CompChem-Database: compound details

CompChem-Database: details for selected entry

DB03396 (3682)

Formula C₁₈H₃₂N₂O₇

MW 388.46

InChIKey FVBBTOIQETYGOA-NPVYFSBINA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 59

Number_Heavy_Atoms 27

Number_Rings 1

Number_Bonds 59

Rotat_Bonds 13

Unbranched_Chain 2

Chiral_Centers 6

ONatoms 9

HB_Donor 6

HB_Acceptor 6

OpenEye_HB_Donors 6

OpenEye_HB_Acceptors 7

Lipinski_HB_Donors 6

Lipinski_HB_Acceptors 9

Lipinski_Violations 1

XLogP3 0

XLogP -0.85

logP -0.8382

PSA 148.35

MR 101.443

ABS 0.55

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -317.92747

PM7_Total_Energy_ev -5083.26515

PM7_Electronic_Energy_ev -42909.36317

PM7_Dipole_Debye 4.1172

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.532

PM7_LUMO_Energy_ev 0.478

PM7_COSMO_Area_square_ang 409.71

PM7_COSMO_Volue_cubic_ang 487.76

PM7_Electron_Affinity_ev -0.478

PM7_Ionization_Energy_ev 9.532

PM7_Energy_Gap_ev 10.01

PM7_Global_Hardness_ev 5.005

PM7_Global_Softness_ev 0.1998001998001998

PM7_Chemical_Potential_ev -4.527

PM7_Electronigativity_ev 4.527

PM7_Back_Donation_Energy_ev -1.25125

PM7_Electrophilicity_ev 2.0473255744255745

OPENEYE_Name (~{E},2~{R},3~{R},4~{S},5~{R})-3,4,5-trihydroxy-~{N}-[(3~{S},6~{R})-6-hydroxy-2-oxo-azepan-3-yl]-2-methoxy-8,8-dimethyl-non-6-enamide

SMILES C1(=O)C(CCC(CN1)O)NC(=O)C(C(C(C(C=CC(C)(C)C)O)O)O)OC

Canonical_SMILES CO[C@H]([C@@H]([C@H]([C@@H](/C=C/C(C)(C)C)O)O)O)C(=O)N[C@H]1CC[C@H](CNC1=O)O

InChI 1/C18H32N2O7/c1-18(2,3)8-7-12(22)13(23)14(24)15(27-4)17(26)20-11-6-5-10(21)9-19-16(11)25/h7-8,10-15,21-24H,5-6,9H2,1-4H3,(H,19,25)(H,20,26)/f/h19-20H

InChI_3D 1S/C18H32N2O7/c1-18(2,3)8-7-12(22)13(23)14(24)15(27-4)17(26)20-11-6-5-10(21)9-19-16(11)25/h7-8,10-15,21-24H,5-6,9H2,1-4H3,(H,19,25)(H,20,26)/b8-7+/t10-,11+,12-,13+,14-,15-/m1/s1

AuxInfo 1/1/N:10,11,12,13,6,5,2,3,7,9,8,14,16,17,15,1,4,18,19,20,23,24,25,26,21,22,27/E:(1,2,3)/F:m/E:m/rA:59cCCCCCCCCCCCCCCCCCCNNOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;w2;;;s5;;s1s5;s6s7;;;;;s2;s4;s14;s15s16;s3s10s11s12;s1s7;s4s8;d1;d4;s9;s14;s16;s17;s13s15;s2;s3;s5;s5;s6;s6;s7;s7;s8;s9;s10;s10;s10;s11;s11;s11;s12;s12;s12;s13;s13;s13;s14;s15;s16;s17;s19;s20;s23;s24;s25;s26;/rC:-.3849,1.7722,0;-5.869,-4.2823,0;-5.5132,-5.2168,0;-2.7119,-.405,0;;1.0058,-.0072,0;1.4246,1.748,0;-.6197,.7929,0;1.6419,.7688,0;-5.3691,-6.6237,0;-6.92,-5.3608,0;-6.776,-6.7677,0;-4.8942,.0823,0;-5.2376,-3.5068,0;-3.3433,-1.1805,0;-4.6062,-2.7314,0;-3.9748,-1.9559,0;-6.1446,-5.9923,0;.5218,2.194,0;-1.7247,-.5641,0;-1.1591,2.4051,0;-3.0678,.5295,0;3.225,1.5147,0;-6.013,-2.8754,0;-3.8307,-3.3628,0;-3.1993,-2.5873,0;-4.1188,-.5491,0;-6.3626,-4.2027,0;-5.0195,-5.2964,0;.1073,-.4883,0;-.4524,-.2129,0;1.4538,-.2292,0;.89,-.4936,0;1.5401,2.2345,0;1.9246,1.7443,0;-1.0679,1.0146,0;1.9493,.3745,0;-5.0534,-6.2359,0;-5.6848,-7.0114,0;-4.9814,-6.9394,0;-7.2357,-5.7486,0;-6.6043,-4.9731,0;-7.3077,-5.0451,0;-7.1637,-6.452,0;-6.3883,-7.0834,0;-7.0917,-7.1554,0;-5.2099,-.3054,0;-4.5785,.4701,0;-5.282,.3981,0;-4.8499,-3.8225,0;-2.9556,-1.4962,0;-4.9939,-2.4157,0;-4.3625,-1.6402,0;.5277,2.694,0;-1.5467,-1.0314,0;3.6357,1.2295,0;-6.4803,-3.0533,0;-3.9103,-3.8564,0;-2.732,-2.4094,0;

Duplicates DB03396

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003250-0000003499/DB03396.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003250-0000003499/DB03396.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003250-0000003499/DB03396.sdf

Formula	C₁₈H₃₂N₂O₇
MW	388.46
InChIKey	FVBBTOIQETYGOA-NPVYFSBINA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	59
Number_Heavy_Atoms	27
Number_Rings	1
Number_Bonds	59
Rotat_Bonds	13
Unbranched_Chain	2
Chiral_Centers	6
ONatoms	9
HB_Donor	6
HB_Acceptor	6
OpenEye_HB_Donors	6
OpenEye_HB_Acceptors	7
Lipinski_HB_Donors	6
Lipinski_HB_Acceptors	9
Lipinski_Violations	1
XLogP3	0
XLogP	-0.85
logP	-0.8382
PSA	148.35
MR	101.443
ABS	0.55
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-317.92747
PM7_Total_Energy_ev	-5083.26515
PM7_Electronic_Energy_ev	-42909.36317
PM7_Dipole_Debye	4.1172
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.532
PM7_LUMO_Energy_ev	0.478
PM7_COSMO_Area_square_ang	409.71
PM7_COSMO_Volue_cubic_ang	487.76
PM7_Electron_Affinity_ev	-0.478
PM7_Ionization_Energy_ev	9.532
PM7_Energy_Gap_ev	10.01
PM7_Global_Hardness_ev	5.005
PM7_Global_Softness_ev	0.1998001998001998
PM7_Chemical_Potential_ev	-4.527
PM7_Electronigativity_ev	4.527
PM7_Back_Donation_Energy_ev	-1.25125
PM7_Electrophilicity_ev	2.0473255744255745
OPENEYE_Name	(~{E},2~{R},3~{R},4~{S},5~{R})-3,4,5-trihydroxy-~{N}-[(3~{S},6~{R})-6-hydroxy-2-oxo-azepan-3-yl]-2-methoxy-8,8-dimethyl-non-6-enamide
SMILES	C1(=O)C(CCC(CN1)O)NC(=O)C(C(C(C(C=CC(C)(C)C)O)O)O)OC
Canonical_SMILES	CO[C@H]([C@@H]([C@H]([C@@H](/C=C/C(C)(C)C)O)O)O)C(=O)N[C@H]1CC[C@H](CNC1=O)O
InChI	1/C18H32N2O7/c1-18(2,3)8-7-12(22)13(23)14(24)15(27-4)17(26)20-11-6-5-10(21)9-19-16(11)25/h7-8,10-15,21-24H,5-6,9H2,1-4H3,(H,19,25)(H,20,26)/f/h19-20H
InChI_3D	1S/C18H32N2O7/c1-18(2,3)8-7-12(22)13(23)14(24)15(27-4)17(26)20-11-6-5-10(21)9-19-16(11)25/h7-8,10-15,21-24H,5-6,9H2,1-4H3,(H,19,25)(H,20,26)/b8-7+/t10-,11+,12-,13+,14-,15-/m1/s1
AuxInfo	1/1/N:10,11,12,13,6,5,2,3,7,9,8,14,16,17,15,1,4,18,19,20,23,24,25,26,21,22,27/E:(1,2,3)/F:m/E:m/rA:59cCCCCCCCCCCCCCCCCCCNNOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;w2;;;s5;;s1s5;s6s7;;;;;s2;s4;s14;s15s16;s3s10s11s12;s1s7;s4s8;d1;d4;s9;s14;s16;s17;s13s15;s2;s3;s5;s5;s6;s6;s7;s7;s8;s9;s10;s10;s10;s11;s11;s11;s12;s12;s12;s13;s13;s13;s14;s15;s16;s17;s19;s20;s23;s24;s25;s26;/rC:-.3849,1.7722,0;-5.869,-4.2823,0;-5.5132,-5.2168,0;-2.7119,-.405,0;;1.0058,-.0072,0;1.4246,1.748,0;-.6197,.7929,0;1.6419,.7688,0;-5.3691,-6.6237,0;-6.92,-5.3608,0;-6.776,-6.7677,0;-4.8942,.0823,0;-5.2376,-3.5068,0;-3.3433,-1.1805,0;-4.6062,-2.7314,0;-3.9748,-1.9559,0;-6.1446,-5.9923,0;.5218,2.194,0;-1.7247,-.5641,0;-1.1591,2.4051,0;-3.0678,.5295,0;3.225,1.5147,0;-6.013,-2.8754,0;-3.8307,-3.3628,0;-3.1993,-2.5873,0;-4.1188,-.5491,0;-6.3626,-4.2027,0;-5.0195,-5.2964,0;.1073,-.4883,0;-.4524,-.2129,0;1.4538,-.2292,0;.89,-.4936,0;1.5401,2.2345,0;1.9246,1.7443,0;-1.0679,1.0146,0;1.9493,.3745,0;-5.0534,-6.2359,0;-5.6848,-7.0114,0;-4.9814,-6.9394,0;-7.2357,-5.7486,0;-6.6043,-4.9731,0;-7.3077,-5.0451,0;-7.1637,-6.452,0;-6.3883,-7.0834,0;-7.0917,-7.1554,0;-5.2099,-.3054,0;-4.5785,.4701,0;-5.282,.3981,0;-4.8499,-3.8225,0;-2.9556,-1.4962,0;-4.9939,-2.4157,0;-4.3625,-1.6402,0;.5277,2.694,0;-1.5467,-1.0314,0;3.6357,1.2295,0;-6.4803,-3.0533,0;-3.9103,-3.8564,0;-2.732,-2.4094,0;
Duplicates	DB03396
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003250-0000003499/DB03396.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003250-0000003499/DB03396.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003250-0000003499/DB03396.sdf