CompChem-Database: compound details

CompChem-Database: details for selected entry

DB06090_p0 (5645)

Formula C₂₂H₂₃N₃O₂

MW 361.44

InChIKey OXKRFEWMSWPKKV-LQFNOIFHNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 50

Number_Heavy_Atoms 27

Number_Rings 5

Number_Bonds 54

Rotat_Bonds 5

Unbranched_Chain 1

Chiral_Centers 2

ONatoms 5

HB_Donor 1

HB_Acceptor 2

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 5

Lipinski_Violations 0

XLogP3 0

XLogP 2.49

logP 3.5919

PSA 58.37

MR 107.724

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol 4.13987

PM7_Total_Energy_ev -4160.78544

PM7_Electronic_Energy_ev -36091.12575

PM7_Dipole_Debye 2.29029

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.12

PM7_LUMO_Energy_ev -0.892

PM7_COSMO_Area_square_ang 359.28

PM7_COSMO_Volue_cubic_ang 440.28

PM7_Electron_Affinity_ev 0.892

PM7_Ionization_Energy_ev 9.12

PM7_Energy_Gap_ev 8.228

PM7_Global_Hardness_ev 4.114

PM7_Global_Softness_ev 0.24307243558580457

PM7_Chemical_Potential_ev -5.006

PM7_Electronigativity_ev 5.006

PM7_Back_Donation_Energy_ev -1.0285

PM7_Electrophilicity_ev 3.0457019931939717

OPENEYE_Name ~{N}-[(2~{S},3~{R})-2-(3-pyridylmethyl)quinuclidin-3-yl]benzofuran-2-carboxamide

SMILES c1ccc2c(c1)cc(o2)C(=O)NC3C4CCN(C3Cc5cccnc5)CC4

Canonical_SMILES O=C(c1cc2c(o1)cccc2)N[C@@H]1[C@@H]2CCN([C@H]1Cc1cccnc1)CC2

InChI 1/C22H23N3O2/c26-22(20-13-17-5-1-2-6-19(17)27-20)24-21-16-7-10-25(11-8-16)18(21)12-15-4-3-9-23-14-15/h1-6,9,13-14,16,18,21H,7-8,10-12H2,(H,24,26)/f/h24H

InChI_3D 1S/C22H23N3O2/c26-22(20-13-17-5-1-2-6-19(17)27-20)24-21-16-7-10-25(11-8-16)18(21)12-15-4-3-9-23-14-15/h1-6,9,13-14,16,18,21H,7-8,10-12H2,(H,24,26)/t18-,21+/m0/s1

AuxInfo 1/1/N:1,2,3,5,4,6,15,16,8,17,18,22,7,9,11,19,10,21,12,13,20,14,23,25,24,26,27/E:(7,8)(10,11)/F:m/E:m/rA:50cCCCCCCCCCCCCCCCCCCCCCCNNNOOHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;s1;d3;s2;;s3;;d4s7;s5d9;d6s10;d7;s13;;;s15;s16;s15s16;s19;s20;s11s21;d8s9;s17s18s21;s14s20;d14;s12s13;s1;s2;s3;s4;s5;s6;s7;s8;s9;s15;s15;s16;s16;s17;s17;s18;s18;s19;s20;s21;s22;s22;s25;/rC:6.9594,.8057,0;7.133,-.185,0;1.1127,5.7283,0;6.0185,1.1461,0;.771,4.7884,0;6.3658,-.8353,0;4.2521,.6484,0;2.1031,5.9004,0;2.4001,4.191,0;5.2492,.5071,0;1.4097,4.0189,0;5.4231,-.4847,0;3.8096,-.2563,0;2.8247,-.429,0;;-1.9631,.0354,0;.0282,1.4032,0;-1.9631,1.4385,0;-.7521,-.6591,0;.4589,.0354,0;.4589,1.4385,0;1.0639,3.0806,0;2.7518,5.1326,0;-.7521,2.1473,0;2.1826,.3376,0;2.4817,-1.3684,0;4.5334,-.9565,0;7.3423,1.1272,0;7.6032,-.3551,0;.7917,6.1117,0;5.9324,1.6387,0;.2784,4.7029,0;6.4521,-1.3277,0;4.0178,1.0901,0;2.2739,6.3703,0;2.7193,3.8062,0;.4872,.1123,0;.2278,-.4451,0;-2.1332,-.4348,0;-2.4556,.1217,0;.2742,1.8385,0;.5104,1.2711,0;-2.4553,1.3507,0;-2.136,1.9077,0;-.7521,-1.1591,0;.629,-.4348,0;.9511,1.3507,0;1.5331,2.9077,0;.5948,3.2534,0;2.3541,.8073,0;

Duplicates DB06090_p0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006000-0000006249/DB06090_p0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006000-0000006249/DB06090_p0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006000-0000006249/DB06090_p0.sdf

Formula	C₂₂H₂₃N₃O₂
MW	361.44
InChIKey	OXKRFEWMSWPKKV-LQFNOIFHNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	50
Number_Heavy_Atoms	27
Number_Rings	5
Number_Bonds	54
Rotat_Bonds	5
Unbranched_Chain	1
Chiral_Centers	2
ONatoms	5
HB_Donor	1
HB_Acceptor	2
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	5
Lipinski_Violations	0
XLogP3	0
XLogP	2.49
logP	3.5919
PSA	58.37
MR	107.724
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	4.13987
PM7_Total_Energy_ev	-4160.78544
PM7_Electronic_Energy_ev	-36091.12575
PM7_Dipole_Debye	2.29029
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.12
PM7_LUMO_Energy_ev	-0.892
PM7_COSMO_Area_square_ang	359.28
PM7_COSMO_Volue_cubic_ang	440.28
PM7_Electron_Affinity_ev	0.892
PM7_Ionization_Energy_ev	9.12
PM7_Energy_Gap_ev	8.228
PM7_Global_Hardness_ev	4.114
PM7_Global_Softness_ev	0.24307243558580457
PM7_Chemical_Potential_ev	-5.006
PM7_Electronigativity_ev	5.006
PM7_Back_Donation_Energy_ev	-1.0285
PM7_Electrophilicity_ev	3.0457019931939717
OPENEYE_Name	~{N}-[(2~{S},3~{R})-2-(3-pyridylmethyl)quinuclidin-3-yl]benzofuran-2-carboxamide
SMILES	c1ccc2c(c1)cc(o2)C(=O)NC3C4CCN(C3Cc5cccnc5)CC4
Canonical_SMILES	O=C(c1cc2c(o1)cccc2)N[C@@H]1[C@@H]2CCN([C@H]1Cc1cccnc1)CC2
InChI	1/C22H23N3O2/c26-22(20-13-17-5-1-2-6-19(17)27-20)24-21-16-7-10-25(11-8-16)18(21)12-15-4-3-9-23-14-15/h1-6,9,13-14,16,18,21H,7-8,10-12H2,(H,24,26)/f/h24H
InChI_3D	1S/C22H23N3O2/c26-22(20-13-17-5-1-2-6-19(17)27-20)24-21-16-7-10-25(11-8-16)18(21)12-15-4-3-9-23-14-15/h1-6,9,13-14,16,18,21H,7-8,10-12H2,(H,24,26)/t18-,21+/m0/s1
AuxInfo	1/1/N:1,2,3,5,4,6,15,16,8,17,18,22,7,9,11,19,10,21,12,13,20,14,23,25,24,26,27/E:(7,8)(10,11)/F:m/E:m/rA:50cCCCCCCCCCCCCCCCCCCCCCCNNNOOHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;s1;d3;s2;;s3;;d4s7;s5d9;d6s10;d7;s13;;;s15;s16;s15s16;s19;s20;s11s21;d8s9;s17s18s21;s14s20;d14;s12s13;s1;s2;s3;s4;s5;s6;s7;s8;s9;s15;s15;s16;s16;s17;s17;s18;s18;s19;s20;s21;s22;s22;s25;/rC:6.9594,.8057,0;7.133,-.185,0;1.1127,5.7283,0;6.0185,1.1461,0;.771,4.7884,0;6.3658,-.8353,0;4.2521,.6484,0;2.1031,5.9004,0;2.4001,4.191,0;5.2492,.5071,0;1.4097,4.0189,0;5.4231,-.4847,0;3.8096,-.2563,0;2.8247,-.429,0;;-1.9631,.0354,0;.0282,1.4032,0;-1.9631,1.4385,0;-.7521,-.6591,0;.4589,.0354,0;.4589,1.4385,0;1.0639,3.0806,0;2.7518,5.1326,0;-.7521,2.1473,0;2.1826,.3376,0;2.4817,-1.3684,0;4.5334,-.9565,0;7.3423,1.1272,0;7.6032,-.3551,0;.7917,6.1117,0;5.9324,1.6387,0;.2784,4.7029,0;6.4521,-1.3277,0;4.0178,1.0901,0;2.2739,6.3703,0;2.7193,3.8062,0;.4872,.1123,0;.2278,-.4451,0;-2.1332,-.4348,0;-2.4556,.1217,0;.2742,1.8385,0;.5104,1.2711,0;-2.4553,1.3507,0;-2.136,1.9077,0;-.7521,-1.1591,0;.629,-.4348,0;.9511,1.3507,0;1.5331,2.9077,0;.5948,3.2534,0;2.3541,.8073,0;
Duplicates	DB06090_p0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006000-0000006249/DB06090_p0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006000-0000006249/DB06090_p0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006000-0000006249/DB06090_p0.sdf