CompChem-Database: compound details

CompChem-Database: details for selected entry

DB03336_p0_t1 (3617)

Formula C₂₀H₂₀F₃N₃O₅

MW 439.39

InChIKey KVIVJQWOYSWCCZ-RYQLXBAONA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 52

Number_Heavy_Atoms 31

Number_Rings 3

Number_Bonds 54

Rotat_Bonds 7

Unbranched_Chain 2

Chiral_Centers 0

ONatoms 8

HB_Donor 3

HB_Acceptor 5

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 8

Lipinski_Violations 0

XLogP3 0

XLogP 2.43

logP 4.1601

PSA 111.03

MR 116.057

ABS 0.55

Solubility insoluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -185.7111

PM7_Total_Energy_ev -6153.89019

PM7_Electronic_Energy_ev -44979.31539

PM7_Dipole_Debye 25.44239

PM7_Point_Group C1

PM7_HOMO_Energy_ev -7.442

PM7_LUMO_Energy_ev -1.588

PM7_COSMO_Area_square_ang 419.6

PM7_COSMO_Volue_cubic_ang 480.09

PM7_Electron_Affinity_ev 1.588

PM7_Ionization_Energy_ev 7.442

PM7_Energy_Gap_ev 5.854

PM7_Global_Hardness_ev 2.927

PM7_Global_Softness_ev 0.341646737273659

PM7_Chemical_Potential_ev -4.515

PM7_Electronigativity_ev 4.515

PM7_Back_Donation_Energy_ev -0.73175

PM7_Electrophilicity_ev 3.482272804919713

OPENEYE_Name 2-hydroxy-6-nitro-4-[3-[4-[3-(trifluoromethyl)phenyl]piperazin-1-ium-1-yl]propanoyl]phenolate

SMILES c1cc(cc(c1)N2CC[NH+](CC2)CCC(=O)c3cc(c(c(c3)O)[O-])N(=O)=O)C(F)(F)F

Canonical_SMILES O=C(c1cc(O)c(c(c1)N(=O)=O)O)CC[NH+]1CCN(CC1)c1cccc(c1)C(F)(F)F

InChI 1/C20H20F3N3O5/c21-20(22,23)14-2-1-3-15(12-14)25-8-6-24(7-9-25)5-4-17(27)13-10-16(26(30)31)19(29)18(28)11-13/h1-3,10-12,28-29H,4-9H2/f/h29h,24H

InChI_3D 1S/C20H20F3N3O5/c21-20(22,23)14-2-1-3-15(12-14)25-8-6-24(7-9-25)5-4-17(27)13-10-16(26(30)31)19(29)18(28)11-13/h1-3,10-12,28-29H,4-9H2/p+1

AuxInfo 1/1/N:1,2,3,18,19,16,17,14,15,4,5,6,7,8,9,10,13,12,11,20,29,30,31,23,21,22,25,28,24,26,27/E:(6,7)(8,9)(21,22,23)(30,31)/F:m/E:m/CRV:26.5/rA:51nCCCCCCCCCCCCCCCCCCCCNNN+O-OOOOFFFHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;;;d4s5;s2d6;d3s6;s4;d10;d5s11;s7;;;s14;s15;s13;s18;s8;s9s14s15;s10;s16s17s19;s11;d13;d22;d22;s12;s20;s20;s20;s1;s2;s3;s4;s5;s6;s14;s14;s15;s15;s16;s16;s17;s17;s18;s18;s19;s19;s23;s28;/rC:-.0001,-3.0105,0;.8674,-3.508,0;-.0001,-2.0053,0;-.2241,5.4979,0;-1.8549,6.0907,0;1.7349,-2.0053,0;-1.2084,5.321,0;1.7349,-3.0105,0;.8674,-1.4976,0;.1202,6.4368,0;-.5263,7.2066,0;-1.5171,7.0374,0;-1.5486,4.3806,0;;1.7348,0,0;0,1.0051,0;1.7348,1.0051,0;-.9043,3.6158,0;-.2601,2.851,0;2.6002,-3.5118,0;.8674,-.4976,0;1.1052,6.6095,0;.8674,1.5126,0;-.182,8.1454,0;-2.5331,4.2051,0;1.4481,7.5489,0;1.7472,5.8429,0;-2.1603,7.8031,0;3.1015,-2.6465,0;2.0989,-4.3771,0;3.4655,-4.013,0;-.4328,-3.2611,0;.8674,-4.008,0;-.4338,-1.7566,0;.0974,5.1151,0;-2.347,6.0022,0;2.1686,-1.7566,0;-.1701,-.4702,0;-.4925,.0864,0;2.2273,.0864,0;1.9049,-.4702,0;-.4922,.9173,0;-.1728,1.4743,0;1.9076,1.4743,0;2.227,.9173,0;-.5219,3.9379,0;-1.2867,3.2937,0;.1223,3.1731,0;-.6425,2.5289,0;1.1895,1.895,0;-2.6526,7.7161,0;

Duplicates DB03336_p0_t1;DB03336_p7_t0;DB03336_p7_t1

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003250-0000003499/DB03336_p0_t1.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003250-0000003499/DB03336_p0_t1.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003250-0000003499/DB03336_p0_t1.sdf

Formula	C₂₀H₂₀F₃N₃O₅
MW	439.39
InChIKey	KVIVJQWOYSWCCZ-RYQLXBAONA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	52
Number_Heavy_Atoms	31
Number_Rings	3
Number_Bonds	54
Rotat_Bonds	7
Unbranched_Chain	2
Chiral_Centers	0
ONatoms	8
HB_Donor	3
HB_Acceptor	5
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	8
Lipinski_Violations	0
XLogP3	0
XLogP	2.43
logP	4.1601
PSA	111.03
MR	116.057
ABS	0.55
Solubility	insoluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-185.7111
PM7_Total_Energy_ev	-6153.89019
PM7_Electronic_Energy_ev	-44979.31539
PM7_Dipole_Debye	25.44239
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-7.442
PM7_LUMO_Energy_ev	-1.588
PM7_COSMO_Area_square_ang	419.6
PM7_COSMO_Volue_cubic_ang	480.09
PM7_Electron_Affinity_ev	1.588
PM7_Ionization_Energy_ev	7.442
PM7_Energy_Gap_ev	5.854
PM7_Global_Hardness_ev	2.927
PM7_Global_Softness_ev	0.341646737273659
PM7_Chemical_Potential_ev	-4.515
PM7_Electronigativity_ev	4.515
PM7_Back_Donation_Energy_ev	-0.73175
PM7_Electrophilicity_ev	3.482272804919713
OPENEYE_Name	2-hydroxy-6-nitro-4-[3-[4-[3-(trifluoromethyl)phenyl]piperazin-1-ium-1-yl]propanoyl]phenolate
SMILES	c1cc(cc(c1)N2CC[NH+](CC2)CCC(=O)c3cc(c(c(c3)O)[O-])N(=O)=O)C(F)(F)F
Canonical_SMILES	O=C(c1cc(O)c(c(c1)N(=O)=O)O)CC[NH+]1CCN(CC1)c1cccc(c1)C(F)(F)F
InChI	1/C20H20F3N3O5/c21-20(22,23)14-2-1-3-15(12-14)25-8-6-24(7-9-25)5-4-17(27)13-10-16(26(30)31)19(29)18(28)11-13/h1-3,10-12,28-29H,4-9H2/f/h29h,24H
InChI_3D	1S/C20H20F3N3O5/c21-20(22,23)14-2-1-3-15(12-14)25-8-6-24(7-9-25)5-4-17(27)13-10-16(26(30)31)19(29)18(28)11-13/h1-3,10-12,28-29H,4-9H2/p+1
AuxInfo	1/1/N:1,2,3,18,19,16,17,14,15,4,5,6,7,8,9,10,13,12,11,20,29,30,31,23,21,22,25,28,24,26,27/E:(6,7)(8,9)(21,22,23)(30,31)/F:m/E:m/CRV:26.5/rA:51nCCCCCCCCCCCCCCCCCCCCNNN+O-OOOOFFFHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;;;d4s5;s2d6;d3s6;s4;d10;d5s11;s7;;;s14;s15;s13;s18;s8;s9s14s15;s10;s16s17s19;s11;d13;d22;d22;s12;s20;s20;s20;s1;s2;s3;s4;s5;s6;s14;s14;s15;s15;s16;s16;s17;s17;s18;s18;s19;s19;s23;s28;/rC:-.0001,-3.0105,0;.8674,-3.508,0;-.0001,-2.0053,0;-.2241,5.4979,0;-1.8549,6.0907,0;1.7349,-2.0053,0;-1.2084,5.321,0;1.7349,-3.0105,0;.8674,-1.4976,0;.1202,6.4368,0;-.5263,7.2066,0;-1.5171,7.0374,0;-1.5486,4.3806,0;;1.7348,0,0;0,1.0051,0;1.7348,1.0051,0;-.9043,3.6158,0;-.2601,2.851,0;2.6002,-3.5118,0;.8674,-.4976,0;1.1052,6.6095,0;.8674,1.5126,0;-.182,8.1454,0;-2.5331,4.2051,0;1.4481,7.5489,0;1.7472,5.8429,0;-2.1603,7.8031,0;3.1015,-2.6465,0;2.0989,-4.3771,0;3.4655,-4.013,0;-.4328,-3.2611,0;.8674,-4.008,0;-.4338,-1.7566,0;.0974,5.1151,0;-2.347,6.0022,0;2.1686,-1.7566,0;-.1701,-.4702,0;-.4925,.0864,0;2.2273,.0864,0;1.9049,-.4702,0;-.4922,.9173,0;-.1728,1.4743,0;1.9076,1.4743,0;2.227,.9173,0;-.5219,3.9379,0;-1.2867,3.2937,0;.1223,3.1731,0;-.6425,2.5289,0;1.1895,1.895,0;-2.6526,7.7161,0;
Duplicates	DB03336_p0_t1;DB03336_p7_t0;DB03336_p7_t1
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003250-0000003499/DB03336_p0_t1.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003250-0000003499/DB03336_p0_t1.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003250-0000003499/DB03336_p0_t1.sdf