CompChem-Database: compound details

CompChem-Database: details for selected entry

DB06403 (5822)

Formula C₂₂H₂₂N₂O₄

MW 378.43

InChIKey OUJTZYPIHDYQMC-LNNLXFCONA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 50

Number_Heavy_Atoms 28

Number_Rings 3

Number_Bonds 52

Rotat_Bonds 8

Unbranched_Chain 2

Chiral_Centers 1

ONatoms 6

HB_Donor 1

HB_Acceptor 4

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 6

Lipinski_Violations 0

XLogP3 0

XLogP 3.28

logP 3.5156

PSA 81.54

MR 104.591

ABS 0.55

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -79.95883

PM7_Total_Energy_ev -4551.47712

PM7_Electronic_Energy_ev -39402.36733

PM7_Dipole_Debye 4.40322

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.378

PM7_LUMO_Energy_ev -0.34

PM7_COSMO_Area_square_ang 377.37

PM7_COSMO_Volue_cubic_ang 457.48

PM7_Electron_Affinity_ev 0.34

PM7_Ionization_Energy_ev 9.378

PM7_Energy_Gap_ev 9.038

PM7_Global_Hardness_ev 4.519

PM7_Global_Softness_ev 0.2212878955521133

PM7_Chemical_Potential_ev -4.859

PM7_Electronigativity_ev 4.859

PM7_Back_Donation_Energy_ev -1.12975

PM7_Electrophilicity_ev 2.612290440362912

OPENEYE_Name (2~{S})-2-(4,6-dimethylpyrimidin-2-yl)oxy-3-methoxy-3,3-diphenyl-propanoic acid

SMILES c1ccc(cc1)C(c2ccccc2)(C(C(=O)O)Oc3nc(cc(n3)C)C)OC

Canonical_SMILES COC([C@@H](C(=O)O)Oc1nc(C)cc(n1)C)(c1ccccc1)c1ccccc1

InChI 1/C22H22N2O4/c1-15-14-16(2)24-21(23-15)28-19(20(25)26)22(27-3,17-10-6-4-7-11-17)18-12-8-5-9-13-18/h4-14,19H,1-3H3,(H,25,26)/f/h25H

InChI_3D 1S/C22H22N2O4/c1-15-14-16(2)24-21(23-15)28-19(20(25)26)22(27-3,17-10-6-4-7-11-17)18-12-8-5-9-13-18/h4-14,19H,1-3H3,(H,25,26)/t19-/m1/s1

AuxInfo 1/1/N:18,19,20,1,2,3,4,5,6,7,8,9,10,11,14,15,12,13,21,17,16,22,23,24,25,26,28,27/E:(1,2)(4,5)(6,7,8,9)(10,11,12,13)(15,16)(17,18)(23,24)(25,26)/F:18,19,20,1,2,3,4,5,6,7,8,9,10,11,14,15,12,13,21,17,16,22,23,24,26,25,28,27/E:(1,2)(4,5)(6,7,8,9)(10,11,12,13)(15,16)(17,18)(23,24)/rA:50cCCCCCCCCCCCCCCCCCCCCCCNNOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s1;d2;s2;s3;d4;s5;d6;;d7s8;d9s10;d11;s11;;;s14;s15;;s17;s12s13s21;s14d16;d15s16;d17;s17;s16s21;s20s22;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s11;s18;s18;s18;s19;s19;s19;s20;s20;s20;s21;s26;/rC:7.8711,.3482,0;1.3688,4.1274,0;7.0051,-.1518,0;7.8769,1.3482,0;2.2348,4.6274,0;1.363,3.1274,0;6.136,.3533,0;7.0078,1.8533,0;3.1039,4.1223,0;2.2321,2.6223,0;;6.133,1.3584,0;3.1069,3.1172,0;0,1.0051,0;.8674,-.4976,0;1.7348,1.0051,0;3.6149,.5086,0;-.8675,1.5026,0;.8674,-1.4976,0;5.6249,3.9669,0;4.1174,1.3732,0;4.6199,2.2378,0;.8674,1.5126,0;1.7348,0,0;2.6149,.5115,0;4.1124,-.3588,0;3.2529,1.8757,0;5.1224,3.1024,0;8.3034,.0969,0;.9365,4.3786,0;7.0043,-.6518,0;8.311,1.5963,0;2.2356,5.1274,0;.9289,2.8793,0;5.703,.1033,0;7.0107,2.3533,0;3.5369,4.3723,0;2.2291,2.1223,0;-.4327,-.2506,0;-1.1162,1.0689,0;-.6187,1.9363,0;-1.3012,1.7513,0;1.3674,-1.4976,0;.8674,-1.9976,0;.3674,-1.4976,0;5.1927,4.2182,0;6.0572,3.7157,0;5.8762,4.3992,0;4.5497,1.122,0;3.8612,-.7911,0;

Duplicates DB06403

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006250-0000006499/DB06403.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006250-0000006499/DB06403.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006250-0000006499/DB06403.sdf

Formula	C₂₂H₂₂N₂O₄
MW	378.43
InChIKey	OUJTZYPIHDYQMC-LNNLXFCONA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	50
Number_Heavy_Atoms	28
Number_Rings	3
Number_Bonds	52
Rotat_Bonds	8
Unbranched_Chain	2
Chiral_Centers	1
ONatoms	6
HB_Donor	1
HB_Acceptor	4
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	6
Lipinski_Violations	0
XLogP3	0
XLogP	3.28
logP	3.5156
PSA	81.54
MR	104.591
ABS	0.55
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-79.95883
PM7_Total_Energy_ev	-4551.47712
PM7_Electronic_Energy_ev	-39402.36733
PM7_Dipole_Debye	4.40322
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.378
PM7_LUMO_Energy_ev	-0.34
PM7_COSMO_Area_square_ang	377.37
PM7_COSMO_Volue_cubic_ang	457.48
PM7_Electron_Affinity_ev	0.34
PM7_Ionization_Energy_ev	9.378
PM7_Energy_Gap_ev	9.038
PM7_Global_Hardness_ev	4.519
PM7_Global_Softness_ev	0.2212878955521133
PM7_Chemical_Potential_ev	-4.859
PM7_Electronigativity_ev	4.859
PM7_Back_Donation_Energy_ev	-1.12975
PM7_Electrophilicity_ev	2.612290440362912
OPENEYE_Name	(2~{S})-2-(4,6-dimethylpyrimidin-2-yl)oxy-3-methoxy-3,3-diphenyl-propanoic acid
SMILES	c1ccc(cc1)C(c2ccccc2)(C(C(=O)O)Oc3nc(cc(n3)C)C)OC
Canonical_SMILES	COC([C@@H](C(=O)O)Oc1nc(C)cc(n1)C)(c1ccccc1)c1ccccc1
InChI	1/C22H22N2O4/c1-15-14-16(2)24-21(23-15)28-19(20(25)26)22(27-3,17-10-6-4-7-11-17)18-12-8-5-9-13-18/h4-14,19H,1-3H3,(H,25,26)/f/h25H
InChI_3D	1S/C22H22N2O4/c1-15-14-16(2)24-21(23-15)28-19(20(25)26)22(27-3,17-10-6-4-7-11-17)18-12-8-5-9-13-18/h4-14,19H,1-3H3,(H,25,26)/t19-/m1/s1
AuxInfo	1/1/N:18,19,20,1,2,3,4,5,6,7,8,9,10,11,14,15,12,13,21,17,16,22,23,24,25,26,28,27/E:(1,2)(4,5)(6,7,8,9)(10,11,12,13)(15,16)(17,18)(23,24)(25,26)/F:18,19,20,1,2,3,4,5,6,7,8,9,10,11,14,15,12,13,21,17,16,22,23,24,26,25,28,27/E:(1,2)(4,5)(6,7,8,9)(10,11,12,13)(15,16)(17,18)(23,24)/rA:50cCCCCCCCCCCCCCCCCCCCCCCNNOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s1;d2;s2;s3;d4;s5;d6;;d7s8;d9s10;d11;s11;;;s14;s15;;s17;s12s13s21;s14d16;d15s16;d17;s17;s16s21;s20s22;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s11;s18;s18;s18;s19;s19;s19;s20;s20;s20;s21;s26;/rC:7.8711,.3482,0;1.3688,4.1274,0;7.0051,-.1518,0;7.8769,1.3482,0;2.2348,4.6274,0;1.363,3.1274,0;6.136,.3533,0;7.0078,1.8533,0;3.1039,4.1223,0;2.2321,2.6223,0;;6.133,1.3584,0;3.1069,3.1172,0;0,1.0051,0;.8674,-.4976,0;1.7348,1.0051,0;3.6149,.5086,0;-.8675,1.5026,0;.8674,-1.4976,0;5.6249,3.9669,0;4.1174,1.3732,0;4.6199,2.2378,0;.8674,1.5126,0;1.7348,0,0;2.6149,.5115,0;4.1124,-.3588,0;3.2529,1.8757,0;5.1224,3.1024,0;8.3034,.0969,0;.9365,4.3786,0;7.0043,-.6518,0;8.311,1.5963,0;2.2356,5.1274,0;.9289,2.8793,0;5.703,.1033,0;7.0107,2.3533,0;3.5369,4.3723,0;2.2291,2.1223,0;-.4327,-.2506,0;-1.1162,1.0689,0;-.6187,1.9363,0;-1.3012,1.7513,0;1.3674,-1.4976,0;.8674,-1.9976,0;.3674,-1.4976,0;5.1927,4.2182,0;6.0572,3.7157,0;5.8762,4.3992,0;4.5497,1.122,0;3.8612,-.7911,0;
Duplicates	DB06403
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006250-0000006499/DB06403.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006250-0000006499/DB06403.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006250-0000006499/DB06403.sdf