CompChem-Database: compound details

CompChem-Database: details for selected entry

DB16690_t0 (13075)

Formula C₂₀H₁₉F₂N₃O₃

MW 387.39

InChIKey CLIQCDHNPDMGSL-LQFNOIFHNA-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 -139.1261

PM7_Total_Energy_ev -5088.1154

PM7_Electronic_Energy_ev -39009.94767

PM7_Dipole_Debye 2.65977

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.748

PM7_LUMO_Energy_ev -0.661

PM7_COSMO_Area_square_ang 379.52

PM7_COSMO_Volue_cubic_ang 433.26

PM7_Electron_Affinity_ev 0.661

PM7_Ionization_Energy_ev 8.748

PM7_Energy_Gap_ev 8.087

PM7_Global_Hardness_ev 4.0435

PM7_Global_Softness_ev 0.24731049833065413

PM7_Chemical_Potential_ev -4.7045

PM7_Electronigativity_ev 4.7045

PM7_Back_Donation_Energy_ev -1.010875

PM7_Electrophilicity_ev 2.736777575120564

OPENEYE_Name 7-[(4~{S})-5,7-difluorochroman-4-yl]oxy-~{N},~{N},2-trimethyl-1~{H}-benzimidazole-5-carboxamide

SMILES c1c(cc(c2c1nc([nH]2)C)OC3c4c(cc(cc4F)F)OCC3)C(=O)N(C)C

Canonical_SMILES Fc1cc(F)c2c(c1)OCC[C@@H]2Oc1cc(cc2c1[nH]c(n2)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/h24H

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;;;s7d13;s8s13;s14s19s20;d14;s9s16;s10s17;s11;s12;s1;s2;s3;s4;s15;s15;s16;s16;s17;s18;s18;s18;s19;s19;s19;s20;s20;s20;s22;/rC:.868,-1.5037,0;;-2.9715,3.6776,0;-3.2639,1.9573,0;0,-1.0058,0;-1.6341,2.5551,0;1.736,-1.0071,0;1.736,0,0;-1.9802,3.5006,0;.868,.5079,0;-3.6109,2.9012,0;-2.2775,1.7895,0;3.2858,-.5036,0;-.8653,-1.507,0;0,3.1532,0;-.3463,4.0988,0;-.6475,2.3829,0;4.2858,-.5035,0;.0028,-3.0058,0;-1.7292,-3.0082,0;2.6938,-1.3184,0;2.6938,.311,0;-.8639,-2.507,0;-1.732,-1.0082,0;-1.34,4.2742,0;.868,1.5079,0;-4.5968,3.0688,0;-1.933,.8507,0;.8677,-2.0037,0;-.4337,.2487,0;-3.1442,4.1468,0;-3.5836,1.5728,0;.4327,3.4036,0;.3214,2.7702,0;-.3465,4.5988,0;.146,4.1862,0;-.8181,1.9129,0;4.2858,-.0035,0;4.2858,-1.0035,0;4.7858,-.5035,0;.2522,-2.5724,0;.4362,-3.2552,0;-.2466,-3.4392,0;-1.4786,-3.4409,0;-1.9799,-2.5756,0;-2.1619,-3.2588,0;2.8483,.7865,0;

Duplicates DB16690_t0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016500-0000016749/DB16690_t0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016500-0000016749/DB16690_t0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016500-0000016749/DB16690_t0.sdf

Formula	C₂₀H₁₉F₂N₃O₃
MW	387.39
InChIKey	CLIQCDHNPDMGSL-LQFNOIFHNA-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	-139.1261
PM7_Total_Energy_ev	-5088.1154
PM7_Electronic_Energy_ev	-39009.94767
PM7_Dipole_Debye	2.65977
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.748
PM7_LUMO_Energy_ev	-0.661
PM7_COSMO_Area_square_ang	379.52
PM7_COSMO_Volue_cubic_ang	433.26
PM7_Electron_Affinity_ev	0.661
PM7_Ionization_Energy_ev	8.748
PM7_Energy_Gap_ev	8.087
PM7_Global_Hardness_ev	4.0435
PM7_Global_Softness_ev	0.24731049833065413
PM7_Chemical_Potential_ev	-4.7045
PM7_Electronigativity_ev	4.7045
PM7_Back_Donation_Energy_ev	-1.010875
PM7_Electrophilicity_ev	2.736777575120564
OPENEYE_Name	7-[(4~{S})-5,7-difluorochroman-4-yl]oxy-~{N},~{N},2-trimethyl-1~{H}-benzimidazole-5-carboxamide
SMILES	c1c(cc(c2c1nc([nH]2)C)OC3c4c(cc(cc4F)F)OCC3)C(=O)N(C)C
Canonical_SMILES	Fc1cc(F)c2c(c1)OCC[C@@H]2Oc1cc(cc2c1[nH]c(n2)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/h24H
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;;;s7d13;s8s13;s14s19s20;d14;s9s16;s10s17;s11;s12;s1;s2;s3;s4;s15;s15;s16;s16;s17;s18;s18;s18;s19;s19;s19;s20;s20;s20;s22;/rC:.868,-1.5037,0;;-2.9715,3.6776,0;-3.2639,1.9573,0;0,-1.0058,0;-1.6341,2.5551,0;1.736,-1.0071,0;1.736,0,0;-1.9802,3.5006,0;.868,.5079,0;-3.6109,2.9012,0;-2.2775,1.7895,0;3.2858,-.5036,0;-.8653,-1.507,0;0,3.1532,0;-.3463,4.0988,0;-.6475,2.3829,0;4.2858,-.5035,0;.0028,-3.0058,0;-1.7292,-3.0082,0;2.6938,-1.3184,0;2.6938,.311,0;-.8639,-2.507,0;-1.732,-1.0082,0;-1.34,4.2742,0;.868,1.5079,0;-4.5968,3.0688,0;-1.933,.8507,0;.8677,-2.0037,0;-.4337,.2487,0;-3.1442,4.1468,0;-3.5836,1.5728,0;.4327,3.4036,0;.3214,2.7702,0;-.3465,4.5988,0;.146,4.1862,0;-.8181,1.9129,0;4.2858,-.0035,0;4.2858,-1.0035,0;4.7858,-.5035,0;.2522,-2.5724,0;.4362,-3.2552,0;-.2466,-3.4392,0;-1.4786,-3.4409,0;-1.9799,-2.5756,0;-2.1619,-3.2588,0;2.8483,.7865,0;
Duplicates	DB16690_t0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016500-0000016749/DB16690_t0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016500-0000016749/DB16690_t0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016500-0000016749/DB16690_t0.sdf