CompChem-Database: compound details

CompChem-Database: details for selected entry

DB07200 (6593)

Formula C₂₂H₂₂F₃NO₅S

MW 469.48

InChIKey ZNCZVHCYBGHCHA-XYULLFFJNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 54

Number_Heavy_Atoms 32

Number_Rings 3

Number_Bonds 56

Rotat_Bonds 9

Unbranched_Chain 1

Chiral_Centers 3

ONatoms 6

HB_Donor 2

HB_Acceptor 5

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 6

Lipinski_Violations 0

XLogP3 0

XLogP 3.31

logP 4.8623

PSA 123.15

MR 115.544

ABS 0.55

Solubility insoluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -329.17289

PM7_Total_Energy_ev -6236.66569

PM7_Electronic_Energy_ev -52622.35541

PM7_Dipole_Debye 4.00221

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.273

PM7_LUMO_Energy_ev -1.036

PM7_COSMO_Area_square_ang 398.23

PM7_COSMO_Volue_cubic_ang 522.68

PM7_Electron_Affinity_ev 1.036

PM7_Ionization_Energy_ev 9.273

PM7_Energy_Gap_ev 8.237

PM7_Global_Hardness_ev 4.1185

PM7_Global_Softness_ev 0.24280684715308973

PM7_Chemical_Potential_ev -5.1545

PM7_Electronigativity_ev 5.1545

PM7_Back_Donation_Energy_ev -1.029625

PM7_Electrophilicity_ev 3.2255518089110113

OPENEYE_Name (2~{S},4~{S},5~{R})-2-isobutyl-5-(2-thienyl)-1-[4-(trifluoromethyl)benzoyl]pyrrolidine-2,4-dicarboxylic acid

SMILES c1cc(sc1)C2C(CC(N2C(=O)c3ccc(cc3)C(F)(F)F)(C(=O)O)CC(C)C)C(=O)O

Canonical_SMILES CC(C[C@]1(C[C@@H]([C@@H](N1C(=O)c1ccc(cc1)C(F)(F)F)c1cccs1)C(=O)O)C(=O)O)C

InChI 1/C22H22F3NO5S/c1-12(2)10-21(20(30)31)11-15(19(28)29)17(16-4-3-9-32-16)26(21)18(27)13-5-7-14(8-6-13)22(23,24)25/h3-9,12,15,17H,10-11H2,1-2H3,(H,28,29)(H,30,31)/f/h28,30H

InChI_3D 1S/C22H22F3NO5S/c1-12(2)10-21(20(30)31)11-15(19(28)29)17(16-4-3-9-32-16)26(21)18(27)13-5-7-14(8-6-13)22(23,24)25/h3-9,12,15,17H,10-11H2,1-2H3,(H,28,29)(H,30,31)/t15-,17+,21-/m0/s1

AuxInfo 1/1/N:18,19,1,6,2,3,4,5,7,20,14,21,8,9,16,10,15,11,12,13,17,22,29,30,31,23,24,25,27,26,28,32/E:(1,2)(5,6)(7,8)(23,24,25)(28,29)(30,31)/F:18,19,1,6,2,3,4,5,7,20,14,21,8,9,16,10,15,11,12,13,17,22,29,30,31,23,24,27,25,28,26,32/E:(1,2)(5,6)(7,8)(23,24,25)/rA:54cCCCCCCCCCCCCCCCCCCCCCCNOOOOOFFFSHHHHHHHHHHHHHHHHHHHHHH/rB:;;d2;s3;s1;d1;s2d3;s4d5;d6;s8;;;;s10;s12s14s15;s13s14;;;s17;s18s19s20;s9;s11s15s17;d11;d12;d13;s12;s13;s22;s22;s22;s7s10;s1;s2;s3;s4;s5;s6;s7;s14;s14;s15;s16;s18;s18;s18;s19;s19;s19;s20;s20;s21;s27;s28;/rC:4.5236,.0652,0;1.359,4.7939,0;2.2288,3.2927,0;2.2287,5.2979,0;3.0985,3.7966,0;3.7795,.7356,0;4.1141,-.847,0;1.3634,3.7939,0;3.1029,4.8018,0;2.9108,.2372,0;.4981,3.2926,0;.8172,-1.7403,0;-1.9056,.241,0;;1.3133,.9518,0;1.0015,0,0;-.3065,.9518,0;-2.1743,2.1812,0;-1.8102,3.5477,0;-.8077,1.8171,0;-1.309,2.6824,0;3.9682,5.3031,0;.5008,1.5426,0;-.3687,3.7913,0;-.0967,-2.1463,0;-2.7143,.8292,0;1.6257,-2.3287,0;-2.0108,-.7535,0;3.4668,6.1684,0;4.4695,4.4378,0;4.8334,5.8044,0;3.1189,-.7456,0;5.0128,.1684,0;.9252,5.0427,0;2.2288,2.7927,0;2.2265,5.7979,0;3.5312,3.546,0;3.8326,1.2328,0;4.3642,-1.28,0;.0518,-.4973,0;-.4893,-.1031,0;1.5638,1.3845,0;1.4904,-.1047,0;-1.9237,1.7485,0;-2.4249,2.6139,0;-2.6069,1.9306,0;-1.3775,3.7984,0;-2.2429,3.2971,0;-2.0608,3.9804,0;-1.2404,1.5665,0;-.3751,2.0677,0;-.8763,2.933,0;1.5731,-2.8259,0;-2.4677,-.9566,0;

Duplicates DB07200

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007000-0000007249/DB07200.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007000-0000007249/DB07200.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007000-0000007249/DB07200.sdf

Formula	C₂₂H₂₂F₃NO₅S
MW	469.48
InChIKey	ZNCZVHCYBGHCHA-XYULLFFJNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	54
Number_Heavy_Atoms	32
Number_Rings	3
Number_Bonds	56
Rotat_Bonds	9
Unbranched_Chain	1
Chiral_Centers	3
ONatoms	6
HB_Donor	2
HB_Acceptor	5
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	6
Lipinski_Violations	0
XLogP3	0
XLogP	3.31
logP	4.8623
PSA	123.15
MR	115.544
ABS	0.55
Solubility	insoluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-329.17289
PM7_Total_Energy_ev	-6236.66569
PM7_Electronic_Energy_ev	-52622.35541
PM7_Dipole_Debye	4.00221
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.273
PM7_LUMO_Energy_ev	-1.036
PM7_COSMO_Area_square_ang	398.23
PM7_COSMO_Volue_cubic_ang	522.68
PM7_Electron_Affinity_ev	1.036
PM7_Ionization_Energy_ev	9.273
PM7_Energy_Gap_ev	8.237
PM7_Global_Hardness_ev	4.1185
PM7_Global_Softness_ev	0.24280684715308973
PM7_Chemical_Potential_ev	-5.1545
PM7_Electronigativity_ev	5.1545
PM7_Back_Donation_Energy_ev	-1.029625
PM7_Electrophilicity_ev	3.2255518089110113
OPENEYE_Name	(2~{S},4~{S},5~{R})-2-isobutyl-5-(2-thienyl)-1-[4-(trifluoromethyl)benzoyl]pyrrolidine-2,4-dicarboxylic acid
SMILES	c1cc(sc1)C2C(CC(N2C(=O)c3ccc(cc3)C(F)(F)F)(C(=O)O)CC(C)C)C(=O)O
Canonical_SMILES	CC(C[C@]1(C[C@@H]([C@@H](N1C(=O)c1ccc(cc1)C(F)(F)F)c1cccs1)C(=O)O)C(=O)O)C
InChI	1/C22H22F3NO5S/c1-12(2)10-21(20(30)31)11-15(19(28)29)17(16-4-3-9-32-16)26(21)18(27)13-5-7-14(8-6-13)22(23,24)25/h3-9,12,15,17H,10-11H2,1-2H3,(H,28,29)(H,30,31)/f/h28,30H
InChI_3D	1S/C22H22F3NO5S/c1-12(2)10-21(20(30)31)11-15(19(28)29)17(16-4-3-9-32-16)26(21)18(27)13-5-7-14(8-6-13)22(23,24)25/h3-9,12,15,17H,10-11H2,1-2H3,(H,28,29)(H,30,31)/t15-,17+,21-/m0/s1
AuxInfo	1/1/N:18,19,1,6,2,3,4,5,7,20,14,21,8,9,16,10,15,11,12,13,17,22,29,30,31,23,24,25,27,26,28,32/E:(1,2)(5,6)(7,8)(23,24,25)(28,29)(30,31)/F:18,19,1,6,2,3,4,5,7,20,14,21,8,9,16,10,15,11,12,13,17,22,29,30,31,23,24,27,25,28,26,32/E:(1,2)(5,6)(7,8)(23,24,25)/rA:54cCCCCCCCCCCCCCCCCCCCCCCNOOOOOFFFSHHHHHHHHHHHHHHHHHHHHHH/rB:;;d2;s3;s1;d1;s2d3;s4d5;d6;s8;;;;s10;s12s14s15;s13s14;;;s17;s18s19s20;s9;s11s15s17;d11;d12;d13;s12;s13;s22;s22;s22;s7s10;s1;s2;s3;s4;s5;s6;s7;s14;s14;s15;s16;s18;s18;s18;s19;s19;s19;s20;s20;s21;s27;s28;/rC:4.5236,.0652,0;1.359,4.7939,0;2.2288,3.2927,0;2.2287,5.2979,0;3.0985,3.7966,0;3.7795,.7356,0;4.1141,-.847,0;1.3634,3.7939,0;3.1029,4.8018,0;2.9108,.2372,0;.4981,3.2926,0;.8172,-1.7403,0;-1.9056,.241,0;;1.3133,.9518,0;1.0015,0,0;-.3065,.9518,0;-2.1743,2.1812,0;-1.8102,3.5477,0;-.8077,1.8171,0;-1.309,2.6824,0;3.9682,5.3031,0;.5008,1.5426,0;-.3687,3.7913,0;-.0967,-2.1463,0;-2.7143,.8292,0;1.6257,-2.3287,0;-2.0108,-.7535,0;3.4668,6.1684,0;4.4695,4.4378,0;4.8334,5.8044,0;3.1189,-.7456,0;5.0128,.1684,0;.9252,5.0427,0;2.2288,2.7927,0;2.2265,5.7979,0;3.5312,3.546,0;3.8326,1.2328,0;4.3642,-1.28,0;.0518,-.4973,0;-.4893,-.1031,0;1.5638,1.3845,0;1.4904,-.1047,0;-1.9237,1.7485,0;-2.4249,2.6139,0;-2.6069,1.9306,0;-1.3775,3.7984,0;-2.2429,3.2971,0;-2.0608,3.9804,0;-1.2404,1.5665,0;-.3751,2.0677,0;-.8763,2.933,0;1.5731,-2.8259,0;-2.4677,-.9566,0;
Duplicates	DB07200
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007000-0000007249/DB07200.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007000-0000007249/DB07200.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007000-0000007249/DB07200.sdf