CompChem-Database: compound details

CompChem-Database: details for selected entry

DB08152 (7720)

Formula C₂₀H₂₇ClN₂O₅

MW 410.9

InChIKey ONXGIEJBNQLITK-QWOVJGMINA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 55

Number_Heavy_Atoms 28

Number_Rings 2

Number_Bonds 56

Rotat_Bonds 11

Unbranched_Chain 2

Chiral_Centers 1

ONatoms 7

HB_Donor 1

HB_Acceptor 3

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 7

Lipinski_Violations 0

XLogP3 0

XLogP 3.05

logP 3.2702

PSA 84.94

MR 109.605

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -227.1373

PM7_Total_Energy_ev -4938.35464

PM7_Electronic_Energy_ev -43030.37428

PM7_Dipole_Debye 4.90804

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.336

PM7_LUMO_Energy_ev 0.02

PM7_COSMO_Area_square_ang 393.33

PM7_COSMO_Volue_cubic_ang 492.49

PM7_Electron_Affinity_ev -0.02

PM7_Ionization_Energy_ev 9.336

PM7_Energy_Gap_ev 9.356

PM7_Global_Hardness_ev 4.678

PM7_Global_Softness_ev 0.21376656690893545

PM7_Chemical_Potential_ev -4.658

PM7_Electronigativity_ev 4.658

PM7_Back_Donation_Energy_ev -1.1695

PM7_Electrophilicity_ev 2.319042753313382

OPENEYE_Name [(2~{S})-1-[2-(~{tert}-butoxycarbonylamino)acetyl]pyrrolidin-2-yl]methyl 2-(3-chlorophenyl)acetate

SMILES c1cc(cc(c1)Cl)CC(=O)OCC2CCCN2C(=O)CNC(=O)OC(C)(C)C

Canonical_SMILES O=C(Cc1cccc(c1)Cl)OC[C@@H]1CCCN1C(=O)CNC(=O)OC(C)(C)C

InChI 1/C20H27ClN2O5/c1-20(2,3)28-19(26)22-12-17(24)23-9-5-8-16(23)13-27-18(25)11-14-6-4-7-15(21)10-14/h4,6-7,10,16H,5,8-9,11-13H2,1-3H3,(H,22,26)/f/h22H

InChI_3D 1S/C20H27ClN2O5/c1-20(2,3)28-19(26)22-12-17(24)23-9-5-8-16(23)13-27-18(25)11-14-6-4-7-15(21)10-14/h4,6-7,10,16H,5,8-9,11-13H2,1-3H3,(H,22,26)/t16-/m0/s1

AuxInfo 1/1/N:14,15,16,1,10,2,3,11,12,4,17,18,19,5,6,13,7,8,9,20,28,22,21,23,24,25,26,27/E:(1,2,3)/F:m/E:m/rA:55cCCCCCCCCCCCCCCCCCCCCNNOOOOOClHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;s2d4;d3s4;;;;;s10;s10;s11;;;;s5s8;s7;s13;s14s15s16;s7s12s13;s9s18;d7;d8;d9;s8s19;s9s20;s6;s1;s2;s3;s4;s10;s10;s11;s11;s12;s12;s13;s14;s14;s14;s15;s15;s15;s16;s16;s16;s17;s17;s18;s18;s19;s19;s22;/rC:6.1974,5.9255,0;5.6927,5.0622,0;5.697,6.7973,0;4.1923,5.9336,0;4.6927,5.0618,0;4.6919,6.8058,0;.4981,3.2926,0;3.6908,3.3308,0;-1.237,5.2899,0;;1.0015,0,0;-.3065,.9518,0;1.3133,.9518,0;-.3748,7.7913,0;-1.3732,6.7897,0;.6267,6.7928,0;4.1918,4.1963,0;-.3687,3.7913,0;2.1899,2.4664,0;-.3733,6.7913,0;.5008,1.5426,0;-1.2355,4.2899,0;1.3634,3.7939,0;4.1899,2.4643,0;-2.1038,5.7886,0;2.6908,3.3319,0;-.3717,5.7913,0;4.1941,7.6731,0;6.6974,5.9236,0;5.9416,4.6286,0;5.9494,7.229,0;3.6923,5.9334,0;.0518,-.4973,0;-.4893,-.1031,0;1.4904,-.1047,0;.9488,-.4972,0;-.7634,.7487,0;-.5571,1.3845,0;1.7697,.7476,0;.1252,7.792,0;-.8748,7.7905,0;-.3755,8.2913,0;-1.374,7.2897,0;-1.3725,6.2897,0;-1.8732,6.789,0;.6275,6.2928,0;.626,7.2928,0;1.1267,6.7936,0;3.759,4.4468,0;4.6245,3.9459,0;-.1193,4.2247,0;-.618,3.3579,0;2.6227,2.216,0;1.7572,2.7169,0;-1.6681,4.0393,0;

Duplicates DB08152

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008000-0000008249/DB08152.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008000-0000008249/DB08152.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008000-0000008249/DB08152.sdf

Formula	C₂₀H₂₇ClN₂O₅
MW	410.9
InChIKey	ONXGIEJBNQLITK-QWOVJGMINA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	55
Number_Heavy_Atoms	28
Number_Rings	2
Number_Bonds	56
Rotat_Bonds	11
Unbranched_Chain	2
Chiral_Centers	1
ONatoms	7
HB_Donor	1
HB_Acceptor	3
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	7
Lipinski_Violations	0
XLogP3	0
XLogP	3.05
logP	3.2702
PSA	84.94
MR	109.605
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-227.1373
PM7_Total_Energy_ev	-4938.35464
PM7_Electronic_Energy_ev	-43030.37428
PM7_Dipole_Debye	4.90804
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.336
PM7_LUMO_Energy_ev	0.02
PM7_COSMO_Area_square_ang	393.33
PM7_COSMO_Volue_cubic_ang	492.49
PM7_Electron_Affinity_ev	-0.02
PM7_Ionization_Energy_ev	9.336
PM7_Energy_Gap_ev	9.356
PM7_Global_Hardness_ev	4.678
PM7_Global_Softness_ev	0.21376656690893545
PM7_Chemical_Potential_ev	-4.658
PM7_Electronigativity_ev	4.658
PM7_Back_Donation_Energy_ev	-1.1695
PM7_Electrophilicity_ev	2.319042753313382
OPENEYE_Name	[(2~{S})-1-[2-(~{tert}-butoxycarbonylamino)acetyl]pyrrolidin-2-yl]methyl 2-(3-chlorophenyl)acetate
SMILES	c1cc(cc(c1)Cl)CC(=O)OCC2CCCN2C(=O)CNC(=O)OC(C)(C)C
Canonical_SMILES	O=C(Cc1cccc(c1)Cl)OC[C@@H]1CCCN1C(=O)CNC(=O)OC(C)(C)C
InChI	1/C20H27ClN2O5/c1-20(2,3)28-19(26)22-12-17(24)23-9-5-8-16(23)13-27-18(25)11-14-6-4-7-15(21)10-14/h4,6-7,10,16H,5,8-9,11-13H2,1-3H3,(H,22,26)/f/h22H
InChI_3D	1S/C20H27ClN2O5/c1-20(2,3)28-19(26)22-12-17(24)23-9-5-8-16(23)13-27-18(25)11-14-6-4-7-15(21)10-14/h4,6-7,10,16H,5,8-9,11-13H2,1-3H3,(H,22,26)/t16-/m0/s1
AuxInfo	1/1/N:14,15,16,1,10,2,3,11,12,4,17,18,19,5,6,13,7,8,9,20,28,22,21,23,24,25,26,27/E:(1,2,3)/F:m/E:m/rA:55cCCCCCCCCCCCCCCCCCCCCNNOOOOOClHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;s2d4;d3s4;;;;;s10;s10;s11;;;;s5s8;s7;s13;s14s15s16;s7s12s13;s9s18;d7;d8;d9;s8s19;s9s20;s6;s1;s2;s3;s4;s10;s10;s11;s11;s12;s12;s13;s14;s14;s14;s15;s15;s15;s16;s16;s16;s17;s17;s18;s18;s19;s19;s22;/rC:6.1974,5.9255,0;5.6927,5.0622,0;5.697,6.7973,0;4.1923,5.9336,0;4.6927,5.0618,0;4.6919,6.8058,0;.4981,3.2926,0;3.6908,3.3308,0;-1.237,5.2899,0;;1.0015,0,0;-.3065,.9518,0;1.3133,.9518,0;-.3748,7.7913,0;-1.3732,6.7897,0;.6267,6.7928,0;4.1918,4.1963,0;-.3687,3.7913,0;2.1899,2.4664,0;-.3733,6.7913,0;.5008,1.5426,0;-1.2355,4.2899,0;1.3634,3.7939,0;4.1899,2.4643,0;-2.1038,5.7886,0;2.6908,3.3319,0;-.3717,5.7913,0;4.1941,7.6731,0;6.6974,5.9236,0;5.9416,4.6286,0;5.9494,7.229,0;3.6923,5.9334,0;.0518,-.4973,0;-.4893,-.1031,0;1.4904,-.1047,0;.9488,-.4972,0;-.7634,.7487,0;-.5571,1.3845,0;1.7697,.7476,0;.1252,7.792,0;-.8748,7.7905,0;-.3755,8.2913,0;-1.374,7.2897,0;-1.3725,6.2897,0;-1.8732,6.789,0;.6275,6.2928,0;.626,7.2928,0;1.1267,6.7936,0;3.759,4.4468,0;4.6245,3.9459,0;-.1193,4.2247,0;-.618,3.3579,0;2.6227,2.216,0;1.7572,2.7169,0;-1.6681,4.0393,0;
Duplicates	DB08152
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008000-0000008249/DB08152.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008000-0000008249/DB08152.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008000-0000008249/DB08152.sdf