CompChem-Database: compound details

CompChem-Database: details for selected entry

DB12507_p0 (10269)

Formula C₂₂H₂₃ClF₂N₄O₅

MW 496.9

InChIKey XSNMGLZVFNDDPW-AEPMWGQWNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 57

Number_Heavy_Atoms 34

Number_Rings 3

Number_Bonds 59

Rotat_Bonds 12

Unbranched_Chain 3

Chiral_Centers 2

ONatoms 9

HB_Donor 3

HB_Acceptor 3

OpenEye_HB_Donors 4

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 9

Lipinski_Violations 0

XLogP3 0

XLogP 2.38

logP 3.1879

PSA 126.48

MR 122.652

ABS 0.55

Solubility insoluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -194.41289

PM7_Total_Energy_ev -6429.86809

PM7_Electronic_Energy_ev -52301.22451

PM7_Dipole_Debye 2.55164

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.638

PM7_LUMO_Energy_ev -0.943

PM7_COSMO_Area_square_ang 477.7

PM7_COSMO_Volue_cubic_ang 556.91

PM7_Electron_Affinity_ev 0.943

PM7_Ionization_Energy_ev 8.638

PM7_Energy_Gap_ev 7.695

PM7_Global_Hardness_ev 3.8475

PM7_Global_Softness_ev 0.2599090318388564

PM7_Chemical_Potential_ev -4.7905

PM7_Electronigativity_ev 4.7905

PM7_Back_Donation_Energy_ev -0.961875

PM7_Electrophilicity_ev 2.9823119233268356

OPENEYE_Name (2~{S})-1-[(2~{R})-2-[3-chloro-5-(difluoromethoxy)phenyl]-2-hydroxy-acetyl]-~{N}-[[4-[(~{Z})-~{N}'-methoxycarbamimidoyl]phenyl]methyl]azetidine-2-carboxamide

SMILES c1cc(ccc1C(=NOC)N)CNC(=O)C2CCN2C(=O)C(c3cc(cc(c3)Cl)OC(F)F)O

Canonical_SMILES CO/N=C(/c1ccc(cc1)CNC(=O)[C@@H]1CCN1C(=O)[C@@H](c1cc(Cl)cc(c1)OC(F)F)O)N

InChI 1/C22H23ClF2N4O5/c1-33-28-19(26)13-4-2-12(3-5-13)11-27-20(31)17-6-7-29(17)21(32)18(30)14-8-15(23)10-16(9-14)34-22(24)25/h2-5,8-10,17-18,22,30H,6-7,11H2,1H3,(H2,26,28)(H,27,31)/f/h27H,26H2

InChI_3D 1S/C22H23ClF2N4O5/c1-33-28-19(26)13-4-2-12(3-5-13)11-27-20(31)17-6-7-29(17)21(32)18(30)14-8-15(23)10-16(9-14)34-22(24)25/h2-5,8-10,17-18,22,30H,6-7,11H2,1H3,(H2,26,28)(H,27,31)/t17-,18+/m0/s1

AuxInfo 1/1/N:19,3,4,1,2,16,17,6,5,7,20,9,8,10,12,11,18,21,13,14,15,22,34,32,33,25,26,23,24,29,27,28,31,30/E:(2,3)(4,5)(24,25)/F:m/E:m/rA:57cCCCCCCCCCCCCCCCCCCCCCCNNNNOOOOOFFClHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;;;;s1d2;s3d4;d5s6;s5d7;d6s7;s8;;;;s16;s14s16;;s9;s10s15;;w13;s15s17s18;s13;s14s20;d14;d15;s21;s11s22;s19s23;s22;s22;s12;s1;s2;s3;s4;s5;s6;s7;s16;s16;s17;s17;s18;s19;s19;s19;s20;s20;s21;s22;s25;s25;s26;s29;/rC:-.0255,-3.4745,0;1.4726,-4.3496,0;.4815,-2.6065,0;1.9796,-3.4817,0;2.4507,4.8649,0;.7717,4.4269,0;1.2318,6.0998,0;.4726,-4.3416,0;1.4866,-2.6057,0;1.741,4.1604,0;2.201,5.8333,0;.5122,5.398,0;-.0318,-5.2051,0;1.9999,-.0102,0;2.2487,2.2259,0;;.0051,.9999,0;.9999,-.0051,0;-1.0407,-6.932,0;1.9911,-1.7422,0;1.9948,3.1931,0;3.8775,6.2682,0;-1.0318,-5.2,0;1.005,.9948,0;.4637,-6.0736,0;2.4955,-.8788,0;2.5043,.8533,0;3.2133,1.9622,0;2.9621,3.447,0;2.9137,6.5347,0;-1.5362,-6.0634,0;4.1441,7.232,0;4.8414,6.0016,0;-.452,5.6631,0;-.5255,-3.4726,0;1.7197,-4.7842,0;.2324,-2.1729,0;2.4796,-3.4857,0;2.9328,4.7323,0;.4169,4.0746,0;1.1069,6.584,0;-.0026,-.5,0;-.5,.0026,0;-.4949,1.0025,0;.0077,1.4999,0;.9973,-.5051,0;-1.4749,-7.1798,0;-.6064,-6.6842,0;-.7929,-7.3663,0;1.5593,-1.49,0;2.4228,-1.9944,0;1.5112,3.0662,0;3.7443,5.7863,0;.9637,-6.0762,0;.2115,-6.5054,0;2.9955,-.8813,0;3.3138,3.0917,0;

Duplicates DB12507_p0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012500-0000012749/DB12507_p0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012500-0000012749/DB12507_p0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012500-0000012749/DB12507_p0.sdf

Formula	C₂₂H₂₃ClF₂N₄O₅
MW	496.9
InChIKey	XSNMGLZVFNDDPW-AEPMWGQWNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	57
Number_Heavy_Atoms	34
Number_Rings	3
Number_Bonds	59
Rotat_Bonds	12
Unbranched_Chain	3
Chiral_Centers	2
ONatoms	9
HB_Donor	3
HB_Acceptor	3
OpenEye_HB_Donors	4
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	9
Lipinski_Violations	0
XLogP3	0
XLogP	2.38
logP	3.1879
PSA	126.48
MR	122.652
ABS	0.55
Solubility	insoluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-194.41289
PM7_Total_Energy_ev	-6429.86809
PM7_Electronic_Energy_ev	-52301.22451
PM7_Dipole_Debye	2.55164
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.638
PM7_LUMO_Energy_ev	-0.943
PM7_COSMO_Area_square_ang	477.7
PM7_COSMO_Volue_cubic_ang	556.91
PM7_Electron_Affinity_ev	0.943
PM7_Ionization_Energy_ev	8.638
PM7_Energy_Gap_ev	7.695
PM7_Global_Hardness_ev	3.8475
PM7_Global_Softness_ev	0.2599090318388564
PM7_Chemical_Potential_ev	-4.7905
PM7_Electronigativity_ev	4.7905
PM7_Back_Donation_Energy_ev	-0.961875
PM7_Electrophilicity_ev	2.9823119233268356
OPENEYE_Name	(2~{S})-1-[(2~{R})-2-[3-chloro-5-(difluoromethoxy)phenyl]-2-hydroxy-acetyl]-~{N}-[[4-[(~{Z})-~{N}'-methoxycarbamimidoyl]phenyl]methyl]azetidine-2-carboxamide
SMILES	c1cc(ccc1C(=NOC)N)CNC(=O)C2CCN2C(=O)C(c3cc(cc(c3)Cl)OC(F)F)O
Canonical_SMILES	CO/N=C(/c1ccc(cc1)CNC(=O)[C@@H]1CCN1C(=O)[C@@H](c1cc(Cl)cc(c1)OC(F)F)O)N
InChI	1/C22H23ClF2N4O5/c1-33-28-19(26)13-4-2-12(3-5-13)11-27-20(31)17-6-7-29(17)21(32)18(30)14-8-15(23)10-16(9-14)34-22(24)25/h2-5,8-10,17-18,22,30H,6-7,11H2,1H3,(H2,26,28)(H,27,31)/f/h27H,26H2
InChI_3D	1S/C22H23ClF2N4O5/c1-33-28-19(26)13-4-2-12(3-5-13)11-27-20(31)17-6-7-29(17)21(32)18(30)14-8-15(23)10-16(9-14)34-22(24)25/h2-5,8-10,17-18,22,30H,6-7,11H2,1H3,(H2,26,28)(H,27,31)/t17-,18+/m0/s1
AuxInfo	1/1/N:19,3,4,1,2,16,17,6,5,7,20,9,8,10,12,11,18,21,13,14,15,22,34,32,33,25,26,23,24,29,27,28,31,30/E:(2,3)(4,5)(24,25)/F:m/E:m/rA:57cCCCCCCCCCCCCCCCCCCCCCCNNNNOOOOOFFClHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;;;;s1d2;s3d4;d5s6;s5d7;d6s7;s8;;;;s16;s14s16;;s9;s10s15;;w13;s15s17s18;s13;s14s20;d14;d15;s21;s11s22;s19s23;s22;s22;s12;s1;s2;s3;s4;s5;s6;s7;s16;s16;s17;s17;s18;s19;s19;s19;s20;s20;s21;s22;s25;s25;s26;s29;/rC:-.0255,-3.4745,0;1.4726,-4.3496,0;.4815,-2.6065,0;1.9796,-3.4817,0;2.4507,4.8649,0;.7717,4.4269,0;1.2318,6.0998,0;.4726,-4.3416,0;1.4866,-2.6057,0;1.741,4.1604,0;2.201,5.8333,0;.5122,5.398,0;-.0318,-5.2051,0;1.9999,-.0102,0;2.2487,2.2259,0;;.0051,.9999,0;.9999,-.0051,0;-1.0407,-6.932,0;1.9911,-1.7422,0;1.9948,3.1931,0;3.8775,6.2682,0;-1.0318,-5.2,0;1.005,.9948,0;.4637,-6.0736,0;2.4955,-.8788,0;2.5043,.8533,0;3.2133,1.9622,0;2.9621,3.447,0;2.9137,6.5347,0;-1.5362,-6.0634,0;4.1441,7.232,0;4.8414,6.0016,0;-.452,5.6631,0;-.5255,-3.4726,0;1.7197,-4.7842,0;.2324,-2.1729,0;2.4796,-3.4857,0;2.9328,4.7323,0;.4169,4.0746,0;1.1069,6.584,0;-.0026,-.5,0;-.5,.0026,0;-.4949,1.0025,0;.0077,1.4999,0;.9973,-.5051,0;-1.4749,-7.1798,0;-.6064,-6.6842,0;-.7929,-7.3663,0;1.5593,-1.49,0;2.4228,-1.9944,0;1.5112,3.0662,0;3.7443,5.7863,0;.9637,-6.0762,0;.2115,-6.5054,0;2.9955,-.8813,0;3.3138,3.0917,0;
Duplicates	DB12507_p0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012500-0000012749/DB12507_p0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012500-0000012749/DB12507_p0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012500-0000012749/DB12507_p0.sdf