H]4[C@@]3(COC(=O)c3ccccc3)[C@@H]3O[C@@]2(C)C[C@]4(O3)O)[C@@H]([C@H]([C@@H]1O)O)O
InChI	1/C23H28O11/c1-20-9-22(29)13-7-23(20,32-18-16(27)15(26)14(25)12(8-24)31-18)21(13,19(33-20)34-22)10-30-17(28)11-5-3-2-4-6-11/h2-6,12-16,18-19,24-27,29H,7-10H2,1H3
InChI_3D	1S/C23H28O11/c1-20-9-22(29)13-7-23(20,32-18-16(27)15(26)14(25)12(8-24)31-18)21(13,19(33-20)34-22)10-30-17(28)11-5-3-2-4-6-11/h2-6,12-16,18-19,24-27,29H,7-10H2,1H3/t12-,13-,14-,15+,16-,18+,19-,20+,21+,22-,23+/m1/s1
AuxInfo	1/0/N:21,1,2,3,4,5,8,22,9,23,6,14,10,12,11,13,7,16,15,19,17,20,18,32,29,28,30,24,31,33,25,34,26,27/E:(3,4)(5,6)/rA:62cCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;d4s5;s6;;;s8;;s11;s11;s12;;s13;s10s15;s8s17;s9s18;s9s10;s19;s14;s17;d7;s14s16;s15s19;s15s20;s11;s12;s13;s20;s22;s7s23;s16s18;s1;s2;s3;s4;s5;s8;s8;s9;s9;s10;s11;s12;s13;s14;s15;s16;s21;s21;s21;s22;s22;s23;s23;s28;s29;s30;s31;s32;/rC:1.084,7.3635,0;1.1469,6.3655,0;1.9136,7.9219,0;2.0487,5.9213,0;2.8154,7.4777,0;2.8875,6.4751,0;4.4573,5.7018,0;.9103,3.6641,0;4.3654,4.6053,0;1.3293,2.7561,0;;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;2.9164,2.4411,0;.8675,1.5027,0;2.2373,3.1752,0;1.8182,4.0831,0;3.7064,3.8532,0;4.0436,5.5521,0;5.3779,3.335,0;-1.4725,3.1448,0;3.6919,4.148,0;5.2885,6.2577,0;0,2.0104,0;3.8243,2.8602,0;4.5318,6.4248,0;1.1236,-1.3417,0;-1.4629,-1.1481,0;2.5912,.7997,0;4.898,7.0794,0;-1.8182,4.0831,0;4.5231,4.704,0;1.2132,2.441,0;.6355,7.5845,0;.7309,6.0881,0;1.88,8.4208,0;2.0801,5.4223,0;3.2302,7.7569,0;.4563,3.4546,0;.7007,4.1181,0;4.8037,4.846,0;4.6785,4.2155,0;1.5022,3.2253,0;-.321,-.3833,0;-1.36,.5838,0;1.0376,.0273,0;-1.3597,1.4149,0;3.2559,2.0741,0;1.3597,1.4149,0;5.526,3.8126,0;5.2298,2.8574,0;5.8555,3.1869,0;-1.9417,2.9719,0;-1.0033,3.3177,0;3.414,4.5637,0;3.9699,3.7324,0;.9521,-1.8113,0;-1.9551,-1.2359,0;2.9122,.4164,0;4.6422,7.509,0;-2.311,4.168,0;
Duplicates	DB16288
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016250-0000016499/DB16288.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016250-0000016499/DB16288.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016250-0000016499/DB16288.sdf