CompChem-Database: compound details

CompChem-Database: details for selected entry

DB16690_t1 (13076)

Formula C₂₀H₁₉F₂N₃O₃

MW 387.39

InChIKey CLIQCDHNPDMGSL-MPIMZMORNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 47

Number_Heavy_Atoms 28

Number_Rings 4

Number_Bonds 50

Rotat_Bonds 4

Unbranched_Chain 1

Chiral_Centers 1

ONatoms 6

HB_Donor 1

HB_Acceptor 2

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 2

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 6

Lipinski_Violations 0

XLogP3 0

XLogP 3.11

logP 3.7539

PSA 67.45

MR 99.0372

ABS 0.55

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -137.35619

PM7_Total_Energy_ev -5087.95093

PM7_Electronic_Energy_ev -40306.54692

PM7_Dipole_Debye 5.0365

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.919

PM7_LUMO_Energy_ev -0.588

PM7_COSMO_Area_square_ang 362.79

PM7_COSMO_Volue_cubic_ang 440.9

PM7_Electron_Affinity_ev 0.588

PM7_Ionization_Energy_ev 8.919

PM7_Energy_Gap_ev 8.331

PM7_Global_Hardness_ev 4.1655

PM7_Global_Softness_ev 0.24006721882126997

PM7_Chemical_Potential_ev -4.7535

PM7_Electronigativity_ev 4.7535

PM7_Back_Donation_Energy_ev -1.041375

PM7_Electrophilicity_ev 2.7122509002520707

OPENEYE_Name 7-[(4~{S})-5,7-difluorochroman-4-yl]oxy-~{N},~{N},2-trimethyl-3~{H}-benzimidazole-5-carboxamide

SMILES c1c(cc(c2c1[nH]c(n2)C)OC3c4c(cc(cc4F)F)OCC3)C(=O)N(C)C

Canonical_SMILES Fc1cc(F)c2c(c1)OCC[C@@H]2Oc1cc(cc2c1nc([nH]2)C)C(=O)N(C)C

InChI 1/C20H19F2N3O3/c1-10-23-14-6-11(20(26)25(2)3)7-17(19(14)24-10)28-15-4-5-27-16-9-12(21)8-13(22)18(15)16/h6-9,15H,4-5H2,1-3H3,(H,23,24)/f/h23H

InChI_3D 1S/C20H19F2N3O3/c1-10-23-14-6-11(20(26)25(2)3)7-17(19(14)24-10)28-15-4-5-27-16-9-12(21)8-13(22)18(15)16/h6-9,15H,4-5H2,1-3H3,(H,23,24)/t15-/m0/s1

AuxInfo 1/1/N:18,19,20,15,16,1,2,4,3,13,5,11,12,7,17,9,10,6,8,14,27,28,21,22,23,24,25,26/E:(2,3)/F:m/E:m/rA:47cCCCCCCCCCCCCCCCCCCCCNNNOOOFFHHHHHHHHHHHHHHHHHHH/rB:;;;d1s2;;s1;d7;d3s6;d2s8;s3d4;s4d6;;s5;;s15;s6s15;s13;;;s7s13;s8d13;s14s19s20;d14;s9s16;s10s17;s11;s12;s1;s2;s3;s4;s15;s15;s16;s16;s17;s18;s18;s18;s19;s19;s19;s20;s20;s20;s21;/rC:.868,1.5137,0;;4.7057,-3.6698,0;4.9991,-1.9496,0;0,1.0058,0;3.369,-2.5465,0;1.736,1.0058,0;1.736,-.0013,0;3.7145,-3.4923,0;.868,-.4979,0;5.3456,-2.8937,0;4.0128,-1.7813,0;3.2858,.5022,0;-.8675,1.5033,0;1.7346,-3.1437,0;2.0802,-4.0895,0;2.3825,-2.3738,0;4.2858,.5023,0;-1.7291,.0008,0;-2.5995,1.4982,0;2.6938,1.3168,0;2.6938,-.3126,0;-1.732,1.0008,0;-.8704,2.5033,0;3.0739,-4.2655,0;.8674,-1.4979,0;6.3313,-3.0619,0;3.6688,-.8423,0;.868,2.0137,0;-.4327,-.2506,0;4.8781,-4.1391,0;5.319,-1.5653,0;1.3016,-3.3939,0;1.4134,-2.7605,0;2.0802,-4.5895,0;1.5879,-4.1766,0;2.5534,-1.9039,0;4.2858,1.0023,0;4.2858,.0023,0;4.7858,.5023,0;-1.2291,.0022,0;-1.7277,-.4992,0;-2.2291,-.0007,0;-2.8483,1.0645,0;-2.3508,1.932,0;-3.0333,1.747,0;2.8483,1.7923,0;

Duplicates DB16690_t1

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016500-0000016749/DB16690_t1.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016500-0000016749/DB16690_t1.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016500-0000016749/DB16690_t1.sdf

Formula	C₂₀H₁₉F₂N₃O₃
MW	387.39
InChIKey	CLIQCDHNPDMGSL-MPIMZMORNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	47
Number_Heavy_Atoms	28
Number_Rings	4
Number_Bonds	50
Rotat_Bonds	4
Unbranched_Chain	1
Chiral_Centers	1
ONatoms	6
HB_Donor	1
HB_Acceptor	2
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	2
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	6
Lipinski_Violations	0
XLogP3	0
XLogP	3.11
logP	3.7539
PSA	67.45
MR	99.0372
ABS	0.55
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-137.35619
PM7_Total_Energy_ev	-5087.95093
PM7_Electronic_Energy_ev	-40306.54692
PM7_Dipole_Debye	5.0365
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.919
PM7_LUMO_Energy_ev	-0.588
PM7_COSMO_Area_square_ang	362.79
PM7_COSMO_Volue_cubic_ang	440.9
PM7_Electron_Affinity_ev	0.588
PM7_Ionization_Energy_ev	8.919
PM7_Energy_Gap_ev	8.331
PM7_Global_Hardness_ev	4.1655
PM7_Global_Softness_ev	0.24006721882126997
PM7_Chemical_Potential_ev	-4.7535
PM7_Electronigativity_ev	4.7535
PM7_Back_Donation_Energy_ev	-1.041375
PM7_Electrophilicity_ev	2.7122509002520707
OPENEYE_Name	7-[(4~{S})-5,7-difluorochroman-4-yl]oxy-~{N},~{N},2-trimethyl-3~{H}-benzimidazole-5-carboxamide
SMILES	c1c(cc(c2c1[nH]c(n2)C)OC3c4c(cc(cc4F)F)OCC3)C(=O)N(C)C
Canonical_SMILES	Fc1cc(F)c2c(c1)OCC[C@@H]2Oc1cc(cc2c1nc([nH]2)C)C(=O)N(C)C
InChI	1/C20H19F2N3O3/c1-10-23-14-6-11(20(26)25(2)3)7-17(19(14)24-10)28-15-4-5-27-16-9-12(21)8-13(22)18(15)16/h6-9,15H,4-5H2,1-3H3,(H,23,24)/f/h23H
InChI_3D	1S/C20H19F2N3O3/c1-10-23-14-6-11(20(26)25(2)3)7-17(19(14)24-10)28-15-4-5-27-16-9-12(21)8-13(22)18(15)16/h6-9,15H,4-5H2,1-3H3,(H,23,24)/t15-/m0/s1
AuxInfo	1/1/N:18,19,20,15,16,1,2,4,3,13,5,11,12,7,17,9,10,6,8,14,27,28,21,22,23,24,25,26/E:(2,3)/F:m/E:m/rA:47cCCCCCCCCCCCCCCCCCCCCNNNOOOFFHHHHHHHHHHHHHHHHHHH/rB:;;;d1s2;;s1;d7;d3s6;d2s8;s3d4;s4d6;;s5;;s15;s6s15;s13;;;s7s13;s8d13;s14s19s20;d14;s9s16;s10s17;s11;s12;s1;s2;s3;s4;s15;s15;s16;s16;s17;s18;s18;s18;s19;s19;s19;s20;s20;s20;s21;/rC:.868,1.5137,0;;4.7057,-3.6698,0;4.9991,-1.9496,0;0,1.0058,0;3.369,-2.5465,0;1.736,1.0058,0;1.736,-.0013,0;3.7145,-3.4923,0;.868,-.4979,0;5.3456,-2.8937,0;4.0128,-1.7813,0;3.2858,.5022,0;-.8675,1.5033,0;1.7346,-3.1437,0;2.0802,-4.0895,0;2.3825,-2.3738,0;4.2858,.5023,0;-1.7291,.0008,0;-2.5995,1.4982,0;2.6938,1.3168,0;2.6938,-.3126,0;-1.732,1.0008,0;-.8704,2.5033,0;3.0739,-4.2655,0;.8674,-1.4979,0;6.3313,-3.0619,0;3.6688,-.8423,0;.868,2.0137,0;-.4327,-.2506,0;4.8781,-4.1391,0;5.319,-1.5653,0;1.3016,-3.3939,0;1.4134,-2.7605,0;2.0802,-4.5895,0;1.5879,-4.1766,0;2.5534,-1.9039,0;4.2858,1.0023,0;4.2858,.0023,0;4.7858,.5023,0;-1.2291,.0022,0;-1.7277,-.4992,0;-2.2291,-.0007,0;-2.8483,1.0645,0;-2.3508,1.932,0;-3.0333,1.747,0;2.8483,1.7923,0;
Duplicates	DB16690_t1
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016500-0000016749/DB16690_t1.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016500-0000016749/DB16690_t1.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016500-0000016749/DB16690_t1.sdf