CompChem-Database: compound details

CompChem-Database: details for selected entry

DB00361_p0 (346)

Formula C₄₅H₅₄N₄O₈

MW 778.94

InChIKey GBABOYUKABKIAF-UHFFFAOYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 111

Number_Heavy_Atoms 57

Number_Rings 9

Number_Bonds 119

Rotat_Bonds 11

Unbranched_Chain 2

Chiral_Centers 8

ONatoms 12

HB_Donor 2

HB_Acceptor 4

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 6

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 12

Lipinski_Violations 2

XLogP3 0

XLogP 4.4

logP 4.6944

PSA 133.87

MR 226.044

ABS 0.17

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -221.91373

PM7_Total_Energy_ev -9361.21451

PM7_Electronic_Energy_ev -131893.28034

PM7_Dipole_Debye 3.37714

PM7_Point_Group C1

PM7_HOMO_Energy_ev -7.865

PM7_LUMO_Energy_ev 0.052

PM7_COSMO_Area_square_ang 633.87

PM7_COSMO_Volue_cubic_ang 925.36

PM7_Electron_Affinity_ev -0.052

PM7_Ionization_Energy_ev 7.865

PM7_Energy_Gap_ev 7.917

PM7_Global_Hardness_ev 3.9585

PM7_Global_Softness_ev 0.2526209422761147

PM7_Chemical_Potential_ev -3.9065

PM7_Electronigativity_ev 3.9065

PM7_Back_Donation_Energy_ev -0.989625

PM7_Electrophilicity_ev 1.9275915435139572

OPENEYE_Name methyl (1~{R},8~{S},9~{R},10~{S},11~{R},12~{R},16~{R},19~{R})-11-acetoxy-12-ethyl-4-[(1~{R},12~{S},14~{R})-16-ethyl-12-methoxycarbonyl-1,10-diazatetracyclo[12.3.1.0^{3,11}.0^{4,9}]octadeca-3(11),4,6,8,15-pentaen-12-yl]-10-hydroxy-5-methoxy-8-methyl-8,16-diazapentacyclo[10.6.1.0^{1,9}.0^{2,7}.0^{16,19}]nonadeca-2,4,6,13-tetraene-10-carboxylate

SMILES c1ccc2c(c1)c3c([nH]2)C(CC4C=C(CN(C3)C4)CC)(c5cc6c(cc5OC)N(C7C68CCN9C8C(C=CC9)(C(C7(C(=O)OC)O)OC(=O)C)CC)C)C(=O)OC

Canonical_SMILES CCC1=C[C@@H]2CN(C1)Cc1c3ccccc3[nH]c1[C@@](C2)(C(=O)OC)c1cc2c(cc1OC)N([C@@H]1[C@@]32CCN2[C@H]3[C@@](CC)(C=CC2)[C@H]([C@]1(O)C(=O)OC)OC(=O)C)C

InChI 1/C45H54N4O8/c1-8-27-19-28-22-44(40(51)55-6,36-30(25-48(23-27)24-28)29-13-10-11-14-33(29)46-36)32-20-31-34(21-35(32)54-5)47(4)38-43(31)16-18-49-17-12-15-42(9-2,37(43)49)39(57-26(3)50)45(38,53)41(52)56-7/h10-15,19-21,28,37-39,46,53H,8-9,16-18,22-25H2,1-7H3

InChI_3D 1S/C45H54N4O8/c1-8-27-19-28-22-44(40(51)55-6,36-30(25-48(23-27)24-28)29-13-10-11-14-33(29)46-36)32-20-31-34(21-35(32)54-5)47(4)38-43(31)16-18-49-17-12-15-42(9-2,37(43)49)39(57-26(3)50)45(38,53)41(52)56-7/h10-15,19-21,28,37-39,46,53H,8-9,16-18,22-25H2,1-7H3/t28-,37-,38+,39+,42+,43+,44-,45-/m0/s1

AuxInfo 1/0/N:38,39,37,40,41,42,43,44,45,1,2,15,3,4,16,25,23,27,17,5,6,26,24,28,22,21,18,29,7,10,8,9,11,12,13,14,30,31,32,19,20,35,34,33,36,46,47,48,49,52,50,51,53,54,55,56,57/rA:111cCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCNNNNOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;;;d3;d5;s5;s7;d4s7;d6s8;s6d9;d10;;d15;;d17;;;;s10;s15;s18;;;s25;;s17s26s28;;;;s9s14s19s26;s8s25s30s31;s16s30s32;s20s31s32;s21;;;;;;;s18s38;s35s39;s11s14;s12s31s40;s22s24s28;s23s27s30;d19;d20;d21;s36;s13s41;s19s42;s20s43;s21s32;s1;s2;s3;s4;s5;s6;s15;s16;s17;s22;s22;s23;s23;s24;s24;s25;s25;s26;s26;s27;s27;s28;s28;s29;s30;s31;s32;s37;s37;s37;s38;s38;s38;s39;s39;s39;s40;s40;s40;s41;s41;s41;s42;s42;s42;s43;s43;s43;s44;s44;s45;s45;s46;s53;/rC:2.2557,2.892,0;2.4632,1.8572,0;1.2555,3.2268,0;1.6705,1.1571,0;-1.4224,-1.0206,0;.586,-.8206,0;.4676,2.5335,0;-.8314,-1.8352,0;-1.0042,-.1,0;-.5845,2.6596,0;.6749,1.4989,0;.1728,-1.7353,0;;-1.0274,1.6959,0;-3.669,-4.3204,0;-2.8021,-4.8268,0;-4.0535,3.4569,0;-3.7822,4.4806,0;-2.657,.5486,0;.7982,-4.168,0;1.0385,-6.0133,0;-.9669,3.6583,0;-3.6639,-3.3108,0;-2.7629,4.7494,0;-1.3184,-1.8372,0;-2.9875,1.7561,0;-2.532,-1.827,0;-2.2863,2.9868,0;-3.3032,2.7049,0;-1.9194,-3.3196,0;-.1823,-3.3314,0;-1.0622,-4.8302,0;-2.0236,1.3224,0;-1.0504,-2.8191,0;-1.9253,-4.3252,0;-.1877,-4.3353,0;1.6754,-6.7842,0;-5.1955,5.8956,0;-1.9387,-7.0752,0;2.281,-3.0462,0;.1404,2.4068,0;-4.2772,-.0637,0;2.4219,-4.7709,0;-4.4888,5.1881,0;-1.9338,-6.0752,0;-.2478,.9771,0;.5732,-2.6641,0;-2.0136,4.0017,0;-2.7918,-2.8076,0;-2.3034,-.3869,0;1.1463,-3.2306,0;1.3877,-5.0762,0;.1472,-5.2775,0;.7227,1.5938,0;-3.6438,.7101,0;1.436,-4.9382,0;.0524,-6.1794,0;2.6307,3.2228,0;2.937,1.6977,0;1.1565,3.7169,0;1.7681,.6667,0;-1.9199,-1.0708,0;1.0836,-.7717,0;-4.1033,-4.5682,0;-2.8044,-5.3268,0;-4.5364,3.3271,0;-.4716,3.7271,0;-.9222,4.1563,0;-4.1566,-3.3959,0;-3.834,-2.8406,0;-2.3532,5.0359,0;-2.9732,5.203,0;-1.36,-1.3389,0;-.826,-1.7502,0;-3.4862,1.7195,0;-3.0744,1.2637,0;-3.0243,-1.7397,0;-2.4861,-1.3291,0;-2.2399,2.489,0;-1.7881,2.9445,0;-3.7288,2.4424,0;-1.4873,-3.5711,0;.2729,-3.5382,0;-1.3862,-5.211,0;2.0608,-6.4658,0;1.2899,-7.1027,0;1.9938,-7.1697,0;-4.8417,6.249,0;-5.5493,5.5423,0;-5.5489,6.2494,0;-1.4387,-7.0776,0;-2.4387,-7.0727,0;-1.9412,-7.5752,0;2.1718,-3.5342,0;2.3902,-2.5583,0;2.7689,-3.1554,0;.5469,2.6979,0;-.2661,2.1157,0;-.1507,2.8133,0;-3.8902,-.3804,0;-4.5938,-.4507,0;-4.6641,.2529,0;2.5056,-5.2639,0;2.9149,-4.6873,0;2.3383,-4.278,0;-4.1351,5.5414,0;-4.8426,4.8348,0;-1.4338,-6.0776,0;-2.4338,-6.0727,0;-.3052,.4804,0;.639,-5.3681,0;

Duplicates DB00361_p0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000000250-0000000499/DB00361_p0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000000250-0000000499/DB00361_p0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000000250-0000000499/DB00361_p0.sdf

Formula	C₄₅H₅₄N₄O₈
MW	778.94
InChIKey	GBABOYUKABKIAF-UHFFFAOYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	111
Number_Heavy_Atoms	57
Number_Rings	9
Number_Bonds	119
Rotat_Bonds	11
Unbranched_Chain	2
Chiral_Centers	8
ONatoms	12
HB_Donor	2
HB_Acceptor	4
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	6
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	12
Lipinski_Violations	2
XLogP3	0
XLogP	4.4
logP	4.6944
PSA	133.87
MR	226.044
ABS	0.17
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-221.91373
PM7_Total_Energy_ev	-9361.21451
PM7_Electronic_Energy_ev	-131893.28034
PM7_Dipole_Debye	3.37714
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-7.865
PM7_LUMO_Energy_ev	0.052
PM7_COSMO_Area_square_ang	633.87
PM7_COSMO_Volue_cubic_ang	925.36
PM7_Electron_Affinity_ev	-0.052
PM7_Ionization_Energy_ev	7.865
PM7_Energy_Gap_ev	7.917
PM7_Global_Hardness_ev	3.9585
PM7_Global_Softness_ev	0.2526209422761147
PM7_Chemical_Potential_ev	-3.9065
PM7_Electronigativity_ev	3.9065
PM7_Back_Donation_Energy_ev	-0.989625
PM7_Electrophilicity_ev	1.9275915435139572
OPENEYE_Name	methyl (1~{R},8~{S},9~{R},10~{S},11~{R},12~{R},16~{R},19~{R})-11-acetoxy-12-ethyl-4-[(1~{R},12~{S},14~{R})-16-ethyl-12-methoxycarbonyl-1,10-diazatetracyclo[12.3.1.0^{3,11}.0^{4,9}]octadeca-3(11),4,6,8,15-pentaen-12-yl]-10-hydroxy-5-methoxy-8-methyl-8,16-diazapentacyclo[10.6.1.0^{1,9}.0^{2,7}.0^{16,19}]nonadeca-2,4,6,13-tetraene-10-carboxylate
SMILES	c1ccc2c(c1)c3c([nH]2)C(CC4C=C(CN(C3)C4)CC)(c5cc6c(cc5OC)N(C7C68CCN9C8C(C=CC9)(C(C7(C(=O)OC)O)OC(=O)C)CC)C)C(=O)OC
Canonical_SMILES	CCC1=C[C@@H]2CN(C1)Cc1c3ccccc3[nH]c1[C@@](C2)(C(=O)OC)c1cc2c(cc1OC)N([C@@H]1[C@@]32CCN2[C@H]3[C@@](CC)(C=CC2)[C@H]([C@]1(O)C(=O)OC)OC(=O)C)C
InChI	1/C45H54N4O8/c1-8-27-19-28-22-44(40(51)55-6,36-30(25-48(23-27)24-28)29-13-10-11-14-33(29)46-36)32-20-31-34(21-35(32)54-5)47(4)38-43(31)16-18-49-17-12-15-42(9-2,37(43)49)39(57-26(3)50)45(38,53)41(52)56-7/h10-15,19-21,28,37-39,46,53H,8-9,16-18,22-25H2,1-7H3
InChI_3D	1S/C45H54N4O8/c1-8-27-19-28-22-44(40(51)55-6,36-30(25-48(23-27)24-28)29-13-10-11-14-33(29)46-36)32-20-31-34(21-35(32)54-5)47(4)38-43(31)16-18-49-17-12-15-42(9-2,37(43)49)39(57-26(3)50)45(38,53)41(52)56-7/h10-15,19-21,28,37-39,46,53H,8-9,16-18,22-25H2,1-7H3/t28-,37-,38+,39+,42+,43+,44-,45-/m0/s1
AuxInfo	1/0/N:38,39,37,40,41,42,43,44,45,1,2,15,3,4,16,25,23,27,17,5,6,26,24,28,22,21,18,29,7,10,8,9,11,12,13,14,30,31,32,19,20,35,34,33,36,46,47,48,49,52,50,51,53,54,55,56,57/rA:111cCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCNNNNOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;;;d3;d5;s5;s7;d4s7;d6s8;s6d9;d10;;d15;;d17;;;;s10;s15;s18;;;s25;;s17s26s28;;;;s9s14s19s26;s8s25s30s31;s16s30s32;s20s31s32;s21;;;;;;;s18s38;s35s39;s11s14;s12s31s40;s22s24s28;s23s27s30;d19;d20;d21;s36;s13s41;s19s42;s20s43;s21s32;s1;s2;s3;s4;s5;s6;s15;s16;s17;s22;s22;s23;s23;s24;s24;s25;s25;s26;s26;s27;s27;s28;s28;s29;s30;s31;s32;s37;s37;s37;s38;s38;s38;s39;s39;s39;s40;s40;s40;s41;s41;s41;s42;s42;s42;s43;s43;s43;s44;s44;s45;s45;s46;s53;/rC:2.2557,2.892,0;2.4632,1.8572,0;1.2555,3.2268,0;1.6705,1.1571,0;-1.4224,-1.0206,0;.586,-.8206,0;.4676,2.5335,0;-.8314,-1.8352,0;-1.0042,-.1,0;-.5845,2.6596,0;.6749,1.4989,0;.1728,-1.7353,0;;-1.0274,1.6959,0;-3.669,-4.3204,0;-2.8021,-4.8268,0;-4.0535,3.4569,0;-3.7822,4.4806,0;-2.657,.5486,0;.7982,-4.168,0;1.0385,-6.0133,0;-.9669,3.6583,0;-3.6639,-3.3108,0;-2.7629,4.7494,0;-1.3184,-1.8372,0;-2.9875,1.7561,0;-2.532,-1.827,0;-2.2863,2.9868,0;-3.3032,2.7049,0;-1.9194,-3.3196,0;-.1823,-3.3314,0;-1.0622,-4.8302,0;-2.0236,1.3224,0;-1.0504,-2.8191,0;-1.9253,-4.3252,0;-.1877,-4.3353,0;1.6754,-6.7842,0;-5.1955,5.8956,0;-1.9387,-7.0752,0;2.281,-3.0462,0;.1404,2.4068,0;-4.2772,-.0637,0;2.4219,-4.7709,0;-4.4888,5.1881,0;-1.9338,-6.0752,0;-.2478,.9771,0;.5732,-2.6641,0;-2.0136,4.0017,0;-2.7918,-2.8076,0;-2.3034,-.3869,0;1.1463,-3.2306,0;1.3877,-5.0762,0;.1472,-5.2775,0;.7227,1.5938,0;-3.6438,.7101,0;1.436,-4.9382,0;.0524,-6.1794,0;2.6307,3.2228,0;2.937,1.6977,0;1.1565,3.7169,0;1.7681,.6667,0;-1.9199,-1.0708,0;1.0836,-.7717,0;-4.1033,-4.5682,0;-2.8044,-5.3268,0;-4.5364,3.3271,0;-.4716,3.7271,0;-.9222,4.1563,0;-4.1566,-3.3959,0;-3.834,-2.8406,0;-2.3532,5.0359,0;-2.9732,5.203,0;-1.36,-1.3389,0;-.826,-1.7502,0;-3.4862,1.7195,0;-3.0744,1.2637,0;-3.0243,-1.7397,0;-2.4861,-1.3291,0;-2.2399,2.489,0;-1.7881,2.9445,0;-3.7288,2.4424,0;-1.4873,-3.5711,0;.2729,-3.5382,0;-1.3862,-5.211,0;2.0608,-6.4658,0;1.2899,-7.1027,0;1.9938,-7.1697,0;-4.8417,6.249,0;-5.5493,5.5423,0;-5.5489,6.2494,0;-1.4387,-7.0776,0;-2.4387,-7.0727,0;-1.9412,-7.5752,0;2.1718,-3.5342,0;2.3902,-2.5583,0;2.7689,-3.1554,0;.5469,2.6979,0;-.2661,2.1157,0;-.1507,2.8133,0;-3.8902,-.3804,0;-4.5938,-.4507,0;-4.6641,.2529,0;2.5056,-5.2639,0;2.9149,-4.6873,0;2.3383,-4.278,0;-4.1351,5.5414,0;-4.8426,4.8348,0;-1.4338,-6.0776,0;-2.4338,-6.0727,0;-.3052,.4804,0;.639,-5.3681,0;
Duplicates	DB00361_p0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000000250-0000000499/DB00361_p0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000000250-0000000499/DB00361_p0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000000250-0000000499/DB00361_p0.sdf