CompChem-Database: compound details

CompChem-Database: details for selected entry

DB07975 (7489)

Formula C₂₀H₁₄F₅NO₄

MW 427.33

InChIKey VTGXLCZUWFYELR-SKKVRFOWNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 44

Number_Heavy_Atoms 30

Number_Rings 3

Number_Bonds 46

Rotat_Bonds 7

Unbranched_Chain 1

Chiral_Centers 0

ONatoms 5

HB_Donor 2

HB_Acceptor 3

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 2

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 5

Lipinski_Violations 0

XLogP3 0

XLogP 4.26

logP 5.107

PSA 75.63

MR 96.0085

ABS 0.55

Solubility insoluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -350.74883

PM7_Total_Energy_ev -6341.47767

PM7_Electronic_Energy_ev -43455.15491

PM7_Dipole_Debye 4.91174

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.089

PM7_LUMO_Energy_ev -1.242

PM7_COSMO_Area_square_ang 388.41

PM7_COSMO_Volue_cubic_ang 433.84

PM7_Electron_Affinity_ev 1.242

PM7_Ionization_Energy_ev 9.089

PM7_Energy_Gap_ev 7.847

PM7_Global_Hardness_ev 3.9235

PM7_Global_Softness_ev 0.2548744743213967

PM7_Chemical_Potential_ev -5.1655

PM7_Electronigativity_ev 5.1655

PM7_Back_Donation_Energy_ev -0.980875

PM7_Electrophilicity_ev 3.4003300943035555

OPENEYE_Name 2-[[2,6-difluoro-4-[3-(trifluoromethoxy)phenyl]phenyl]carbamoyl]cyclopentene-1-carboxylic acid

SMILES c1cc(cc(c1)OC(F)(F)F)c2cc(c(c(c2)F)NC(=O)C3=C(CCC3)C(=O)O)F

Canonical_SMILES O=C(C1=C(CCC1)C(=O)O)Nc1c(F)cc(cc1F)c1cccc(c1)OC(F)(F)F

InChI 1/C20H14F5NO4/c21-15-8-11(10-3-1-4-12(7-10)30-20(23,24)25)9-16(22)17(15)26-18(27)13-5-2-6-14(13)19(28)29/h1,3-4,7-9H,2,5-6H2,(H,26,27)(H,28,29)/f/h26,28H

InChI_3D 1S/C20H14F5NO4/c21-15-8-11(10-3-1-4-12(7-10)30-20(23,24)25)9-16(22)17(15)26-18(27)13-5-2-6-14(13)19(28)29/h1,3-4,7-9H,2,5-6H2,(H,26,27)(H,28,29)

AuxInfo 1/1/N:1,19,2,3,17,18,4,5,6,7,8,10,13,14,11,12,9,15,16,20,26,27,28,29,30,21,22,23,24,25/E:(8,9)(15,16)(21,22)(23,24,25)(28,29)/F:1,19,2,3,17,18,4,5,6,7,8,10,13,14,11,12,9,15,16,20,26,27,28,29,30,21,22,24,23,25/E:(8,9)(15,16)(21,22)(23,24,25)/rA:44nCCCCCCCCCCCCCCCCCCCCNOOOOFFFFFHHHHHHHHHHHHHH/rB:d1;s1;;;;s2d4;d5s6s7;;d3s4;s5d9;d6s9;;d13;s13;s14;s13;s14;s17s18;;s9s15;d15;d16;s16;s10s20;s11;s12;s20;s20;s20;s1;s2;s3;s4;s5;s6;s17;s17;s18;s18;s19;s19;s21;s24;/rC:-.8675,.4975,0;;-.8675,1.5027,0;.8675,1.5027,0;1.7328,-1.0038,0;2.6048,.4963,0;.8675,.4975,0;1.7328,-.0038,0;3.4679,-1.0087,0;0,2.0104,0;2.5959,-1.5088,0;3.4768,-.0036,0;6.063,-1.5239,0;6.9798,-1.121,0;5.1999,-1.0189,0;7.1936,-.1441,0;6.1608,-2.5208,0;7.6434,-1.869,0;7.1422,-2.7346,0;-.866,4.2604,0;4.331,-1.5138,0;5.2058,-.0189,0;8.1465,.1592,0;6.4545,.5295,0;0,3.7604,0;2.5916,-2.5088,0;4.3442,.4938,0;-1.366,3.3944,0;-.366,5.1264,0;-1.7321,4.7604,0;-1.3001,.2469,0;0,-.5,0;-1.3012,1.7514,0;1.3012,1.7514,0;1.2991,-1.2525,0;2.6048,.9963,0;6.1056,-3.0178,0;5.6608,-2.5176,0;7.98,-1.4992,0;8.047,-2.1643,0;7.5984,-2.9392,0;6.9859,-3.2096,0;4.3281,-2.0138,0;6.5614,1.018,0;

Duplicates DB07975

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007750-0000007999/DB07975.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007750-0000007999/DB07975.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007750-0000007999/DB07975.sdf

Formula	C₂₀H₁₄F₅NO₄
MW	427.33
InChIKey	VTGXLCZUWFYELR-SKKVRFOWNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	44
Number_Heavy_Atoms	30
Number_Rings	3
Number_Bonds	46
Rotat_Bonds	7
Unbranched_Chain	1
Chiral_Centers	0
ONatoms	5
HB_Donor	2
HB_Acceptor	3
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	2
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	5
Lipinski_Violations	0
XLogP3	0
XLogP	4.26
logP	5.107
PSA	75.63
MR	96.0085
ABS	0.55
Solubility	insoluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-350.74883
PM7_Total_Energy_ev	-6341.47767
PM7_Electronic_Energy_ev	-43455.15491
PM7_Dipole_Debye	4.91174
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.089
PM7_LUMO_Energy_ev	-1.242
PM7_COSMO_Area_square_ang	388.41
PM7_COSMO_Volue_cubic_ang	433.84
PM7_Electron_Affinity_ev	1.242
PM7_Ionization_Energy_ev	9.089
PM7_Energy_Gap_ev	7.847
PM7_Global_Hardness_ev	3.9235
PM7_Global_Softness_ev	0.2548744743213967
PM7_Chemical_Potential_ev	-5.1655
PM7_Electronigativity_ev	5.1655
PM7_Back_Donation_Energy_ev	-0.980875
PM7_Electrophilicity_ev	3.4003300943035555
OPENEYE_Name	2-[[2,6-difluoro-4-[3-(trifluoromethoxy)phenyl]phenyl]carbamoyl]cyclopentene-1-carboxylic acid
SMILES	c1cc(cc(c1)OC(F)(F)F)c2cc(c(c(c2)F)NC(=O)C3=C(CCC3)C(=O)O)F
Canonical_SMILES	O=C(C1=C(CCC1)C(=O)O)Nc1c(F)cc(cc1F)c1cccc(c1)OC(F)(F)F
InChI	1/C20H14F5NO4/c21-15-8-11(10-3-1-4-12(7-10)30-20(23,24)25)9-16(22)17(15)26-18(27)13-5-2-6-14(13)19(28)29/h1,3-4,7-9H,2,5-6H2,(H,26,27)(H,28,29)/f/h26,28H
InChI_3D	1S/C20H14F5NO4/c21-15-8-11(10-3-1-4-12(7-10)30-20(23,24)25)9-16(22)17(15)26-18(27)13-5-2-6-14(13)19(28)29/h1,3-4,7-9H,2,5-6H2,(H,26,27)(H,28,29)
AuxInfo	1/1/N:1,19,2,3,17,18,4,5,6,7,8,10,13,14,11,12,9,15,16,20,26,27,28,29,30,21,22,23,24,25/E:(8,9)(15,16)(21,22)(23,24,25)(28,29)/F:1,19,2,3,17,18,4,5,6,7,8,10,13,14,11,12,9,15,16,20,26,27,28,29,30,21,22,24,23,25/E:(8,9)(15,16)(21,22)(23,24,25)/rA:44nCCCCCCCCCCCCCCCCCCCCNOOOOFFFFFHHHHHHHHHHHHHH/rB:d1;s1;;;;s2d4;d5s6s7;;d3s4;s5d9;d6s9;;d13;s13;s14;s13;s14;s17s18;;s9s15;d15;d16;s16;s10s20;s11;s12;s20;s20;s20;s1;s2;s3;s4;s5;s6;s17;s17;s18;s18;s19;s19;s21;s24;/rC:-.8675,.4975,0;;-.8675,1.5027,0;.8675,1.5027,0;1.7328,-1.0038,0;2.6048,.4963,0;.8675,.4975,0;1.7328,-.0038,0;3.4679,-1.0087,0;0,2.0104,0;2.5959,-1.5088,0;3.4768,-.0036,0;6.063,-1.5239,0;6.9798,-1.121,0;5.1999,-1.0189,0;7.1936,-.1441,0;6.1608,-2.5208,0;7.6434,-1.869,0;7.1422,-2.7346,0;-.866,4.2604,0;4.331,-1.5138,0;5.2058,-.0189,0;8.1465,.1592,0;6.4545,.5295,0;0,3.7604,0;2.5916,-2.5088,0;4.3442,.4938,0;-1.366,3.3944,0;-.366,5.1264,0;-1.7321,4.7604,0;-1.3001,.2469,0;0,-.5,0;-1.3012,1.7514,0;1.3012,1.7514,0;1.2991,-1.2525,0;2.6048,.9963,0;6.1056,-3.0178,0;5.6608,-2.5176,0;7.98,-1.4992,0;8.047,-2.1643,0;7.5984,-2.9392,0;6.9859,-3.2096,0;4.3281,-2.0138,0;6.5614,1.018,0;
Duplicates	DB07975
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007750-0000007999/DB07975.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007750-0000007999/DB07975.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007750-0000007999/DB07975.sdf