CompChem-Database: compound details

CompChem-Database: details for selected entry

DB11669_t0 (9368)

Formula C₄₄H₅₇NO₁₇

MW 871.93

InChIKey BWKDAMBGCPRVPI-QZXCXCNPNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 119

Number_Heavy_Atoms 62

Number_Rings 6

Number_Bonds 124

Rotat_Bonds 19

Unbranched_Chain 1

Chiral_Centers 12

ONatoms 18

HB_Donor 3

HB_Acceptor 9

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 10

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 18

Lipinski_Violations 2

XLogP3 0

XLogP 3.98

logP 4.0477

PSA 245.82

MR 214.022

ABS 0.17

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -699.86632

PM7_Total_Energy_ev -11380.51639

PM7_Electronic_Energy_ev -164414.47397

PM7_Dipole_Debye 7.66953

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.945

PM7_LUMO_Energy_ev -0.612

PM7_COSMO_Area_square_ang 640.2

PM7_COSMO_Volue_cubic_ang 1022.76

PM7_Electron_Affinity_ev 0.612

PM7_Ionization_Energy_ev 9.945

PM7_Energy_Gap_ev 9.333

PM7_Global_Hardness_ev 4.6665

PM7_Global_Softness_ev 0.21429336762027215

PM7_Chemical_Potential_ev -5.2785

PM7_Electronigativity_ev 5.2785

PM7_Back_Donation_Energy_ev -1.166625

PM7_Electrophilicity_ev 2.9853811475409837

OPENEYE_Name [(1~{S},2~{S},3~{R},4~{S},7~{R},9~{S},10~{S},12~{R},15~{R},16~{S})-4,12-diacetoxy-15-[(2~{R},3~{S})-3-(~{tert}-butoxycarbonylamino)-2-hydroxy-5-methyl-hexanoyl]oxy-9-hydroxy-10,14,20,20-tetramethyl-11,18-dioxo-6,17,19-trioxapentacyclo[11.6.1.0^{1,16}.0^{3,10}.0^{4,7}]icos-13-en-2-yl] benzoate

SMILES c1ccc(cc1)C(=O)OC2C3C(C(=O)C(C4=C(C(C5C2(C4(C)C)OC(=O)O5)OC(=O)C(C(CC(C)C)NC(=O)OC(C)(C)C)O)C)OC(=O)C)(C(CC6C3(CO6)OC(=O)C)O)C

Canonical_SMILES CC(C[C@@H]([C@H](C(=O)O[C@@H]1C(=C2[C@@H](OC(=O)C)C(=O)[C@]3([C@H]([C@@H]([C@]4([C@H]1OC(=O)O4)C2(C)C)OC(=O)c1ccccc1)[C@@]1(CO[C@@H]1C[C@@H]3O)OC(=O)C)C)C)O)NC(=O)OC(C)(C)C)C

InChI 1/C44H57NO17/c1-20(2)17-25(45-38(53)61-40(6,7)8)29(49)37(52)57-30-21(3)28-31(56-22(4)46)33(50)42(11)26(48)18-27-43(19-55-27,60-23(5)47)32(42)35(58-36(51)24-15-13-12-14-16-24)44(41(28,9)10)34(30)59-39(54)62-44/h12-16,20,25-27,29-32,34-35,48-49H,17-19H2,1-11H3,(H,45,53)/f/h45H

InChI_3D 1S/C44H57NO17/c1-20(2)17-25(45-38(53)61-40(6,7)8)29(49)37(52)57-30-21(3)28-31(56-22(4)46)33(50)42(11)26(48)18-27-43(19-55-27,60-23(5)47)32(42)35(58-36(51)24-15-13-12-14-16-24)44(41(28,9)10)34(30)59-39(54)62-44/h12-16,20,25-27,29-32,34-35,48-49H,17-19H2,1-11H3,(H,45,53)/t25-,26-,27+,29+,30+,31+,32-,34-,35-,42+,43-,44+/m0/s1

AuxInfo 1/1/N:35,36,29,30,31,37,38,39,32,33,34,1,2,3,4,5,40,16,17,42,8,12,13,6,43,23,21,7,41,19,18,20,9,22,24,11,14,15,10,44,25,26,28,27,45,49,50,56,57,46,48,51,52,47,55,59,60,58,53,61,62,54/E:(1,2)(6,7,8)(9,10)(13,14)(15,16)/F:m/E:m/rA:119cCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCNOOOOOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;d4s5;;d7;;;s6;;;;;;;s7s9;s8;;s16;s19;s16;s20;s7;s9s20s23;s22s24s25;s17s20s21;s8;s12;s13;s25;s25;s26;;;;;;;s14;s35s36s40;s40s41;s37s38s39;s15s43;d9;d10;d11;d12;d13;d14;d15;s10s22;s10s27;s17s21;s23;s41;s11s24;s12s18;s14s19;s13s28;s15s44;s1;s2;s3;s4;s5;s16;s16;s17;s17;s18;s19;s20;s21;s22;s23;s24;s29;s29;s29;s30;s30;s30;s31;s31;s31;s32;s32;s32;s33;s33;s33;s34;s34;s34;s35;s35;s35;s36;s36;s36;s37;s37;s37;s38;s38;s38;s39;s39;s39;s40;s40;s41;s42;s43;s45;s56;s57;/rC:;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;0,2.0104,0;2.9568,6.4675,0;3.9227,6.7263,0;1.4909,7.5924,0;4.2863,3.4375,0;0,3.0104,0;3.3228,9.5835,0;1.2751,4.3521,0;5.211,8.359,0;7.0901,8.4276,0;-1.0482,7.5406,0;-1.307,5.1605,0;2.4568,7.3335,0;4.6298,6.0192,0;.366,6.1264,0;-1.307,6.5747,0;4.371,5.0533,0;-.0823,7.7995,0;.866,5.2604,0;3.6891,5.7533,0;.6248,7.0924,0;3.4051,4.7945,0;-.5999,5.8676,0;4.1815,7.6923,0;3.3228,10.5835,0;1.7751,5.2181,0;4.9585,6.9579,0;5.1812,4.8389,0;-.3411,6.8335,0;6.6861,12.2092,0;8.0788,12.4548,0;7.735,5.8616,0;6.8259,6.945,0;8.8183,6.7707,0;6.9317,10.8165,0;5.7845,9.1782,0;7.5053,11.6357,0;6.3581,9.9973,0;7.8221,6.8578,0;7.1773,9.4238,0;1.3603,8.5838,0;4.5451,2.4716,0;-.866,3.5104,0;4.1888,9.0835,0;1.7751,3.486,0;4.2148,8.4462,0;6.1838,8.005,0;4.9156,4.2146,0;3.3527,3.7958,0;-2.0141,5.8676,0;-.8218,9.3855,0;4.9654,9.7518,0;.866,3.5104,0;2.4568,9.0835,0;5.6336,7.4527,0;.2751,4.3521,0;7.9093,7.854,0;0,-.5,0;-1.3001,.2469,0;1.3001,.2469,0;-1.3012,1.7514,0;1.3012,1.7514,0;-1.5463,7.5842,0;-1.0918,8.0387,0;-.9535,4.8069,0;-1.6606,4.8069,0;2.9398,7.4629,0;5.083,5.8079,0;.1747,5.6645,0;-1.74,6.8247,0;4.1918,4.5865,0;.3273,8.0862,0;.3831,5.131,0;3.6986,7.8217,0;4.6645,7.5628,0;4.3109,8.1752,0;2.8228,10.5835,0;3.8228,10.5835,0;3.3228,11.0835,0;1.3421,5.4681,0;2.2081,4.9681,0;2.0251,5.6511,0;4.6143,7.3206,0;5.3027,6.5952,0;5.3212,7.3021,0;5.4425,5.2652,0;4.92,4.4126,0;5.6075,4.5777,0;-.2117,6.3506,0;-.4705,7.3165,0;-.824,6.7041,0;6.9729,12.6188,0;6.3993,11.7997,0;6.2765,12.496,0;7.6693,12.7416,0;8.4884,12.168,0;8.3656,12.8644,0;8.2331,5.818,0;7.2369,5.9052,0;7.6914,5.3635,0;6.7823,6.4469,0;6.8695,7.4431,0;6.3278,6.9885,0;8.7747,6.2726,0;8.8619,7.2688,0;9.3164,6.7271,0;7.3413,10.5297,0;6.5221,11.1033,0;6.1941,8.8914,0;7.9148,11.3489,0;5.9485,10.2841,0;7.6304,9.6351,0;-.5351,9.7951,0;5.009,10.2499,0;

Duplicates DB11669_t0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011500-0000011749/DB11669_t0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011500-0000011749/DB11669_t0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011500-0000011749/DB11669_t0.sdf

Formula	C₄₄H₅₇NO₁₇
MW	871.93
InChIKey	BWKDAMBGCPRVPI-QZXCXCNPNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	119
Number_Heavy_Atoms	62
Number_Rings	6
Number_Bonds	124
Rotat_Bonds	19
Unbranched_Chain	1
Chiral_Centers	12
ONatoms	18
HB_Donor	3
HB_Acceptor	9
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	10
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	18
Lipinski_Violations	2
XLogP3	0
XLogP	3.98
logP	4.0477
PSA	245.82
MR	214.022
ABS	0.17
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-699.86632
PM7_Total_Energy_ev	-11380.51639
PM7_Electronic_Energy_ev	-164414.47397
PM7_Dipole_Debye	7.66953
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.945
PM7_LUMO_Energy_ev	-0.612
PM7_COSMO_Area_square_ang	640.2
PM7_COSMO_Volue_cubic_ang	1022.76
PM7_Electron_Affinity_ev	0.612
PM7_Ionization_Energy_ev	9.945
PM7_Energy_Gap_ev	9.333
PM7_Global_Hardness_ev	4.6665
PM7_Global_Softness_ev	0.21429336762027215
PM7_Chemical_Potential_ev	-5.2785
PM7_Electronigativity_ev	5.2785
PM7_Back_Donation_Energy_ev	-1.166625
PM7_Electrophilicity_ev	2.9853811475409837
OPENEYE_Name	[(1~{S},2~{S},3~{R},4~{S},7~{R},9~{S},10~{S},12~{R},15~{R},16~{S})-4,12-diacetoxy-15-[(2~{R},3~{S})-3-(~{tert}-butoxycarbonylamino)-2-hydroxy-5-methyl-hexanoyl]oxy-9-hydroxy-10,14,20,20-tetramethyl-11,18-dioxo-6,17,19-trioxapentacyclo[11.6.1.0^{1,16}.0^{3,10}.0^{4,7}]icos-13-en-2-yl] benzoate
SMILES	c1ccc(cc1)C(=O)OC2C3C(C(=O)C(C4=C(C(C5C2(C4(C)C)OC(=O)O5)OC(=O)C(C(CC(C)C)NC(=O)OC(C)(C)C)O)C)OC(=O)C)(C(CC6C3(CO6)OC(=O)C)O)C
Canonical_SMILES	CC(C[C@@H]([C@H](C(=O)O[C@@H]1C(=C2[C@@H](OC(=O)C)C(=O)[C@]3([C@H]([C@@H]([C@]4([C@H]1OC(=O)O4)C2(C)C)OC(=O)c1ccccc1)[C@@]1(CO[C@@H]1C[C@@H]3O)OC(=O)C)C)C)O)NC(=O)OC(C)(C)C)C
InChI	1/C44H57NO17/c1-20(2)17-25(45-38(53)61-40(6,7)8)29(49)37(52)57-30-21(3)28-31(56-22(4)46)33(50)42(11)26(48)18-27-43(19-55-27,60-23(5)47)32(42)35(58-36(51)24-15-13-12-14-16-24)44(41(28,9)10)34(30)59-39(54)62-44/h12-16,20,25-27,29-32,34-35,48-49H,17-19H2,1-11H3,(H,45,53)/f/h45H
InChI_3D	1S/C44H57NO17/c1-20(2)17-25(45-38(53)61-40(6,7)8)29(49)37(52)57-30-21(3)28-31(56-22(4)46)33(50)42(11)26(48)18-27-43(19-55-27,60-23(5)47)32(42)35(58-36(51)24-15-13-12-14-16-24)44(41(28,9)10)34(30)59-39(54)62-44/h12-16,20,25-27,29-32,34-35,48-49H,17-19H2,1-11H3,(H,45,53)/t25-,26-,27+,29+,30+,31+,32-,34-,35-,42+,43-,44+/m0/s1
AuxInfo	1/1/N:35,36,29,30,31,37,38,39,32,33,34,1,2,3,4,5,40,16,17,42,8,12,13,6,43,23,21,7,41,19,18,20,9,22,24,11,14,15,10,44,25,26,28,27,45,49,50,56,57,46,48,51,52,47,55,59,60,58,53,61,62,54/E:(1,2)(6,7,8)(9,10)(13,14)(15,16)/F:m/E:m/rA:119cCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCNOOOOOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;d4s5;;d7;;;s6;;;;;;;s7s9;s8;;s16;s19;s16;s20;s7;s9s20s23;s22s24s25;s17s20s21;s8;s12;s13;s25;s25;s26;;;;;;;s14;s35s36s40;s40s41;s37s38s39;s15s43;d9;d10;d11;d12;d13;d14;d15;s10s22;s10s27;s17s21;s23;s41;s11s24;s12s18;s14s19;s13s28;s15s44;s1;s2;s3;s4;s5;s16;s16;s17;s17;s18;s19;s20;s21;s22;s23;s24;s29;s29;s29;s30;s30;s30;s31;s31;s31;s32;s32;s32;s33;s33;s33;s34;s34;s34;s35;s35;s35;s36;s36;s36;s37;s37;s37;s38;s38;s38;s39;s39;s39;s40;s40;s41;s42;s43;s45;s56;s57;/rC:;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;0,2.0104,0;2.9568,6.4675,0;3.9227,6.7263,0;1.4909,7.5924,0;4.2863,3.4375,0;0,3.0104,0;3.3228,9.5835,0;1.2751,4.3521,0;5.211,8.359,0;7.0901,8.4276,0;-1.0482,7.5406,0;-1.307,5.1605,0;2.4568,7.3335,0;4.6298,6.0192,0;.366,6.1264,0;-1.307,6.5747,0;4.371,5.0533,0;-.0823,7.7995,0;.866,5.2604,0;3.6891,5.7533,0;.6248,7.0924,0;3.4051,4.7945,0;-.5999,5.8676,0;4.1815,7.6923,0;3.3228,10.5835,0;1.7751,5.2181,0;4.9585,6.9579,0;5.1812,4.8389,0;-.3411,6.8335,0;6.6861,12.2092,0;8.0788,12.4548,0;7.735,5.8616,0;6.8259,6.945,0;8.8183,6.7707,0;6.9317,10.8165,0;5.7845,9.1782,0;7.5053,11.6357,0;6.3581,9.9973,0;7.8221,6.8578,0;7.1773,9.4238,0;1.3603,8.5838,0;4.5451,2.4716,0;-.866,3.5104,0;4.1888,9.0835,0;1.7751,3.486,0;4.2148,8.4462,0;6.1838,8.005,0;4.9156,4.2146,0;3.3527,3.7958,0;-2.0141,5.8676,0;-.8218,9.3855,0;4.9654,9.7518,0;.866,3.5104,0;2.4568,9.0835,0;5.6336,7.4527,0;.2751,4.3521,0;7.9093,7.854,0;0,-.5,0;-1.3001,.2469,0;1.3001,.2469,0;-1.3012,1.7514,0;1.3012,1.7514,0;-1.5463,7.5842,0;-1.0918,8.0387,0;-.9535,4.8069,0;-1.6606,4.8069,0;2.9398,7.4629,0;5.083,5.8079,0;.1747,5.6645,0;-1.74,6.8247,0;4.1918,4.5865,0;.3273,8.0862,0;.3831,5.131,0;3.6986,7.8217,0;4.6645,7.5628,0;4.3109,8.1752,0;2.8228,10.5835,0;3.8228,10.5835,0;3.3228,11.0835,0;1.3421,5.4681,0;2.2081,4.9681,0;2.0251,5.6511,0;4.6143,7.3206,0;5.3027,6.5952,0;5.3212,7.3021,0;5.4425,5.2652,0;4.92,4.4126,0;5.6075,4.5777,0;-.2117,6.3506,0;-.4705,7.3165,0;-.824,6.7041,0;6.9729,12.6188,0;6.3993,11.7997,0;6.2765,12.496,0;7.6693,12.7416,0;8.4884,12.168,0;8.3656,12.8644,0;8.2331,5.818,0;7.2369,5.9052,0;7.6914,5.3635,0;6.7823,6.4469,0;6.8695,7.4431,0;6.3278,6.9885,0;8.7747,6.2726,0;8.8619,7.2688,0;9.3164,6.7271,0;7.3413,10.5297,0;6.5221,11.1033,0;6.1941,8.8914,0;7.9148,11.3489,0;5.9485,10.2841,0;7.6304,9.6351,0;-.5351,9.7951,0;5.009,10.2499,0;
Duplicates	DB11669_t0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011500-0000011749/DB11669_t0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011500-0000011749/DB11669_t0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011500-0000011749/DB11669_t0.sdf