CompChem-Database: compound details

CompChem-Database: details for selected entry

DB12334_t0 (10086)

Formula C₄₄H₅₅NO₁₆

MW 853.92

InChIKey XIVMHSNIQAICTR-QZXCXCNPNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 116

Number_Heavy_Atoms 61

Number_Rings 6

Number_Bonds 121

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 2.88

logP 4.2044

PSA 243.66

MR 212.064

ABS 0.17

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -617.67543

PM7_Total_Energy_ev -11056.98236

PM7_Electronic_Energy_ev -155141.78282

PM7_Dipole_Debye 5.34514

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.568

PM7_LUMO_Energy_ev -0.45

PM7_COSMO_Area_square_ang 655.04

PM7_COSMO_Volue_cubic_ang 1004.64

PM7_Electron_Affinity_ev 0.45

PM7_Ionization_Energy_ev 9.568

PM7_Energy_Gap_ev 9.118

PM7_Global_Hardness_ev 4.559

PM7_Global_Softness_ev 0.21934634788330773

PM7_Chemical_Potential_ev -5.009

PM7_Electronigativity_ev 5.009

PM7_Back_Donation_Energy_ev -1.13975

PM7_Electrophilicity_ev 2.751708817723185

OPENEYE_Name [(1~{S},2~{S},3~{R},4~{S},7~{R},9~{S},10~{S},12~{R},15~{S})-4-acetoxy-15-[(2~{R},3~{R})-3-(~{tert}-butoxycarbonylamino)-3-(2-furyl)-2-hydroxy-propanoyl]oxy-1,12-dihydroxy-10,14,17,17-tetramethyl-11-oxo-9-propanoyloxy-6-oxatetracyclo[11.3.1.0^{3,10}.0^{4,7}]heptadec-13-en-2-yl] benzoate

SMILES c1ccc(cc1)C(=O)OC2C3C(C(=O)C(C4=C(C(CC2(C4(C)C)O)OC(=O)C(C(c5ccco5)NC(=O)OC(C)(C)C)O)C)O)(C(CC6C3(CO6)OC(=O)C)OC(=O)CC)C

Canonical_SMILES CCC(=O)O[C@H]1C[C@H]2OC[C@]2([C@@H]2[C@]1(C)C(=O)[C@H](O)C1=C(C)[C@H](C[C@@]([C@H]2OC(=O)c2ccccc2)(C1(C)C)O)OC(=O)[C@@H]([C@H](c1ccco1)NC(=O)OC(C)(C)C)O)OC(=O)C

InChI 1/C44H55NO16/c1-10-29(47)58-27-19-28-43(21-56-28,60-23(3)46)34-36(59-37(51)24-15-12-11-13-16-24)44(54)20-26(22(2)30(41(44,7)8)32(48)35(50)42(27,34)9)57-38(52)33(49)31(25-17-14-18-55-25)45-39(53)61-40(4,5)6/h11-18,26-28,31-34,36,48-49,54H,10,19-21H2,1-9H3,(H,45,53)/f/h45H

InChI_3D 1S/C44H55NO16/c1-10-29(47)58-27-19-28-43(21-56-28,60-23(3)46)34-36(59-37(51)24-15-12-11-13-16-24)44(54)20-26(22(2)30(41(44,7)8)32(48)35(50)42(27,34)9)57-38(52)33(49)31(25-17-14-18-55-25)45-39(53)61-40(4,5)6/h11-18,26-28,31-34,36,48-49,54H,10,19-21H2,1-9H3,(H,45,53)/t26-,27-,28+,31-,32+,33+,34-,36-,42+,43-,44+/m0/s1

AuxInfo 1/1/N:37,32,33,38,39,40,34,35,36,41,1,2,3,4,5,6,7,8,20,19,21,12,15,9,10,23,26,25,16,11,42,22,43,24,13,27,14,17,18,44,28,29,31,30,45,48,49,54,56,46,47,50,51,55,52,53,58,59,57,60,61/E:(4,5,6)(7,8)(12,13)(15,16)/F:m/E:m/rA:116cCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCNOOOOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;s2;d3;s4;d4;d5s6;d7;;d11;;s9;;;;;;;;s11s13;s12s19;;s20;s20;s24;s11;s13s24s26;s19s27s28;s21s24s25;s12;s15;s28;s28;s29;;;;;s16s37;s10;s17s42;s38s39s40;s18s42;d13;d14;d15;d16;d17;d18;s8s10;s21s25;s22;s30;s43;s14s27;s17s23;s16s26;s15s31;s18s44;s1;s2;s3;s4;s5;s6;s7;s8;s19;s19;s20;s20;s21;s21;s22;s23;s24;s25;s26;s27;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;s40;s41;s41;s42;s43;s45;s54;s55;s56;/rC:6.8851,-3.3706,0;6.8856,-2.3706,0;6.0216,-3.8752,0;-1.0247,-6.8526,0;6.0139,-1.87,0;5.1499,-3.3746,0;-.4108,-6.0613,0;-1.9646,-6.5112,0;5.1417,-2.3695,0;-.9716,-5.2315,0;.8733,1.523,0;0,1.0119,0;2.7189,2.3918,0;3.6241,-1.498,0;6.737,.4631,0;5.1314,4.5095,0;.049,-2.4104,0;-1.7473,-2.9665,0;.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;-.8675,1.5093,0;7.7026,.203,0;2.3516,2.654,0;2.7311,.8363,0;3.6464,3.4683,0;6.4197,6.0393,0;-4.2173,-3.9149,0;-2.8082,-4.0354,0;-4.0968,-2.5058,0;5.7756,5.2744,0;-.6314,-4.2911,0;-.2912,-3.3508,0;-3.4525,-3.2706,0;-1.5718,-3.9509,0;3.0742,3.3266,0;2.7592,-2,0;6.4794,1.4293,0;4.1469,4.685,0;1.0334,-2.2348,0;-.9826,-2.3222,0;-1.9365,-5.5113,0;5.7182,-.1594,0;1.8856,3.3626,0;2.004,-.9663,0;.6491,-3.691,0;3.6218,-.498,0;-.5953,-1.6456,0;5.4717,3.5692,0;6.029,-.2431,0;-2.6877,-2.6263,0;7.3187,-3.6196,0;7.3184,-2.1202,0;6.0235,-4.3752,0;-.8859,-7.3329,0;6.0143,-1.37,0;4.7182,-3.6269,0;.089,-6.0777,0;-2.378,-6.7924,0;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;1.2032,2.6247,0;-.4925,.0863,0;3.9035,.9701,0;4.782,.9669,0;4.024,2.6145,0;2.6258,-.4831,0;-1.1162,1.0756,0;-1.3012,1.7581,0;-.6188,1.9431,0;7.8326,.6858,0;7.5726,-.2798,0;8.1854,.0729,0;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;3.1491,3.5197,0;4.1438,3.4169,0;3.6979,3.9657,0;6.0373,6.3614,0;6.7418,6.4217,0;6.8022,5.7172,0;-4.5394,-3.5325,0;-3.8951,-4.2972,0;-4.5997,-4.237,0;-3.1906,-4.3575,0;-2.4258,-3.7132,0;-2.4861,-4.4178,0;-4.4792,-2.8279,0;-3.7144,-2.1836,0;-4.4189,-2.1234,0;5.3931,5.5965,0;6.158,4.9523,0;-.1612,-4.4612,0;-.7614,-3.1807,0;-1.9542,-4.2731,0;1.5252,3.7092,0;2.4868,-1.0964,0;1.0315,-3.3688,0;

Duplicates DB12334_t0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012250-0000012499/DB12334_t0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012250-0000012499/DB12334_t0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012250-0000012499/DB12334_t0.sdf

Formula	C₄₄H₅₅NO₁₆
MW	853.92
InChIKey	XIVMHSNIQAICTR-QZXCXCNPNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	116
Number_Heavy_Atoms	61
Number_Rings	6
Number_Bonds	121
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	2.88
logP	4.2044
PSA	243.66
MR	212.064
ABS	0.17
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-617.67543
PM7_Total_Energy_ev	-11056.98236
PM7_Electronic_Energy_ev	-155141.78282
PM7_Dipole_Debye	5.34514
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.568
PM7_LUMO_Energy_ev	-0.45
PM7_COSMO_Area_square_ang	655.04
PM7_COSMO_Volue_cubic_ang	1004.64
PM7_Electron_Affinity_ev	0.45
PM7_Ionization_Energy_ev	9.568
PM7_Energy_Gap_ev	9.118
PM7_Global_Hardness_ev	4.559
PM7_Global_Softness_ev	0.21934634788330773
PM7_Chemical_Potential_ev	-5.009
PM7_Electronigativity_ev	5.009
PM7_Back_Donation_Energy_ev	-1.13975
PM7_Electrophilicity_ev	2.751708817723185
OPENEYE_Name	[(1~{S},2~{S},3~{R},4~{S},7~{R},9~{S},10~{S},12~{R},15~{S})-4-acetoxy-15-[(2~{R},3~{R})-3-(~{tert}-butoxycarbonylamino)-3-(2-furyl)-2-hydroxy-propanoyl]oxy-1,12-dihydroxy-10,14,17,17-tetramethyl-11-oxo-9-propanoyloxy-6-oxatetracyclo[11.3.1.0^{3,10}.0^{4,7}]heptadec-13-en-2-yl] benzoate
SMILES	c1ccc(cc1)C(=O)OC2C3C(C(=O)C(C4=C(C(CC2(C4(C)C)O)OC(=O)C(C(c5ccco5)NC(=O)OC(C)(C)C)O)C)O)(C(CC6C3(CO6)OC(=O)C)OC(=O)CC)C
Canonical_SMILES	CCC(=O)O[C@H]1C[C@H]2OC[C@]2([C@@H]2[C@]1(C)C(=O)[C@H](O)C1=C(C)[C@H](C[C@@]([C@H]2OC(=O)c2ccccc2)(C1(C)C)O)OC(=O)[C@@H]([C@H](c1ccco1)NC(=O)OC(C)(C)C)O)OC(=O)C
InChI	1/C44H55NO16/c1-10-29(47)58-27-19-28-43(21-56-28,60-23(3)46)34-36(59-37(51)24-15-12-11-13-16-24)44(54)20-26(22(2)30(41(44,7)8)32(48)35(50)42(27,34)9)57-38(52)33(49)31(25-17-14-18-55-25)45-39(53)61-40(4,5)6/h11-18,26-28,31-34,36,48-49,54H,10,19-21H2,1-9H3,(H,45,53)/f/h45H
InChI_3D	1S/C44H55NO16/c1-10-29(47)58-27-19-28-43(21-56-28,60-23(3)46)34-36(59-37(51)24-15-12-11-13-16-24)44(54)20-26(22(2)30(41(44,7)8)32(48)35(50)42(27,34)9)57-38(52)33(49)31(25-17-14-18-55-25)45-39(53)61-40(4,5)6/h11-18,26-28,31-34,36,48-49,54H,10,19-21H2,1-9H3,(H,45,53)/t26-,27-,28+,31-,32+,33+,34-,36-,42+,43-,44+/m0/s1
AuxInfo	1/1/N:37,32,33,38,39,40,34,35,36,41,1,2,3,4,5,6,7,8,20,19,21,12,15,9,10,23,26,25,16,11,42,22,43,24,13,27,14,17,18,44,28,29,31,30,45,48,49,54,56,46,47,50,51,55,52,53,58,59,57,60,61/E:(4,5,6)(7,8)(12,13)(15,16)/F:m/E:m/rA:116cCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCNOOOOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;s2;d3;s4;d4;d5s6;d7;;d11;;s9;;;;;;;;s11s13;s12s19;;s20;s20;s24;s11;s13s24s26;s19s27s28;s21s24s25;s12;s15;s28;s28;s29;;;;;s16s37;s10;s17s42;s38s39s40;s18s42;d13;d14;d15;d16;d17;d18;s8s10;s21s25;s22;s30;s43;s14s27;s17s23;s16s26;s15s31;s18s44;s1;s2;s3;s4;s5;s6;s7;s8;s19;s19;s20;s20;s21;s21;s22;s23;s24;s25;s26;s27;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;s40;s41;s41;s42;s43;s45;s54;s55;s56;/rC:6.8851,-3.3706,0;6.8856,-2.3706,0;6.0216,-3.8752,0;-1.0247,-6.8526,0;6.0139,-1.87,0;5.1499,-3.3746,0;-.4108,-6.0613,0;-1.9646,-6.5112,0;5.1417,-2.3695,0;-.9716,-5.2315,0;.8733,1.523,0;0,1.0119,0;2.7189,2.3918,0;3.6241,-1.498,0;6.737,.4631,0;5.1314,4.5095,0;.049,-2.4104,0;-1.7473,-2.9665,0;.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;-.8675,1.5093,0;7.7026,.203,0;2.3516,2.654,0;2.7311,.8363,0;3.6464,3.4683,0;6.4197,6.0393,0;-4.2173,-3.9149,0;-2.8082,-4.0354,0;-4.0968,-2.5058,0;5.7756,5.2744,0;-.6314,-4.2911,0;-.2912,-3.3508,0;-3.4525,-3.2706,0;-1.5718,-3.9509,0;3.0742,3.3266,0;2.7592,-2,0;6.4794,1.4293,0;4.1469,4.685,0;1.0334,-2.2348,0;-.9826,-2.3222,0;-1.9365,-5.5113,0;5.7182,-.1594,0;1.8856,3.3626,0;2.004,-.9663,0;.6491,-3.691,0;3.6218,-.498,0;-.5953,-1.6456,0;5.4717,3.5692,0;6.029,-.2431,0;-2.6877,-2.6263,0;7.3187,-3.6196,0;7.3184,-2.1202,0;6.0235,-4.3752,0;-.8859,-7.3329,0;6.0143,-1.37,0;4.7182,-3.6269,0;.089,-6.0777,0;-2.378,-6.7924,0;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;1.2032,2.6247,0;-.4925,.0863,0;3.9035,.9701,0;4.782,.9669,0;4.024,2.6145,0;2.6258,-.4831,0;-1.1162,1.0756,0;-1.3012,1.7581,0;-.6188,1.9431,0;7.8326,.6858,0;7.5726,-.2798,0;8.1854,.0729,0;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;3.1491,3.5197,0;4.1438,3.4169,0;3.6979,3.9657,0;6.0373,6.3614,0;6.7418,6.4217,0;6.8022,5.7172,0;-4.5394,-3.5325,0;-3.8951,-4.2972,0;-4.5997,-4.237,0;-3.1906,-4.3575,0;-2.4258,-3.7132,0;-2.4861,-4.4178,0;-4.4792,-2.8279,0;-3.7144,-2.1836,0;-4.4189,-2.1234,0;5.3931,5.5965,0;6.158,4.9523,0;-.1612,-4.4612,0;-.7614,-3.1807,0;-1.9542,-4.2731,0;1.5252,3.7092,0;2.4868,-1.0964,0;1.0315,-3.3688,0;
Duplicates	DB12334_t0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012250-0000012499/DB12334_t0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012250-0000012499/DB12334_t0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012250-0000012499/DB12334_t0.sdf