CompChem-Database: compound details

CompChem-Database: details for selected entry

DB02511_p7_t0 (2790)

Formula C₂₃H₂₂N₂O₆

MW 422.44

InChIKey PZWMZAFFUAWVDN-LQFNOIFHNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 54

Number_Heavy_Atoms 31

Number_Rings 3

Number_Bonds 56

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 -0.79

logP 2.1353

PSA 143.73

MR 117.777

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -139.054

PM7_Total_Energy_ev -5264.12507

PM7_Electronic_Energy_ev -41744.32473

PM7_Dipole_Debye 16.09924

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.81

PM7_LUMO_Energy_ev -1.129

PM7_COSMO_Area_square_ang 437.29

PM7_COSMO_Volue_cubic_ang 486.3

PM7_Electron_Affinity_ev 1.129

PM7_Ionization_Energy_ev 8.81

PM7_Energy_Gap_ev 7.681

PM7_Global_Hardness_ev 3.8405

PM7_Global_Softness_ev 0.2603827626611118

PM7_Chemical_Potential_ev -4.9695

PM7_Electronigativity_ev 4.9695

PM7_Back_Donation_Energy_ev -0.960125

PM7_Electrophilicity_ev 3.215197272490561

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

SMILES c1ccc2cc(ccc2c1)OCC(=CC=O)Nc3cc(c(cc3O)O)CC(C(=O)[O-])[NH3+]

Canonical_SMILES O=C/C=C(/Nc1cc(C[C@@H](C(=O)O)[NH3+])c(cc1O)O)COc1ccc2c(c1)cccc2

InChI 1/C23H22N2O6/c24-19(23(29)30)10-16-11-20(22(28)12-21(16)27)25-17(7-8-26)13-31-18-6-5-14-3-1-2-4-15(14)9-18/h1-9,11-12,19,25,27-28H,10,13,24H2,(H,29,30)/f/h24H

InChI_3D 1S/C23H22N2O6/c24-19(23(29)30)10-16-11-20(22(28)12-21(16)27)25-17(7-8-26)13-31-18-6-5-14-3-1-2-4-15(14)9-18/h1-9,11-12,19,25,27-28H,10,13,24H2,(H,29,30)/p+1/b17-7+/t19-/m0/s1

AuxInfo 1/1/N:1,2,3,4,5,6,17,18,7,21,8,9,22,10,11,12,19,14,23,13,15,16,20,24,25,26,28,29,27,30,31/E:(29,30)/F:m/E:m/rA:53cCCCCCCCCCCCCCCCCCCCCCCCN+NOOOOO-OHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;;d5;;;;d3s5;d4s7s10;d8;s8;s6d7;d9s12;s9d13;;s17;w17;;s12;s19;s20s21;s23;s13s19;d18;d20;s15;s16;s20;s14s22;s1;s2;s3;s4;s5;s6;s7;s8;s9;s17;s18;s21;s21;s22;s22;s23;s24;s24;s25;s28;s29;s24;/rC:;0,1.0057,0;.8679,-.4978,0;.8679,1.5135,0;2.6038,-.4989,0;3.4748,.0022,0;2.6012,1.5124,0;4.3441,6.2582,0;2.6088,7.2628,0;1.7371,0,0;1.7358,1.0057,0;4.3439,7.2582,0;3.4722,5.7579,0;3.4735,1.0079,0;3.4806,7.763,0;2.6001,6.2577,0;5.2047,4.0084,0;6.0709,3.5086,0;4.3389,3.5081,0;6.5763,7.3862,0;5.2112,7.7559,0;4.3391,2.5081,0;6.0786,8.2535,0;6.946,8.7512,0;3.4727,4.0079,0;6.0712,2.5086,0;6.074,6.5215,0;3.4848,8.763,0;1.7328,5.76,0;7.5763,7.3835,0;4.3394,1.5081,0;-.4327,-.2506,0;-.4337,1.2544,0;.8677,-.9978,0;.8679,2.0135,0;2.6037,-.9989,0;3.9078,-.2479,0;2.5999,2.0124,0;4.7768,6.0076,0;2.1772,7.5152,0;5.2046,4.5084,0;6.5038,3.7587,0;4.9624,8.1896,0;5.4601,7.3222,0;4.8391,2.5083,0;3.8391,2.508,0;5.8298,8.6872,0;6.6971,9.1849,0;7.1948,8.3175,0;3.0397,3.7578,0;3.0528,9.0148,0;1.7314,5.26,0;7.3796,9.0001,0;

Duplicates DB02511_p7_t0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002500-0000002749/DB02511_p7_t0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002500-0000002749/DB02511_p7_t0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002500-0000002749/DB02511_p7_t0.sdf

Formula	C₂₃H₂₂N₂O₆
MW	422.44
InChIKey	PZWMZAFFUAWVDN-LQFNOIFHNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	54
Number_Heavy_Atoms	31
Number_Rings	3
Number_Bonds	56
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	-0.79
logP	2.1353
PSA	143.73
MR	117.777
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-139.054
PM7_Total_Energy_ev	-5264.12507
PM7_Electronic_Energy_ev	-41744.32473
PM7_Dipole_Debye	16.09924
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.81
PM7_LUMO_Energy_ev	-1.129
PM7_COSMO_Area_square_ang	437.29
PM7_COSMO_Volue_cubic_ang	486.3
PM7_Electron_Affinity_ev	1.129
PM7_Ionization_Energy_ev	8.81
PM7_Energy_Gap_ev	7.681
PM7_Global_Hardness_ev	3.8405
PM7_Global_Softness_ev	0.2603827626611118
PM7_Chemical_Potential_ev	-4.9695
PM7_Electronigativity_ev	4.9695
PM7_Back_Donation_Energy_ev	-0.960125
PM7_Electrophilicity_ev	3.215197272490561
OPENEYE_Name	(2~{S})-2-azaniumyl-3-[2,4-dihydroxy-5-[[(~{E})-1-(2-naphthyloxymethyl)-3-oxo-prop-1-enyl]amino]phenyl]propanoate
SMILES	c1ccc2cc(ccc2c1)OCC(=CC=O)Nc3cc(c(cc3O)O)CC(C(=O)[O-])[NH3+]
Canonical_SMILES	O=C/C=C(/Nc1cc(C[C@@H](C(=O)O)[NH3+])c(cc1O)O)COc1ccc2c(c1)cccc2
InChI	1/C23H22N2O6/c24-19(23(29)30)10-16-11-20(22(28)12-21(16)27)25-17(7-8-26)13-31-18-6-5-14-3-1-2-4-15(14)9-18/h1-9,11-12,19,25,27-28H,10,13,24H2,(H,29,30)/f/h24H
InChI_3D	1S/C23H22N2O6/c24-19(23(29)30)10-16-11-20(22(28)12-21(16)27)25-17(7-8-26)13-31-18-6-5-14-3-1-2-4-15(14)9-18/h1-9,11-12,19,25,27-28H,10,13,24H2,(H,29,30)/p+1/b17-7+/t19-/m0/s1
AuxInfo	1/1/N:1,2,3,4,5,6,17,18,7,21,8,9,22,10,11,12,19,14,23,13,15,16,20,24,25,26,28,29,27,30,31/E:(29,30)/F:m/E:m/rA:53cCCCCCCCCCCCCCCCCCCCCCCCN+NOOOOO-OHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;;d5;;;;d3s5;d4s7s10;d8;s8;s6d7;d9s12;s9d13;;s17;w17;;s12;s19;s20s21;s23;s13s19;d18;d20;s15;s16;s20;s14s22;s1;s2;s3;s4;s5;s6;s7;s8;s9;s17;s18;s21;s21;s22;s22;s23;s24;s24;s25;s28;s29;s24;/rC:;0,1.0057,0;.8679,-.4978,0;.8679,1.5135,0;2.6038,-.4989,0;3.4748,.0022,0;2.6012,1.5124,0;4.3441,6.2582,0;2.6088,7.2628,0;1.7371,0,0;1.7358,1.0057,0;4.3439,7.2582,0;3.4722,5.7579,0;3.4735,1.0079,0;3.4806,7.763,0;2.6001,6.2577,0;5.2047,4.0084,0;6.0709,3.5086,0;4.3389,3.5081,0;6.5763,7.3862,0;5.2112,7.7559,0;4.3391,2.5081,0;6.0786,8.2535,0;6.946,8.7512,0;3.4727,4.0079,0;6.0712,2.5086,0;6.074,6.5215,0;3.4848,8.763,0;1.7328,5.76,0;7.5763,7.3835,0;4.3394,1.5081,0;-.4327,-.2506,0;-.4337,1.2544,0;.8677,-.9978,0;.8679,2.0135,0;2.6037,-.9989,0;3.9078,-.2479,0;2.5999,2.0124,0;4.7768,6.0076,0;2.1772,7.5152,0;5.2046,4.5084,0;6.5038,3.7587,0;4.9624,8.1896,0;5.4601,7.3222,0;4.8391,2.5083,0;3.8391,2.508,0;5.8298,8.6872,0;6.6971,9.1849,0;7.1948,8.3175,0;3.0397,3.7578,0;3.0528,9.0148,0;1.7314,5.26,0;7.3796,9.0001,0;
Duplicates	DB02511_p7_t0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002500-0000002749/DB02511_p7_t0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002500-0000002749/DB02511_p7_t0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002500-0000002749/DB02511_p7_t0.sdf