CompChem-Database: compound details

CompChem-Database: details for selected entry

DB01568_t0 (1791)

Formula C₁₈H₂₁NO₄

MW 315.37

InChIKey BDLSDHWCOJPHIE-UHFFFAOYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 45

Number_Heavy_Atoms 23

Number_Rings 5

Number_Bonds 49

Rotat_Bonds 3

Unbranched_Chain 2

Chiral_Centers 5

ONatoms 5

HB_Donor 2

HB_Acceptor 2

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 2

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 5

Lipinski_Violations 0

XLogP3 0

XLogP -0.15

logP 1.3639

PSA 58.92

MR 88.5263

ABS 0.55

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -51.71515

PM7_Total_Energy_ev -3858.08204

PM7_Electronic_Energy_ev -31786.01657

PM7_Dipole_Debye 4.38529

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.41

PM7_LUMO_Energy_ev 0.094

PM7_COSMO_Area_square_ang 298.49

PM7_COSMO_Volue_cubic_ang 364.07

PM7_Electron_Affinity_ev -0.094

PM7_Ionization_Energy_ev 8.41

PM7_Energy_Gap_ev 8.504

PM7_Global_Hardness_ev 4.252

PM7_Global_Softness_ev 0.23518344308560676

PM7_Chemical_Potential_ev -4.158

PM7_Electronigativity_ev 4.158

PM7_Back_Donation_Energy_ev -1.063

PM7_Electrophilicity_ev 2.0330390404515524

OPENEYE_Name (3~{S},4~{R},4~{a}~{R},7~{S},7~{a}~{R},12~{b}~{S})-9-methoxy-3-methyl-3-oxido-2,4,4~{a},7,7~{a},13-hexahydro-1~{H}-4,12-methanobenzofuro[3,2-e]isoquinolin-3-ium-7-ol

SMILES c1cc(c2c3c1CC4C5C3(CC[N+]4(C)[O-])C(O2)C(C=C5)O)OC

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

InChI 1/C18H21NO4/c1-19(21)8-7-18-11-4-5-13(20)17(18)23-16-14(22-2)6-3-10(15(16)18)9-12(11)19/h3-6,11-13,17,20H,7-9H2,1-2H3

InChI_3D 1S/C18H22NO4/c1-19(21)8-7-18-11-4-5-13(20)17(18)23-16-14(22-2)6-3-10(15(16)18)9-12(11)19/h3-6,11-13,17,20-21H,7-9H2,1-2H3/q+1/t11-,12+,13-,17-,18-,19-/m0/s1

AuxInfo 1/0/N:17,18,1,7,8,2,10,11,9,3,12,14,13,6,4,5,15,16,19,22,20,23,21/CRV:19+1,21-1/rA:44cCCCCCCCCCCCCCCCCCCN+O-OOOHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;d3;s4;s2d5;;d7;s3;;s10;s7;s8;s9s12;s13;s4s10s12s15;;;s11s14s17;s19;s5s15;s13;s6s18;s1;s2;s7;s8;s9;s9;s10;s10;s11;s11;s12;s13;s14;s15;s17;s17;s17;s18;s18;s18;s22;/rC:.8648,-.5226,0;;.8474,-1.5281,0;-.0369,-2.0184,0;-.9039,-1.5034,0;-.8842,-.4903,0;.826,-4.5359,0;-.0423,-5.0338,0;1.7083,-2.0368,0;-.0518,-4.0277,0;1.686,-4.0481,0;.8239,-3.5335,0;-.9106,-4.5359,0;1.6954,-3.042,0;-.9106,-3.5298,0;-.0423,-3.0217,0;3.7006,-2.2272,0;-2.616,-.4585,0;2.5608,-3.5551,0;3.1953,-4.328,0;-1.7134,-2.5237,0;-1.2508,-5.4763,0;-1.7409,.0255,0;1.3024,-.2807,0;.0093,.4999,0;1.2589,-4.7861,0;-.0423,-5.5338,0;1.8845,-1.5689,0;2.1996,-2.1295,0;-.0573,-4.5277,0;-.5518,-4.0226,0;2.0655,-4.3736,0;1.5097,-4.516,0;.8289,-3.0335,0;-1.4031,-4.4496,0;1.2653,-2.7871,0;-1.3825,-3.695,0;3.3212,-1.9015,0;4.0263,-1.8478,0;4.08,-2.5529,0;-2.374,-.896,0;-2.858,-.021,0;-3.0535,-.7005,0;-1.743,-5.5641,0;

Duplicates DB01568_t0;DB01568_t1

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000001500-0000001749/DB01568_t0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000001500-0000001749/DB01568_t0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000001500-0000001749/DB01568_t0.sdf

Formula	C₁₈H₂₁NO₄
MW	315.37
InChIKey	BDLSDHWCOJPHIE-UHFFFAOYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	45
Number_Heavy_Atoms	23
Number_Rings	5
Number_Bonds	49
Rotat_Bonds	3
Unbranched_Chain	2
Chiral_Centers	5
ONatoms	5
HB_Donor	2
HB_Acceptor	2
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	2
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	5
Lipinski_Violations	0
XLogP3	0
XLogP	-0.15
logP	1.3639
PSA	58.92
MR	88.5263
ABS	0.55
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-51.71515
PM7_Total_Energy_ev	-3858.08204
PM7_Electronic_Energy_ev	-31786.01657
PM7_Dipole_Debye	4.38529
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.41
PM7_LUMO_Energy_ev	0.094
PM7_COSMO_Area_square_ang	298.49
PM7_COSMO_Volue_cubic_ang	364.07
PM7_Electron_Affinity_ev	-0.094
PM7_Ionization_Energy_ev	8.41
PM7_Energy_Gap_ev	8.504
PM7_Global_Hardness_ev	4.252
PM7_Global_Softness_ev	0.23518344308560676
PM7_Chemical_Potential_ev	-4.158
PM7_Electronigativity_ev	4.158
PM7_Back_Donation_Energy_ev	-1.063
PM7_Electrophilicity_ev	2.0330390404515524
OPENEYE_Name	(3~{S},4~{R},4~{a}~{R},7~{S},7~{a}~{R},12~{b}~{S})-9-methoxy-3-methyl-3-oxido-2,4,4~{a},7,7~{a},13-hexahydro-1~{H}-4,12-methanobenzofuro[3,2-e]isoquinolin-3-ium-7-ol
SMILES	c1cc(c2c3c1CC4C5C3(CC[N+]4(C)[O-])C(O2)C(C=C5)O)OC
Canonical_SMILES	COc1ccc2c3c1O[C@@H]1[C@@]43CC[N@+]([C@H](C2)[C@@H]4C=C[C@@H]1O)(C)O
InChI	1/C18H21NO4/c1-19(21)8-7-18-11-4-5-13(20)17(18)23-16-14(22-2)6-3-10(15(16)18)9-12(11)19/h3-6,11-13,17,20H,7-9H2,1-2H3
InChI_3D	1S/C18H22NO4/c1-19(21)8-7-18-11-4-5-13(20)17(18)23-16-14(22-2)6-3-10(15(16)18)9-12(11)19/h3-6,11-13,17,20-21H,7-9H2,1-2H3/q+1/t11-,12+,13-,17-,18-,19-/m0/s1
AuxInfo	1/0/N:17,18,1,7,8,2,10,11,9,3,12,14,13,6,4,5,15,16,19,22,20,23,21/CRV:19+1,21-1/rA:44cCCCCCCCCCCCCCCCCCCN+O-OOOHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;d3;s4;s2d5;;d7;s3;;s10;s7;s8;s9s12;s13;s4s10s12s15;;;s11s14s17;s19;s5s15;s13;s6s18;s1;s2;s7;s8;s9;s9;s10;s10;s11;s11;s12;s13;s14;s15;s17;s17;s17;s18;s18;s18;s22;/rC:.8648,-.5226,0;;.8474,-1.5281,0;-.0369,-2.0184,0;-.9039,-1.5034,0;-.8842,-.4903,0;.826,-4.5359,0;-.0423,-5.0338,0;1.7083,-2.0368,0;-.0518,-4.0277,0;1.686,-4.0481,0;.8239,-3.5335,0;-.9106,-4.5359,0;1.6954,-3.042,0;-.9106,-3.5298,0;-.0423,-3.0217,0;3.7006,-2.2272,0;-2.616,-.4585,0;2.5608,-3.5551,0;3.1953,-4.328,0;-1.7134,-2.5237,0;-1.2508,-5.4763,0;-1.7409,.0255,0;1.3024,-.2807,0;.0093,.4999,0;1.2589,-4.7861,0;-.0423,-5.5338,0;1.8845,-1.5689,0;2.1996,-2.1295,0;-.0573,-4.5277,0;-.5518,-4.0226,0;2.0655,-4.3736,0;1.5097,-4.516,0;.8289,-3.0335,0;-1.4031,-4.4496,0;1.2653,-2.7871,0;-1.3825,-3.695,0;3.3212,-1.9015,0;4.0263,-1.8478,0;4.08,-2.5529,0;-2.374,-.896,0;-2.858,-.021,0;-3.0535,-.7005,0;-1.743,-5.5641,0;
Duplicates	DB01568_t0;DB01568_t1
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000001500-0000001749/DB01568_t0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000001500-0000001749/DB01568_t0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000001500-0000001749/DB01568_t0.sdf