CompChem-Database: compound details

CompChem-Database: details for selected entry

DB16853_m1 (13150)

Formula C₂₈H₃₁N₂O₃

MW 443.56

InChIKey CVAVMIODJQHEEH-WIAMWFFGNA-O

Entry_Date 2023-09-01

Net_Charge 1

Number_Atoms 64

Number_Heavy_Atoms 33

Number_Rings 4

Number_Bonds 67

Rotat_Bonds 8

Unbranched_Chain 2

Chiral_Centers 0

ONatoms 5

HB_Donor 1

HB_Acceptor 2

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 1

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 5

Lipinski_Violations 1

XLogP3 0

XLogP 5.51

logP 6.2252

PSA 66.04

MR 135.957

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol 79.82007

PM7_Total_Energy_ev -5109.48705

PM7_Electronic_Energy_ev -48403.57859

PM7_Dipole_Debye 5.98415

PM7_Point_Group C1

PM7_HOMO_Energy_ev -10.625

PM7_LUMO_Energy_ev -4.247

PM7_COSMO_Area_square_ang 460.5

PM7_COSMO_Volue_cubic_ang 557.06

PM7_Electron_Affinity_ev 4.247

PM7_Ionization_Energy_ev 10.625

PM7_Energy_Gap_ev 6.378

PM7_Global_Hardness_ev 3.189

PM7_Global_Softness_ev 0.31357792411414237

PM7_Chemical_Potential_ev -7.436

PM7_Electronigativity_ev 7.436

PM7_Back_Donation_Energy_ev -0.79725

PM7_Electrophilicity_ev 8.669503919724052

OPENEYE_Name [9-(2-carboxyphenyl)-6-(diethylamino)xanthen-3-ylidene]-diethyl-ammonium

SMILES c1ccc(c(c1)c2c3ccc(cc3oc-4cc(=[N+](CC)CC)ccc24)N(CC)CC)C(=O)O

Canonical_SMILES CCN(c1ccc2c(c1)oc1c(c2c2ccccc2C(=O)O)ccc(=[N](CC)CC)c1)CC

InChI 1/C28H30N2O3/c1-5-29(6-2)19-13-15-23-25(17-19)33-26-18-20(30(7-3)8-4)14-16-24(26)27(23)21-11-9-10-12-22(21)28(31)32/h9-18H,5-8H2,1-4H3/p+1/fC28H31N2O3/h31H/q+1

InChI_3D 1S/C28H31N2O3/c1-5-29(6-2)19-13-15-23-25(17-19)33-26-18-20(30(7-3)8-4)14-16-24(26)27(23)21-11-9-10-12-22(21)28(31)32/h9-18H,5-8H2,1-4H3,(H,31,32)

AuxInfo 1/1/N:21,22,23,24,25,26,27,28,1,2,3,5,6,14,4,13,7,15,11,19,8,10,9,17,12,18,16,20,29,30,31,33,32/E:(1,2,3,4)(5,6,7,8)(13,14)(15,16)(17,18)(19,20)(23,24)(25,26)(29,30)(31,32)/F:21,22,23,24,25,26,27,28,1,2,3,5,6,14,4,13,7,15,11,19,8,10,9,17,12,18,16,20,29,30,33,31,32/E:(1,2,3,4)(5,6,7,8)(13,14)(15,16)(17,18)(19,20)(23,24)(25,26)(29,30)/CRV:30+1,32-1/rA:64nCCCCCCCCCCCCCCCCCCCCCCCCCCCCNN+OOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;s2;d4;;d3;s4;d5s8;s6d7;s7d9;;d13;;s8s9;s13d16;d15s17;s14s15;s10;;;;;s21;s22;s23;s24;s11s25s26;d19s27s28;d20;s12s18;s20;s1;s2;s3;s4;s5;s6;s7;s13;s14;s15;s21;s21;s21;s22;s22;s22;s23;s23;s23;s24;s24;s24;s25;s25;s26;s26;s27;s27;s28;s28;s33;/rC:3.4646,3.7591,0;2.6001,4.2618,0;3.4672,2.7591,0;.8679,.5079,0;1.7294,3.7595,0;;.8679,-1.5033,0;2.5965,2.2567,0;1.7358,0,0;1.7232,2.7544,0;0,-1.0057,0;1.7371,-1.0057,0;4.3415,.5094,0;5.2154,.0028,0;4.3422,-1.5068,0;2.6012,.5067,0;3.4735,.0022,0;3.4738,-1.0059,0;5.2158,-1.0053,0;.8571,2.2546,0;-.8623,-3.507,0;-2.5988,-.5096,0;7.447,-1.8736,0;6.0792,-3.5062,0;-.8638,-2.507,0;-1.732,-1.0083,0;6.9479,-1.0071,0;6.0803,-2.5062,0;-.8653,-1.507,0;6.0813,-1.5062,0;.8568,1.2546,0;2.6038,-1.5046,0;-.0088,2.7548,0;3.8977,4.009,0;2.601,4.7618,0;3.9005,2.5096,0;.8679,1.0079,0;1.2972,4.0109,0;-.4337,.2487,0;.8677,-2.0033,0;4.3406,1.0094,0;5.6486,.2525,0;4.3417,-2.0068,0;-.3623,-3.5062,0;-1.3623,-3.5078,0;-.8615,-4.007,0;-2.8482,-.943,0;-2.3495,-.0762,0;-3.0322,-.2603,0;7.8802,-1.6241,0;7.0137,-2.1232,0;7.6965,-2.3069,0;6.5792,-3.5067,0;5.5792,-3.5057,0;6.0787,-4.0062,0;-1.3638,-2.5078,0;-.3638,-2.5062,0;-1.4827,-.5749,0;-1.9814,-1.4417,0;6.6983,-.5738,0;7.3811,-.7575,0;5.5803,-2.5057,0;6.5803,-2.5067,0;-.4419,2.505,0;

Duplicates DB16853_m1

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016750-0000016999/DB16853_m1.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016750-0000016999/DB16853_m1.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016750-0000016999/DB16853_m1.sdf

Formula	C₂₈H₃₁N₂O₃
MW	443.56
InChIKey	CVAVMIODJQHEEH-WIAMWFFGNA-O
Entry_Date	2023-09-01
Net_Charge	1
Number_Atoms	64
Number_Heavy_Atoms	33
Number_Rings	4
Number_Bonds	67
Rotat_Bonds	8
Unbranched_Chain	2
Chiral_Centers	0
ONatoms	5
HB_Donor	1
HB_Acceptor	2
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	1
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	5
Lipinski_Violations	1
XLogP3	0
XLogP	5.51
logP	6.2252
PSA	66.04
MR	135.957
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	79.82007
PM7_Total_Energy_ev	-5109.48705
PM7_Electronic_Energy_ev	-48403.57859
PM7_Dipole_Debye	5.98415
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-10.625
PM7_LUMO_Energy_ev	-4.247
PM7_COSMO_Area_square_ang	460.5
PM7_COSMO_Volue_cubic_ang	557.06
PM7_Electron_Affinity_ev	4.247
PM7_Ionization_Energy_ev	10.625
PM7_Energy_Gap_ev	6.378
PM7_Global_Hardness_ev	3.189
PM7_Global_Softness_ev	0.31357792411414237
PM7_Chemical_Potential_ev	-7.436
PM7_Electronigativity_ev	7.436
PM7_Back_Donation_Energy_ev	-0.79725
PM7_Electrophilicity_ev	8.669503919724052
OPENEYE_Name	[9-(2-carboxyphenyl)-6-(diethylamino)xanthen-3-ylidene]-diethyl-ammonium
SMILES	c1ccc(c(c1)c2c3ccc(cc3oc-4cc(=[N+](CC)CC)ccc24)N(CC)CC)C(=O)O
Canonical_SMILES	CCN(c1ccc2c(c1)oc1c(c2c2ccccc2C(=O)O)ccc(=[N](CC)CC)c1)CC
InChI	1/C28H30N2O3/c1-5-29(6-2)19-13-15-23-25(17-19)33-26-18-20(30(7-3)8-4)14-16-24(26)27(23)21-11-9-10-12-22(21)28(31)32/h9-18H,5-8H2,1-4H3/p+1/fC28H31N2O3/h31H/q+1
InChI_3D	1S/C28H31N2O3/c1-5-29(6-2)19-13-15-23-25(17-19)33-26-18-20(30(7-3)8-4)14-16-24(26)27(23)21-11-9-10-12-22(21)28(31)32/h9-18H,5-8H2,1-4H3,(H,31,32)
AuxInfo	1/1/N:21,22,23,24,25,26,27,28,1,2,3,5,6,14,4,13,7,15,11,19,8,10,9,17,12,18,16,20,29,30,31,33,32/E:(1,2,3,4)(5,6,7,8)(13,14)(15,16)(17,18)(19,20)(23,24)(25,26)(29,30)(31,32)/F:21,22,23,24,25,26,27,28,1,2,3,5,6,14,4,13,7,15,11,19,8,10,9,17,12,18,16,20,29,30,33,31,32/E:(1,2,3,4)(5,6,7,8)(13,14)(15,16)(17,18)(19,20)(23,24)(25,26)(29,30)/CRV:30+1,32-1/rA:64nCCCCCCCCCCCCCCCCCCCCCCCCCCCCNN+OOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;s2;d4;;d3;s4;d5s8;s6d7;s7d9;;d13;;s8s9;s13d16;d15s17;s14s15;s10;;;;;s21;s22;s23;s24;s11s25s26;d19s27s28;d20;s12s18;s20;s1;s2;s3;s4;s5;s6;s7;s13;s14;s15;s21;s21;s21;s22;s22;s22;s23;s23;s23;s24;s24;s24;s25;s25;s26;s26;s27;s27;s28;s28;s33;/rC:3.4646,3.7591,0;2.6001,4.2618,0;3.4672,2.7591,0;.8679,.5079,0;1.7294,3.7595,0;;.8679,-1.5033,0;2.5965,2.2567,0;1.7358,0,0;1.7232,2.7544,0;0,-1.0057,0;1.7371,-1.0057,0;4.3415,.5094,0;5.2154,.0028,0;4.3422,-1.5068,0;2.6012,.5067,0;3.4735,.0022,0;3.4738,-1.0059,0;5.2158,-1.0053,0;.8571,2.2546,0;-.8623,-3.507,0;-2.5988,-.5096,0;7.447,-1.8736,0;6.0792,-3.5062,0;-.8638,-2.507,0;-1.732,-1.0083,0;6.9479,-1.0071,0;6.0803,-2.5062,0;-.8653,-1.507,0;6.0813,-1.5062,0;.8568,1.2546,0;2.6038,-1.5046,0;-.0088,2.7548,0;3.8977,4.009,0;2.601,4.7618,0;3.9005,2.5096,0;.8679,1.0079,0;1.2972,4.0109,0;-.4337,.2487,0;.8677,-2.0033,0;4.3406,1.0094,0;5.6486,.2525,0;4.3417,-2.0068,0;-.3623,-3.5062,0;-1.3623,-3.5078,0;-.8615,-4.007,0;-2.8482,-.943,0;-2.3495,-.0762,0;-3.0322,-.2603,0;7.8802,-1.6241,0;7.0137,-2.1232,0;7.6965,-2.3069,0;6.5792,-3.5067,0;5.5792,-3.5057,0;6.0787,-4.0062,0;-1.3638,-2.5078,0;-.3638,-2.5062,0;-1.4827,-.5749,0;-1.9814,-1.4417,0;6.6983,-.5738,0;7.3811,-.7575,0;5.5803,-2.5057,0;6.5803,-2.5067,0;-.4419,2.505,0;
Duplicates	DB16853_m1
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016750-0000016999/DB16853_m1.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016750-0000016999/DB16853_m1.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016750-0000016999/DB16853_m1.sdf