CompChem-Database: compound details

CompChem-Database: details for selected entry

DB15784_p0 (12611)

Formula C₂₁H₂₄N₂O₄

MW 368.43

InChIKey IHOXNOQMRZISPV-MPIMZMORNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 51

Number_Heavy_Atoms 27

Number_Rings 3

Number_Bonds 53

Rotat_Bonds 9

Unbranched_Chain 2

Chiral_Centers 2

ONatoms 6

HB_Donor 4

HB_Acceptor 3

OpenEye_HB_Donors 4

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 4

Lipinski_HB_Acceptors 6

Lipinski_Violations 0

XLogP3 0

XLogP 1.76

logP 2.8874

PSA 94.58

MR 105.728

ABS 0.55

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -117.09854

PM7_Total_Energy_ev -4456.54499

PM7_Electronic_Energy_ev -38181.54969

PM7_Dipole_Debye 5.6161

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.864

PM7_LUMO_Energy_ev -0.923

PM7_COSMO_Area_square_ang 350.93

PM7_COSMO_Volue_cubic_ang 457.54

PM7_Electron_Affinity_ev 0.923

PM7_Ionization_Energy_ev 8.864

PM7_Energy_Gap_ev 7.941

PM7_Global_Hardness_ev 3.9705

PM7_Global_Softness_ev 0.2518574486840448

PM7_Chemical_Potential_ev -4.8935

PM7_Electronigativity_ev 4.8935

PM7_Back_Donation_Energy_ev -0.992625

PM7_Electrophilicity_ev 3.015532332199975

OPENEYE_Name 8-hydroxy-5-[(1~{R})-1-hydroxy-2-[[(1~{R})-2-(4-methoxyphenyl)-1-methyl-ethyl]amino]ethyl]-1~{H}-quinolin-2-one

SMILES c1cc(ccc1CC(C)NCC(c2ccc(c3c2ccc(=O)[nH]3)O)O)OC

Canonical_SMILES COc1ccc(cc1)C[C@H](NC[C@@H](c1ccc(c2c1ccc(=O)[nH]2)O)O)C

InChI 1/C21H24N2O4/c1-13(11-14-3-5-15(27-2)6-4-14)22-12-19(25)16-7-9-18(24)21-17(16)8-10-20(26)23-21/h3-10,13,19,22,24-25H,11-12H2,1-2H3,(H,23,26)/f/h23H

InChI_3D 1S/C21H24N2O4/c1-13(11-14-3-5-15(27-2)6-4-14)22-12-19(25)16-7-9-18(24)21-17(16)8-10-20(26)23-21/h3-10,13,19,22,24-25H,11-12H2,1-2H3,(H,23,26)/t13-,19+/m1/s1

AuxInfo 1/1/N:16,17,1,2,4,5,3,13,6,14,18,19,21,8,11,9,7,12,20,15,10,23,22,25,26,24,27/E:(3,4)(5,6)/F:m/E:m/rA:51cCCCCCCCCCCCCCCCCCCCCCNNOOOOHHHHHHHHHHHHHHHHHHHHHHHH/rB:;;d1;s2;d3;;s1d2;s3d7;s7;s4d5;s6d10;s7;d13;s14;;;s8;;s9s19;s16s18;s10s15;s19s21;d15;s12;s20;s11s17;s1;s2;s3;s4;s5;s6;s13;s14;s16;s16;s16;s17;s17;s17;s18;s18;s19;s19;s20;s21;s22;s23;s25;s26;/rC:-.2224,-3.864,0;.6468,-5.3656,0;;-1.0923,-4.3675,0;-.2232,-5.8691,0;0,1.0089,0;1.7371,0,0;.6428,-4.3656,0;.8707,-.4993,0;1.7414,1.0089,0;-1.0972,-5.3726,0;.8707,1.5185,0;2.6039,-.5053,0;3.4805,-.0073,0;3.4848,1.0014,0;3.2393,-2.8628,0;-2.8292,-5.3745,0;1.5083,-3.8646,0;.8728,-2.4993,0;.8718,-1.4993,0;2.3738,-3.3637,0;2.6125,1.5125,0;1.8728,-2.4982,0;4.3535,1.4968,0;.8707,2.5185,0;-.1282,-1.5004,0;-1.9627,-5.8736,0;-.2222,-3.364,0;1.0804,-5.6145,0;-.4326,-.2506,0;-1.5249,-4.1167,0;-.2212,-6.3691,0;-.4338,1.2576,0;2.6011,-1.0053,0;3.9121,-.2597,0;3.4897,-3.2955,0;2.9888,-2.43,0;3.672,-2.6123,0;-2.5797,-4.9412,0;-3.0788,-5.8078,0;-3.2625,-5.1249,0;1.7587,-4.2974,0;1.2578,-3.4319,0;.8734,-2.9993,0;.3728,-2.4998,0;1.3718,-1.4988,0;2.6242,-3.7965,0;2.614,2.0125,0;2.1224,-2.0649,0;.4377,2.7685,0;-.3778,-1.9336,0;

Duplicates DB15784_p0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015750-0000015999/DB15784_p0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015750-0000015999/DB15784_p0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015750-0000015999/DB15784_p0.sdf

Formula	C₂₁H₂₄N₂O₄
MW	368.43
InChIKey	IHOXNOQMRZISPV-MPIMZMORNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	51
Number_Heavy_Atoms	27
Number_Rings	3
Number_Bonds	53
Rotat_Bonds	9
Unbranched_Chain	2
Chiral_Centers	2
ONatoms	6
HB_Donor	4
HB_Acceptor	3
OpenEye_HB_Donors	4
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	4
Lipinski_HB_Acceptors	6
Lipinski_Violations	0
XLogP3	0
XLogP	1.76
logP	2.8874
PSA	94.58
MR	105.728
ABS	0.55
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-117.09854
PM7_Total_Energy_ev	-4456.54499
PM7_Electronic_Energy_ev	-38181.54969
PM7_Dipole_Debye	5.6161
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.864
PM7_LUMO_Energy_ev	-0.923
PM7_COSMO_Area_square_ang	350.93
PM7_COSMO_Volue_cubic_ang	457.54
PM7_Electron_Affinity_ev	0.923
PM7_Ionization_Energy_ev	8.864
PM7_Energy_Gap_ev	7.941
PM7_Global_Hardness_ev	3.9705
PM7_Global_Softness_ev	0.2518574486840448
PM7_Chemical_Potential_ev	-4.8935
PM7_Electronigativity_ev	4.8935
PM7_Back_Donation_Energy_ev	-0.992625
PM7_Electrophilicity_ev	3.015532332199975
OPENEYE_Name	8-hydroxy-5-[(1~{R})-1-hydroxy-2-[[(1~{R})-2-(4-methoxyphenyl)-1-methyl-ethyl]amino]ethyl]-1~{H}-quinolin-2-one
SMILES	c1cc(ccc1CC(C)NCC(c2ccc(c3c2ccc(=O)[nH]3)O)O)OC
Canonical_SMILES	COc1ccc(cc1)C[C@H](NC[C@@H](c1ccc(c2c1ccc(=O)[nH]2)O)O)C
InChI	1/C21H24N2O4/c1-13(11-14-3-5-15(27-2)6-4-14)22-12-19(25)16-7-9-18(24)21-17(16)8-10-20(26)23-21/h3-10,13,19,22,24-25H,11-12H2,1-2H3,(H,23,26)/f/h23H
InChI_3D	1S/C21H24N2O4/c1-13(11-14-3-5-15(27-2)6-4-14)22-12-19(25)16-7-9-18(24)21-17(16)8-10-20(26)23-21/h3-10,13,19,22,24-25H,11-12H2,1-2H3,(H,23,26)/t13-,19+/m1/s1
AuxInfo	1/1/N:16,17,1,2,4,5,3,13,6,14,18,19,21,8,11,9,7,12,20,15,10,23,22,25,26,24,27/E:(3,4)(5,6)/F:m/E:m/rA:51cCCCCCCCCCCCCCCCCCCCCCNNOOOOHHHHHHHHHHHHHHHHHHHHHHHH/rB:;;d1;s2;d3;;s1d2;s3d7;s7;s4d5;s6d10;s7;d13;s14;;;s8;;s9s19;s16s18;s10s15;s19s21;d15;s12;s20;s11s17;s1;s2;s3;s4;s5;s6;s13;s14;s16;s16;s16;s17;s17;s17;s18;s18;s19;s19;s20;s21;s22;s23;s25;s26;/rC:-.2224,-3.864,0;.6468,-5.3656,0;;-1.0923,-4.3675,0;-.2232,-5.8691,0;0,1.0089,0;1.7371,0,0;.6428,-4.3656,0;.8707,-.4993,0;1.7414,1.0089,0;-1.0972,-5.3726,0;.8707,1.5185,0;2.6039,-.5053,0;3.4805,-.0073,0;3.4848,1.0014,0;3.2393,-2.8628,0;-2.8292,-5.3745,0;1.5083,-3.8646,0;.8728,-2.4993,0;.8718,-1.4993,0;2.3738,-3.3637,0;2.6125,1.5125,0;1.8728,-2.4982,0;4.3535,1.4968,0;.8707,2.5185,0;-.1282,-1.5004,0;-1.9627,-5.8736,0;-.2222,-3.364,0;1.0804,-5.6145,0;-.4326,-.2506,0;-1.5249,-4.1167,0;-.2212,-6.3691,0;-.4338,1.2576,0;2.6011,-1.0053,0;3.9121,-.2597,0;3.4897,-3.2955,0;2.9888,-2.43,0;3.672,-2.6123,0;-2.5797,-4.9412,0;-3.0788,-5.8078,0;-3.2625,-5.1249,0;1.7587,-4.2974,0;1.2578,-3.4319,0;.8734,-2.9993,0;.3728,-2.4998,0;1.3718,-1.4988,0;2.6242,-3.7965,0;2.614,2.0125,0;2.1224,-2.0649,0;.4377,2.7685,0;-.3778,-1.9336,0;
Duplicates	DB15784_p0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015750-0000015999/DB15784_p0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015750-0000015999/DB15784_p0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015750-0000015999/DB15784_p0.sdf