CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5186608_p7 (2528463)

Formula C₂₈H₃₃FN₅O

MW 474.6

InChIKey DSIJZAPSJAYKBZ-WIHHIPQNNA-O

Entry_Date 2023-09-01

Net_Charge 1

Number_Atoms 68

Number_Heavy_Atoms 35

Number_Rings 5

Number_Bonds 72

Rotat_Bonds 8

Unbranched_Chain 2

Chiral_Centers 0

ONatoms 6

HB_Donor 3

HB_Acceptor 1

OpenEye_HB_Donors 4

OpenEye_HB_Acceptors 1

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 6

Lipinski_Violations 0

XLogP3 0

XLogP 4.89

logP 5.7398

PSA 69.54

MR 144.631

ABS 0.55

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol 159.23515

PM7_Total_Energy_ev -5568.98184

PM7_Electronic_Energy_ev -50715.3882

PM7_Dipole_Debye 12.10474

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.823

PM7_LUMO_Energy_ev -3.579

PM7_COSMO_Area_square_ang 498.85

PM7_COSMO_Volue_cubic_ang 585.88

PM7_Electron_Affinity_ev 3.579

PM7_Ionization_Energy_ev 9.823

PM7_Energy_Gap_ev 6.244

PM7_Global_Hardness_ev 3.122

PM7_Global_Softness_ev 0.3203074951953876

PM7_Chemical_Potential_ev -6.701

PM7_Electronigativity_ev 6.701

PM7_Back_Donation_Energy_ev -0.7805

PM7_Electrophilicity_ev 7.191447950032031

OPENEYE_Name 3-[(4-fluorophenyl)methyl]-~{N}2-[1-[2-(4-methoxyphenyl)ethyl]piperidin-1-ium-4-yl]benzimidazole-2,4-diamine

SMILES c1cc2c(c(c1)N)n(c(n2)NC3CC[NH+](CC3)CCc4ccc(cc4)OC)Cc5ccc(cc5)F

Canonical_SMILES COc1ccc(cc1)CC[N@@H+]1CC[C@H](CC1)Nc1nc2c(n1Cc1ccc(cc1)F)c(N)ccc2

InChI 1/C28H32FN5O/c1-35-24-11-7-20(8-12-24)13-16-33-17-14-23(15-18-33)31-28-32-26-4-2-3-25(30)27(26)34(28)19-21-5-9-22(29)10-6-21/h2-12,23H,13-19,30H2,1H3,(H,31,32)/p+1/fC28H33FN5O/h31,33H/q+1

InChI_3D 1S/C28H32FN5O/c1-35-24-11-7-20(8-12-24)13-16-33-17-14-23(15-18-33)31-28-32-26-4-2-3-25(30)27(26)34(28)19-21-5-9-22(29)10-6-21/h2-12,23H,13-19,30H2,1H3,(H,31,32)/p+1

AuxInfo 1/1/N:25,1,7,6,4,5,2,3,10,11,8,9,26,20,21,28,22,23,27,12,13,18,24,17,16,14,15,19,35,32,33,29,31,30,34/E:(5,6)(7,8)(9,10)(11,12)(14,15)(17,18)/F:m/E:m/rA:68nCCCCCCCCCCCCCCCCCCCCCCCCCCCCNNN+NNOFHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;;;;d1;s1;d2;s3;d4;s5;s2d3;s4d5;s6;d14;d7s15;s8d9;s10d11;;;;s20;s21;s20s21;;s12;s13;s26;s14d19;s15s19s27;s22s23s28;s16;s19s24;s17s25;s18;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s11;s20;s20;s21;s21;s22;s22;s23;s23;s24;s25;s25;s25;s26;s26;s27;s27;s28;s28;s32;s32;s33;s31;/rC:;8.4101,-5.8187,0;9.9151,-4.9555,0;2.6406,3.9601,0;4.2907,3.4239,0;.868,-.4979,0;0,1.0058,0;8.9102,-6.6906,0;10.4152,-5.8275,0;2.9513,4.9161,0;4.6013,4.3799,0;8.9151,-4.9555,0;3.3119,3.2189,0;1.736,-.0013,0;1.736,1.0058,0;.868,1.5137,0;9.9153,-6.6995,0;3.9332,5.1309,0;3.2858,.5022,0;5.3308,-1.9987,0;5.9257,-.3689,0;6.2751,-2.3434,0;6.8699,-.7136,0;5.1609,-1.0132,0;9.9103,-8.4315,0;8.4176,-4.0881,0;3.0028,2.2678,0;7.9201,-3.2206,0;2.6938,-.3126,0;2.6938,1.3168,0;7.0494,-1.7025,0;.868,2.5137,0;4.2858,.5023,0;10.4128,-7.5669,0;4.2423,6.0819,0;-.4327,-.2506,0;7.9101,-5.8165,0;10.1657,-4.5228,0;2.1517,3.8555,0;4.6247,3.0519,0;.8677,-.9979,0;-.4337,1.2545,0;8.6576,-7.1222,0;10.9152,-5.8274,0;2.6156,5.2867,0;5.0907,4.4824,0;4.8308,-1.9973,0;5.243,-2.491,0;6.1756,.0641,0;5.5423,-.0479,0;6.0238,-2.7757,0;6.6565,-2.6666,0;7.3699,-.712,0;6.9562,-.2211,0;4.6907,-1.1834,0;9.478,-8.1803,0;10.3426,-8.6828,0;9.659,-8.8638,0;8.8513,-3.8393,0;7.9838,-4.3368,0;3.4784,2.1133,0;2.5273,2.4224,0;8.3538,-2.9718,0;7.4863,-3.4694,0;.435,2.7637,0;1.301,2.7637,0;4.5358,.9353,0;7.5191,-1.531,0;

Duplicates CHEMBL5186608_p7

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005186500-0005186749/CHEMBL5186608_p7.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005186500-0005186749/CHEMBL5186608_p7.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005186500-0005186749/CHEMBL5186608_p7.sdf

Formula	C₂₈H₃₃FN₅O
MW	474.6
InChIKey	DSIJZAPSJAYKBZ-WIHHIPQNNA-O
Entry_Date	2023-09-01
Net_Charge	1
Number_Atoms	68
Number_Heavy_Atoms	35
Number_Rings	5
Number_Bonds	72
Rotat_Bonds	8
Unbranched_Chain	2
Chiral_Centers	0
ONatoms	6
HB_Donor	3
HB_Acceptor	1
OpenEye_HB_Donors	4
OpenEye_HB_Acceptors	1
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	6
Lipinski_Violations	0
XLogP3	0
XLogP	4.89
logP	5.7398
PSA	69.54
MR	144.631
ABS	0.55
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	159.23515
PM7_Total_Energy_ev	-5568.98184
PM7_Electronic_Energy_ev	-50715.3882
PM7_Dipole_Debye	12.10474
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.823
PM7_LUMO_Energy_ev	-3.579
PM7_COSMO_Area_square_ang	498.85
PM7_COSMO_Volue_cubic_ang	585.88
PM7_Electron_Affinity_ev	3.579
PM7_Ionization_Energy_ev	9.823
PM7_Energy_Gap_ev	6.244
PM7_Global_Hardness_ev	3.122
PM7_Global_Softness_ev	0.3203074951953876
PM7_Chemical_Potential_ev	-6.701
PM7_Electronigativity_ev	6.701
PM7_Back_Donation_Energy_ev	-0.7805
PM7_Electrophilicity_ev	7.191447950032031
OPENEYE_Name	3-[(4-fluorophenyl)methyl]-~{N}2-[1-[2-(4-methoxyphenyl)ethyl]piperidin-1-ium-4-yl]benzimidazole-2,4-diamine
SMILES	c1cc2c(c(c1)N)n(c(n2)NC3CC[NH+](CC3)CCc4ccc(cc4)OC)Cc5ccc(cc5)F
Canonical_SMILES	COc1ccc(cc1)CC[N@@H+]1CC[C@H](CC1)Nc1nc2c(n1Cc1ccc(cc1)F)c(N)ccc2
InChI	1/C28H32FN5O/c1-35-24-11-7-20(8-12-24)13-16-33-17-14-23(15-18-33)31-28-32-26-4-2-3-25(30)27(26)34(28)19-21-5-9-22(29)10-6-21/h2-12,23H,13-19,30H2,1H3,(H,31,32)/p+1/fC28H33FN5O/h31,33H/q+1
InChI_3D	1S/C28H32FN5O/c1-35-24-11-7-20(8-12-24)13-16-33-17-14-23(15-18-33)31-28-32-26-4-2-3-25(30)27(26)34(28)19-21-5-9-22(29)10-6-21/h2-12,23H,13-19,30H2,1H3,(H,31,32)/p+1
AuxInfo	1/1/N:25,1,7,6,4,5,2,3,10,11,8,9,26,20,21,28,22,23,27,12,13,18,24,17,16,14,15,19,35,32,33,29,31,30,34/E:(5,6)(7,8)(9,10)(11,12)(14,15)(17,18)/F:m/E:m/rA:68nCCCCCCCCCCCCCCCCCCCCCCCCCCCCNNN+NNOFHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;;;;d1;s1;d2;s3;d4;s5;s2d3;s4d5;s6;d14;d7s15;s8d9;s10d11;;;;s20;s21;s20s21;;s12;s13;s26;s14d19;s15s19s27;s22s23s28;s16;s19s24;s17s25;s18;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s11;s20;s20;s21;s21;s22;s22;s23;s23;s24;s25;s25;s25;s26;s26;s27;s27;s28;s28;s32;s32;s33;s31;/rC:;8.4101,-5.8187,0;9.9151,-4.9555,0;2.6406,3.9601,0;4.2907,3.4239,0;.868,-.4979,0;0,1.0058,0;8.9102,-6.6906,0;10.4152,-5.8275,0;2.9513,4.9161,0;4.6013,4.3799,0;8.9151,-4.9555,0;3.3119,3.2189,0;1.736,-.0013,0;1.736,1.0058,0;.868,1.5137,0;9.9153,-6.6995,0;3.9332,5.1309,0;3.2858,.5022,0;5.3308,-1.9987,0;5.9257,-.3689,0;6.2751,-2.3434,0;6.8699,-.7136,0;5.1609,-1.0132,0;9.9103,-8.4315,0;8.4176,-4.0881,0;3.0028,2.2678,0;7.9201,-3.2206,0;2.6938,-.3126,0;2.6938,1.3168,0;7.0494,-1.7025,0;.868,2.5137,0;4.2858,.5023,0;10.4128,-7.5669,0;4.2423,6.0819,0;-.4327,-.2506,0;7.9101,-5.8165,0;10.1657,-4.5228,0;2.1517,3.8555,0;4.6247,3.0519,0;.8677,-.9979,0;-.4337,1.2545,0;8.6576,-7.1222,0;10.9152,-5.8274,0;2.6156,5.2867,0;5.0907,4.4824,0;4.8308,-1.9973,0;5.243,-2.491,0;6.1756,.0641,0;5.5423,-.0479,0;6.0238,-2.7757,0;6.6565,-2.6666,0;7.3699,-.712,0;6.9562,-.2211,0;4.6907,-1.1834,0;9.478,-8.1803,0;10.3426,-8.6828,0;9.659,-8.8638,0;8.8513,-3.8393,0;7.9838,-4.3368,0;3.4784,2.1133,0;2.5273,2.4224,0;8.3538,-2.9718,0;7.4863,-3.4694,0;.435,2.7637,0;1.301,2.7637,0;4.5358,.9353,0;7.5191,-1.531,0;
Duplicates	CHEMBL5186608_p7
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005186500-0005186749/CHEMBL5186608_p7.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005186500-0005186749/CHEMBL5186608_p7.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005186500-0005186749/CHEMBL5186608_p7.sdf