CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5195840_s0 (2538575)

Formula C₂₂H₂₂FN₃O

MW 363.44

InChIKey XKOQNHDVTYEGNL-UHFFFAOYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 49

Number_Heavy_Atoms 27

Number_Rings 4

Number_Bonds 52

Rotat_Bonds 4

Unbranched_Chain 4

Chiral_Centers 1

ONatoms 4

HB_Donor 2

HB_Acceptor 0

OpenEye_HB_Donors 4

OpenEye_HB_Acceptors 0

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 4

Lipinski_Violations 0

XLogP3 0

XLogP 3.69

logP 5.6329

PSA 64.51

MR 111.711

ABS 0.55

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -6.39897

PM7_Total_Energy_ev -4317.92676

PM7_Electronic_Energy_ev -34575.46769

PM7_Dipole_Debye 2.25766

PM7_Point_Group C1

PM7_HOMO_Energy_ev -7.328

PM7_LUMO_Energy_ev 0.155

PM7_COSMO_Area_square_ang 379.16

PM7_COSMO_Volue_cubic_ang 434.59

PM7_Electron_Affinity_ev -0.155

PM7_Ionization_Energy_ev 7.328

PM7_Energy_Gap_ev 7.483

PM7_Global_Hardness_ev 3.7415

PM7_Global_Softness_ev 0.26727248429774153

PM7_Chemical_Potential_ev -3.5865

PM7_Electronigativity_ev 3.5865

PM7_Back_Donation_Energy_ev -0.935375

PM7_Electrophilicity_ev 1.7189606107176265

OPENEYE_Name (6~{R})-6-[4-(2-fluoroethoxy)phenyl]-5-methyl-6~{H}-phenanthridine-3,8-diamine

SMILES c1cc(cc2c1-c3ccc(cc3N(C2c4ccc(cc4)OCCF)C)N)N

Canonical_SMILES FCCOc1ccc(cc1)[C@H]1N(C)c2cc(N)ccc2c2c1cc(N)cc2

InChI 1/C22H22FN3O/c1-26-21-13-16(25)5-9-19(21)18-8-4-15(24)12-20(18)22(26)14-2-6-17(7-3-14)27-11-10-23/h2-9,12-13,22H,10-11,24-25H2,1H3

InChI_3D 1S/C22H22FN3O/c1-26-21-13-16(25)5-9-19(21)18-8-4-15(24)12-20(18)22(26)14-2-6-17(7-3-14)27-11-10-23/h2-9,12-13,22H,10-11,24-25H2,1H3/t22-/m1/s1

AuxInfo 1/0/N:20,3,4,5,6,7,8,1,2,22,21,9,10,13,16,17,18,11,12,14,15,19,27,24,25,23,26/E:(2,3)(6,7)/rA:49cCCCCCCCCCCCCCCCCCCCCCCNNNOFHHHHHHHHHHHHHHHHHHHHHH/rB:;;;d1;d2;d3;s4;;;s1;s2s11;s3d4;s9d11;s10d12;s5d9;s6d10;s7d8;s13s14;;;s21;s15s19s20;s16;s17;s18s21;s22;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s19;s20;s20;s20;s21;s21;s22;s22;s24;s24;s25;s25;/rC:-1.5202,-.8698,0;-3.5356,-.8539,0;-.1889,3.3343,0;.3958,1.7008,0;-.5086,-.8754,0;-4.5433,-.8462,0;.7575,3.6731,0;1.3422,2.0396,0;-.5031,.8809,0;-4.5316,.8935,0;-2.0212,.0035,0;-3.0336,.0142,0;-.365,2.3499,0;-1.5126,.8788,0;-3.5316,.888,0;;-5.0414,.0275,0;1.5278,3.0274,0;-2.0126,1.7601,0;-3.5183,2.6286,0;2.6482,4.3483,0;2.8271,5.3322,0;-3.0211,1.761,0;1,-.0037,0;-6.0414,.0345,0;2.4693,3.3644,0;3.006,6.316,0;-1.772,-1.3018,0;-3.2874,-1.288,0;-.5707,3.6572,0;.3056,1.209,0;-.2604,-1.3094,0;-4.7961,-1.2776,0;.8454,4.1653,0;1.7225,1.715,0;-.2525,1.3136,0;-4.7786,1.3282,0;-2.0979,2.2528,0;-3.9521,2.38,0;-3.0845,2.8772,0;-3.7669,3.0624,0;3.1401,4.2588,0;2.1563,4.4377,0;3.319,5.2427,0;2.3352,5.4216,0;1.2516,.4284,0;1.2484,-.4376,0;-6.2944,-.3968,0;-6.2884,.4692,0;

Duplicates CHEMBL5195840_s0;CHEMBL5222354_s0

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005195750-0005195999/CHEMBL5195840_s0.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005195750-0005195999/CHEMBL5195840_s0.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005195750-0005195999/CHEMBL5195840_s0.sdf

Formula	C₂₂H₂₂FN₃O
MW	363.44
InChIKey	XKOQNHDVTYEGNL-UHFFFAOYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	49
Number_Heavy_Atoms	27
Number_Rings	4
Number_Bonds	52
Rotat_Bonds	4
Unbranched_Chain	4
Chiral_Centers	1
ONatoms	4
HB_Donor	2
HB_Acceptor	0
OpenEye_HB_Donors	4
OpenEye_HB_Acceptors	0
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	4
Lipinski_Violations	0
XLogP3	0
XLogP	3.69
logP	5.6329
PSA	64.51
MR	111.711
ABS	0.55
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-6.39897
PM7_Total_Energy_ev	-4317.92676
PM7_Electronic_Energy_ev	-34575.46769
PM7_Dipole_Debye	2.25766
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-7.328
PM7_LUMO_Energy_ev	0.155
PM7_COSMO_Area_square_ang	379.16
PM7_COSMO_Volue_cubic_ang	434.59
PM7_Electron_Affinity_ev	-0.155
PM7_Ionization_Energy_ev	7.328
PM7_Energy_Gap_ev	7.483
PM7_Global_Hardness_ev	3.7415
PM7_Global_Softness_ev	0.26727248429774153
PM7_Chemical_Potential_ev	-3.5865
PM7_Electronigativity_ev	3.5865
PM7_Back_Donation_Energy_ev	-0.935375
PM7_Electrophilicity_ev	1.7189606107176265
OPENEYE_Name	(6~{R})-6-[4-(2-fluoroethoxy)phenyl]-5-methyl-6~{H}-phenanthridine-3,8-diamine
SMILES	c1cc(cc2c1-c3ccc(cc3N(C2c4ccc(cc4)OCCF)C)N)N
Canonical_SMILES	FCCOc1ccc(cc1)[C@H]1N(C)c2cc(N)ccc2c2c1cc(N)cc2
InChI	1/C22H22FN3O/c1-26-21-13-16(25)5-9-19(21)18-8-4-15(24)12-20(18)22(26)14-2-6-17(7-3-14)27-11-10-23/h2-9,12-13,22H,10-11,24-25H2,1H3
InChI_3D	1S/C22H22FN3O/c1-26-21-13-16(25)5-9-19(21)18-8-4-15(24)12-20(18)22(26)14-2-6-17(7-3-14)27-11-10-23/h2-9,12-13,22H,10-11,24-25H2,1H3/t22-/m1/s1
AuxInfo	1/0/N:20,3,4,5,6,7,8,1,2,22,21,9,10,13,16,17,18,11,12,14,15,19,27,24,25,23,26/E:(2,3)(6,7)/rA:49cCCCCCCCCCCCCCCCCCCCCCCNNNOFHHHHHHHHHHHHHHHHHHHHHH/rB:;;;d1;d2;d3;s4;;;s1;s2s11;s3d4;s9d11;s10d12;s5d9;s6d10;s7d8;s13s14;;;s21;s15s19s20;s16;s17;s18s21;s22;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s19;s20;s20;s20;s21;s21;s22;s22;s24;s24;s25;s25;/rC:-1.5202,-.8698,0;-3.5356,-.8539,0;-.1889,3.3343,0;.3958,1.7008,0;-.5086,-.8754,0;-4.5433,-.8462,0;.7575,3.6731,0;1.3422,2.0396,0;-.5031,.8809,0;-4.5316,.8935,0;-2.0212,.0035,0;-3.0336,.0142,0;-.365,2.3499,0;-1.5126,.8788,0;-3.5316,.888,0;;-5.0414,.0275,0;1.5278,3.0274,0;-2.0126,1.7601,0;-3.5183,2.6286,0;2.6482,4.3483,0;2.8271,5.3322,0;-3.0211,1.761,0;1,-.0037,0;-6.0414,.0345,0;2.4693,3.3644,0;3.006,6.316,0;-1.772,-1.3018,0;-3.2874,-1.288,0;-.5707,3.6572,0;.3056,1.209,0;-.2604,-1.3094,0;-4.7961,-1.2776,0;.8454,4.1653,0;1.7225,1.715,0;-.2525,1.3136,0;-4.7786,1.3282,0;-2.0979,2.2528,0;-3.9521,2.38,0;-3.0845,2.8772,0;-3.7669,3.0624,0;3.1401,4.2588,0;2.1563,4.4377,0;3.319,5.2427,0;2.3352,5.4216,0;1.2516,.4284,0;1.2484,-.4376,0;-6.2944,-.3968,0;-6.2884,.4692,0;
Duplicates	CHEMBL5195840_s0;CHEMBL5222354_s0
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005195750-0005195999/CHEMBL5195840_s0.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005195750-0005195999/CHEMBL5195840_s0.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005195750-0005195999/CHEMBL5195840_s0.sdf