CompChem-Database: compound details

CompChem-Database: details for selected entry

DB02698 (2975)

Formula C₂₁H₁₂F₃NO₅

MW 415.33

InChIKey NQOOJFXBGLOGTC-SKKVRFOWNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 42

Number_Heavy_Atoms 30

Number_Rings 4

Number_Bonds 45

Rotat_Bonds 5

Unbranched_Chain 1

Chiral_Centers 0

ONatoms 6

HB_Donor 2

HB_Acceptor 4

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 2

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 6

Lipinski_Violations 0

XLogP3 0

XLogP 3.29

logP 5.7423

PSA 87.07

MR 103.055

ABS 0.55

Solubility insoluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -266.92992

PM7_Total_Energy_ev -5800.76985

PM7_Electronic_Energy_ev -42442.59382

PM7_Dipole_Debye 4.13687

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.265

PM7_LUMO_Energy_ev -1.187

PM7_COSMO_Area_square_ang 371.48

PM7_COSMO_Volue_cubic_ang 434.78

PM7_Electron_Affinity_ev 1.187

PM7_Ionization_Energy_ev 8.265

PM7_Energy_Gap_ev 7.078

PM7_Global_Hardness_ev 3.539

PM7_Global_Softness_ev 0.2825656965244419

PM7_Chemical_Potential_ev -4.726

PM7_Electronigativity_ev 4.726

PM7_Back_Donation_Energy_ev -0.88475

PM7_Electrophilicity_ev 3.155563153433173

OPENEYE_Name 10-[3-(trifluoromethyl)phenyl]phenoxazine-4,6-dicarboxylic acid

SMILES c1cc(c2c(c1)N(c3cccc(c3O2)C(=O)O)c4cccc(c4)C(F)(F)F)C(=O)O

Canonical_SMILES OC(=O)c1cccc2c1Oc1c(N2c2cccc(c2)C(F)(F)F)cccc1C(=O)O

InChI 1/C21H12F3NO5/c22-21(23,24)11-4-1-5-12(10-11)25-15-8-2-6-13(19(26)27)17(15)30-18-14(20(28)29)7-3-9-16(18)25/h1-10H,(H,26,27)(H,28,29)/f/h26,28H

InChI_3D 1S/C21H12F3NO5/c22-21(23,24)11-4-1-5-12(10-11)25-15-8-2-6-13(19(26)27)17(15)30-18-14(20(28)29)7-3-9-16(18)25/h1-10H,(H,26,27)(H,28,29)

AuxInfo 1/1/N:3,1,2,6,9,4,5,7,8,10,13,14,11,12,15,16,17,18,19,20,21,28,29,30,22,23,26,24,27,25/E:(2,3)(6,7)(8,9)(13,14)(15,16)(17,18)(19,20)(22,23,24)(26,27,28,29)/gE:(1,2)/F:3,1,2,6,9,4,5,7,8,10,13,14,11,12,15,16,17,18,19,20,21,28,29,30,22,26,23,27,24,25/E:(2,3)(6,7)(8,9)(13,14)(15,16)(17,18)(19,20)(22,23,24)(26,28)(27,29)/rA:42nCCCCCCCCCCCCCCCCCCCCCNOOOOOFFFHHHHHHHHHHHH/rB:;;d1;d2;d3;s1;s2;s3;;s4;s5;s6d10;d9s10;d7;d8;d11s15;d12s16;s11;s12;s13;s14s15s16;d19;d20;s17s18;s19;s20;s21;s21;s21;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s26;s27;/rC:;5.2154,.0028,0;3.46,3.7719,0;0,-1.0057,0;5.2158,-1.0053,0;2.5912,4.2671,0;.8679,.5079,0;4.3415,.5094,0;3.4627,2.7667,0;1.7277,2.7621,0;.8679,-1.5033,0;4.3422,-1.5068,0;1.725,3.7673,0;2.5965,2.2567,0;1.7358,0,0;3.4735,.0022,0;1.7371,-1.0057,0;3.4738,-1.0059,0;.8676,-2.5033,0;4.3412,-2.5068,0;.8583,4.2662,0;2.6012,.5067,0;.0014,-3.003,0;3.4746,-3.0059,0;2.6038,-1.5046,0;1.7334,-3.0036,0;5.2067,-3.0077,0;.3594,3.3996,0;1.3573,5.1328,0;-.0083,4.7652,0;-.4337,.2487,0;5.6486,.2525,0;3.892,4.0237,0;-.4326,-1.2564,0;5.6486,-1.2557,0;2.5898,4.7671,0;.8679,1.0079,0;4.3406,1.0094,0;3.8971,2.5191,0;1.2946,2.5122,0;1.7333,-3.5036,0;5.2062,-3.5077,0;

Duplicates DB02698

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002500-0000002749/DB02698.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002500-0000002749/DB02698.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002500-0000002749/DB02698.sdf

Formula	C₂₁H₁₂F₃NO₅
MW	415.33
InChIKey	NQOOJFXBGLOGTC-SKKVRFOWNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	42
Number_Heavy_Atoms	30
Number_Rings	4
Number_Bonds	45
Rotat_Bonds	5
Unbranched_Chain	1
Chiral_Centers	0
ONatoms	6
HB_Donor	2
HB_Acceptor	4
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	2
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	6
Lipinski_Violations	0
XLogP3	0
XLogP	3.29
logP	5.7423
PSA	87.07
MR	103.055
ABS	0.55
Solubility	insoluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-266.92992
PM7_Total_Energy_ev	-5800.76985
PM7_Electronic_Energy_ev	-42442.59382
PM7_Dipole_Debye	4.13687
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.265
PM7_LUMO_Energy_ev	-1.187
PM7_COSMO_Area_square_ang	371.48
PM7_COSMO_Volue_cubic_ang	434.78
PM7_Electron_Affinity_ev	1.187
PM7_Ionization_Energy_ev	8.265
PM7_Energy_Gap_ev	7.078
PM7_Global_Hardness_ev	3.539
PM7_Global_Softness_ev	0.2825656965244419
PM7_Chemical_Potential_ev	-4.726
PM7_Electronigativity_ev	4.726
PM7_Back_Donation_Energy_ev	-0.88475
PM7_Electrophilicity_ev	3.155563153433173
OPENEYE_Name	10-[3-(trifluoromethyl)phenyl]phenoxazine-4,6-dicarboxylic acid
SMILES	c1cc(c2c(c1)N(c3cccc(c3O2)C(=O)O)c4cccc(c4)C(F)(F)F)C(=O)O
Canonical_SMILES	OC(=O)c1cccc2c1Oc1c(N2c2cccc(c2)C(F)(F)F)cccc1C(=O)O
InChI	1/C21H12F3NO5/c22-21(23,24)11-4-1-5-12(10-11)25-15-8-2-6-13(19(26)27)17(15)30-18-14(20(28)29)7-3-9-16(18)25/h1-10H,(H,26,27)(H,28,29)/f/h26,28H
InChI_3D	1S/C21H12F3NO5/c22-21(23,24)11-4-1-5-12(10-11)25-15-8-2-6-13(19(26)27)17(15)30-18-14(20(28)29)7-3-9-16(18)25/h1-10H,(H,26,27)(H,28,29)
AuxInfo	1/1/N:3,1,2,6,9,4,5,7,8,10,13,14,11,12,15,16,17,18,19,20,21,28,29,30,22,23,26,24,27,25/E:(2,3)(6,7)(8,9)(13,14)(15,16)(17,18)(19,20)(22,23,24)(26,27,28,29)/gE:(1,2)/F:3,1,2,6,9,4,5,7,8,10,13,14,11,12,15,16,17,18,19,20,21,28,29,30,22,26,23,27,24,25/E:(2,3)(6,7)(8,9)(13,14)(15,16)(17,18)(19,20)(22,23,24)(26,28)(27,29)/rA:42nCCCCCCCCCCCCCCCCCCCCCNOOOOOFFFHHHHHHHHHHHH/rB:;;d1;d2;d3;s1;s2;s3;;s4;s5;s6d10;d9s10;d7;d8;d11s15;d12s16;s11;s12;s13;s14s15s16;d19;d20;s17s18;s19;s20;s21;s21;s21;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s26;s27;/rC:;5.2154,.0028,0;3.46,3.7719,0;0,-1.0057,0;5.2158,-1.0053,0;2.5912,4.2671,0;.8679,.5079,0;4.3415,.5094,0;3.4627,2.7667,0;1.7277,2.7621,0;.8679,-1.5033,0;4.3422,-1.5068,0;1.725,3.7673,0;2.5965,2.2567,0;1.7358,0,0;3.4735,.0022,0;1.7371,-1.0057,0;3.4738,-1.0059,0;.8676,-2.5033,0;4.3412,-2.5068,0;.8583,4.2662,0;2.6012,.5067,0;.0014,-3.003,0;3.4746,-3.0059,0;2.6038,-1.5046,0;1.7334,-3.0036,0;5.2067,-3.0077,0;.3594,3.3996,0;1.3573,5.1328,0;-.0083,4.7652,0;-.4337,.2487,0;5.6486,.2525,0;3.892,4.0237,0;-.4326,-1.2564,0;5.6486,-1.2557,0;2.5898,4.7671,0;.8679,1.0079,0;4.3406,1.0094,0;3.8971,2.5191,0;1.2946,2.5122,0;1.7333,-3.5036,0;5.2062,-3.5077,0;
Duplicates	DB02698
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002500-0000002749/DB02698.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002500-0000002749/DB02698.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002500-0000002749/DB02698.sdf