CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5187721_p0_t0 (2529651)

Formula C₂₀H₂₁ClFN₃O

MW 373.86

InChIKey DGIHILWHEUNSHI-MPIMZMORNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 47

Number_Heavy_Atoms 26

Number_Rings 4

Number_Bonds 50

Rotat_Bonds 5

Unbranched_Chain 2

Chiral_Centers 0

ONatoms 4

HB_Donor 1

HB_Acceptor 1

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 4

Lipinski_Violations 0

XLogP3 0

XLogP 4.23

logP 4.4745

PSA 41.15

MR 105.139

ABS 0.55

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -11.31972

PM7_Total_Energy_ev -4325.27949

PM7_Electronic_Energy_ev -31784.04376

PM7_Dipole_Debye 7.94913

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.893

PM7_LUMO_Energy_ev -0.507

PM7_COSMO_Area_square_ang 390.06

PM7_COSMO_Volue_cubic_ang 434.31

PM7_Electron_Affinity_ev 0.507

PM7_Ionization_Energy_ev 8.893

PM7_Energy_Gap_ev 8.386

PM7_Global_Hardness_ev 4.193

PM7_Global_Softness_ev 0.23849272597185786

PM7_Chemical_Potential_ev -4.7

PM7_Electronigativity_ev 4.7

PM7_Back_Donation_Energy_ev -1.04825

PM7_Electrophilicity_ev 2.63415215835917

OPENEYE_Name 5-[[4-[(4-chloro-3-fluoro-phenyl)methoxy]-1-piperidyl]methyl]-1~{H}-benzimidazole

SMILES c1cc2c(cc1CN3CCC(CC3)OCc4ccc(c(c4)F)Cl)nc[nH]2

Canonical_SMILES Fc1cc(COC2CCN(CC2)Cc2ccc3c(c2)nc[nH]3)ccc1Cl

InChI 1/C20H21ClFN3O/c21-17-3-1-15(9-18(17)22)12-26-16-5-7-25(8-6-16)11-14-2-4-19-20(10-14)24-13-23-19/h1-4,9-10,13,16H,5-8,11-12H2,(H,23,24)/f/h23H

InChI_3D 1S/C20H21ClFN3O/c21-17-3-1-15(9-18(17)22)12-26-16-5-7-25(8-6-16)11-14-2-4-19-20(10-14)24-13-23-19/h1-4,9-10,13,16H,5-8,11-12H2,(H,23,24)

AuxInfo 1/1/N:2,1,4,3,14,15,16,17,6,5,19,20,7,8,9,18,13,12,11,10,26,25,22,21,23,24/E:(5,6)(7,8)/F:m/E:m/rA:47nCCCCCCCCCCCCCCCCCCCCNNNOFClHHHHHHHHHHHHHHHHHHHHH/rB:;d1;d2;;;;s1d5;s2d6;s5;s3d10;s6;s4d12;;;s14;s15;s14s15;s8;s9;d7s10;s7s11;s16s17s19;s18s20;s12;s13;s1;s2;s3;s4;s5;s6;s7;s14;s14;s15;s15;s16;s16;s17;s17;s18;s19;s19;s20;s20;s22;/rC:;-4.106,-7.3042,0;.868,.5079,0;-4.4494,-8.2489,0;.868,-1.5037,0;-5.7366,-6.7115,0;3.2858,-.5036,0;0,-1.0058,0;-4.7513,-6.5403,0;1.736,-1.0071,0;1.736,0,0;-6.08,-7.6562,0;-5.4381,-8.4297,0;-3.4746,-2.0158,0;-2.605,-3.5172,0;-2.6048,-1.512,0;-1.7352,-3.0134,0;-3.4703,-3.0159,0;-.8653,-1.507,0;-4.4097,-5.6004,0;2.6938,-1.3184,0;2.6938,.311,0;-1.7306,-2.0082,0;-4.0681,-4.6606,0;-7.0652,-7.8274,0;-5.7797,-9.3696,0;-.4337,.2487,0;-3.6137,-7.2164,0;.868,1.0079,0;-4.1267,-8.6308,0;.8677,-2.0037,0;-6.0576,-6.3281,0;3.7858,-.5036,0;-3.9667,-2.1043,0;-3.6467,-1.5464,0;-2.2834,-3.9001,0;-2.9266,-3.9,0;-2.9275,-1.1301,0;-2.2854,-1.1273,0;-1.2425,-2.9278,0;-1.5644,-3.4833,0;-3.9629,-2.9302,0;-.6147,-1.9397,0;-1.1159,-1.0744,0;-4.8796,-5.4296,0;-3.9398,-5.7712,0;2.8483,.7865,0;

Duplicates CHEMBL5187721_p0_t0

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005187500-0005187749/CHEMBL5187721_p0_t0.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005187500-0005187749/CHEMBL5187721_p0_t0.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005187500-0005187749/CHEMBL5187721_p0_t0.sdf

Formula	C₂₀H₂₁ClFN₃O
MW	373.86
InChIKey	DGIHILWHEUNSHI-MPIMZMORNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	47
Number_Heavy_Atoms	26
Number_Rings	4
Number_Bonds	50
Rotat_Bonds	5
Unbranched_Chain	2
Chiral_Centers	0
ONatoms	4
HB_Donor	1
HB_Acceptor	1
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	4
Lipinski_Violations	0
XLogP3	0
XLogP	4.23
logP	4.4745
PSA	41.15
MR	105.139
ABS	0.55
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-11.31972
PM7_Total_Energy_ev	-4325.27949
PM7_Electronic_Energy_ev	-31784.04376
PM7_Dipole_Debye	7.94913
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.893
PM7_LUMO_Energy_ev	-0.507
PM7_COSMO_Area_square_ang	390.06
PM7_COSMO_Volue_cubic_ang	434.31
PM7_Electron_Affinity_ev	0.507
PM7_Ionization_Energy_ev	8.893
PM7_Energy_Gap_ev	8.386
PM7_Global_Hardness_ev	4.193
PM7_Global_Softness_ev	0.23849272597185786
PM7_Chemical_Potential_ev	-4.7
PM7_Electronigativity_ev	4.7
PM7_Back_Donation_Energy_ev	-1.04825
PM7_Electrophilicity_ev	2.63415215835917
OPENEYE_Name	5-[[4-[(4-chloro-3-fluoro-phenyl)methoxy]-1-piperidyl]methyl]-1~{H}-benzimidazole
SMILES	c1cc2c(cc1CN3CCC(CC3)OCc4ccc(c(c4)F)Cl)nc[nH]2
Canonical_SMILES	Fc1cc(COC2CCN(CC2)Cc2ccc3c(c2)nc[nH]3)ccc1Cl
InChI	1/C20H21ClFN3O/c21-17-3-1-15(9-18(17)22)12-26-16-5-7-25(8-6-16)11-14-2-4-19-20(10-14)24-13-23-19/h1-4,9-10,13,16H,5-8,11-12H2,(H,23,24)/f/h23H
InChI_3D	1S/C20H21ClFN3O/c21-17-3-1-15(9-18(17)22)12-26-16-5-7-25(8-6-16)11-14-2-4-19-20(10-14)24-13-23-19/h1-4,9-10,13,16H,5-8,11-12H2,(H,23,24)
AuxInfo	1/1/N:2,1,4,3,14,15,16,17,6,5,19,20,7,8,9,18,13,12,11,10,26,25,22,21,23,24/E:(5,6)(7,8)/F:m/E:m/rA:47nCCCCCCCCCCCCCCCCCCCCNNNOFClHHHHHHHHHHHHHHHHHHHHH/rB:;d1;d2;;;;s1d5;s2d6;s5;s3d10;s6;s4d12;;;s14;s15;s14s15;s8;s9;d7s10;s7s11;s16s17s19;s18s20;s12;s13;s1;s2;s3;s4;s5;s6;s7;s14;s14;s15;s15;s16;s16;s17;s17;s18;s19;s19;s20;s20;s22;/rC:;-4.106,-7.3042,0;.868,.5079,0;-4.4494,-8.2489,0;.868,-1.5037,0;-5.7366,-6.7115,0;3.2858,-.5036,0;0,-1.0058,0;-4.7513,-6.5403,0;1.736,-1.0071,0;1.736,0,0;-6.08,-7.6562,0;-5.4381,-8.4297,0;-3.4746,-2.0158,0;-2.605,-3.5172,0;-2.6048,-1.512,0;-1.7352,-3.0134,0;-3.4703,-3.0159,0;-.8653,-1.507,0;-4.4097,-5.6004,0;2.6938,-1.3184,0;2.6938,.311,0;-1.7306,-2.0082,0;-4.0681,-4.6606,0;-7.0652,-7.8274,0;-5.7797,-9.3696,0;-.4337,.2487,0;-3.6137,-7.2164,0;.868,1.0079,0;-4.1267,-8.6308,0;.8677,-2.0037,0;-6.0576,-6.3281,0;3.7858,-.5036,0;-3.9667,-2.1043,0;-3.6467,-1.5464,0;-2.2834,-3.9001,0;-2.9266,-3.9,0;-2.9275,-1.1301,0;-2.2854,-1.1273,0;-1.2425,-2.9278,0;-1.5644,-3.4833,0;-3.9629,-2.9302,0;-.6147,-1.9397,0;-1.1159,-1.0744,0;-4.8796,-5.4296,0;-3.9398,-5.7712,0;2.8483,.7865,0;
Duplicates	CHEMBL5187721_p0_t0
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005187500-0005187749/CHEMBL5187721_p0_t0.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005187500-0005187749/CHEMBL5187721_p0_t0.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005187500-0005187749/CHEMBL5187721_p0_t0.sdf