CompChem-Database: compound details

CompChem-Database: details for selected entry

DB05395_p0 (5414)

Formula C₂₂H₂₆ClNO₄

MW 403.9

InChIKey RDJQCOBTKKAQAH-UHFFFAOYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 54

Number_Heavy_Atoms 28

Number_Rings 3

Number_Bonds 56

Rotat_Bonds 10

Unbranched_Chain 3

Chiral_Centers 2

ONatoms 5

HB_Donor 2

HB_Acceptor 2

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 5

Lipinski_Violations 0

XLogP3 0

XLogP 3.65

logP 3.8533

PSA 67.79

MR 109.146

ABS 0.55

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -135.89395

PM7_Total_Energy_ev -4687.33149

PM7_Electronic_Energy_ev -36130.09077

PM7_Dipole_Debye 7.43431

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.972

PM7_LUMO_Energy_ev -0.289

PM7_COSMO_Area_square_ang 439.79

PM7_COSMO_Volue_cubic_ang 481.13

PM7_Electron_Affinity_ev 0.289

PM7_Ionization_Energy_ev 8.972

PM7_Energy_Gap_ev 8.683

PM7_Global_Hardness_ev 4.3415

PM7_Global_Softness_ev 0.23033513762524474

PM7_Chemical_Potential_ev -4.6305

PM7_Electronigativity_ev 4.6305

PM7_Back_Donation_Energy_ev -1.085375

PM7_Electrophilicity_ev 2.469368910514799

OPENEYE_Name ethyl 2-[(3~{S})-3-[[(2~{R})-2-(3-chlorophenyl)-2-hydroxy-ethyl]amino]tetralin-6-yl]oxyacetate

SMILES c1cc(cc(c1)Cl)C(CNC2Cc3cc(ccc3CC2)OCC(=O)OCC)O

Canonical_SMILES CCOC(=O)COc1ccc2c(c1)C[C@H](CC2)NC[C@@H](c1cccc(c1)Cl)O

InChI 1/C22H26ClNO4/c1-2-27-22(26)14-28-20-9-7-15-6-8-19(11-17(15)12-20)24-13-21(25)16-4-3-5-18(23)10-16/h3-5,7,9-10,12,19,21,24-25H,2,6,8,11,13-14H2,1H3

InChI_3D 1S/C22H26ClNO4/c1-2-27-22(26)14-28-20-9-7-15-6-8-19(11-17(15)12-20)24-13-21(25)16-4-3-5-18(23)10-16/h3-5,7,9-10,12,19,21,24-25H,2,6,8,11,13-14H2,1H3/t19-,21-/m0/s1

AuxInfo 1/0/N:18,21,1,3,5,14,2,16,4,7,15,6,20,19,8,10,9,12,17,11,22,13,28,23,25,24,27,26/rA:54cCCCCCCCCCCCCCCCCCCCCCCNOOOOClHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;d2;s1;;;s2;s6d8;s3d7;s4d6;d5s7;;s8;s9;s14;s15s16;;s13;;s18;s10s20;s17s20;d13;s22;s11s19;s13s21;s12;s1;s2;s3;s4;s5;s6;s7;s14;s14;s15;s15;s16;s16;s17;s18;s18;s18;s19;s19;s20;s20;s21;s21;s22;s23;s25;/rC:8.6561,2.5772,0;.8679,-.4978,0;7.6705,2.4079,0;;9.0013,3.5212,0;.8679,1.5135,0;7.3719,4.1171,0;1.7371,0,0;1.7358,1.0057,0;7.0266,3.1731,0;0,1.0057,0;8.361,4.296,0;-2.5966,.4982,0;2.6038,-.4989,0;2.6012,1.5124,0;3.4748,.0022,0;3.4735,1.0079,0;-5.1932,-.0093,0;-1.732,1.0007,0;5.057,2.8259,0;-4.3287,.4932,0;6.0418,2.9995,0;4.0722,2.6523,0;-2.5937,-.5018,0;5.8682,3.9843,0;-.8675,1.5032,0;-3.4641,.9957,0;8.7044,5.2352,0;8.9763,2.1932,0;.8677,-.9978,0;7.4988,1.9383,0;-.4327,-.2506,0;9.4941,3.6058,0;.8679,2.0135,0;7.0499,4.4997,0;2.925,-.8821,0;2.2825,-.882,0;2.2783,1.8942,0;2.922,1.8959,0;3.9672,.0892,0;3.6455,-.4677,0;3.966,.9214,0;-5.4445,.423,0;-4.942,-.4416,0;-5.6255,-.2606,0;-1.9833,1.433,0;-1.4808,.5684,0;4.9702,3.3183,0;5.1438,2.3335,0;-4.0774,.0609,0;-4.5799,.9255,0;6.1286,2.5071,0;3.7508,3.0354,0;5.3984,4.1553,0;

Duplicates DB05395_p0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000005250-0000005499/DB05395_p0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000005250-0000005499/DB05395_p0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000005250-0000005499/DB05395_p0.sdf

Formula	C₂₂H₂₆ClNO₄
MW	403.9
InChIKey	RDJQCOBTKKAQAH-UHFFFAOYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	54
Number_Heavy_Atoms	28
Number_Rings	3
Number_Bonds	56
Rotat_Bonds	10
Unbranched_Chain	3
Chiral_Centers	2
ONatoms	5
HB_Donor	2
HB_Acceptor	2
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	5
Lipinski_Violations	0
XLogP3	0
XLogP	3.65
logP	3.8533
PSA	67.79
MR	109.146
ABS	0.55
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-135.89395
PM7_Total_Energy_ev	-4687.33149
PM7_Electronic_Energy_ev	-36130.09077
PM7_Dipole_Debye	7.43431
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.972
PM7_LUMO_Energy_ev	-0.289
PM7_COSMO_Area_square_ang	439.79
PM7_COSMO_Volue_cubic_ang	481.13
PM7_Electron_Affinity_ev	0.289
PM7_Ionization_Energy_ev	8.972
PM7_Energy_Gap_ev	8.683
PM7_Global_Hardness_ev	4.3415
PM7_Global_Softness_ev	0.23033513762524474
PM7_Chemical_Potential_ev	-4.6305
PM7_Electronigativity_ev	4.6305
PM7_Back_Donation_Energy_ev	-1.085375
PM7_Electrophilicity_ev	2.469368910514799
OPENEYE_Name	ethyl 2-[(3~{S})-3-[[(2~{R})-2-(3-chlorophenyl)-2-hydroxy-ethyl]amino]tetralin-6-yl]oxyacetate
SMILES	c1cc(cc(c1)Cl)C(CNC2Cc3cc(ccc3CC2)OCC(=O)OCC)O
Canonical_SMILES	CCOC(=O)COc1ccc2c(c1)C[C@H](CC2)NC[C@@H](c1cccc(c1)Cl)O
InChI	1/C22H26ClNO4/c1-2-27-22(26)14-28-20-9-7-15-6-8-19(11-17(15)12-20)24-13-21(25)16-4-3-5-18(23)10-16/h3-5,7,9-10,12,19,21,24-25H,2,6,8,11,13-14H2,1H3
InChI_3D	1S/C22H26ClNO4/c1-2-27-22(26)14-28-20-9-7-15-6-8-19(11-17(15)12-20)24-13-21(25)16-4-3-5-18(23)10-16/h3-5,7,9-10,12,19,21,24-25H,2,6,8,11,13-14H2,1H3/t19-,21-/m0/s1
AuxInfo	1/0/N:18,21,1,3,5,14,2,16,4,7,15,6,20,19,8,10,9,12,17,11,22,13,28,23,25,24,27,26/rA:54cCCCCCCCCCCCCCCCCCCCCCCNOOOOClHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;d2;s1;;;s2;s6d8;s3d7;s4d6;d5s7;;s8;s9;s14;s15s16;;s13;;s18;s10s20;s17s20;d13;s22;s11s19;s13s21;s12;s1;s2;s3;s4;s5;s6;s7;s14;s14;s15;s15;s16;s16;s17;s18;s18;s18;s19;s19;s20;s20;s21;s21;s22;s23;s25;/rC:8.6561,2.5772,0;.8679,-.4978,0;7.6705,2.4079,0;;9.0013,3.5212,0;.8679,1.5135,0;7.3719,4.1171,0;1.7371,0,0;1.7358,1.0057,0;7.0266,3.1731,0;0,1.0057,0;8.361,4.296,0;-2.5966,.4982,0;2.6038,-.4989,0;2.6012,1.5124,0;3.4748,.0022,0;3.4735,1.0079,0;-5.1932,-.0093,0;-1.732,1.0007,0;5.057,2.8259,0;-4.3287,.4932,0;6.0418,2.9995,0;4.0722,2.6523,0;-2.5937,-.5018,0;5.8682,3.9843,0;-.8675,1.5032,0;-3.4641,.9957,0;8.7044,5.2352,0;8.9763,2.1932,0;.8677,-.9978,0;7.4988,1.9383,0;-.4327,-.2506,0;9.4941,3.6058,0;.8679,2.0135,0;7.0499,4.4997,0;2.925,-.8821,0;2.2825,-.882,0;2.2783,1.8942,0;2.922,1.8959,0;3.9672,.0892,0;3.6455,-.4677,0;3.966,.9214,0;-5.4445,.423,0;-4.942,-.4416,0;-5.6255,-.2606,0;-1.9833,1.433,0;-1.4808,.5684,0;4.9702,3.3183,0;5.1438,2.3335,0;-4.0774,.0609,0;-4.5799,.9255,0;6.1286,2.5071,0;3.7508,3.0354,0;5.3984,4.1553,0;
Duplicates	DB05395_p0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000005250-0000005499/DB05395_p0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000005250-0000005499/DB05395_p0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000005250-0000005499/DB05395_p0.sdf