CompChem-Database: compound details

CompChem-Database: details for selected entry

DB02511_p0_t1 (2789)

Formula C₂₃H₂₂N₂O₆

MW 422.44

InChIKey KBJRPDULCOJIRU-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 4

HB_Acceptor 5

OpenEye_HB_Donors 5

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 8

Lipinski_Violations 0

XLogP3 0

XLogP -1.17

logP 2.2291

PSA 144.06

MR 118.154

ABS 0.55

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -149.82433

PM7_Total_Energy_ev -5264.40193

PM7_Electronic_Energy_ev -42995.633

PM7_Dipole_Debye 13.16665

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.876

PM7_LUMO_Energy_ev -1.213

PM7_COSMO_Area_square_ang 410.43

PM7_COSMO_Volue_cubic_ang 488.8

PM7_Electron_Affinity_ev 1.213

PM7_Ionization_Energy_ev 8.876

PM7_Energy_Gap_ev 7.663

PM7_Global_Hardness_ev 3.8315

PM7_Global_Softness_ev 0.26099438862064467

PM7_Chemical_Potential_ev -5.0445

PM7_Electronigativity_ev 5.0445

PM7_Back_Donation_Energy_ev -0.957875

PM7_Electrophilicity_ev 3.3207595262951846

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

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

Canonical_SMILES O=CC/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/h1-6,8-9,11-12,19,27-28H,7,10,13,24H2,(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/h1-6,8-9,11-12,19,27-28H,7,10,13,24H2,(H,29,30)/p+1/b25-17+/t19-/m0/s1

AuxInfo 1/1/N:1,2,3,4,5,6,21,17,7,20,8,9,22,10,11,12,18,14,23,13,15,16,19,25,24,27,29,30,26,28,31/E:(29,30)/F:m/E:m/rA:53cCCCCCCCCCCCCCCCCCCCCCCCNN+O-OOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;;d5;;;;d3s5;d4s7s10;d8;s8;s6d7;d9s12;s9d13;;;;s12;s17s18;s18;s19s20;s13w18;s23;s19;d17;d19;s15;s16;s14s22;s1;s2;s3;s4;s5;s6;s7;s8;s9;s17;s20;s20;s21;s21;s22;s22;s23;s25;s25;s25;s29;s30;/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;2.6087,7.2628,0;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;6.0706,4.5086,0;4.3389,3.5081,0;5.5809,9.1209,0;5.2112,7.7559,0;5.2047,4.0084,0;4.3391,2.5081,0;6.0786,8.2535,0;3.4727,4.0079,0;6.946,8.7512,0;4.5809,9.1236,0;6.9368,4.0088,0;6.0832,9.9856,0;3.4848,8.763,0;1.7328,5.76,0;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;6.0705,5.0086,0;4.9624,8.1896,0;5.4601,7.3222,0;5.4549,3.5754,0;4.9546,4.4413,0;4.8391,2.5083,0;3.8391,2.508,0;6.3274,7.8199,0;6.6971,9.1849,0;7.1948,8.3175,0;7.3796,9.0001,0;3.0528,9.0148,0;1.7314,5.26,0;

Duplicates DB02511_p0_t1;DB02511_p7_t1

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002500-0000002749/DB02511_p0_t1.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002500-0000002749/DB02511_p0_t1.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002500-0000002749/DB02511_p0_t1.sdf

Formula	C₂₃H₂₂N₂O₆
MW	422.44
InChIKey	KBJRPDULCOJIRU-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	4
HB_Acceptor	5
OpenEye_HB_Donors	5
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	8
Lipinski_Violations	0
XLogP3	0
XLogP	-1.17
logP	2.2291
PSA	144.06
MR	118.154
ABS	0.55
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-149.82433
PM7_Total_Energy_ev	-5264.40193
PM7_Electronic_Energy_ev	-42995.633
PM7_Dipole_Debye	13.16665
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.876
PM7_LUMO_Energy_ev	-1.213
PM7_COSMO_Area_square_ang	410.43
PM7_COSMO_Volue_cubic_ang	488.8
PM7_Electron_Affinity_ev	1.213
PM7_Ionization_Energy_ev	8.876
PM7_Energy_Gap_ev	7.663
PM7_Global_Hardness_ev	3.8315
PM7_Global_Softness_ev	0.26099438862064467
PM7_Chemical_Potential_ev	-5.0445
PM7_Electronigativity_ev	5.0445
PM7_Back_Donation_Energy_ev	-0.957875
PM7_Electrophilicity_ev	3.3207595262951846
OPENEYE_Name	(2~{S})-2-azaniumyl-3-[2,4-dihydroxy-5-[(~{E})-[1-(2-naphthyloxymethyl)-3-oxo-propylidene]amino]phenyl]propanoate
SMILES	c1ccc2cc(ccc2c1)OCC(=Nc3cc(c(cc3O)O)CC(C(=O)[O-])[NH3+])CC=O
Canonical_SMILES	O=CC/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/h1-6,8-9,11-12,19,27-28H,7,10,13,24H2,(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/h1-6,8-9,11-12,19,27-28H,7,10,13,24H2,(H,29,30)/p+1/b25-17+/t19-/m0/s1
AuxInfo	1/1/N:1,2,3,4,5,6,21,17,7,20,8,9,22,10,11,12,18,14,23,13,15,16,19,25,24,27,29,30,26,28,31/E:(29,30)/F:m/E:m/rA:53cCCCCCCCCCCCCCCCCCCCCCCCNN+O-OOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;;d5;;;;d3s5;d4s7s10;d8;s8;s6d7;d9s12;s9d13;;;;s12;s17s18;s18;s19s20;s13w18;s23;s19;d17;d19;s15;s16;s14s22;s1;s2;s3;s4;s5;s6;s7;s8;s9;s17;s20;s20;s21;s21;s22;s22;s23;s25;s25;s25;s29;s30;/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;2.6087,7.2628,0;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;6.0706,4.5086,0;4.3389,3.5081,0;5.5809,9.1209,0;5.2112,7.7559,0;5.2047,4.0084,0;4.3391,2.5081,0;6.0786,8.2535,0;3.4727,4.0079,0;6.946,8.7512,0;4.5809,9.1236,0;6.9368,4.0088,0;6.0832,9.9856,0;3.4848,8.763,0;1.7328,5.76,0;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;6.0705,5.0086,0;4.9624,8.1896,0;5.4601,7.3222,0;5.4549,3.5754,0;4.9546,4.4413,0;4.8391,2.5083,0;3.8391,2.508,0;6.3274,7.8199,0;6.6971,9.1849,0;7.1948,8.3175,0;7.3796,9.0001,0;3.0528,9.0148,0;1.7314,5.26,0;
Duplicates	DB02511_p0_t1;DB02511_p7_t1
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002500-0000002749/DB02511_p0_t1.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002500-0000002749/DB02511_p0_t1.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002500-0000002749/DB02511_p0_t1.sdf