CompChem-Database: compound details

CompChem-Database: details for selected entry

DB16279 (12971)

Formula C₂₂H₁₉Cl₂F₃N₆O₃

MW 543.34

InChIKey AZXOTZCWQDJCLY-UHFFFAOYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 55

Number_Heavy_Atoms 36

Number_Rings 4

Number_Bonds 58

Rotat_Bonds 9

Unbranched_Chain 1

Chiral_Centers 2

ONatoms 9

HB_Donor 2

HB_Acceptor 5

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 6

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 9

Lipinski_Violations 1

XLogP3 0

XLogP 4.56

logP 3.6241

PSA 110.99

MR 125.773

ABS 0.55

Solubility insoluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -143.88225

PM7_Total_Energy_ev -6890.53395

PM7_Electronic_Energy_ev -57390.20027

PM7_Dipole_Debye 1.93732

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.449

PM7_LUMO_Energy_ev -1.153

PM7_COSMO_Area_square_ang 490.15

PM7_COSMO_Volue_cubic_ang 574.61

PM7_Electron_Affinity_ev 1.153

PM7_Ionization_Energy_ev 9.449

PM7_Energy_Gap_ev 8.296

PM7_Global_Hardness_ev 4.148

PM7_Global_Softness_ev 0.24108003857280616

PM7_Chemical_Potential_ev -5.301

PM7_Electronigativity_ev 5.301

PM7_Back_Donation_Energy_ev -1.037

PM7_Electrophilicity_ev 3.387246986499518

OPENEYE_Name 5-(4-chlorophenyl)-2-[[1-(3-chlorophenyl)-5-[(1~{S})-1-hydroxyethyl]-1,2,4-triazol-3-yl]methyl]-4-[(2~{S})-3,3,3-trifluoro-2-hydroxy-propyl]-1,2,4-triazol-3-one

SMILES c1cc(cc(c1)Cl)n2c(nc(n2)Cn3c(=O)n(c(n3)c4ccc(cc4)Cl)CC(C(F)(F)F)O)C(C)O

Canonical_SMILES Clc1ccc(cc1)c1nn(c(=O)n1C[C@@H](C(F)(F)F)O)Cc1nc(n(n1)c1cccc(c1)Cl)[C@@H](O)C

InChI 1/C22H19Cl2F3N6O3/c1-12(34)19-28-18(29-33(19)16-4-2-3-15(24)9-16)11-32-21(36)31(10-17(35)22(25,26)27)20(30-32)13-5-7-14(23)8-6-13/h2-9,12,17,34-35H,10-11H2,1H3

InChI_3D 1S/C22H19Cl2F3N6O3/c1-12(34)19-28-18(29-33(19)16-4-2-3-15(24)9-16)11-32-21(36)31(10-17(35)22(25,26)27)20(30-32)13-5-7-14(23)8-6-13/h2-9,12,17,34-35H,10-11H2,1H3/t12-,17-/m0/s1

AuxInfo 1/0/N:17,1,5,4,2,3,6,7,8,19,18,20,9,11,12,10,21,13,14,15,16,22,35,36,32,33,34,23,24,25,27,28,26,30,31,29/E:(5,6)(7,8)(25,26,27)/rA:55cCCCCCCCCCCCCCCCCCCCCCCNNNNNNOOOFFFClClHHHHHHHHHHHHHHHHHHH/rB:;;d1;s1;d2;s3;;s2d3;s4d8;s6d7;d5s8;;;s9;;;s13;;s14s17;s19;s21;s13d14;d13;d15;s10s14s24;s15s16s19;s16s18s25;d16;s20;s21;s22;s22;s22;s11;s12;s1;s2;s3;s4;s5;s6;s7;s8;s17;s17;s17;s18;s18;s19;s19;s20;s21;s30;s31;/rC:-1.3742,4.0426,0;4.1765,-2.2211,0;3.6338,-3.8691,0;-1.3683,3.0425,0;-.5052,4.5478,0;5.1313,-2.5355,0;4.5886,-4.1835,0;.3668,3.0478,0;3.4326,-2.8895,0;-.5022,2.5426,0;5.3422,-3.5183,0;.3697,4.0529,0;;-1.308,.9518,0;2.4828,-2.5767,0;.8652,-2.5711,0;-3.2104,1.5691,0;.5868,-.8097,0;1.6669,-4.1632,0;-2.2592,1.2604,0;1.6629,-5.1632,0;1.6588,-6.1631,0;-1.0015,0,0;.3118,.9518,0;2.1782,-1.6226,0;-.5007,1.5426,0;1.671,-3.1632,0;1.1736,-1.6195,0;-.0866,-2.8779,0;-2.5678,.3092,0;.6629,-5.1591,0;.6588,-6.1591,0;2.6588,-6.1672,0;1.6548,-7.1631,0;6.292,-3.831,0;1.2343,4.5555,0;-1.8083,4.2906,0;4.0738,-1.7318,0;3.2605,-4.2016,0;-1.8006,2.7913,0;-.5081,5.0477,0;5.5032,-2.2013,0;4.6892,-4.6732,0;.7998,2.7978,0;-3.3647,1.0935,0;-3.0561,2.0446,0;-3.686,1.7234,0;.9917,-.5163,0;.1819,-1.1031,0;1.1669,-4.1611,0;2.1669,-4.1652,0;-2.1049,1.736,0;2.1629,-5.1652,0;-2.2331,-.0622,0;.4146,-4.7251,0;

Duplicates DB16279

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016250-0000016499/DB16279.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016250-0000016499/DB16279.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016250-0000016499/DB16279.sdf

Formula	C₂₂H₁₉Cl₂F₃N₆O₃
MW	543.34
InChIKey	AZXOTZCWQDJCLY-UHFFFAOYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	55
Number_Heavy_Atoms	36
Number_Rings	4
Number_Bonds	58
Rotat_Bonds	9
Unbranched_Chain	1
Chiral_Centers	2
ONatoms	9
HB_Donor	2
HB_Acceptor	5
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	6
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	9
Lipinski_Violations	1
XLogP3	0
XLogP	4.56
logP	3.6241
PSA	110.99
MR	125.773
ABS	0.55
Solubility	insoluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-143.88225
PM7_Total_Energy_ev	-6890.53395
PM7_Electronic_Energy_ev	-57390.20027
PM7_Dipole_Debye	1.93732
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.449
PM7_LUMO_Energy_ev	-1.153
PM7_COSMO_Area_square_ang	490.15
PM7_COSMO_Volue_cubic_ang	574.61
PM7_Electron_Affinity_ev	1.153
PM7_Ionization_Energy_ev	9.449
PM7_Energy_Gap_ev	8.296
PM7_Global_Hardness_ev	4.148
PM7_Global_Softness_ev	0.24108003857280616
PM7_Chemical_Potential_ev	-5.301
PM7_Electronigativity_ev	5.301
PM7_Back_Donation_Energy_ev	-1.037
PM7_Electrophilicity_ev	3.387246986499518
OPENEYE_Name	5-(4-chlorophenyl)-2-[[1-(3-chlorophenyl)-5-[(1~{S})-1-hydroxyethyl]-1,2,4-triazol-3-yl]methyl]-4-[(2~{S})-3,3,3-trifluoro-2-hydroxy-propyl]-1,2,4-triazol-3-one
SMILES	c1cc(cc(c1)Cl)n2c(nc(n2)Cn3c(=O)n(c(n3)c4ccc(cc4)Cl)CC(C(F)(F)F)O)C(C)O
Canonical_SMILES	Clc1ccc(cc1)c1nn(c(=O)n1C[C@@H](C(F)(F)F)O)Cc1nc(n(n1)c1cccc(c1)Cl)[C@@H](O)C
InChI	1/C22H19Cl2F3N6O3/c1-12(34)19-28-18(29-33(19)16-4-2-3-15(24)9-16)11-32-21(36)31(10-17(35)22(25,26)27)20(30-32)13-5-7-14(23)8-6-13/h2-9,12,17,34-35H,10-11H2,1H3
InChI_3D	1S/C22H19Cl2F3N6O3/c1-12(34)19-28-18(29-33(19)16-4-2-3-15(24)9-16)11-32-21(36)31(10-17(35)22(25,26)27)20(30-32)13-5-7-14(23)8-6-13/h2-9,12,17,34-35H,10-11H2,1H3/t12-,17-/m0/s1
AuxInfo	1/0/N:17,1,5,4,2,3,6,7,8,19,18,20,9,11,12,10,21,13,14,15,16,22,35,36,32,33,34,23,24,25,27,28,26,30,31,29/E:(5,6)(7,8)(25,26,27)/rA:55cCCCCCCCCCCCCCCCCCCCCCCNNNNNNOOOFFFClClHHHHHHHHHHHHHHHHHHH/rB:;;d1;s1;d2;s3;;s2d3;s4d8;s6d7;d5s8;;;s9;;;s13;;s14s17;s19;s21;s13d14;d13;d15;s10s14s24;s15s16s19;s16s18s25;d16;s20;s21;s22;s22;s22;s11;s12;s1;s2;s3;s4;s5;s6;s7;s8;s17;s17;s17;s18;s18;s19;s19;s20;s21;s30;s31;/rC:-1.3742,4.0426,0;4.1765,-2.2211,0;3.6338,-3.8691,0;-1.3683,3.0425,0;-.5052,4.5478,0;5.1313,-2.5355,0;4.5886,-4.1835,0;.3668,3.0478,0;3.4326,-2.8895,0;-.5022,2.5426,0;5.3422,-3.5183,0;.3697,4.0529,0;;-1.308,.9518,0;2.4828,-2.5767,0;.8652,-2.5711,0;-3.2104,1.5691,0;.5868,-.8097,0;1.6669,-4.1632,0;-2.2592,1.2604,0;1.6629,-5.1632,0;1.6588,-6.1631,0;-1.0015,0,0;.3118,.9518,0;2.1782,-1.6226,0;-.5007,1.5426,0;1.671,-3.1632,0;1.1736,-1.6195,0;-.0866,-2.8779,0;-2.5678,.3092,0;.6629,-5.1591,0;.6588,-6.1591,0;2.6588,-6.1672,0;1.6548,-7.1631,0;6.292,-3.831,0;1.2343,4.5555,0;-1.8083,4.2906,0;4.0738,-1.7318,0;3.2605,-4.2016,0;-1.8006,2.7913,0;-.5081,5.0477,0;5.5032,-2.2013,0;4.6892,-4.6732,0;.7998,2.7978,0;-3.3647,1.0935,0;-3.0561,2.0446,0;-3.686,1.7234,0;.9917,-.5163,0;.1819,-1.1031,0;1.1669,-4.1611,0;2.1669,-4.1652,0;-2.1049,1.736,0;2.1629,-5.1652,0;-2.2331,-.0622,0;.4146,-4.7251,0;
Duplicates	DB16279
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016250-0000016499/DB16279.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016250-0000016499/DB16279.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016250-0000016499/DB16279.sdf