CompChem-Database: compound details

CompChem-Database: details for selected entry

DB02152 (2415)

Formula C₂₇H₂₁N₃O₅

MW 467.48

InChIKey KOZFSFOOLUUIGY-LBOYIXSDNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 56

Number_Heavy_Atoms 35

Number_Rings 8

Number_Bonds 63

Rotat_Bonds 3

Unbranched_Chain 2

Chiral_Centers 3

ONatoms 8

HB_Donor 2

HB_Acceptor 3

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 8

Lipinski_Violations 0

XLogP3 0

XLogP 3.82

logP 3.9839

PSA 94.72

MR 133.186

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -65.89378

PM7_Total_Energy_ev -5632.93608

PM7_Electronic_Energy_ev -54339.66654

PM7_Dipole_Debye 6.69862

PM7_Point_Group C1

PM7_HOMO_Energy_ev -7.937

PM7_LUMO_Energy_ev -0.717

PM7_COSMO_Area_square_ang 406.71

PM7_COSMO_Volue_cubic_ang 509.63

PM7_Electron_Affinity_ev 0.717

PM7_Ionization_Energy_ev 7.937

PM7_Energy_Gap_ev 7.22

PM7_Global_Hardness_ev 3.61

PM7_Global_Softness_ev 0.2770083102493075

PM7_Chemical_Potential_ev -4.327

PM7_Electronigativity_ev 4.327

PM7_Back_Donation_Energy_ev -0.9025

PM7_Electrophilicity_ev 2.5932034626038782

OPENEYE_Name methyl (15~{S},16~{R},18~{R})-16-hydroxy-15-methyl-3-oxo-28-oxa-4,14,19-triazaoctacyclo[12.11.2.1^{15,18}.0^{2,6}.0^{7,27}.0^{8,13}.0^{19,26}.0^{20,25}]octacosa-1,6,8,10,12,20,22,24,26-nonaene-16-carboxylate

SMILES c1ccc2c(c1)c3c4c(c5c6ccccc6n7c5c3n2C8CC(C7(O8)C)(C(=O)OC)O)CNC4=O

Canonical_SMILES COC(=O)[C@@]1(O)C[C@H]2O[C@]1(C)n1c3ccccc3c3c1c1n2c2ccccc2c1c1c3CNC1=O

InChI 1/C27H21N3O5/c1-26-27(33,25(32)34-2)11-18(35-26)29-16-9-5-3-7-13(16)20-21-15(12-28-24(21)31)19-14-8-4-6-10-17(14)30(26)23(19)22(20)29/h3-10,18,33H,11-12H2,1-2H3,(H,28,31)/f/h28H

InChI_3D 1S/C27H21N3O5/c1-26-27(33,25(32)34-2)11-18(35-26)29-16-9-5-3-7-13(16)20-21-15(12-28-24(21)31)19-14-8-4-6-10-17(14)30(26)23(19)22(20)29/h3-10,18,33H,11-12H2,1-2H3,(H,28,31)/t18-,26+,27+/m1/s1

AuxInfo 1/1/N:26,27,1,2,3,4,5,6,7,8,22,21,9,10,14,15,16,23,12,11,13,17,18,19,20,25,24,30,28,29,31,32,34,35,33/F:m/rA:56cCCCCCCCCCCCCCCCCCCCCCCCCCCCNNNOOOOOHHHHHHHHHHHHHHHHHHHHH/rB:;d1;d2;s1;s2;s3;s4;d5;d6;s9;s10;d11;d12s13;d7s9;d8s10;s11;s12d17;s13;;s14;;s22;s20s22;s24;s25;;s15s17s23;s16s18s25;s19s21;d19;d20;s23s25;s24;s20s27;s1;s2;s3;s4;s5;s6;s7;s8;s21;s21;s22;s22;s23;s26;s26;s26;s27;s27;s27;s30;s34;/rC:.1116,1.001,0;7.539,.9829,0;;7.6436,-.0172,0;1.0347,1.4021,0;6.6195,1.395,0;.8115,-.6,0;6.8288,-.6052,0;1.8413,.8082,0;5.8108,.8021,0;2.8211,1.0098,0;4.8306,1.0098,0;3.3228,1.8811,0;4.33,1.8775,0;1.7297,-.1928,0;5.9155,-.198,0;3.3215,.1348,0;4.3299,.136,0;3.0086,2.8377,0;4.1318,-4.3445,0;4.642,2.8377,0;3.3052,-2.6041,0;2.9933,-1.6439,0;4.3147,-2.6041,0;4.6267,-1.6439,0;5.5751,-1.9609,0;3.1137,-5.7458,0;2.6913,-.6615,0;4.9666,-.6549,0;3.8252,3.4311,0;2.057,3.1452,0;4.9408,-4.9323,0;3.8099,-1.0505,0;6.0265,-2.968,0;3.2182,-4.7512,0;-.2907,1.298,0;7.9439,1.2762,0;-.4583,-.2,0;8.1,-.2214,0;1.0908,1.8989,0;6.5668,1.8922,0;.7568,-1.097,0;6.8801,-1.1026,0;4.892,3.2707,0;5.0988,2.6343,0;3.3575,-3.1014,0;2.8161,-2.708,0;2.5165,-1.7946,0;5.7336,-1.4867,0;5.4166,-2.4351,0;6.0493,-2.1195,0;2.6164,-5.6935,0;3.611,-5.798,0;3.0614,-6.243,0;3.8252,3.9311,0;6.181,-3.4435,0;

Duplicates DB02152

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002000-0000002249/DB02152.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002000-0000002249/DB02152.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002000-0000002249/DB02152.sdf

Formula	C₂₇H₂₁N₃O₅
MW	467.48
InChIKey	KOZFSFOOLUUIGY-LBOYIXSDNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	56
Number_Heavy_Atoms	35
Number_Rings	8
Number_Bonds	63
Rotat_Bonds	3
Unbranched_Chain	2
Chiral_Centers	3
ONatoms	8
HB_Donor	2
HB_Acceptor	3
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	8
Lipinski_Violations	0
XLogP3	0
XLogP	3.82
logP	3.9839
PSA	94.72
MR	133.186
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-65.89378
PM7_Total_Energy_ev	-5632.93608
PM7_Electronic_Energy_ev	-54339.66654
PM7_Dipole_Debye	6.69862
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-7.937
PM7_LUMO_Energy_ev	-0.717
PM7_COSMO_Area_square_ang	406.71
PM7_COSMO_Volue_cubic_ang	509.63
PM7_Electron_Affinity_ev	0.717
PM7_Ionization_Energy_ev	7.937
PM7_Energy_Gap_ev	7.22
PM7_Global_Hardness_ev	3.61
PM7_Global_Softness_ev	0.2770083102493075
PM7_Chemical_Potential_ev	-4.327
PM7_Electronigativity_ev	4.327
PM7_Back_Donation_Energy_ev	-0.9025
PM7_Electrophilicity_ev	2.5932034626038782
OPENEYE_Name	methyl (15~{S},16~{R},18~{R})-16-hydroxy-15-methyl-3-oxo-28-oxa-4,14,19-triazaoctacyclo[12.11.2.1^{15,18}.0^{2,6}.0^{7,27}.0^{8,13}.0^{19,26}.0^{20,25}]octacosa-1,6,8,10,12,20,22,24,26-nonaene-16-carboxylate
SMILES	c1ccc2c(c1)c3c4c(c5c6ccccc6n7c5c3n2C8CC(C7(O8)C)(C(=O)OC)O)CNC4=O
Canonical_SMILES	COC(=O)[C@@]1(O)C[C@H]2O[C@]1(C)n1c3ccccc3c3c1c1n2c2ccccc2c1c1c3CNC1=O
InChI	1/C27H21N3O5/c1-26-27(33,25(32)34-2)11-18(35-26)29-16-9-5-3-7-13(16)20-21-15(12-28-24(21)31)19-14-8-4-6-10-17(14)30(26)23(19)22(20)29/h3-10,18,33H,11-12H2,1-2H3,(H,28,31)/f/h28H
InChI_3D	1S/C27H21N3O5/c1-26-27(33,25(32)34-2)11-18(35-26)29-16-9-5-3-7-13(16)20-21-15(12-28-24(21)31)19-14-8-4-6-10-17(14)30(26)23(19)22(20)29/h3-10,18,33H,11-12H2,1-2H3,(H,28,31)/t18-,26+,27+/m1/s1
AuxInfo	1/1/N:26,27,1,2,3,4,5,6,7,8,22,21,9,10,14,15,16,23,12,11,13,17,18,19,20,25,24,30,28,29,31,32,34,35,33/F:m/rA:56cCCCCCCCCCCCCCCCCCCCCCCCCCCCNNNOOOOOHHHHHHHHHHHHHHHHHHHHH/rB:;d1;d2;s1;s2;s3;s4;d5;d6;s9;s10;d11;d12s13;d7s9;d8s10;s11;s12d17;s13;;s14;;s22;s20s22;s24;s25;;s15s17s23;s16s18s25;s19s21;d19;d20;s23s25;s24;s20s27;s1;s2;s3;s4;s5;s6;s7;s8;s21;s21;s22;s22;s23;s26;s26;s26;s27;s27;s27;s30;s34;/rC:.1116,1.001,0;7.539,.9829,0;;7.6436,-.0172,0;1.0347,1.4021,0;6.6195,1.395,0;.8115,-.6,0;6.8288,-.6052,0;1.8413,.8082,0;5.8108,.8021,0;2.8211,1.0098,0;4.8306,1.0098,0;3.3228,1.8811,0;4.33,1.8775,0;1.7297,-.1928,0;5.9155,-.198,0;3.3215,.1348,0;4.3299,.136,0;3.0086,2.8377,0;4.1318,-4.3445,0;4.642,2.8377,0;3.3052,-2.6041,0;2.9933,-1.6439,0;4.3147,-2.6041,0;4.6267,-1.6439,0;5.5751,-1.9609,0;3.1137,-5.7458,0;2.6913,-.6615,0;4.9666,-.6549,0;3.8252,3.4311,0;2.057,3.1452,0;4.9408,-4.9323,0;3.8099,-1.0505,0;6.0265,-2.968,0;3.2182,-4.7512,0;-.2907,1.298,0;7.9439,1.2762,0;-.4583,-.2,0;8.1,-.2214,0;1.0908,1.8989,0;6.5668,1.8922,0;.7568,-1.097,0;6.8801,-1.1026,0;4.892,3.2707,0;5.0988,2.6343,0;3.3575,-3.1014,0;2.8161,-2.708,0;2.5165,-1.7946,0;5.7336,-1.4867,0;5.4166,-2.4351,0;6.0493,-2.1195,0;2.6164,-5.6935,0;3.611,-5.798,0;3.0614,-6.243,0;3.8252,3.9311,0;6.181,-3.4435,0;
Duplicates	DB02152
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002000-0000002249/DB02152.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002000-0000002249/DB02152.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002000-0000002249/DB02152.sdf