CompChem-Database: compound details

CompChem-Database: details for selected entry

DB11660_t0 (9357)

Formula C₂₇H₄₁NO₈

MW 507.62

InChIKey LOVMMUBRQUFEAH-UHFFFAOYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 78

Number_Heavy_Atoms 36

Number_Rings 2

Number_Bonds 79

Rotat_Bonds 21

Unbranched_Chain 6

Chiral_Centers 5

ONatoms 9

HB_Donor 3

HB_Acceptor 6

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 6

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 9

Lipinski_Violations 1

XLogP3 0

XLogP 1.74

logP 4.1811

PSA 145.88

MR 137.34

ABS 0.55

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -267.82624

PM7_Total_Energy_ev -6415.62664

PM7_Electronic_Energy_ev -63418.05158

PM7_Dipole_Debye 4.85994

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.664

PM7_LUMO_Energy_ev -0.793

PM7_COSMO_Area_square_ang 492.65

PM7_COSMO_Volue_cubic_ang 676.47

PM7_Electron_Affinity_ev 0.793

PM7_Ionization_Energy_ev 9.664

PM7_Energy_Gap_ev 8.871

PM7_Global_Hardness_ev 4.4355

PM7_Global_Softness_ev 0.2254537256228159

PM7_Chemical_Potential_ev -5.2285

PM7_Electronigativity_ev 5.2285

PM7_Back_Donation_Energy_ev -1.108875

PM7_Electrophilicity_ev 3.081638174952091

OPENEYE_Name 4-nitrooxybutyl (~{Z})-7-[(1~{R},2~{R},3~{R},5~{S})-3,5-dihydroxy-2-[(3~{R})-3-hydroxy-5-phenyl-pentyl]cyclopentyl]hept-5-enoate

SMILES c1ccc(cc1)CCC(CCC2C(C(CC2O)O)CC=CCCCC(=O)OCCCCO[N+](=O)[O-])O

Canonical_SMILES O[C@@H](CCc1ccccc1)CC[C@H]1[C@H](O)C[C@@H]([C@@H]1C/C=CCCCC(=O)OCCCCO[N](=O)O)O

InChI 1/C27H41NO8/c29-22(15-14-21-10-4-3-5-11-21)16-17-24-23(25(30)20-26(24)31)12-6-1-2-7-13-27(32)35-18-8-9-19-36-28(33)34/h1,3-6,10-11,22-26,29-31H,2,7-9,12-20H2

InChI_3D 1S/C27H42NO8/c29-22(15-14-21-10-4-3-5-11-21)16-17-24-23(25(30)20-26(24)31)12-6-1-2-7-13-27(32)35-18-8-9-19-36-28(33)34/h1,3-6,10-11,22-26,29-31H,2,7-9,12-20H2,(H,33,34)/b6-1-/t22-,23+,24+,25-,26+/m0/s1

AuxInfo 1/0/N:8,17,1,2,3,7,21,23,24,4,5,16,18,15,20,22,19,25,26,10,6,27,11,12,13,14,9,28,34,32,33,30,29,31,35,36/E:(4,5)(10,11)(33,34)/CRV:28.5/rA:77cCCCCCCCCCCCCCCCCCCCCCCCCCCCN+O-OOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;d4s5;;w7;;;;s11;s10s11;s10s12;s6;s7s11;s8;s9;s12;s15;s17s18;s19;;s23;s23;s24;s20s22;;s28;d9;d28;s13;s14;s27;s9s25;s26s28;s1;s2;s3;s4;s5;s7;s8;s10;s10;s11;s12;s13;s14;s15;s15;s16;s16;s17;s17;s18;s18;s19;s19;s20;s20;s21;s21;s22;s22;s23;s23;s24;s24;s25;s25;s26;s26;s27;s32;s33;s34;/rC:;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;0,2.0104,0;3.6109,7.8051,0;3.8182,6.8269,0;7.6216,5.5884,0;.6579,10.2428,0;.996,8.6566,0;0,8.7604,0;1.4047,9.5711,0;-.2062,9.7389,0;0,3.0104,0;2.66,8.1148,0;4.769,6.5172,0;6.6707,5.898,0;0,7.0104,0;0,4.0104,0;5.7199,6.2076,0;0,6.0104,0;10.2669,5.6378,0;11.2177,5.3281,0;9.316,5.9474,0;12.1686,5.0185,0;0,5.0104,0;13.863,5.3775,0;14.8139,5.0679,0;7.8289,4.6101,0;13.6557,6.3558,0;2.4335,10.9867,0;-1.8704,9.1977,0;-1,5.0104,0;8.3652,6.257,0;13.1195,4.7089,0;0,-.5,0;-1.3001,.2469,0;1.3001,.2469,0;-1.3012,1.7514,0;1.3012,1.7514,0;3.9827,8.1395,0;3.4464,6.4925,0;.3628,10.6464,0;1.0289,10.578,0;.8921,8.1675,0;-.4973,8.7086,0;1.8375,9.3207,0;-.4106,10.1952,0;-.5,3.0104,0;.5,3.0104,0;2.5052,7.6393,0;2.8148,8.5902,0;4.9238,6.9927,0;4.6142,6.0418,0;6.5159,5.4225,0;6.8255,6.3734,0;.5,7.0104,0;-.5,7.0104,0;-.5,4.0104,0;.5,4.0104,0;5.8747,6.683,0;5.5651,5.7322,0;.5,6.0104,0;-.5,6.0104,0;10.1121,5.1623,0;10.4217,6.1132,0;11.3725,5.8036,0;11.0629,4.8527,0;9.1612,5.472,0;9.4708,6.4228,0;12.3234,5.4939,0;12.0138,4.5431,0;.5,5.0104,0;2.9307,10.9344,0;-2.2421,9.5322,0;-1.25,4.5774,0;

Duplicates DB11660_t0;DB11660_t1

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011500-0000011749/DB11660_t0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011500-0000011749/DB11660_t0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011500-0000011749/DB11660_t0.sdf

Formula	C₂₇H₄₁NO₈
MW	507.62
InChIKey	LOVMMUBRQUFEAH-UHFFFAOYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	78
Number_Heavy_Atoms	36
Number_Rings	2
Number_Bonds	79
Rotat_Bonds	21
Unbranched_Chain	6
Chiral_Centers	5
ONatoms	9
HB_Donor	3
HB_Acceptor	6
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	6
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	9
Lipinski_Violations	1
XLogP3	0
XLogP	1.74
logP	4.1811
PSA	145.88
MR	137.34
ABS	0.55
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-267.82624
PM7_Total_Energy_ev	-6415.62664
PM7_Electronic_Energy_ev	-63418.05158
PM7_Dipole_Debye	4.85994
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.664
PM7_LUMO_Energy_ev	-0.793
PM7_COSMO_Area_square_ang	492.65
PM7_COSMO_Volue_cubic_ang	676.47
PM7_Electron_Affinity_ev	0.793
PM7_Ionization_Energy_ev	9.664
PM7_Energy_Gap_ev	8.871
PM7_Global_Hardness_ev	4.4355
PM7_Global_Softness_ev	0.2254537256228159
PM7_Chemical_Potential_ev	-5.2285
PM7_Electronigativity_ev	5.2285
PM7_Back_Donation_Energy_ev	-1.108875
PM7_Electrophilicity_ev	3.081638174952091
OPENEYE_Name	4-nitrooxybutyl (~{Z})-7-[(1~{R},2~{R},3~{R},5~{S})-3,5-dihydroxy-2-[(3~{R})-3-hydroxy-5-phenyl-pentyl]cyclopentyl]hept-5-enoate
SMILES	c1ccc(cc1)CCC(CCC2C(C(CC2O)O)CC=CCCCC(=O)OCCCCO[N+](=O)[O-])O
Canonical_SMILES	O[C@@H](CCc1ccccc1)CC[C@H]1[C@H](O)C[C@@H]([C@@H]1C/C=CCCCC(=O)OCCCCO[N](=O)O)O
InChI	1/C27H41NO8/c29-22(15-14-21-10-4-3-5-11-21)16-17-24-23(25(30)20-26(24)31)12-6-1-2-7-13-27(32)35-18-8-9-19-36-28(33)34/h1,3-6,10-11,22-26,29-31H,2,7-9,12-20H2
InChI_3D	1S/C27H42NO8/c29-22(15-14-21-10-4-3-5-11-21)16-17-24-23(25(30)20-26(24)31)12-6-1-2-7-13-27(32)35-18-8-9-19-36-28(33)34/h1,3-6,10-11,22-26,29-31H,2,7-9,12-20H2,(H,33,34)/b6-1-/t22-,23+,24+,25-,26+/m0/s1
AuxInfo	1/0/N:8,17,1,2,3,7,21,23,24,4,5,16,18,15,20,22,19,25,26,10,6,27,11,12,13,14,9,28,34,32,33,30,29,31,35,36/E:(4,5)(10,11)(33,34)/CRV:28.5/rA:77cCCCCCCCCCCCCCCCCCCCCCCCCCCCN+O-OOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;d4s5;;w7;;;;s11;s10s11;s10s12;s6;s7s11;s8;s9;s12;s15;s17s18;s19;;s23;s23;s24;s20s22;;s28;d9;d28;s13;s14;s27;s9s25;s26s28;s1;s2;s3;s4;s5;s7;s8;s10;s10;s11;s12;s13;s14;s15;s15;s16;s16;s17;s17;s18;s18;s19;s19;s20;s20;s21;s21;s22;s22;s23;s23;s24;s24;s25;s25;s26;s26;s27;s32;s33;s34;/rC:;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;0,2.0104,0;3.6109,7.8051,0;3.8182,6.8269,0;7.6216,5.5884,0;.6579,10.2428,0;.996,8.6566,0;0,8.7604,0;1.4047,9.5711,0;-.2062,9.7389,0;0,3.0104,0;2.66,8.1148,0;4.769,6.5172,0;6.6707,5.898,0;0,7.0104,0;0,4.0104,0;5.7199,6.2076,0;0,6.0104,0;10.2669,5.6378,0;11.2177,5.3281,0;9.316,5.9474,0;12.1686,5.0185,0;0,5.0104,0;13.863,5.3775,0;14.8139,5.0679,0;7.8289,4.6101,0;13.6557,6.3558,0;2.4335,10.9867,0;-1.8704,9.1977,0;-1,5.0104,0;8.3652,6.257,0;13.1195,4.7089,0;0,-.5,0;-1.3001,.2469,0;1.3001,.2469,0;-1.3012,1.7514,0;1.3012,1.7514,0;3.9827,8.1395,0;3.4464,6.4925,0;.3628,10.6464,0;1.0289,10.578,0;.8921,8.1675,0;-.4973,8.7086,0;1.8375,9.3207,0;-.4106,10.1952,0;-.5,3.0104,0;.5,3.0104,0;2.5052,7.6393,0;2.8148,8.5902,0;4.9238,6.9927,0;4.6142,6.0418,0;6.5159,5.4225,0;6.8255,6.3734,0;.5,7.0104,0;-.5,7.0104,0;-.5,4.0104,0;.5,4.0104,0;5.8747,6.683,0;5.5651,5.7322,0;.5,6.0104,0;-.5,6.0104,0;10.1121,5.1623,0;10.4217,6.1132,0;11.3725,5.8036,0;11.0629,4.8527,0;9.1612,5.472,0;9.4708,6.4228,0;12.3234,5.4939,0;12.0138,4.5431,0;.5,5.0104,0;2.9307,10.9344,0;-2.2421,9.5322,0;-1.25,4.5774,0;
Duplicates	DB11660_t0;DB11660_t1
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011500-0000011749/DB11660_t0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011500-0000011749/DB11660_t0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011500-0000011749/DB11660_t0.sdf