CompChem-Database: compound details

CompChem-Database: details for selected entry

DB11765 (9469)

Formula C₁₈H₁₉F₃N₄O₃

MW 396.37

InChIKey GKMLFBRLRVQVJO-LVDDXYSHNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 47

Number_Heavy_Atoms 28

Number_Rings 3

Number_Bonds 49

Rotat_Bonds 8

Unbranched_Chain 1

Chiral_Centers 1

ONatoms 7

HB_Donor 2

HB_Acceptor 5

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 7

Lipinski_Violations 0

XLogP3 0

XLogP 0.64

logP 3.8282

PSA 97.11

MR 93.807

ABS 0.55

Solubility insoluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -225.2903

PM7_Total_Energy_ev -5495.79054

PM7_Electronic_Energy_ev -39615.76195

PM7_Dipole_Debye 7.16185

PM7_Point_Group C1

PM7_HOMO_Energy_ev -10.198

PM7_LUMO_Energy_ev -1.406

PM7_COSMO_Area_square_ang 392.53

PM7_COSMO_Volue_cubic_ang 442.54

PM7_Electron_Affinity_ev 1.406

PM7_Ionization_Energy_ev 10.198

PM7_Energy_Gap_ev 8.792

PM7_Global_Hardness_ev 4.396

PM7_Global_Softness_ev 0.22747952684258416

PM7_Chemical_Potential_ev -5.802

PM7_Electronigativity_ev 5.802

PM7_Back_Donation_Energy_ev -1.099

PM7_Electrophilicity_ev 3.8288448589626936

OPENEYE_Name 6-[[(2~{S})-3-cyclopentyl-2-[4-(trifluoromethyl)imidazol-1-yl]propanoyl]amino]pyridine-3-carboxylic acid

SMILES c1cc(ncc1C(=O)O)NC(=O)C(CC2CCCC2)n3cc(nc3)C(F)(F)F

Canonical_SMILES O=C([C@@H](n1cnc(c1)C(F)(F)F)CC1CCCC1)Nc1ccc(cn1)C(=O)O

InChI 1/C18H19F3N4O3/c19-18(20,21)14-9-25(10-23-14)13(7-11-3-1-2-4-11)16(26)24-15-6-5-12(8-22-15)17(27)28/h5-6,8-11,13H,1-4,7H2,(H,27,28)(H,22,24,26)/f/h24,27H

InChI_3D 1S/C18H19F3N4O3/c19-18(20,21)14-9-25(10-23-14)13(7-11-3-1-2-4-11)16(26)24-15-6-5-12(8-22-15)17(27)28/h5-6,8-11,13H,1-4,7H2,(H,27,28)(H,22,24,26)/t13-/m0/s1

AuxInfo 1/1/N:11,12,13,14,1,2,16,3,4,5,15,6,17,7,8,10,9,18,26,27,28,19,20,22,21,24,23,25/E:(1,2)(3,4)(19,20,21)(27,28)/F:11,12,13,14,1,2,16,3,4,5,15,6,17,7,8,10,9,18,26,27,28,19,20,22,21,24,25,23/E:(1,2)(3,4)(19,20,21)/rA:47cCCCCCCCCCCCCCCCCCCNNNNOOOFFFHHHHHHHHHHHHHHHHHHH/rB:d1;;;;s1d3;d4;s2;s6;;;s11;s11;s12;s13s14;s15;s10s16;s7;s3d8;d5s7;s4s5s17;s8s10;d9;d10;s9;s18;s18;s18;s1;s2;s3;s4;s5;s11;s11;s12;s12;s13;s13;s14;s14;s15;s16;s16;s17;s22;s25;/rC:;-.8675,.4975,0;.8675,1.5027,0;-5.3318,.3675,0;-3.9281,-.4403,0;.8675,.4975,0;-5.5409,-.6104,0;-.8675,1.5027,0;1.7328,-.0038,0;-2.5995,1.4976,0;-5.8571,4.9806,0;-6.8093,4.6699,0;-5.2656,4.1726,0;-6.8061,3.6654,0;-5.8527,3.363,0;-4.3345,2.4925,0;-3.467,1.995,0;-6.4544,-1.0172,0;0,2.0104,0;-4.673,-1.1098,0;-4.3376,.4769,0;-1.735,2.0001,0;1.7313,-1.0038,0;-2.5966,.4976,0;2.5995,.495,0;-6.0476,-1.9307,0;-6.8613,-.1037,0;-7.368,-1.424,0;0,-.5,0;-1.3001,.2469,0;1.3012,1.7514,0;-5.6671,.7385,0;-3.439,-.5442,0;-6.0614,5.437,0;-5.4248,5.2318,0;-7.3064,4.6163,0;-6.9142,5.1587,0;-4.8949,4.5081,0;-4.8934,3.8387,0;-6.9072,3.1758,0;-7.3036,3.7155,0;-6.0537,2.9052,0;-4.0858,2.9262,0;-4.5833,2.0587,0;-3.2183,2.4288,0;-1.7365,2.5001,0;3.0322,.2444,0;

Duplicates DB11765

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011750-0000011999/DB11765.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011750-0000011999/DB11765.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011750-0000011999/DB11765.sdf

Formula	C₁₈H₁₉F₃N₄O₃
MW	396.37
InChIKey	GKMLFBRLRVQVJO-LVDDXYSHNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	47
Number_Heavy_Atoms	28
Number_Rings	3
Number_Bonds	49
Rotat_Bonds	8
Unbranched_Chain	1
Chiral_Centers	1
ONatoms	7
HB_Donor	2
HB_Acceptor	5
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	7
Lipinski_Violations	0
XLogP3	0
XLogP	0.64
logP	3.8282
PSA	97.11
MR	93.807
ABS	0.55
Solubility	insoluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-225.2903
PM7_Total_Energy_ev	-5495.79054
PM7_Electronic_Energy_ev	-39615.76195
PM7_Dipole_Debye	7.16185
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-10.198
PM7_LUMO_Energy_ev	-1.406
PM7_COSMO_Area_square_ang	392.53
PM7_COSMO_Volue_cubic_ang	442.54
PM7_Electron_Affinity_ev	1.406
PM7_Ionization_Energy_ev	10.198
PM7_Energy_Gap_ev	8.792
PM7_Global_Hardness_ev	4.396
PM7_Global_Softness_ev	0.22747952684258416
PM7_Chemical_Potential_ev	-5.802
PM7_Electronigativity_ev	5.802
PM7_Back_Donation_Energy_ev	-1.099
PM7_Electrophilicity_ev	3.8288448589626936
OPENEYE_Name	6-[[(2~{S})-3-cyclopentyl-2-[4-(trifluoromethyl)imidazol-1-yl]propanoyl]amino]pyridine-3-carboxylic acid
SMILES	c1cc(ncc1C(=O)O)NC(=O)C(CC2CCCC2)n3cc(nc3)C(F)(F)F
Canonical_SMILES	O=C([C@@H](n1cnc(c1)C(F)(F)F)CC1CCCC1)Nc1ccc(cn1)C(=O)O
InChI	1/C18H19F3N4O3/c19-18(20,21)14-9-25(10-23-14)13(7-11-3-1-2-4-11)16(26)24-15-6-5-12(8-22-15)17(27)28/h5-6,8-11,13H,1-4,7H2,(H,27,28)(H,22,24,26)/f/h24,27H
InChI_3D	1S/C18H19F3N4O3/c19-18(20,21)14-9-25(10-23-14)13(7-11-3-1-2-4-11)16(26)24-15-6-5-12(8-22-15)17(27)28/h5-6,8-11,13H,1-4,7H2,(H,27,28)(H,22,24,26)/t13-/m0/s1
AuxInfo	1/1/N:11,12,13,14,1,2,16,3,4,5,15,6,17,7,8,10,9,18,26,27,28,19,20,22,21,24,23,25/E:(1,2)(3,4)(19,20,21)(27,28)/F:11,12,13,14,1,2,16,3,4,5,15,6,17,7,8,10,9,18,26,27,28,19,20,22,21,24,25,23/E:(1,2)(3,4)(19,20,21)/rA:47cCCCCCCCCCCCCCCCCCCNNNNOOOFFFHHHHHHHHHHHHHHHHHHH/rB:d1;;;;s1d3;d4;s2;s6;;;s11;s11;s12;s13s14;s15;s10s16;s7;s3d8;d5s7;s4s5s17;s8s10;d9;d10;s9;s18;s18;s18;s1;s2;s3;s4;s5;s11;s11;s12;s12;s13;s13;s14;s14;s15;s16;s16;s17;s22;s25;/rC:;-.8675,.4975,0;.8675,1.5027,0;-5.3318,.3675,0;-3.9281,-.4403,0;.8675,.4975,0;-5.5409,-.6104,0;-.8675,1.5027,0;1.7328,-.0038,0;-2.5995,1.4976,0;-5.8571,4.9806,0;-6.8093,4.6699,0;-5.2656,4.1726,0;-6.8061,3.6654,0;-5.8527,3.363,0;-4.3345,2.4925,0;-3.467,1.995,0;-6.4544,-1.0172,0;0,2.0104,0;-4.673,-1.1098,0;-4.3376,.4769,0;-1.735,2.0001,0;1.7313,-1.0038,0;-2.5966,.4976,0;2.5995,.495,0;-6.0476,-1.9307,0;-6.8613,-.1037,0;-7.368,-1.424,0;0,-.5,0;-1.3001,.2469,0;1.3012,1.7514,0;-5.6671,.7385,0;-3.439,-.5442,0;-6.0614,5.437,0;-5.4248,5.2318,0;-7.3064,4.6163,0;-6.9142,5.1587,0;-4.8949,4.5081,0;-4.8934,3.8387,0;-6.9072,3.1758,0;-7.3036,3.7155,0;-6.0537,2.9052,0;-4.0858,2.9262,0;-4.5833,2.0587,0;-3.2183,2.4288,0;-1.7365,2.5001,0;3.0322,.2444,0;
Duplicates	DB11765
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011750-0000011999/DB11765.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011750-0000011999/DB11765.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011750-0000011999/DB11765.sdf