CompChem-Database: compound details

CompChem-Database: details for selected entry

DB01538_p0 (1749)

Formula C₂₀H₂₅NO₄

MW 343.42

InChIKey LGGDXXJAGWBUSL-UHFFFAOYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 50

Number_Heavy_Atoms 25

Number_Rings 5

Number_Bonds 54

Rotat_Bonds 3

Unbranched_Chain 2

Chiral_Centers 5

ONatoms 5

HB_Donor 0

HB_Acceptor 1

OpenEye_HB_Donors 0

OpenEye_HB_Acceptors 2

Lipinski_HB_Donors 0

Lipinski_HB_Acceptors 5

Lipinski_Violations 0

XLogP3 0

XLogP 2.42

logP 2.2338

PSA 48

MR 96.951

ABS 0.55

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -133.61129

PM7_Total_Energy_ev -4161.09589

PM7_Electronic_Energy_ev -36257.35518

PM7_Dipole_Debye 4.03984

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.287

PM7_LUMO_Energy_ev 0.278

PM7_COSMO_Area_square_ang 336.16

PM7_COSMO_Volue_cubic_ang 406.56

PM7_Electron_Affinity_ev -0.278

PM7_Ionization_Energy_ev 8.287

PM7_Energy_Gap_ev 8.565

PM7_Global_Hardness_ev 4.2825

PM7_Global_Softness_ev 0.23350846468184472

PM7_Chemical_Potential_ev -4.0045

PM7_Electronigativity_ev 4.0045

PM7_Back_Donation_Energy_ev -1.070625

PM7_Electrophilicity_ev 1.872273234092236

OPENEYE_Name [(3~{S},4~{R},4~{a}~{R},7~{S},7~{a}~{R},12~{b}~{S})-9-methoxy-3-methyl-2,4,4~{a},5,6,7,7~{a},13-octahydro-1~{H}-4,12-methanobenzofuro[3,2-e]isoquinolin-7-yl] acetate

SMILES c1cc(c2c3c1CC4C5C3(CCN4C)C(O2)C(CC5)OC(=O)C)OC

Canonical_SMILES COc1ccc2c3c1O[C@@H]1[C@@]43CCN([C@H](C2)[C@@H]4CC[C@@H]1OC(=O)C)C

InChI 1/C20H25NO4/c1-11(22)24-16-7-5-13-14-10-12-4-6-15(23-3)18-17(12)20(13,19(16)25-18)8-9-21(14)2/h4,6,13-14,16,19H,5,7-10H2,1-3H3

InChI_3D 1S/C20H25NO4/c1-11(22)24-16-7-5-13-14-10-12-4-6-15(23-3)18-17(12)20(13,19(16)25-18)8-9-21(14)2/h4,6,13-14,16,19H,5,7-10H2,1-3H3/t13-,14+,16-,19-,20-/m0/s1

AuxInfo 1/0/N:18,19,20,1,9,2,10,11,12,8,7,3,13,14,6,16,4,5,15,17,21,22,24,25,23/rA:50cCCCCCCCCCCCCCCCCCCCCNOOOOHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;d3;s4;s2d5;;s3;;s9;;s11;s9;s8s13;;s10s15;s4s11s13s15;s7;;;s12s14s19;d7;s5s15;s6s20;s7s16;s1;s2;s8;s8;s9;s9;s10;s10;s11;s11;s12;s12;s13;s14;s15;s16;s18;s18;s18;s19;s19;s19;s20;s20;s20;/rC:.8648,-.5226,0;;.8474,-1.5281,0;-.0369,-2.0184,0;-.9039,-1.5034,0;-.8842,-.4903,0;-3.2763,-5.0004,0;1.7083,-2.0368,0;.826,-4.5359,0;-.0423,-5.0338,0;-.0518,-4.0277,0;1.686,-4.0481,0;.8239,-3.5335,0;1.6954,-3.042,0;-.9106,-3.5298,0;-.9106,-4.5359,0;-.0423,-3.0217,0;-2.9334,-5.9397,0;3.5607,-3.5661,0;-2.616,-.4585,0;2.5608,-3.5551,0;-4.2613,-4.8277,0;-1.7134,-2.5237,0;-1.7409,.0255,0;-2.6343,-4.2337,0;1.3024,-.2807,0;.0093,.4999,0;1.8845,-1.5689,0;2.1996,-2.1295,0;1.3184,-4.4489,0;.9964,-5.006,0;.2787,-5.4171,0;-.3633,-5.4171,0;-.0573,-4.5277,0;-.5518,-4.0226,0;2.0655,-4.3736,0;1.5097,-4.516,0;.8289,-3.0335,0;2.1314,-2.7973,0;-1.3825,-3.695,0;-1.0807,-5.0061,0;-3.4031,-6.1112,0;-2.4637,-5.7683,0;-2.7619,-6.4094,0;3.5662,-3.0661,0;3.5552,-4.0661,0;4.0607,-3.5716,0;-2.374,-.896,0;-2.858,-.021,0;-3.0535,-.7005,0;

Duplicates DB01538_p0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000001500-0000001749/DB01538_p0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000001500-0000001749/DB01538_p0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000001500-0000001749/DB01538_p0.sdf

Formula	C₂₀H₂₅NO₄
MW	343.42
InChIKey	LGGDXXJAGWBUSL-UHFFFAOYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	50
Number_Heavy_Atoms	25
Number_Rings	5
Number_Bonds	54
Rotat_Bonds	3
Unbranched_Chain	2
Chiral_Centers	5
ONatoms	5
HB_Donor	0
HB_Acceptor	1
OpenEye_HB_Donors	0
OpenEye_HB_Acceptors	2
Lipinski_HB_Donors	0
Lipinski_HB_Acceptors	5
Lipinski_Violations	0
XLogP3	0
XLogP	2.42
logP	2.2338
PSA	48
MR	96.951
ABS	0.55
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-133.61129
PM7_Total_Energy_ev	-4161.09589
PM7_Electronic_Energy_ev	-36257.35518
PM7_Dipole_Debye	4.03984
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.287
PM7_LUMO_Energy_ev	0.278
PM7_COSMO_Area_square_ang	336.16
PM7_COSMO_Volue_cubic_ang	406.56
PM7_Electron_Affinity_ev	-0.278
PM7_Ionization_Energy_ev	8.287
PM7_Energy_Gap_ev	8.565
PM7_Global_Hardness_ev	4.2825
PM7_Global_Softness_ev	0.23350846468184472
PM7_Chemical_Potential_ev	-4.0045
PM7_Electronigativity_ev	4.0045
PM7_Back_Donation_Energy_ev	-1.070625
PM7_Electrophilicity_ev	1.872273234092236
OPENEYE_Name	[(3~{S},4~{R},4~{a}~{R},7~{S},7~{a}~{R},12~{b}~{S})-9-methoxy-3-methyl-2,4,4~{a},5,6,7,7~{a},13-octahydro-1~{H}-4,12-methanobenzofuro[3,2-e]isoquinolin-7-yl] acetate
SMILES	c1cc(c2c3c1CC4C5C3(CCN4C)C(O2)C(CC5)OC(=O)C)OC
Canonical_SMILES	COc1ccc2c3c1O[C@@H]1[C@@]43CCN([C@H](C2)[C@@H]4CC[C@@H]1OC(=O)C)C
InChI	1/C20H25NO4/c1-11(22)24-16-7-5-13-14-10-12-4-6-15(23-3)18-17(12)20(13,19(16)25-18)8-9-21(14)2/h4,6,13-14,16,19H,5,7-10H2,1-3H3
InChI_3D	1S/C20H25NO4/c1-11(22)24-16-7-5-13-14-10-12-4-6-15(23-3)18-17(12)20(13,19(16)25-18)8-9-21(14)2/h4,6,13-14,16,19H,5,7-10H2,1-3H3/t13-,14+,16-,19-,20-/m0/s1
AuxInfo	1/0/N:18,19,20,1,9,2,10,11,12,8,7,3,13,14,6,16,4,5,15,17,21,22,24,25,23/rA:50cCCCCCCCCCCCCCCCCCCCCNOOOOHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;d3;s4;s2d5;;s3;;s9;;s11;s9;s8s13;;s10s15;s4s11s13s15;s7;;;s12s14s19;d7;s5s15;s6s20;s7s16;s1;s2;s8;s8;s9;s9;s10;s10;s11;s11;s12;s12;s13;s14;s15;s16;s18;s18;s18;s19;s19;s19;s20;s20;s20;/rC:.8648,-.5226,0;;.8474,-1.5281,0;-.0369,-2.0184,0;-.9039,-1.5034,0;-.8842,-.4903,0;-3.2763,-5.0004,0;1.7083,-2.0368,0;.826,-4.5359,0;-.0423,-5.0338,0;-.0518,-4.0277,0;1.686,-4.0481,0;.8239,-3.5335,0;1.6954,-3.042,0;-.9106,-3.5298,0;-.9106,-4.5359,0;-.0423,-3.0217,0;-2.9334,-5.9397,0;3.5607,-3.5661,0;-2.616,-.4585,0;2.5608,-3.5551,0;-4.2613,-4.8277,0;-1.7134,-2.5237,0;-1.7409,.0255,0;-2.6343,-4.2337,0;1.3024,-.2807,0;.0093,.4999,0;1.8845,-1.5689,0;2.1996,-2.1295,0;1.3184,-4.4489,0;.9964,-5.006,0;.2787,-5.4171,0;-.3633,-5.4171,0;-.0573,-4.5277,0;-.5518,-4.0226,0;2.0655,-4.3736,0;1.5097,-4.516,0;.8289,-3.0335,0;2.1314,-2.7973,0;-1.3825,-3.695,0;-1.0807,-5.0061,0;-3.4031,-6.1112,0;-2.4637,-5.7683,0;-2.7619,-6.4094,0;3.5662,-3.0661,0;3.5552,-4.0661,0;4.0607,-3.5716,0;-2.374,-.896,0;-2.858,-.021,0;-3.0535,-.7005,0;
Duplicates	DB01538_p0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000001500-0000001749/DB01538_p0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000001500-0000001749/DB01538_p0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000001500-0000001749/DB01538_p0.sdf