CompChem-Database: compound details

CompChem-Database: details for selected entry

DB02537_p7_t0 (2813)

Formula C₂₀H₂₂N₂O₆

MW 386.4

InChIKey FSNBWEOGSXUNGF-PKSOQXRJNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 51

Number_Heavy_Atoms 28

Number_Rings 2

Number_Bonds 52

Rotat_Bonds 12

Unbranched_Chain 3

Chiral_Centers 1

ONatoms 8

HB_Donor 5

HB_Acceptor 5

OpenEye_HB_Donors 6

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 4

Lipinski_HB_Acceptors 8

Lipinski_Violations 0

XLogP3 0

XLogP -1.54

logP 1.2905

PSA 143.73

MR 105.237

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -170.03138

PM7_Total_Energy_ev -4896.09357

PM7_Electronic_Energy_ev -37425.305

PM7_Dipole_Debye 9.83333

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.359

PM7_LUMO_Energy_ev -0.699

PM7_COSMO_Area_square_ang 403.51

PM7_COSMO_Volue_cubic_ang 455.24

PM7_Electron_Affinity_ev 0.699

PM7_Ionization_Energy_ev 8.359

PM7_Energy_Gap_ev 7.66

PM7_Global_Hardness_ev 3.83

PM7_Global_Softness_ev 0.26109660574412535

PM7_Chemical_Potential_ev -4.529

PM7_Electronigativity_ev 4.529

PM7_Back_Donation_Energy_ev -0.9575

PM7_Electrophilicity_ev 2.6777860313315927

OPENEYE_Name (2~{S})-2-azaniumyl-3-[2,4-dihydroxy-5-[[(~{E})-1-[(4-methylphenoxy)methyl]-3-oxo-prop-1-enyl]amino]phenyl]propanoate

SMILES c1cc(ccc1C)OCC(=CC=O)Nc2cc(c(cc2O)O)CC(C(=O)[O-])[NH3+]

Canonical_SMILES O=C/C=C(/Nc1cc(C[C@@H](C(=O)O)[NH3+])c(cc1O)O)COc1ccc(cc1)C

InChI 1/C20H22N2O6/c1-12-2-4-15(5-3-12)28-11-14(6-7-23)22-17-9-13(8-16(21)20(26)27)18(24)10-19(17)25/h2-7,9-10,16,22,24-25H,8,11,21H2,1H3,(H,26,27)/f/h21H

InChI_3D 1S/C20H22N2O6/c1-12-2-4-15(5-3-12)28-11-14(6-7-23)22-17-9-13(8-16(21)20(26)27)18(24)10-19(17)25/h2-7,9-10,16,22,24-25H,8,11,21H2,1H3,(H,26,27)/p+1/b14-6+/t16-/m0/s1

AuxInfo 1/1/N:17,1,2,3,4,13,14,18,5,6,19,7,8,15,10,20,9,11,12,16,21,22,23,25,26,24,27,28/E:(2,3)(4,5)(26,27)/F:m/E:m/rA:50cCCCCCCCCCCCCCCCCCCCCN+NOOOOO-OHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;;;s1d2;d5;s5;s3d4;d6s8;s6d9;;s13;w13;;s7;s8;s15;s16s18;s20;s9s15;d14;d16;s11;s12;s16;s10s19;s1;s2;s3;s4;s5;s6;s13;s14;s17;s17;s17;s18;s18;s19;s19;s20;s21;s21;s22;s25;s26;s21;/rC:-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;-4.1107,5.3906,0;-5.8486,4.3905,0;;-4.9767,5.8907,0;-4.1136,4.3854,0;0,2.0104,0;-5.8456,5.3957,0;-4.9826,3.8803,0;-1.7321,5.0104,0;-.866,5.5104,0;-1.7321,4.0104,0;-3.9708,7.8877,0;0,-1,0;-4.9737,6.8906,0;-.866,3.5104,0;-4.9708,7.8906,0;-4.9678,8.8906,0;-2.5981,3.5104,0;0,5.0104,0;-3.4733,7.0202,0;-6.7095,5.8995,0;-4.9856,2.8803,0;-3.4682,8.7522,0;0,3.0104,0;-1.3001,.2469,0;1.3001,.2469,0;-1.3012,1.7514,0;1.3012,1.7514,0;-3.6773,5.6399,0;-6.2831,4.1431,0;-2.1651,5.2604,0;-.866,6.0104,0;.5,-1,0;0,-1.5,0;-.5,-1,0;-5.4737,6.8921,0;-4.4737,6.8892,0;-.616,3.9434,0;-1.116,3.0774,0;-5.4708,7.8921,0;-5.4678,8.8921,0;-4.4678,8.8892,0;-2.5981,3.0104,0;-7.1436,5.6514,0;-4.5533,2.629,0;-4.9664,9.3906,0;

Duplicates DB02537_p7_t0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002500-0000002749/DB02537_p7_t0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002500-0000002749/DB02537_p7_t0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002500-0000002749/DB02537_p7_t0.sdf

Formula	C₂₀H₂₂N₂O₆
MW	386.4
InChIKey	FSNBWEOGSXUNGF-PKSOQXRJNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	51
Number_Heavy_Atoms	28
Number_Rings	2
Number_Bonds	52
Rotat_Bonds	12
Unbranched_Chain	3
Chiral_Centers	1
ONatoms	8
HB_Donor	5
HB_Acceptor	5
OpenEye_HB_Donors	6
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	4
Lipinski_HB_Acceptors	8
Lipinski_Violations	0
XLogP3	0
XLogP	-1.54
logP	1.2905
PSA	143.73
MR	105.237
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-170.03138
PM7_Total_Energy_ev	-4896.09357
PM7_Electronic_Energy_ev	-37425.305
PM7_Dipole_Debye	9.83333
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.359
PM7_LUMO_Energy_ev	-0.699
PM7_COSMO_Area_square_ang	403.51
PM7_COSMO_Volue_cubic_ang	455.24
PM7_Electron_Affinity_ev	0.699
PM7_Ionization_Energy_ev	8.359
PM7_Energy_Gap_ev	7.66
PM7_Global_Hardness_ev	3.83
PM7_Global_Softness_ev	0.26109660574412535
PM7_Chemical_Potential_ev	-4.529
PM7_Electronigativity_ev	4.529
PM7_Back_Donation_Energy_ev	-0.9575
PM7_Electrophilicity_ev	2.6777860313315927
OPENEYE_Name	(2~{S})-2-azaniumyl-3-[2,4-dihydroxy-5-[[(~{E})-1-[(4-methylphenoxy)methyl]-3-oxo-prop-1-enyl]amino]phenyl]propanoate
SMILES	c1cc(ccc1C)OCC(=CC=O)Nc2cc(c(cc2O)O)CC(C(=O)[O-])[NH3+]
Canonical_SMILES	O=C/C=C(/Nc1cc(C[C@@H](C(=O)O)[NH3+])c(cc1O)O)COc1ccc(cc1)C
InChI	1/C20H22N2O6/c1-12-2-4-15(5-3-12)28-11-14(6-7-23)22-17-9-13(8-16(21)20(26)27)18(24)10-19(17)25/h2-7,9-10,16,22,24-25H,8,11,21H2,1H3,(H,26,27)/f/h21H
InChI_3D	1S/C20H22N2O6/c1-12-2-4-15(5-3-12)28-11-14(6-7-23)22-17-9-13(8-16(21)20(26)27)18(24)10-19(17)25/h2-7,9-10,16,22,24-25H,8,11,21H2,1H3,(H,26,27)/p+1/b14-6+/t16-/m0/s1
AuxInfo	1/1/N:17,1,2,3,4,13,14,18,5,6,19,7,8,15,10,20,9,11,12,16,21,22,23,25,26,24,27,28/E:(2,3)(4,5)(26,27)/F:m/E:m/rA:50cCCCCCCCCCCCCCCCCCCCCN+NOOOOO-OHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;;;s1d2;d5;s5;s3d4;d6s8;s6d9;;s13;w13;;s7;s8;s15;s16s18;s20;s9s15;d14;d16;s11;s12;s16;s10s19;s1;s2;s3;s4;s5;s6;s13;s14;s17;s17;s17;s18;s18;s19;s19;s20;s21;s21;s22;s25;s26;s21;/rC:-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;-4.1107,5.3906,0;-5.8486,4.3905,0;;-4.9767,5.8907,0;-4.1136,4.3854,0;0,2.0104,0;-5.8456,5.3957,0;-4.9826,3.8803,0;-1.7321,5.0104,0;-.866,5.5104,0;-1.7321,4.0104,0;-3.9708,7.8877,0;0,-1,0;-4.9737,6.8906,0;-.866,3.5104,0;-4.9708,7.8906,0;-4.9678,8.8906,0;-2.5981,3.5104,0;0,5.0104,0;-3.4733,7.0202,0;-6.7095,5.8995,0;-4.9856,2.8803,0;-3.4682,8.7522,0;0,3.0104,0;-1.3001,.2469,0;1.3001,.2469,0;-1.3012,1.7514,0;1.3012,1.7514,0;-3.6773,5.6399,0;-6.2831,4.1431,0;-2.1651,5.2604,0;-.866,6.0104,0;.5,-1,0;0,-1.5,0;-.5,-1,0;-5.4737,6.8921,0;-4.4737,6.8892,0;-.616,3.9434,0;-1.116,3.0774,0;-5.4708,7.8921,0;-5.4678,8.8921,0;-4.4678,8.8892,0;-2.5981,3.0104,0;-7.1436,5.6514,0;-4.5533,2.629,0;-4.9664,9.3906,0;
Duplicates	DB02537_p7_t0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002500-0000002749/DB02537_p7_t0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002500-0000002749/DB02537_p7_t0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002500-0000002749/DB02537_p7_t0.sdf