CompChem-Database: compound details

CompChem-Database: details for selected entry

DB03336_p0_t0 (3616)

Formula C₂₀H₂₀F₃N₃O₅

MW 439.39

InChIKey KVIVJQWOYSWCCZ-UHFFFAOYNA-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 2

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 0.84

logP 3.8373

PSA 113.67

MR 113.514

ABS 0.55

Solubility insoluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -211.11183

PM7_Total_Energy_ev -6155.13317

PM7_Electronic_Energy_ev -43741.30241

PM7_Dipole_Debye 7.56273

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.644

PM7_LUMO_Energy_ev -1.649

PM7_COSMO_Area_square_ang 428.16

PM7_COSMO_Volue_cubic_ang 478.91

PM7_Electron_Affinity_ev 1.649

PM7_Ionization_Energy_ev 8.644

PM7_Energy_Gap_ev 6.995

PM7_Global_Hardness_ev 3.4975

PM7_Global_Softness_ev 0.28591851322373124

PM7_Chemical_Potential_ev -5.1465

PM7_Electronigativity_ev 5.1465

PM7_Back_Donation_Energy_ev -0.874375

PM7_Electrophilicity_ev 3.7864849535382414

OPENEYE_Name 1-(3,4-dihydroxy-5-nitro-phenyl)-3-[4-[3-(trifluoromethyl)phenyl]piperazin-1-yl]propan-1-one

SMILES c1cc(cc(c1)N2CCN(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)CCN1CCN(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

InChI_3D 1S/C20H21F3N3O5/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,(H,30,31)

AuxInfo 1/0/N:1,2,3,18,19,16,17,14,15,4,5,6,7,8,9,10,13,11,12,20,29,30,31,22,21,23,25,27,28,24,26/E:(6,7)(8,9)(21,22,23)(30,31)/CRV:26.5/rA:51nCCCCCCCCCCCCCCCCCCCCNNN+O-OOOOFFFHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;;;d4s5;s2d6;d3s6;s4;d5;d10s11;s7;;;s14;s15;s13;s18;s8;s9s14s15;s16s17s19;s10;s23;d13;d23;s11;s12;s20;s20;s20;s1;s2;s3;s4;s5;s6;s14;s14;s15;s15;s16;s16;s17;s17;s18;s18;s19;s19;s27;s28;/rC:-.0001,-3.0105,0;.8674,-3.508,0;-.0001,-2.0053,0;1.7305,6.0126,0;2.598,4.5101,0;1.7349,-2.0053,0;1.7334,5.0126,0;1.7349,-3.0105,0;.8674,-1.4976,0;2.6011,6.5152,0;3.4686,5.0127,0;3.4745,6.0178,0;.8674,4.5126,0;;1.7348,0,0;0,1.0051,0;1.7348,1.0051,0;.8674,3.5126,0;.8674,2.5126,0;2.6002,-3.5118,0;.8674,-.4976,0;.8674,1.5126,0;2.5981,7.5152,0;1.7306,8.0127,0;.0014,5.0126,0;3.4626,8.0178,0;4.3331,4.5101,0;4.3405,6.5178,0;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;1.2971,6.262,0;2.5973,4.0101,0;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;1.3674,3.5126,0;.3674,3.5126,0;1.3674,2.5126,0;.3674,2.5126,0;4.7668,4.7588,0;4.3405,7.0178,0;

Duplicates DB03336_p0_t0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003250-0000003499/DB03336_p0_t0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003250-0000003499/DB03336_p0_t0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003250-0000003499/DB03336_p0_t0.sdf

Formula	C₂₀H₂₀F₃N₃O₅
MW	439.39
InChIKey	KVIVJQWOYSWCCZ-UHFFFAOYNA-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	2
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	0.84
logP	3.8373
PSA	113.67
MR	113.514
ABS	0.55
Solubility	insoluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-211.11183
PM7_Total_Energy_ev	-6155.13317
PM7_Electronic_Energy_ev	-43741.30241
PM7_Dipole_Debye	7.56273
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.644
PM7_LUMO_Energy_ev	-1.649
PM7_COSMO_Area_square_ang	428.16
PM7_COSMO_Volue_cubic_ang	478.91
PM7_Electron_Affinity_ev	1.649
PM7_Ionization_Energy_ev	8.644
PM7_Energy_Gap_ev	6.995
PM7_Global_Hardness_ev	3.4975
PM7_Global_Softness_ev	0.28591851322373124
PM7_Chemical_Potential_ev	-5.1465
PM7_Electronigativity_ev	5.1465
PM7_Back_Donation_Energy_ev	-0.874375
PM7_Electrophilicity_ev	3.7864849535382414
OPENEYE_Name	1-(3,4-dihydroxy-5-nitro-phenyl)-3-[4-[3-(trifluoromethyl)phenyl]piperazin-1-yl]propan-1-one
SMILES	c1cc(cc(c1)N2CCN(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)CCN1CCN(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
InChI_3D	1S/C20H21F3N3O5/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,(H,30,31)
AuxInfo	1/0/N:1,2,3,18,19,16,17,14,15,4,5,6,7,8,9,10,13,11,12,20,29,30,31,22,21,23,25,27,28,24,26/E:(6,7)(8,9)(21,22,23)(30,31)/CRV:26.5/rA:51nCCCCCCCCCCCCCCCCCCCCNNN+O-OOOOFFFHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;;;d4s5;s2d6;d3s6;s4;d5;d10s11;s7;;;s14;s15;s13;s18;s8;s9s14s15;s16s17s19;s10;s23;d13;d23;s11;s12;s20;s20;s20;s1;s2;s3;s4;s5;s6;s14;s14;s15;s15;s16;s16;s17;s17;s18;s18;s19;s19;s27;s28;/rC:-.0001,-3.0105,0;.8674,-3.508,0;-.0001,-2.0053,0;1.7305,6.0126,0;2.598,4.5101,0;1.7349,-2.0053,0;1.7334,5.0126,0;1.7349,-3.0105,0;.8674,-1.4976,0;2.6011,6.5152,0;3.4686,5.0127,0;3.4745,6.0178,0;.8674,4.5126,0;;1.7348,0,0;0,1.0051,0;1.7348,1.0051,0;.8674,3.5126,0;.8674,2.5126,0;2.6002,-3.5118,0;.8674,-.4976,0;.8674,1.5126,0;2.5981,7.5152,0;1.7306,8.0127,0;.0014,5.0126,0;3.4626,8.0178,0;4.3331,4.5101,0;4.3405,6.5178,0;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;1.2971,6.262,0;2.5973,4.0101,0;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;1.3674,3.5126,0;.3674,3.5126,0;1.3674,2.5126,0;.3674,2.5126,0;4.7668,4.7588,0;4.3405,7.0178,0;
Duplicates	DB03336_p0_t0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003250-0000003499/DB03336_p0_t0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003250-0000003499/DB03336_p0_t0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003250-0000003499/DB03336_p0_t0.sdf