CompChem-Database: compound details

CompChem-Database: details for selected entry

DB15168 (12279)

Formula C₂₈H₂₂Cl₃N₃O₅

MW 586.86

InChIKey KZSKGLFYQAYZCO-CSKMVECVNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 61

Number_Heavy_Atoms 39

Number_Rings 6

Number_Bonds 66

Rotat_Bonds 10

Unbranched_Chain 2

Chiral_Centers 0

ONatoms 8

HB_Donor 2

HB_Acceptor 5

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 8

Lipinski_Violations 1

XLogP3 0

XLogP 4.72

logP 6.6242

PSA 108.92

MR 150.535

ABS 0.55

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -26.76169

PM7_Total_Energy_ev -6567.14036

PM7_Electronic_Energy_ev -59949.79074

PM7_Dipole_Debye 4.57212

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.597

PM7_LUMO_Energy_ev -0.86

PM7_COSMO_Area_square_ang 516.81

PM7_COSMO_Volue_cubic_ang 648.51

PM7_Electron_Affinity_ev 0.86

PM7_Ionization_Energy_ev 8.597

PM7_Energy_Gap_ev 7.737

PM7_Global_Hardness_ev 3.8685

PM7_Global_Softness_ev 0.2584981258885873

PM7_Chemical_Potential_ev -4.7285

PM7_Electronigativity_ev 4.7285

PM7_Back_Donation_Energy_ev -0.967125

PM7_Electrophilicity_ev 2.8898426069535996

OPENEYE_Name 2-[3-[2-chloro-4-[[5-cyclopropyl-3-(2,6-dichlorophenyl)isoxazol-4-yl]methoxy]phenyl]-3-hydroxy-azetidin-1-yl]pyridine-4-carboxylic acid

SMILES c1cc(c(c(c1)Cl)c2c(c(on2)C3CC3)COc4ccc(c(c4)Cl)C5(CN(C5)c6cc(ccn6)C(=O)O)O)Cl

Canonical_SMILES OC(=O)c1ccnc(c1)N1CC(C1)(O)c1ccc(cc1Cl)OCc1c(onc1c1c(Cl)cccc1Cl)C1CC1

InChI 1/C28H22Cl3N3O5/c29-20-2-1-3-21(30)24(20)25-18(26(39-33-25)15-4-5-15)12-38-17-6-7-19(22(31)11-17)28(37)13-34(14-28)23-10-16(27(35)36)8-9-32-23/h1-3,6-11,15,37H,4-5,12-14H2,(H,35,36)/f/h35H

InChI_3D 1S/C28H22Cl3N3O5/c29-20-2-1-3-21(30)24(20)25-18(26(39-33-25)15-4-5-15)12-38-17-6-7-19(22(31)11-17)28(37)13-34(14-28)23-10-16(27(35)36)8-9-32-23/h1-3,6-11,15,37H,4-5,12-14H2,(H,35,36)

AuxInfo 1/1/N:1,4,5,22,23,3,2,6,9,7,8,28,24,25,26,11,14,13,12,15,16,17,20,10,18,19,21,27,37,38,39,29,30,31,32,34,35,36,33/E:(2,3)(4,5)(13,14)(20,21)(29,30)(35,36)/F:1,4,5,22,23,3,2,6,9,7,8,28,24,25,26,11,14,13,12,15,16,17,20,10,18,19,21,27,37,38,39,29,30,31,34,32,35,36,33/E:(2,3)(4,5)(13,14)(20,21)(29,30)/rA:61nCCCCCCCCCCCCCCCCCCCCCCCCCCCCNNNOOOOOClClClHHHHHHHHHHHHHHHHHHHHHH/rB:;d2;d1;s1;;;;d6;;s6d7;s2;;s3d8;s4d10;d5s10;s8d12;s10s13;d13;s7;s11;;s22;;;s19s22s23;s12s24s25;s13;s9d20;d18;s20s24s25;d21;s19s30;s21;s27;s14s28;s15;s16;s17;s1;s2;s3;s4;s5;s6;s7;s8;s9;s22;s22;s23;s23;s24;s24;s25;s25;s26;s28;s28;s34;s35;/rC:6.3318,11.3908,0;4.3921,4.647,0;4.6538,5.6122,0;5.4939,11.9366,0;6.2749,10.3872,0;-.8675,.4975,0;.8675,.4975,0;2.9805,6.0711,0;-.8675,1.5027,0;4.5427,10.4855,0;;3.4196,4.3926,0;2.8151,8.7141,0;3.9529,6.3255,0;4.5996,11.4891,0;5.3801,9.9295,0;2.7089,5.1033,0;2.9777,9.7023,0;1.8261,8.5662,0;.8675,1.5027,0;0,-1,0;.4105,7.9754,0;.6296,6.9997,0;2.7001,1.7385,0;1.9966,2.9652,0;1.3671,7.6778,0;2.9617,2.7036,0;3.517,8.0018,0;0,2.0104,0;2.0892,10.1645,0;1.735,2.0001,0;-.866,-1.5,0;1.3743,9.4588,0;.866,-1.5,0;4.6507,2.2457,0;4.2189,7.2895,0;3.7641,12.0385,0;5.3234,8.9311,0;1.7415,4.8502,0;6.778,11.6165,0;4.7441,4.2919,0;5.1375,5.7388,0;5.5222,12.4358,0;6.6939,10.1143,0;-1.3001,.2469,0;1.3001,.2469,0;2.6301,6.4278,0;-1.3012,1.7514,0;-.089,7.9521,0;.474,8.4714,0;.8991,6.5786,0;.1681,6.8073,0;3.1826,1.6077,0;2.5692,1.2559,0;1.5141,3.0961,0;2.1275,3.4478,0;1.7645,7.3744,0;3.8731,8.3528,0;3.1608,7.6509,0;.866,-2,0;4.7787,1.7623,0;

Duplicates DB15168

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015000-0000015249/DB15168.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015000-0000015249/DB15168.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015000-0000015249/DB15168.sdf

Formula	C₂₈H₂₂Cl₃N₃O₅
MW	586.86
InChIKey	KZSKGLFYQAYZCO-CSKMVECVNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	61
Number_Heavy_Atoms	39
Number_Rings	6
Number_Bonds	66
Rotat_Bonds	10
Unbranched_Chain	2
Chiral_Centers	0
ONatoms	8
HB_Donor	2
HB_Acceptor	5
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	8
Lipinski_Violations	1
XLogP3	0
XLogP	4.72
logP	6.6242
PSA	108.92
MR	150.535
ABS	0.55
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-26.76169
PM7_Total_Energy_ev	-6567.14036
PM7_Electronic_Energy_ev	-59949.79074
PM7_Dipole_Debye	4.57212
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.597
PM7_LUMO_Energy_ev	-0.86
PM7_COSMO_Area_square_ang	516.81
PM7_COSMO_Volue_cubic_ang	648.51
PM7_Electron_Affinity_ev	0.86
PM7_Ionization_Energy_ev	8.597
PM7_Energy_Gap_ev	7.737
PM7_Global_Hardness_ev	3.8685
PM7_Global_Softness_ev	0.2584981258885873
PM7_Chemical_Potential_ev	-4.7285
PM7_Electronigativity_ev	4.7285
PM7_Back_Donation_Energy_ev	-0.967125
PM7_Electrophilicity_ev	2.8898426069535996
OPENEYE_Name	2-[3-[2-chloro-4-[[5-cyclopropyl-3-(2,6-dichlorophenyl)isoxazol-4-yl]methoxy]phenyl]-3-hydroxy-azetidin-1-yl]pyridine-4-carboxylic acid
SMILES	c1cc(c(c(c1)Cl)c2c(c(on2)C3CC3)COc4ccc(c(c4)Cl)C5(CN(C5)c6cc(ccn6)C(=O)O)O)Cl
Canonical_SMILES	OC(=O)c1ccnc(c1)N1CC(C1)(O)c1ccc(cc1Cl)OCc1c(onc1c1c(Cl)cccc1Cl)C1CC1
InChI	1/C28H22Cl3N3O5/c29-20-2-1-3-21(30)24(20)25-18(26(39-33-25)15-4-5-15)12-38-17-6-7-19(22(31)11-17)28(37)13-34(14-28)23-10-16(27(35)36)8-9-32-23/h1-3,6-11,15,37H,4-5,12-14H2,(H,35,36)/f/h35H
InChI_3D	1S/C28H22Cl3N3O5/c29-20-2-1-3-21(30)24(20)25-18(26(39-33-25)15-4-5-15)12-38-17-6-7-19(22(31)11-17)28(37)13-34(14-28)23-10-16(27(35)36)8-9-32-23/h1-3,6-11,15,37H,4-5,12-14H2,(H,35,36)
AuxInfo	1/1/N:1,4,5,22,23,3,2,6,9,7,8,28,24,25,26,11,14,13,12,15,16,17,20,10,18,19,21,27,37,38,39,29,30,31,32,34,35,36,33/E:(2,3)(4,5)(13,14)(20,21)(29,30)(35,36)/F:1,4,5,22,23,3,2,6,9,7,8,28,24,25,26,11,14,13,12,15,16,17,20,10,18,19,21,27,37,38,39,29,30,31,34,32,35,36,33/E:(2,3)(4,5)(13,14)(20,21)(29,30)/rA:61nCCCCCCCCCCCCCCCCCCCCCCCCCCCCNNNOOOOOClClClHHHHHHHHHHHHHHHHHHHHHH/rB:;d2;d1;s1;;;;d6;;s6d7;s2;;s3d8;s4d10;d5s10;s8d12;s10s13;d13;s7;s11;;s22;;;s19s22s23;s12s24s25;s13;s9d20;d18;s20s24s25;d21;s19s30;s21;s27;s14s28;s15;s16;s17;s1;s2;s3;s4;s5;s6;s7;s8;s9;s22;s22;s23;s23;s24;s24;s25;s25;s26;s28;s28;s34;s35;/rC:6.3318,11.3908,0;4.3921,4.647,0;4.6538,5.6122,0;5.4939,11.9366,0;6.2749,10.3872,0;-.8675,.4975,0;.8675,.4975,0;2.9805,6.0711,0;-.8675,1.5027,0;4.5427,10.4855,0;;3.4196,4.3926,0;2.8151,8.7141,0;3.9529,6.3255,0;4.5996,11.4891,0;5.3801,9.9295,0;2.7089,5.1033,0;2.9777,9.7023,0;1.8261,8.5662,0;.8675,1.5027,0;0,-1,0;.4105,7.9754,0;.6296,6.9997,0;2.7001,1.7385,0;1.9966,2.9652,0;1.3671,7.6778,0;2.9617,2.7036,0;3.517,8.0018,0;0,2.0104,0;2.0892,10.1645,0;1.735,2.0001,0;-.866,-1.5,0;1.3743,9.4588,0;.866,-1.5,0;4.6507,2.2457,0;4.2189,7.2895,0;3.7641,12.0385,0;5.3234,8.9311,0;1.7415,4.8502,0;6.778,11.6165,0;4.7441,4.2919,0;5.1375,5.7388,0;5.5222,12.4358,0;6.6939,10.1143,0;-1.3001,.2469,0;1.3001,.2469,0;2.6301,6.4278,0;-1.3012,1.7514,0;-.089,7.9521,0;.474,8.4714,0;.8991,6.5786,0;.1681,6.8073,0;3.1826,1.6077,0;2.5692,1.2559,0;1.5141,3.0961,0;2.1275,3.4478,0;1.7645,7.3744,0;3.8731,8.3528,0;3.1608,7.6509,0;.866,-2,0;4.7787,1.7623,0;
Duplicates	DB15168
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015000-0000015249/DB15168.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015000-0000015249/DB15168.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015000-0000015249/DB15168.sdf