CompChem-Database: compound details

CompChem-Database: details for selected entry

DB14773 (12019)

Formula C₂₅H₁₇F₃N₄O₃

MW 478.43

InChIKey NGFFVZQXSRKHBM-WUSLAWIHNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 52

Number_Heavy_Atoms 35

Number_Rings 7

Number_Bonds 58

Rotat_Bonds 3

Unbranched_Chain 1

Chiral_Centers 3

ONatoms 7

HB_Donor 2

HB_Acceptor 3

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 7

Lipinski_Violations 0

XLogP3 0

XLogP 3.1

logP 5.4337

PSA 89.13

MR 122.03

ABS 0.55

Solubility insoluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -114.28726

PM7_Total_Energy_ev -6325.94288

PM7_Electronic_Energy_ev -48385.26731

PM7_Dipole_Debye 6.44158

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.349

PM7_LUMO_Energy_ev -1.207

PM7_COSMO_Area_square_ang 449.5

PM7_COSMO_Volue_cubic_ang 508.64

PM7_Electron_Affinity_ev 1.207

PM7_Ionization_Energy_ev 9.349

PM7_Energy_Gap_ev 8.142

PM7_Global_Hardness_ev 4.071

PM7_Global_Softness_ev 0.24563989191844757

PM7_Chemical_Potential_ev -5.278

PM7_Electronigativity_ev 5.278

PM7_Back_Donation_Energy_ev -1.01775

PM7_Electrophilicity_ev 3.4214301154507494

OPENEYE_Name 5-[[(1~{R},1~{a}~{S},6~{b}~{R})-1-[6-(trifluoromethyl)-1~{H}-benzimidazol-2-yl]-1~{a},6~{b}-dihydro-1~{H}-cyclopropa[b]benzofuran-5-yl]oxy]-3,4-dihydro-1~{H}-1,8-naphthyridin-2-one

SMILES c1cc2c(cc1C(F)(F)F)[nH]c(n2)C3C4C3Oc5c4cc(cc5)Oc6ccnc7c6CCC(=O)N7

Canonical_SMILES O=C1CCc2c(N1)nccc2Oc1ccc2c(c1)[C@@H]1[C@H](O2)[C@H]1c1nc2c([nH]1)cc(cc2)C(F)(F)F

InChI 1/C25H17F3N4O3/c26-25(27,28)11-1-4-15-16(9-11)31-24(30-15)21-20-14-10-12(2-5-17(14)35-22(20)21)34-18-7-8-29-23-13(18)3-6-19(33)32-23/h1-2,4-5,7-10,20-22H,3,6H2,(H,30,31)(H,29,32,33)/f/h31-32H

InChI_3D 1S/C25H17F3N4O3/c26-25(27,28)11-1-4-15-16(9-11)31-24(30-15)21-20-14-10-12(2-5-17(14)35-22(20)21)34-18-7-8-29-23-13(18)3-6-19(33)32-23/h1-2,4-5,7-10,20-22H,3,6H2,(H,30,31)(H,29,32,33)/t20-,21-,22-/m0/s1

AuxInfo 1/1/N:1,4,20,2,3,21,5,8,7,6,11,15,10,9,12,13,14,16,19,22,23,24,17,18,25,33,34,35,26,27,28,29,30,32,31/E:(26,27,28)/F:m/E:m/rA:52cCCCCCCCCCCCCCCCCCCCCCCCCCNNNNOOOFFFHHHHHHHHHHHHHHHHH/rB:d1;;d3;;;;d5;s6;;s1d7;s2;s7d12;s3d9;s4d6;s5d10;s10;;;s10;s19s20;s9;s18s22;s22s23;s11;s8d17;s12d18;s13s18;s17s19;d19;s14s24;s15s16;s25;s25;s25;s1;s2;s3;s4;s5;s6;s7;s8;s20;s20;s21;s21;s22;s23;s24;s28;s29;/rC:-8.3564,-3.4946,0;-7.3934,-3.7667,0;-1.5073,-3.8768,0;-.6418,-3.3759,0;;-1.5094,-1.8768,0;-7.882,-1.8154,0;0,1.0089,0;-2.3749,-2.3778,0;1.7371,0,0;-8.6007,-2.5189,0;-6.672,-3.0741,0;-6.9167,-2.0972,0;-2.3738,-3.3778,0;-.6428,-2.3759,0;.8707,-.4993,0;1.7414,1.0089,0;-5.2909,-2.2093,0;3.4848,1.0014,0;2.6039,-.5053,0;3.4805,-.0073,0;-3.3263,-2.0698,0;-4.3209,-1.9663,0;-3.9132,-2.8794,0;-9.563,-2.247,0;.8707,1.5185,0;-5.6673,-3.1435,0;-6.0631,-1.5629,0;2.6125,1.5125,0;4.3535,1.4968,0;-3.3245,-3.6878,0;.8718,-1.4993,0;-9.8349,-3.2093,0;-9.2911,-1.2847,0;-10.5253,-1.9751,0;-8.7152,-3.8428,0;-7.2722,-4.2518,0;-1.5067,-4.3768,0;-.2085,-3.6255,0;-.4326,-.2506,0;-1.5099,-1.3768,0;-8.0035,-1.3303,0;-.4338,1.2576,0;2.923,-.8903,0;2.2806,-.8867,0;3.9733,.077,0;3.6487,-.4782,0;-3.2228,-1.5806,0;-4.3563,-1.4676,0;-4.3459,-3.1299,0;-6.0287,-1.064,0;2.614,2.0125,0;

Duplicates DB14773

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000014750-0000014999/DB14773.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000014750-0000014999/DB14773.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000014750-0000014999/DB14773.sdf

Formula	C₂₅H₁₇F₃N₄O₃
MW	478.43
InChIKey	NGFFVZQXSRKHBM-WUSLAWIHNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	52
Number_Heavy_Atoms	35
Number_Rings	7
Number_Bonds	58
Rotat_Bonds	3
Unbranched_Chain	1
Chiral_Centers	3
ONatoms	7
HB_Donor	2
HB_Acceptor	3
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	7
Lipinski_Violations	0
XLogP3	0
XLogP	3.1
logP	5.4337
PSA	89.13
MR	122.03
ABS	0.55
Solubility	insoluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-114.28726
PM7_Total_Energy_ev	-6325.94288
PM7_Electronic_Energy_ev	-48385.26731
PM7_Dipole_Debye	6.44158
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.349
PM7_LUMO_Energy_ev	-1.207
PM7_COSMO_Area_square_ang	449.5
PM7_COSMO_Volue_cubic_ang	508.64
PM7_Electron_Affinity_ev	1.207
PM7_Ionization_Energy_ev	9.349
PM7_Energy_Gap_ev	8.142
PM7_Global_Hardness_ev	4.071
PM7_Global_Softness_ev	0.24563989191844757
PM7_Chemical_Potential_ev	-5.278
PM7_Electronigativity_ev	5.278
PM7_Back_Donation_Energy_ev	-1.01775
PM7_Electrophilicity_ev	3.4214301154507494
OPENEYE_Name	5-[[(1~{R},1~{a}~{S},6~{b}~{R})-1-[6-(trifluoromethyl)-1~{H}-benzimidazol-2-yl]-1~{a},6~{b}-dihydro-1~{H}-cyclopropa[b]benzofuran-5-yl]oxy]-3,4-dihydro-1~{H}-1,8-naphthyridin-2-one
SMILES	c1cc2c(cc1C(F)(F)F)[nH]c(n2)C3C4C3Oc5c4cc(cc5)Oc6ccnc7c6CCC(=O)N7
Canonical_SMILES	O=C1CCc2c(N1)nccc2Oc1ccc2c(c1)[C@@H]1[C@H](O2)[C@H]1c1nc2c([nH]1)cc(cc2)C(F)(F)F
InChI	1/C25H17F3N4O3/c26-25(27,28)11-1-4-15-16(9-11)31-24(30-15)21-20-14-10-12(2-5-17(14)35-22(20)21)34-18-7-8-29-23-13(18)3-6-19(33)32-23/h1-2,4-5,7-10,20-22H,3,6H2,(H,30,31)(H,29,32,33)/f/h31-32H
InChI_3D	1S/C25H17F3N4O3/c26-25(27,28)11-1-4-15-16(9-11)31-24(30-15)21-20-14-10-12(2-5-17(14)35-22(20)21)34-18-7-8-29-23-13(18)3-6-19(33)32-23/h1-2,4-5,7-10,20-22H,3,6H2,(H,30,31)(H,29,32,33)/t20-,21-,22-/m0/s1
AuxInfo	1/1/N:1,4,20,2,3,21,5,8,7,6,11,15,10,9,12,13,14,16,19,22,23,24,17,18,25,33,34,35,26,27,28,29,30,32,31/E:(26,27,28)/F:m/E:m/rA:52cCCCCCCCCCCCCCCCCCCCCCCCCCNNNNOOOFFFHHHHHHHHHHHHHHHHH/rB:d1;;d3;;;;d5;s6;;s1d7;s2;s7d12;s3d9;s4d6;s5d10;s10;;;s10;s19s20;s9;s18s22;s22s23;s11;s8d17;s12d18;s13s18;s17s19;d19;s14s24;s15s16;s25;s25;s25;s1;s2;s3;s4;s5;s6;s7;s8;s20;s20;s21;s21;s22;s23;s24;s28;s29;/rC:-8.3564,-3.4946,0;-7.3934,-3.7667,0;-1.5073,-3.8768,0;-.6418,-3.3759,0;;-1.5094,-1.8768,0;-7.882,-1.8154,0;0,1.0089,0;-2.3749,-2.3778,0;1.7371,0,0;-8.6007,-2.5189,0;-6.672,-3.0741,0;-6.9167,-2.0972,0;-2.3738,-3.3778,0;-.6428,-2.3759,0;.8707,-.4993,0;1.7414,1.0089,0;-5.2909,-2.2093,0;3.4848,1.0014,0;2.6039,-.5053,0;3.4805,-.0073,0;-3.3263,-2.0698,0;-4.3209,-1.9663,0;-3.9132,-2.8794,0;-9.563,-2.247,0;.8707,1.5185,0;-5.6673,-3.1435,0;-6.0631,-1.5629,0;2.6125,1.5125,0;4.3535,1.4968,0;-3.3245,-3.6878,0;.8718,-1.4993,0;-9.8349,-3.2093,0;-9.2911,-1.2847,0;-10.5253,-1.9751,0;-8.7152,-3.8428,0;-7.2722,-4.2518,0;-1.5067,-4.3768,0;-.2085,-3.6255,0;-.4326,-.2506,0;-1.5099,-1.3768,0;-8.0035,-1.3303,0;-.4338,1.2576,0;2.923,-.8903,0;2.2806,-.8867,0;3.9733,.077,0;3.6487,-.4782,0;-3.2228,-1.5806,0;-4.3563,-1.4676,0;-4.3459,-3.1299,0;-6.0287,-1.064,0;2.614,2.0125,0;
Duplicates	DB14773
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000014750-0000014999/DB14773.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000014750-0000014999/DB14773.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000014750-0000014999/DB14773.sdf