CompChem-Database: compound details

CompChem-Database: details for selected entry

DB12524 (10292)

Formula C₂₅H₂₆F₃N₅O₃

MW 501.51

InChIKey XEOSTBFUCNZKGS-KOXCZZJCNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 62

Number_Heavy_Atoms 36

Number_Rings 3

Number_Bonds 64

Rotat_Bonds 10

Unbranched_Chain 1

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 3.93

logP 4.1706

PSA 98.66

MR 130.66

ABS 0.55

Solubility insoluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -200.37062

PM7_Total_Energy_ev -6636.05001

PM7_Electronic_Energy_ev -54412.93967

PM7_Dipole_Debye 4.22554

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.898

PM7_LUMO_Energy_ev -1.277

PM7_COSMO_Area_square_ang 496

PM7_COSMO_Volue_cubic_ang 582.04

PM7_Electron_Affinity_ev 1.277

PM7_Ionization_Energy_ev 8.898

PM7_Energy_Gap_ev 7.621

PM7_Global_Hardness_ev 3.8105

PM7_Global_Softness_ev 0.2624327516074006

PM7_Chemical_Potential_ev -5.0875

PM7_Electronigativity_ev 5.0875

PM7_Back_Donation_Energy_ev -0.952625

PM7_Electrophilicity_ev 3.3962283492979926

OPENEYE_Name 2-[4,6-bis(dimethylamino)-2-[[4-[[4-(trifluoromethyl)benzoyl]amino]phenyl]methyl]pyrimidin-5-yl]acetic acid

SMILES c1cc(ccc1C(=O)Nc2ccc(cc2)Cc3nc(c(c(n3)N(C)C)CC(=O)O)N(C)C)C(F)(F)F

Canonical_SMILES OC(=O)Cc1c(nc(nc1N(C)C)Cc1ccc(cc1)NC(=O)c1ccc(cc1)C(F)(F)F)N(C)C

InChI 1/C25H26F3N5O3/c1-32(2)22-19(14-21(34)35)23(33(3)4)31-20(30-22)13-15-5-11-18(12-6-15)29-24(36)16-7-9-17(10-8-16)25(26,27)28/h5-12H,13-14H2,1-4H3,(H,29,36)(H,34,35)/f/h29,34H

InChI_3D 1S/C25H26F3N5O3/c1-32(2)22-19(14-21(34)35)23(33(3)4)31-20(30-22)13-15-5-11-18(12-6-15)29-24(36)16-7-9-17(10-8-16)25(26,27)28/h5-12H,13-14H2,1-4H3,(H,29,36)(H,34,35)

AuxInfo 1/1/N:19,20,21,22,5,6,1,2,3,4,7,8,23,24,10,9,11,13,12,16,18,14,15,17,25,34,35,36,28,26,27,29,30,32,33,31/E:(1,2,3,4)(5,6)(7,8)(9,10)(11,12)(22,23)(26,27,28)(30,31)(32,33)(34,35)/F:19,20,21,22,5,6,1,2,3,4,7,8,23,24,10,9,11,13,12,16,18,14,15,17,25,34,35,36,28,26,27,29,30,33,32,31/E:(1,2,3,4)(5,6)(7,8)(9,10)(11,12)(22,23)(26,27,28)(30,31)(32,33)/rA:62nCCCCCCCCCCCCCCCCCCCCCCCCCNNNNNOOOFFFHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;;;d5;s6;s1d2;s5d6;s3d4;;s7d8;d12;s12;;s9;;;;;;s10s16;s12s18;s11;s14d16;d15s16;s13s17;s14s19s20;s15s21s22;d17;d18;s18;s25;s25;s25;s1;s2;s3;s4;s5;s6;s7;s8;s19;s19;s19;s20;s20;s20;s21;s21;s21;s22;s22;s22;s23;s23;s24;s24;s28;s33;/rC:6.9515,5.9953,0;7.8147,4.4902,0;7.8235,6.4954,0;8.6866,4.9903,0;3.4697,3.0001,0;4.3329,1.4951,0;4.3417,3.5002,0;5.2049,1.9951,0;6.9515,4.9952,0;3.4697,2.0001,0;8.6955,5.9954,0;;5.2137,3.0003,0;0,1.0051,0;.8674,-.4976,0;1.7348,1.0051,0;6.084,4.4977,0;-2.3797,-1.3783,0;-1.732,1.0001,0;-.8704,2.5026,0;.0014,-1.9976,0;1.7334,-1.9976,0;2.6023,1.5026,0;-1.5143,-.8771,0;9.5629,6.4929,0;.8674,1.5126,0;1.7348,0,0;6.0812,3.4977,0;-.8675,1.5026,0;.8674,-1.4976,0;5.2195,5.0002,0;-3.2464,-.8795,0;-2.3783,-2.3783,0;9.0654,7.3604,0;10.0604,5.6254,0;10.4304,6.9904,0;6.5188,6.2459,0;7.8125,3.9902,0;7.8234,6.9954,0;9.1182,4.7378,0;3.0371,3.2507,0;4.3307,.9951,0;4.3417,4.0002,0;5.6364,1.7426,0;-1.4808,.5678,0;-1.9833,1.4324,0;-2.1643,.7488,0;-1.3704,2.5011,0;-.8718,3.0026,0;-.3704,2.504,0;.2514,-2.4306,0;-.2486,-1.5646,0;-.4316,-2.2476,0;1.4834,-2.4306,0;1.9834,-1.5646,0;2.1664,-2.2476,0;2.851,1.0689,0;2.3535,1.9363,0;-1.2637,-1.3098,0;-1.7649,-.4444,0;6.5134,3.2465,0;-2.811,-2.6289,0;

Duplicates DB12524

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012500-0000012749/DB12524.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012500-0000012749/DB12524.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012500-0000012749/DB12524.sdf

Formula	C₂₅H₂₆F₃N₅O₃
MW	501.51
InChIKey	XEOSTBFUCNZKGS-KOXCZZJCNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	62
Number_Heavy_Atoms	36
Number_Rings	3
Number_Bonds	64
Rotat_Bonds	10
Unbranched_Chain	1
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	3.93
logP	4.1706
PSA	98.66
MR	130.66
ABS	0.55
Solubility	insoluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-200.37062
PM7_Total_Energy_ev	-6636.05001
PM7_Electronic_Energy_ev	-54412.93967
PM7_Dipole_Debye	4.22554
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.898
PM7_LUMO_Energy_ev	-1.277
PM7_COSMO_Area_square_ang	496
PM7_COSMO_Volue_cubic_ang	582.04
PM7_Electron_Affinity_ev	1.277
PM7_Ionization_Energy_ev	8.898
PM7_Energy_Gap_ev	7.621
PM7_Global_Hardness_ev	3.8105
PM7_Global_Softness_ev	0.2624327516074006
PM7_Chemical_Potential_ev	-5.0875
PM7_Electronigativity_ev	5.0875
PM7_Back_Donation_Energy_ev	-0.952625
PM7_Electrophilicity_ev	3.3962283492979926
OPENEYE_Name	2-[4,6-bis(dimethylamino)-2-[[4-[[4-(trifluoromethyl)benzoyl]amino]phenyl]methyl]pyrimidin-5-yl]acetic acid
SMILES	c1cc(ccc1C(=O)Nc2ccc(cc2)Cc3nc(c(c(n3)N(C)C)CC(=O)O)N(C)C)C(F)(F)F
Canonical_SMILES	OC(=O)Cc1c(nc(nc1N(C)C)Cc1ccc(cc1)NC(=O)c1ccc(cc1)C(F)(F)F)N(C)C
InChI	1/C25H26F3N5O3/c1-32(2)22-19(14-21(34)35)23(33(3)4)31-20(30-22)13-15-5-11-18(12-6-15)29-24(36)16-7-9-17(10-8-16)25(26,27)28/h5-12H,13-14H2,1-4H3,(H,29,36)(H,34,35)/f/h29,34H
InChI_3D	1S/C25H26F3N5O3/c1-32(2)22-19(14-21(34)35)23(33(3)4)31-20(30-22)13-15-5-11-18(12-6-15)29-24(36)16-7-9-17(10-8-16)25(26,27)28/h5-12H,13-14H2,1-4H3,(H,29,36)(H,34,35)
AuxInfo	1/1/N:19,20,21,22,5,6,1,2,3,4,7,8,23,24,10,9,11,13,12,16,18,14,15,17,25,34,35,36,28,26,27,29,30,32,33,31/E:(1,2,3,4)(5,6)(7,8)(9,10)(11,12)(22,23)(26,27,28)(30,31)(32,33)(34,35)/F:19,20,21,22,5,6,1,2,3,4,7,8,23,24,10,9,11,13,12,16,18,14,15,17,25,34,35,36,28,26,27,29,30,33,32,31/E:(1,2,3,4)(5,6)(7,8)(9,10)(11,12)(22,23)(26,27,28)(30,31)(32,33)/rA:62nCCCCCCCCCCCCCCCCCCCCCCCCCNNNNNOOOFFFHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;;;d5;s6;s1d2;s5d6;s3d4;;s7d8;d12;s12;;s9;;;;;;s10s16;s12s18;s11;s14d16;d15s16;s13s17;s14s19s20;s15s21s22;d17;d18;s18;s25;s25;s25;s1;s2;s3;s4;s5;s6;s7;s8;s19;s19;s19;s20;s20;s20;s21;s21;s21;s22;s22;s22;s23;s23;s24;s24;s28;s33;/rC:6.9515,5.9953,0;7.8147,4.4902,0;7.8235,6.4954,0;8.6866,4.9903,0;3.4697,3.0001,0;4.3329,1.4951,0;4.3417,3.5002,0;5.2049,1.9951,0;6.9515,4.9952,0;3.4697,2.0001,0;8.6955,5.9954,0;;5.2137,3.0003,0;0,1.0051,0;.8674,-.4976,0;1.7348,1.0051,0;6.084,4.4977,0;-2.3797,-1.3783,0;-1.732,1.0001,0;-.8704,2.5026,0;.0014,-1.9976,0;1.7334,-1.9976,0;2.6023,1.5026,0;-1.5143,-.8771,0;9.5629,6.4929,0;.8674,1.5126,0;1.7348,0,0;6.0812,3.4977,0;-.8675,1.5026,0;.8674,-1.4976,0;5.2195,5.0002,0;-3.2464,-.8795,0;-2.3783,-2.3783,0;9.0654,7.3604,0;10.0604,5.6254,0;10.4304,6.9904,0;6.5188,6.2459,0;7.8125,3.9902,0;7.8234,6.9954,0;9.1182,4.7378,0;3.0371,3.2507,0;4.3307,.9951,0;4.3417,4.0002,0;5.6364,1.7426,0;-1.4808,.5678,0;-1.9833,1.4324,0;-2.1643,.7488,0;-1.3704,2.5011,0;-.8718,3.0026,0;-.3704,2.504,0;.2514,-2.4306,0;-.2486,-1.5646,0;-.4316,-2.2476,0;1.4834,-2.4306,0;1.9834,-1.5646,0;2.1664,-2.2476,0;2.851,1.0689,0;2.3535,1.9363,0;-1.2637,-1.3098,0;-1.7649,-.4444,0;6.5134,3.2465,0;-2.811,-2.6289,0;
Duplicates	DB12524
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012500-0000012749/DB12524.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012500-0000012749/DB12524.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012500-0000012749/DB12524.sdf