CompChem-Database: compound details

CompChem-Database: details for selected entry

DB12144_t1 (9885)

Formula C₄₃H₅₉NO₁₆

MW 845.94

InChIKey IQUMPOPXFXDEJZ-UWJYMYAYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 119

Number_Heavy_Atoms 60

Number_Rings 5

Number_Bonds 123

Rotat_Bonds 20

Unbranched_Chain 2

Chiral_Centers 11

ONatoms 17

HB_Donor 4

HB_Acceptor 9

OpenEye_HB_Donors 4

OpenEye_HB_Acceptors 10

Lipinski_HB_Donors 4

Lipinski_HB_Acceptors 17

Lipinski_Violations 2

XLogP3 0

XLogP 4.3

logP 4.3197

PSA 239.75

MR 210.946

ABS 0.17

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -657.88392

PM7_Total_Energy_ev -10988.58798

PM7_Electronic_Energy_ev -159459.95394

PM7_Dipole_Debye 5.12182

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.64

PM7_LUMO_Energy_ev -0.757

PM7_COSMO_Area_square_ang 620.69

PM7_COSMO_Volue_cubic_ang 1007.45

PM7_Electron_Affinity_ev 0.757

PM7_Ionization_Energy_ev 9.64

PM7_Energy_Gap_ev 8.883

PM7_Global_Hardness_ev 4.4415

PM7_Global_Softness_ev 0.2251491613193741

PM7_Chemical_Potential_ev -5.1985

PM7_Electronigativity_ev 5.1985

PM7_Back_Donation_Energy_ev -1.110375

PM7_Electrophilicity_ev 3.042260750872453

OPENEYE_Name [(1~{S},2~{S},3~{R},4~{S},7~{R},9~{S},10~{S},12~{E},14~{R},15~{S})-12-acetoxy-15-[(2~{R},3~{S})-3-(~{tert}-butoxycarbonylamino)-2-hydroxy-4,4-dimethyl-pentanoyl]oxy-1,9-dihydroxy-4-methoxycarbonyloxy-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.0^{3,10}.0^{4,7}]heptadec-12-en-2-yl] benzoate

SMILES c1ccc(cc1)C(=O)OC2C3C(C(=O)C(=C4C(C(CC2(C4(C)C)O)OC(=O)C(C(C(C)(C)C)NC(=O)OC(C)(C)C)O)C)OC(=O)C)(C(CC5C3(CO5)OC(=O)OC)O)C

Canonical_SMILES COC(=O)O[C@@]12CO[C@@H]1C[C@@H]([C@@]1([C@@H]2[C@H](OC(=O)c2ccccc2)[C@]2(O)C[C@H](OC(=O)[C@@H]([C@H](C(C)(C)C)NC(=O)OC(C)(C)C)O)[C@@H](C(=C(C1=O)OC(=O)C)C2(C)C)C)C)O

InChI 1/C43H59NO16/c1-21-24(57-35(50)28(47)31(38(3,4)5)44-36(51)59-39(6,7)8)19-43(53)33(58-34(49)23-16-14-13-15-17-23)30-41(11,32(48)29(56-22(2)45)27(21)40(43,9)10)25(46)18-26-42(30,20-55-26)60-37(52)54-12/h13-17,21,24-26,28,30-31,33,46-47,53H,18-20H2,1-12H3,(H,44,51)/f/h44H

InChI_3D 1S/C43H59NO16/c1-21-24(57-35(50)28(47)31(38(3,4)5)44-36(51)59-39(6,7)8)19-43(53)33(58-34(49)23-16-14-13-15-17-23)30-41(11,32(48)29(56-22(2)45)27(21)40(43,9)10)25(46)18-26-42(30,20-55-26)60-37(52)54-12/h13-17,21,24-26,28,30-31,33,46-47,53H,18-20H2,1-12H3,(H,44,51)/b29-27+/t21-,24-,25-,26+,28+,30-,31+,33-,41+,42-,43+/m0/s1

AuxInfo 1/1/N:28,29,33,34,35,36,37,38,30,31,32,39,1,2,3,4,5,16,15,17,8,11,6,19,22,21,7,40,18,20,41,9,23,10,12,13,14,42,43,24,25,27,26,44,47,52,54,45,46,48,49,50,53,60,51,56,57,55,58,59/E:(3,4,5)(6,7,8)(9,10)(14,15)(16,17)/F:m/E:m/rA:119cCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCNOOOOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;d4s5;;s7;;s6;;;;;;;;w7s9;s8s15;;s16;s16;s20;s7;s9s20s22;s15s23s24;s17s20s21;s8;s11;s24;s24;s25;;;;;;;;s12;s40;s33s34s35s41;s36s37s38;s13s41;d9;d10;d11;d12;d13;d14;s17s21;s22;s26;s40;s10s23;s11s18;s12s19;s13s43;s14s27;s14s39;s1;s2;s3;s4;s5;s8;s15;s15;s16;s16;s17;s17;s19;s20;s21;s22;s23;s28;s28;s28;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;s41;s44;s52;s53;s54;/rC:6.8851,-3.3706,0;6.8856,-2.3706,0;6.0216,-3.8752,0;6.0139,-1.87,0;5.1499,-3.3746,0;5.1417,-2.3695,0;.8733,1.523,0;0,1.0119,0;2.7189,2.3918,0;3.6241,-1.498,0;-.066,4.0896,0;.049,-2.4104,0;-1.7473,-2.9665,0;6.737,.4631,0;.8733,-.5008,0;5.2184,1.7248,0;4.843,-.6632,0;1.6457,2.3918,0;;3.4702,.7206,0;5.2143,.7157,0;4.3444,2.2307,0;2.7546,0,0;1.7466,1.0119,0;3.4665,1.7276,0;1.7466,0,0;4.3392,.212,0;-1.7228,.7046,0;-.4756,5.0019,0;2.3516,2.654,0;2.7311,.8363,0;4.3326,1.2278,0;-1.3118,-6.1718,0;-.0312,-5.5717,0;-1.912,-4.8913,0;-3.0388,-.6574,0;-1.8788,-1.4663,0;-3.8477,-1.8174,0;8.4106,.9092,0;-.2912,-3.3508,0;-.6314,-4.2911,0;-.9716,-5.2315,0;-2.8633,-1.6418,0;-1.5718,-3.9509,0;3.0742,3.3266,0;2.7592,-2,0;-.6512,3.2788,0;1.0334,-2.2348,0;-.9826,-2.3222,0;6.4794,1.4293,0;5.7182,-.1594,0;5.4717,3.5692,0;2.004,-.9663,0;.6491,-3.691,0;3.6218,-.498,0;.9289,3.9883,0;-.5953,-1.6456,0;-2.6877,-2.6263,0;6.029,-.2431,0;7.7026,.203,0;7.3187,-3.6196,0;7.3184,-2.1202,0;6.0235,-4.3752,0;6.0143,-1.37,0;4.7182,-3.6269,0;-.1729,1.4811,0;1.1943,-.8841,0;.5523,-.8841,0;5.3904,2.1943,0;5.7105,1.6365,0;5.0924,-1.0965,0;4.4097,-.9126,0;-.4925,.0863,0;3.5349,.2248,0;5.6976,.8438,0;4.024,2.6145,0;2.6258,-.4831,0;-1.635,.2124,0;-1.8106,1.1969,0;-2.215,.6168,0;-.9317,4.7971,0;-.0195,5.2067,0;-.6804,5.458,0;1.8824,2.8269,0;2.8208,2.4811,0;2.5245,3.1232,0;2.8189,1.3285,0;2.6433,.3441,0;3.2233,.7485,0;4.5825,1.6609,0;4.0827,.7947,0;4.7657,.9779,0;-1.782,-6.0018,0;-.8416,-6.3419,0;-1.4819,-6.642,0;-.2013,-6.0419,0;.1388,-5.1015,0;.4389,-5.7418,0;-1.7419,-4.4211,0;-2.0821,-5.3615,0;-2.3821,-4.7212,0;-3.5311,-.7451,0;-2.5466,-.5696,0;-3.1266,-.1651,0;-1.9666,-.974,0;-1.791,-1.9585,0;-1.3866,-1.3785,0;-3.76,-2.3096,0;-3.9355,-1.3252,0;-4.34,-1.9052,0;8.7637,.5551,0;8.0575,1.2632,0;8.7646,1.2623,0;-.7614,-3.1807,0;-.1612,-4.4612,0;-1.9542,-4.2731,0;5.3015,4.0394,0;2.4868,-1.0964,0;1.0315,-3.3688,0;

Duplicates DB12144_t1

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012000-0000012249/DB12144_t1.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012000-0000012249/DB12144_t1.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012000-0000012249/DB12144_t1.sdf

Formula	C₄₃H₅₉NO₁₆
MW	845.94
InChIKey	IQUMPOPXFXDEJZ-UWJYMYAYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	119
Number_Heavy_Atoms	60
Number_Rings	5
Number_Bonds	123
Rotat_Bonds	20
Unbranched_Chain	2
Chiral_Centers	11
ONatoms	17
HB_Donor	4
HB_Acceptor	9
OpenEye_HB_Donors	4
OpenEye_HB_Acceptors	10
Lipinski_HB_Donors	4
Lipinski_HB_Acceptors	17
Lipinski_Violations	2
XLogP3	0
XLogP	4.3
logP	4.3197
PSA	239.75
MR	210.946
ABS	0.17
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-657.88392
PM7_Total_Energy_ev	-10988.58798
PM7_Electronic_Energy_ev	-159459.95394
PM7_Dipole_Debye	5.12182
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.64
PM7_LUMO_Energy_ev	-0.757
PM7_COSMO_Area_square_ang	620.69
PM7_COSMO_Volue_cubic_ang	1007.45
PM7_Electron_Affinity_ev	0.757
PM7_Ionization_Energy_ev	9.64
PM7_Energy_Gap_ev	8.883
PM7_Global_Hardness_ev	4.4415
PM7_Global_Softness_ev	0.2251491613193741
PM7_Chemical_Potential_ev	-5.1985
PM7_Electronigativity_ev	5.1985
PM7_Back_Donation_Energy_ev	-1.110375
PM7_Electrophilicity_ev	3.042260750872453
OPENEYE_Name	[(1~{S},2~{S},3~{R},4~{S},7~{R},9~{S},10~{S},12~{E},14~{R},15~{S})-12-acetoxy-15-[(2~{R},3~{S})-3-(~{tert}-butoxycarbonylamino)-2-hydroxy-4,4-dimethyl-pentanoyl]oxy-1,9-dihydroxy-4-methoxycarbonyloxy-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.0^{3,10}.0^{4,7}]heptadec-12-en-2-yl] benzoate
SMILES	c1ccc(cc1)C(=O)OC2C3C(C(=O)C(=C4C(C(CC2(C4(C)C)O)OC(=O)C(C(C(C)(C)C)NC(=O)OC(C)(C)C)O)C)OC(=O)C)(C(CC5C3(CO5)OC(=O)OC)O)C
Canonical_SMILES	COC(=O)O[C@@]12CO[C@@H]1C[C@@H]([C@@]1([C@@H]2[C@H](OC(=O)c2ccccc2)[C@]2(O)C[C@H](OC(=O)[C@@H]([C@H](C(C)(C)C)NC(=O)OC(C)(C)C)O)[C@@H](C(=C(C1=O)OC(=O)C)C2(C)C)C)C)O
InChI	1/C43H59NO16/c1-21-24(57-35(50)28(47)31(38(3,4)5)44-36(51)59-39(6,7)8)19-43(53)33(58-34(49)23-16-14-13-15-17-23)30-41(11,32(48)29(56-22(2)45)27(21)40(43,9)10)25(46)18-26-42(30,20-55-26)60-37(52)54-12/h13-17,21,24-26,28,30-31,33,46-47,53H,18-20H2,1-12H3,(H,44,51)/f/h44H
InChI_3D	1S/C43H59NO16/c1-21-24(57-35(50)28(47)31(38(3,4)5)44-36(51)59-39(6,7)8)19-43(53)33(58-34(49)23-16-14-13-15-17-23)30-41(11,32(48)29(56-22(2)45)27(21)40(43,9)10)25(46)18-26-42(30,20-55-26)60-37(52)54-12/h13-17,21,24-26,28,30-31,33,46-47,53H,18-20H2,1-12H3,(H,44,51)/b29-27+/t21-,24-,25-,26+,28+,30-,31+,33-,41+,42-,43+/m0/s1
AuxInfo	1/1/N:28,29,33,34,35,36,37,38,30,31,32,39,1,2,3,4,5,16,15,17,8,11,6,19,22,21,7,40,18,20,41,9,23,10,12,13,14,42,43,24,25,27,26,44,47,52,54,45,46,48,49,50,53,60,51,56,57,55,58,59/E:(3,4,5)(6,7,8)(9,10)(14,15)(16,17)/F:m/E:m/rA:119cCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCNOOOOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;d4s5;;s7;;s6;;;;;;;;w7s9;s8s15;;s16;s16;s20;s7;s9s20s22;s15s23s24;s17s20s21;s8;s11;s24;s24;s25;;;;;;;;s12;s40;s33s34s35s41;s36s37s38;s13s41;d9;d10;d11;d12;d13;d14;s17s21;s22;s26;s40;s10s23;s11s18;s12s19;s13s43;s14s27;s14s39;s1;s2;s3;s4;s5;s8;s15;s15;s16;s16;s17;s17;s19;s20;s21;s22;s23;s28;s28;s28;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;s41;s44;s52;s53;s54;/rC:6.8851,-3.3706,0;6.8856,-2.3706,0;6.0216,-3.8752,0;6.0139,-1.87,0;5.1499,-3.3746,0;5.1417,-2.3695,0;.8733,1.523,0;0,1.0119,0;2.7189,2.3918,0;3.6241,-1.498,0;-.066,4.0896,0;.049,-2.4104,0;-1.7473,-2.9665,0;6.737,.4631,0;.8733,-.5008,0;5.2184,1.7248,0;4.843,-.6632,0;1.6457,2.3918,0;;3.4702,.7206,0;5.2143,.7157,0;4.3444,2.2307,0;2.7546,0,0;1.7466,1.0119,0;3.4665,1.7276,0;1.7466,0,0;4.3392,.212,0;-1.7228,.7046,0;-.4756,5.0019,0;2.3516,2.654,0;2.7311,.8363,0;4.3326,1.2278,0;-1.3118,-6.1718,0;-.0312,-5.5717,0;-1.912,-4.8913,0;-3.0388,-.6574,0;-1.8788,-1.4663,0;-3.8477,-1.8174,0;8.4106,.9092,0;-.2912,-3.3508,0;-.6314,-4.2911,0;-.9716,-5.2315,0;-2.8633,-1.6418,0;-1.5718,-3.9509,0;3.0742,3.3266,0;2.7592,-2,0;-.6512,3.2788,0;1.0334,-2.2348,0;-.9826,-2.3222,0;6.4794,1.4293,0;5.7182,-.1594,0;5.4717,3.5692,0;2.004,-.9663,0;.6491,-3.691,0;3.6218,-.498,0;.9289,3.9883,0;-.5953,-1.6456,0;-2.6877,-2.6263,0;6.029,-.2431,0;7.7026,.203,0;7.3187,-3.6196,0;7.3184,-2.1202,0;6.0235,-4.3752,0;6.0143,-1.37,0;4.7182,-3.6269,0;-.1729,1.4811,0;1.1943,-.8841,0;.5523,-.8841,0;5.3904,2.1943,0;5.7105,1.6365,0;5.0924,-1.0965,0;4.4097,-.9126,0;-.4925,.0863,0;3.5349,.2248,0;5.6976,.8438,0;4.024,2.6145,0;2.6258,-.4831,0;-1.635,.2124,0;-1.8106,1.1969,0;-2.215,.6168,0;-.9317,4.7971,0;-.0195,5.2067,0;-.6804,5.458,0;1.8824,2.8269,0;2.8208,2.4811,0;2.5245,3.1232,0;2.8189,1.3285,0;2.6433,.3441,0;3.2233,.7485,0;4.5825,1.6609,0;4.0827,.7947,0;4.7657,.9779,0;-1.782,-6.0018,0;-.8416,-6.3419,0;-1.4819,-6.642,0;-.2013,-6.0419,0;.1388,-5.1015,0;.4389,-5.7418,0;-1.7419,-4.4211,0;-2.0821,-5.3615,0;-2.3821,-4.7212,0;-3.5311,-.7451,0;-2.5466,-.5696,0;-3.1266,-.1651,0;-1.9666,-.974,0;-1.791,-1.9585,0;-1.3866,-1.3785,0;-3.76,-2.3096,0;-3.9355,-1.3252,0;-4.34,-1.9052,0;8.7637,.5551,0;8.0575,1.2632,0;8.7646,1.2623,0;-.7614,-3.1807,0;-.1612,-4.4612,0;-1.9542,-4.2731,0;5.3015,4.0394,0;2.4868,-1.0964,0;1.0315,-3.3688,0;
Duplicates	DB12144_t1
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012000-0000012249/DB12144_t1.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012000-0000012249/DB12144_t1.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012000-0000012249/DB12144_t1.sdf