CompChem-Database: compound details

CompChem-Database: details for selected entry

DB02729 (3005)

Formula C₄₉H₄₄N₈O₅

MW 824.94

InChIKey UWSVAGUSMAEUKO-QEQWOISUNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 106

Number_Heavy_Atoms 62

Number_Rings 9

Number_Bonds 114

Rotat_Bonds 16

Unbranched_Chain 1

Chiral_Centers 4

ONatoms 13

HB_Donor 6

HB_Acceptor 7

OpenEye_HB_Donors 6

OpenEye_HB_Acceptors 7

Lipinski_HB_Donors 6

Lipinski_HB_Acceptors 13

Lipinski_Violations 4

XLogP3 0

XLogP 7.12

logP 7.3478

PSA 179.57

MR 245.477

ABS 0.17

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -4.29267

PM7_Total_Energy_ev -9576.80932

PM7_Electronic_Energy_ev -125614.78166

PM7_Dipole_Debye 7.50287

PM7_Point_Group C2

PM7_HOMO_Energy_ev -8.863

PM7_LUMO_Energy_ev -0.95

PM7_COSMO_Area_square_ang 711.81

PM7_COSMO_Volue_cubic_ang 977.77

PM7_Electron_Affinity_ev 0.95

PM7_Ionization_Energy_ev 8.863

PM7_Energy_Gap_ev 7.913

PM7_Global_Hardness_ev 3.9565

PM7_Global_Softness_ev 0.2527486414760521

PM7_Chemical_Potential_ev -4.9065

PM7_Electronigativity_ev 4.9065

PM7_Back_Donation_Energy_ev -0.989125

PM7_Electrophilicity_ev 3.0423028244660686

OPENEYE_Name ~{N}-(1~{H}-benzimidazol-2-yl)-3-[[(4~{R},5~{S},6~{S},7~{R})-3-[[3-(1~{H}-benzimidazol-2-ylcarbamoyl)phenyl]methyl]-4,7-dibenzyl-5,6-dihydroxy-2-oxo-1,3-diazepan-1-yl]methyl]benzamide

SMILES c1ccc(cc1)CC2C(C(C(N(C(=O)N2Cc3cccc(c3)C(=O)Nc4nc5ccccc5[nH]4)Cc6cccc(c6)C(=O)Nc7nc8ccccc8[nH]7)Cc9ccccc9)O)O

Canonical_SMILES O=C1N(Cc2cccc(c2)C(=O)Nc2nc3c([nH]2)cccc3)[C@H](Cc2ccccc2)[C@@H]([C@H]([C@H](N1Cc1cccc(c1)C(=O)Nc1nc2c([nH]1)cccc2)Cc1ccccc1)O)O

InChI 1/C49H44N8O5/c58-43-41(27-31-13-3-1-4-14-31)56(29-33-17-11-19-35(25-33)45(60)54-47-50-37-21-7-8-22-38(37)51-47)49(62)57(42(44(43)59)28-32-15-5-2-6-16-32)30-34-18-12-20-36(26-34)46(61)55-48-52-39-23-9-10-24-40(39)53-48/h1-26,41-44,58-59H,27-30H2,(H2,50,51,54,60)(H2,52,53,55,61)/f/h50,52,54-55H

InChI_3D 1S/C49H44N8O5/c58-43-41(27-31-13-3-1-4-14-31)56(29-33-17-11-19-35(25-33)45(60)54-47-50-37-21-7-8-22-38(37)51-47)49(62)57(42(44(43)59)28-32-15-5-2-6-16-32)30-34-18-12-20-36(26-34)46(61)55-48-52-39-23-9-10-24-40(39)53-48/h1-26,41-44,58-59H,27-30H2,(H2,50,51,54,60)(H2,52,53,55,61)/t41-,42-,43+,44+/m1/s1

AuxInfo 1/1/N:1,2,3,4,5,6,7,9,8,10,11,12,15,16,17,18,19,20,13,14,21,23,22,24,25,26,46,47,48,49,29,30,31,32,27,28,33,35,34,36,44,45,42,43,40,41,37,38,39,50,52,51,53,56,57,54,55,61,62,59,60,58/E:(1,2)(3,4,5,6)(7,8,9,10)(11,12)(13,14,15,16)(17,18)(19,20)(21,22,23,24)(25,26)(27,28)(29,30)(31,32)(33,34)(35,36)(37,38,39,40)(41,42)(43,44)(45,46)(47,48)(50,51,52,53)(54,55)(56,57)(58,59)(60,61)/gE:(1,2)/F:1,2,3,4,5,6,9,7,10,8,11,12,15,16,17,18,19,20,13,14,23,21,24,22,25,26,46,47,48,49,29,30,31,32,27,28,35,33,36,34,44,45,42,43,40,41,37,38,39,52,50,53,51,56,57,54,55,61,62,59,60,58/E:(1,2)(3,4,5,6)(7,9)(8,10)(11,12)(13,14,15,16)(17,18)(19,20)(21,23)(22,24)(25,26)(27,28)(29,30)(31,32)(33,34)(35,36)(37,39)(38,40)(41,42)(43,44)(45,46)(47,48)(50,52)(51,53)(54,55)(56,57)(58,59)(60,61)/rA:106cCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCNNNNNNNNOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s1;d2;s2;;;d7;d8;;;d11;d12;s3;d4;s5;d6;s11;s12;s7;s8;s9;s10;;;s13d25;s14d26;d15s16;d17s18;d19s25;d20s26;d21;d22;d23s33;d24s34;;;;s27;s28;;s42;s42;s43;s29s44;s30s45;s31;s32;s33d37;s34d38;s35s37;s36s38;s39s44s48;s39s45s49;s37s40;s38s41;d39;d40;d41;s42;s43;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s11;s12;s13;s14;s15;s16;s17;s18;s19;s20;s21;s22;s23;s24;s25;s26;s42;s43;s44;s45;s46;s46;s47;s47;s48;s48;s49;s49;s52;s53;s56;s57;s61;s62;/rC:5.4261,-4.5528,0;12.3666,-8.0898,0;6.3817,-4.8477,0;5.1981,-3.5791,0;13.0491,-7.3589,0;11.3911,-7.8698,0;;18.0466,-7.2653,0;0,1.0058,0;18.7287,-6.526,0;8.037,2.2382,0;14.2084,-.6791,0;7.037,2.2338,0;14.9404,-1.3605,0;7.1167,-4.1619,0;5.933,-2.8934,0;12.7531,-6.3982,0;11.0951,-6.9092,0;8.5409,1.3684,0;13.2483,-.9767,0;.868,-.4979,0;17.0711,-7.0427,0;.868,1.5137,0;18.4351,-5.5642,0;7.0397,.4986,0;13.7619,-2.634,0;6.5357,1.3684,0;14.722,-2.3364,0;6.896,-3.1813,0;11.7746,-6.1685,0;8.0448,.4942,0;13.0201,-1.9556,0;1.736,-.0013,0;16.7698,-6.0891,0;1.736,1.0058,0;17.4527,-5.3489,0;3.2858,.5022,0;15.9721,-4.6682,0;10.4269,-1.8091,0;4.7857,1.3683,0;15.457,-3.0145,0;9.1567,-3.6728,0;10.0946,-4.0397,0;8.8578,-2.7185,0;10.9647,-3.5405,0;8.1755,-1.9874,0;11.4801,-5.2129,0;8.5461,-.371,0;12.0649,-2.2517,0;2.6938,-.3126,0;15.8548,-5.6684,0;2.6938,1.3168,0;16.9596,-4.4709,0;9.4234,-1.8853,0;11.1098,-2.5477,0;4.2858,.5023,0;15.2372,-3.99,0;10.7926,-.8783,0;4.2857,2.2343,0;16.4117,-2.7171,0;8.8996,-5.4038,0;9.5311,-4.8659,0;5.0606,-4.8939,0;12.5139,-8.5676,0;6.4936,-5.335,0;4.7196,-3.4338,0;13.5364,-7.471,0;11.0514,-8.2367,0;-.4327,-.2506,0;18.1947,-7.7429,0;-.4337,1.2545,0;19.2161,-6.6373,0;8.2857,2.6719,0;14.3197,-.1917,0;6.7863,2.6664,0;15.418,-1.2125,0;7.5944,-4.3093,0;5.8189,-2.4065,0;13.0944,-6.0328,0;10.6073,-6.7992,0;9.0409,1.3706,0;12.8823,-.6361,0;.8677,-.9979,0;16.7322,-7.4104,0;.868,2.0137,0;18.7741,-5.1967,0;6.789,.066,0;13.6527,-3.1219,0;8.6582,-3.7118,0;10.4341,-4.4068,0;8.4256,-2.9701,0;11.4633,-3.502,0;8.5411,-1.6463,0;7.8344,-1.6218,0;11.9579,-5.0656,0;11.0023,-5.3601,0;8.9787,-.1204,0;8.1135,-.6217,0;11.9169,-1.7741,0;12.213,-2.7293,0;2.8483,1.7923,0;17.1685,-4.0166,0;4.5358,.0693,0;14.7598,-4.1388,0;8.4345,-5.5875,0;9.748,-5.3164,0;

Duplicates DB02729

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002500-0000002749/DB02729.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002500-0000002749/DB02729.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002500-0000002749/DB02729.sdf

Formula	C₄₉H₄₄N₈O₅
MW	824.94
InChIKey	UWSVAGUSMAEUKO-QEQWOISUNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	106
Number_Heavy_Atoms	62
Number_Rings	9
Number_Bonds	114
Rotat_Bonds	16
Unbranched_Chain	1
Chiral_Centers	4
ONatoms	13
HB_Donor	6
HB_Acceptor	7
OpenEye_HB_Donors	6
OpenEye_HB_Acceptors	7
Lipinski_HB_Donors	6
Lipinski_HB_Acceptors	13
Lipinski_Violations	4
XLogP3	0
XLogP	7.12
logP	7.3478
PSA	179.57
MR	245.477
ABS	0.17
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-4.29267
PM7_Total_Energy_ev	-9576.80932
PM7_Electronic_Energy_ev	-125614.78166
PM7_Dipole_Debye	7.50287
PM7_Point_Group	C2
PM7_HOMO_Energy_ev	-8.863
PM7_LUMO_Energy_ev	-0.95
PM7_COSMO_Area_square_ang	711.81
PM7_COSMO_Volue_cubic_ang	977.77
PM7_Electron_Affinity_ev	0.95
PM7_Ionization_Energy_ev	8.863
PM7_Energy_Gap_ev	7.913
PM7_Global_Hardness_ev	3.9565
PM7_Global_Softness_ev	0.2527486414760521
PM7_Chemical_Potential_ev	-4.9065
PM7_Electronigativity_ev	4.9065
PM7_Back_Donation_Energy_ev	-0.989125
PM7_Electrophilicity_ev	3.0423028244660686
OPENEYE_Name	~{N}-(1~{H}-benzimidazol-2-yl)-3-[[(4~{R},5~{S},6~{S},7~{R})-3-[[3-(1~{H}-benzimidazol-2-ylcarbamoyl)phenyl]methyl]-4,7-dibenzyl-5,6-dihydroxy-2-oxo-1,3-diazepan-1-yl]methyl]benzamide
SMILES	c1ccc(cc1)CC2C(C(C(N(C(=O)N2Cc3cccc(c3)C(=O)Nc4nc5ccccc5[nH]4)Cc6cccc(c6)C(=O)Nc7nc8ccccc8[nH]7)Cc9ccccc9)O)O
Canonical_SMILES	O=C1N(Cc2cccc(c2)C(=O)Nc2nc3c([nH]2)cccc3)[C@H](Cc2ccccc2)[C@@H]([C@H]([C@H](N1Cc1cccc(c1)C(=O)Nc1nc2c([nH]1)cccc2)Cc1ccccc1)O)O
InChI	1/C49H44N8O5/c58-43-41(27-31-13-3-1-4-14-31)56(29-33-17-11-19-35(25-33)45(60)54-47-50-37-21-7-8-22-38(37)51-47)49(62)57(42(44(43)59)28-32-15-5-2-6-16-32)30-34-18-12-20-36(26-34)46(61)55-48-52-39-23-9-10-24-40(39)53-48/h1-26,41-44,58-59H,27-30H2,(H2,50,51,54,60)(H2,52,53,55,61)/f/h50,52,54-55H
InChI_3D	1S/C49H44N8O5/c58-43-41(27-31-13-3-1-4-14-31)56(29-33-17-11-19-35(25-33)45(60)54-47-50-37-21-7-8-22-38(37)51-47)49(62)57(42(44(43)59)28-32-15-5-2-6-16-32)30-34-18-12-20-36(26-34)46(61)55-48-52-39-23-9-10-24-40(39)53-48/h1-26,41-44,58-59H,27-30H2,(H2,50,51,54,60)(H2,52,53,55,61)/t41-,42-,43+,44+/m1/s1
AuxInfo	1/1/N:1,2,3,4,5,6,7,9,8,10,11,12,15,16,17,18,19,20,13,14,21,23,22,24,25,26,46,47,48,49,29,30,31,32,27,28,33,35,34,36,44,45,42,43,40,41,37,38,39,50,52,51,53,56,57,54,55,61,62,59,60,58/E:(1,2)(3,4,5,6)(7,8,9,10)(11,12)(13,14,15,16)(17,18)(19,20)(21,22,23,24)(25,26)(27,28)(29,30)(31,32)(33,34)(35,36)(37,38,39,40)(41,42)(43,44)(45,46)(47,48)(50,51,52,53)(54,55)(56,57)(58,59)(60,61)/gE:(1,2)/F:1,2,3,4,5,6,9,7,10,8,11,12,15,16,17,18,19,20,13,14,23,21,24,22,25,26,46,47,48,49,29,30,31,32,27,28,35,33,36,34,44,45,42,43,40,41,37,38,39,52,50,53,51,56,57,54,55,61,62,59,60,58/E:(1,2)(3,4,5,6)(7,9)(8,10)(11,12)(13,14,15,16)(17,18)(19,20)(21,23)(22,24)(25,26)(27,28)(29,30)(31,32)(33,34)(35,36)(37,39)(38,40)(41,42)(43,44)(45,46)(47,48)(50,52)(51,53)(54,55)(56,57)(58,59)(60,61)/rA:106cCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCNNNNNNNNOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s1;d2;s2;;;d7;d8;;;d11;d12;s3;d4;s5;d6;s11;s12;s7;s8;s9;s10;;;s13d25;s14d26;d15s16;d17s18;d19s25;d20s26;d21;d22;d23s33;d24s34;;;;s27;s28;;s42;s42;s43;s29s44;s30s45;s31;s32;s33d37;s34d38;s35s37;s36s38;s39s44s48;s39s45s49;s37s40;s38s41;d39;d40;d41;s42;s43;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s11;s12;s13;s14;s15;s16;s17;s18;s19;s20;s21;s22;s23;s24;s25;s26;s42;s43;s44;s45;s46;s46;s47;s47;s48;s48;s49;s49;s52;s53;s56;s57;s61;s62;/rC:5.4261,-4.5528,0;12.3666,-8.0898,0;6.3817,-4.8477,0;5.1981,-3.5791,0;13.0491,-7.3589,0;11.3911,-7.8698,0;;18.0466,-7.2653,0;0,1.0058,0;18.7287,-6.526,0;8.037,2.2382,0;14.2084,-.6791,0;7.037,2.2338,0;14.9404,-1.3605,0;7.1167,-4.1619,0;5.933,-2.8934,0;12.7531,-6.3982,0;11.0951,-6.9092,0;8.5409,1.3684,0;13.2483,-.9767,0;.868,-.4979,0;17.0711,-7.0427,0;.868,1.5137,0;18.4351,-5.5642,0;7.0397,.4986,0;13.7619,-2.634,0;6.5357,1.3684,0;14.722,-2.3364,0;6.896,-3.1813,0;11.7746,-6.1685,0;8.0448,.4942,0;13.0201,-1.9556,0;1.736,-.0013,0;16.7698,-6.0891,0;1.736,1.0058,0;17.4527,-5.3489,0;3.2858,.5022,0;15.9721,-4.6682,0;10.4269,-1.8091,0;4.7857,1.3683,0;15.457,-3.0145,0;9.1567,-3.6728,0;10.0946,-4.0397,0;8.8578,-2.7185,0;10.9647,-3.5405,0;8.1755,-1.9874,0;11.4801,-5.2129,0;8.5461,-.371,0;12.0649,-2.2517,0;2.6938,-.3126,0;15.8548,-5.6684,0;2.6938,1.3168,0;16.9596,-4.4709,0;9.4234,-1.8853,0;11.1098,-2.5477,0;4.2858,.5023,0;15.2372,-3.99,0;10.7926,-.8783,0;4.2857,2.2343,0;16.4117,-2.7171,0;8.8996,-5.4038,0;9.5311,-4.8659,0;5.0606,-4.8939,0;12.5139,-8.5676,0;6.4936,-5.335,0;4.7196,-3.4338,0;13.5364,-7.471,0;11.0514,-8.2367,0;-.4327,-.2506,0;18.1947,-7.7429,0;-.4337,1.2545,0;19.2161,-6.6373,0;8.2857,2.6719,0;14.3197,-.1917,0;6.7863,2.6664,0;15.418,-1.2125,0;7.5944,-4.3093,0;5.8189,-2.4065,0;13.0944,-6.0328,0;10.6073,-6.7992,0;9.0409,1.3706,0;12.8823,-.6361,0;.8677,-.9979,0;16.7322,-7.4104,0;.868,2.0137,0;18.7741,-5.1967,0;6.789,.066,0;13.6527,-3.1219,0;8.6582,-3.7118,0;10.4341,-4.4068,0;8.4256,-2.9701,0;11.4633,-3.502,0;8.5411,-1.6463,0;7.8344,-1.6218,0;11.9579,-5.0656,0;11.0023,-5.3601,0;8.9787,-.1204,0;8.1135,-.6217,0;11.9169,-1.7741,0;12.213,-2.7293,0;2.8483,1.7923,0;17.1685,-4.0166,0;4.5358,.0693,0;14.7598,-4.1388,0;8.4345,-5.5875,0;9.748,-5.3164,0;
Duplicates	DB02729
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002500-0000002749/DB02729.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002500-0000002749/DB02729.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002500-0000002749/DB02729.sdf