CompChem-Database: compound details

CompChem-Database: details for selected entry

DB16066 (12790)

Formula C₂₀H₁₃ClF₃N₅O₃S

MW 495.87

InChIKey LUUMLYXKTPBTQR-LNNLXFCONA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 46

Number_Heavy_Atoms 33

Number_Rings 4

Number_Bonds 49

Rotat_Bonds 5

Unbranched_Chain 1

Chiral_Centers 0

ONatoms 8

HB_Donor 2

HB_Acceptor 6

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 6

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 8

Lipinski_Violations 0

XLogP3 0

XLogP 3.01

logP 5.5191

PSA 126.08

MR 113.65

ABS 0.55

Solubility insoluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -152.87135

PM7_Total_Energy_ev -6288.5089

PM7_Electronic_Energy_ev -53158.79787

PM7_Dipole_Debye 5.18944

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.501

PM7_LUMO_Energy_ev -1.732

PM7_COSMO_Area_square_ang 375.93

PM7_COSMO_Volue_cubic_ang 502.72

PM7_Electron_Affinity_ev 1.732

PM7_Ionization_Energy_ev 9.501

PM7_Energy_Gap_ev 7.769

PM7_Global_Hardness_ev 3.8845

PM7_Global_Softness_ev 0.2574333891105676

PM7_Chemical_Potential_ev -5.6165

PM7_Electronigativity_ev 5.6165

PM7_Back_Donation_Energy_ev -0.971125

PM7_Electrophilicity_ev 4.06037742952761

OPENEYE_Name 4-chloro-~{N}-[5-methyl-2-(7~{H}-pyrrolo[2,3-d]pyrimidine-4-carbonyl)-3-pyridyl]-3-(trifluoromethyl)benzenesulfonamide

SMILES c1cc(c(cc1S(=O)(=O)Nc2cc(cnc2C(=O)c3c4cc[nH]c4ncn3)C)C(F)(F)F)Cl

Canonical_SMILES Cc1cnc(c(c1)NS(=O)(=O)c1ccc(c(c1)C(F)(F)F)Cl)C(=O)c1ncnc2c1cc[nH]2

InChI 1/C20H13ClF3N5O3S/c1-10-6-15(29-33(31,32)11-2-3-14(21)13(7-11)20(22,23)24)17(26-8-10)18(30)16-12-4-5-25-19(12)28-9-27-16/h2-9,29H,1H3,(H,25,27,28)/f/h25H

InChI_3D 1S/C20H13ClF3N5O3S/c1-10-6-15(29-33(31,32)11-2-3-14(21)13(7-11)20(22,23)24)17(26-8-10)18(30)16-12-4-5-25-19(12)28-9-27-16/h2-9,29H,1H3,(H,25,27,28)

AuxInfo 1/1/N:19,1,2,3,7,4,5,6,8,10,13,9,11,14,12,15,16,18,17,20,33,29,30,31,24,21,22,23,25,26,27,28,32/E:(22,23,24)(31,32)/F:m/E:m/CRV:33.6/rA:46nCCCCCCCCCCCCCCCCCCCCNNNNNOOOFFFSClHHHHHHHHHHHHH/rB:d1;;;;;d3;;s3;d4s6;s5;s4;s1d5;s2d11;d9;d12;s9;s15s16;s10;s11;d6s16;d8s15;s8d17;s7s17;s12;d18;;;s20;s20;s20;s13s25d27d28;s14;s1;s2;s3;s4;s5;s6;s7;s8;s19;s19;s19;s24;s25;/rC:-2.0358,6.0736,0;-2.0342,7.0788,0;;-3.5549,3.2022,0;-.3008,6.071,0;-4.4268,1.702,0;.592,-.8146,0;-2.6938,-1.3168,0;-.9578,-.311,0;-4.4239,2.7072,0;-.2993,7.0762,0;-2.6889,2.7021,0;-1.169,5.5748,0;-1.166,7.5852,0;-1.8258,.1969,0;-2.6918,1.6969,0;-.9578,-1.3181,0;-1.8258,1.1969,0;-5.2877,3.211,0;.569,7.5724,0;-3.5608,1.1918,0;-2.6938,-.311,0;-1.8258,-1.8147,0;0,-1.6294,0;-1.172,3.5748,0;-.9598,1.6969,0;-.1705,4.5733,0;-2.1705,4.5763,0;.0729,8.4406,0;1.0651,6.7041,0;1.4372,8.0685,0;-1.1705,4.5748,0;-1.1645,8.5852,0;-2.4688,5.8236,0;-2.4676,7.3282,0;.1545,.4755,0;-3.5534,3.7022,0;.1315,5.8197,0;-4.8613,1.4546,0;1.092,-.8146,0;-3.1265,-1.5674,0;-5.0358,3.6429,0;-5.5396,2.7791,0;-5.7196,3.4629,0;.1545,-2.1049,0;-.7394,3.3242,0;

Duplicates DB16066

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016000-0000016249/DB16066.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016000-0000016249/DB16066.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016000-0000016249/DB16066.sdf

Formula	C₂₀H₁₃ClF₃N₅O₃S
MW	495.87
InChIKey	LUUMLYXKTPBTQR-LNNLXFCONA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	46
Number_Heavy_Atoms	33
Number_Rings	4
Number_Bonds	49
Rotat_Bonds	5
Unbranched_Chain	1
Chiral_Centers	0
ONatoms	8
HB_Donor	2
HB_Acceptor	6
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	6
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	8
Lipinski_Violations	0
XLogP3	0
XLogP	3.01
logP	5.5191
PSA	126.08
MR	113.65
ABS	0.55
Solubility	insoluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-152.87135
PM7_Total_Energy_ev	-6288.5089
PM7_Electronic_Energy_ev	-53158.79787
PM7_Dipole_Debye	5.18944
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.501
PM7_LUMO_Energy_ev	-1.732
PM7_COSMO_Area_square_ang	375.93
PM7_COSMO_Volue_cubic_ang	502.72
PM7_Electron_Affinity_ev	1.732
PM7_Ionization_Energy_ev	9.501
PM7_Energy_Gap_ev	7.769
PM7_Global_Hardness_ev	3.8845
PM7_Global_Softness_ev	0.2574333891105676
PM7_Chemical_Potential_ev	-5.6165
PM7_Electronigativity_ev	5.6165
PM7_Back_Donation_Energy_ev	-0.971125
PM7_Electrophilicity_ev	4.06037742952761
OPENEYE_Name	4-chloro-~{N}-[5-methyl-2-(7~{H}-pyrrolo[2,3-d]pyrimidine-4-carbonyl)-3-pyridyl]-3-(trifluoromethyl)benzenesulfonamide
SMILES	c1cc(c(cc1S(=O)(=O)Nc2cc(cnc2C(=O)c3c4cc[nH]c4ncn3)C)C(F)(F)F)Cl
Canonical_SMILES	Cc1cnc(c(c1)NS(=O)(=O)c1ccc(c(c1)C(F)(F)F)Cl)C(=O)c1ncnc2c1cc[nH]2
InChI	1/C20H13ClF3N5O3S/c1-10-6-15(29-33(31,32)11-2-3-14(21)13(7-11)20(22,23)24)17(26-8-10)18(30)16-12-4-5-25-19(12)28-9-27-16/h2-9,29H,1H3,(H,25,27,28)/f/h25H
InChI_3D	1S/C20H13ClF3N5O3S/c1-10-6-15(29-33(31,32)11-2-3-14(21)13(7-11)20(22,23)24)17(26-8-10)18(30)16-12-4-5-25-19(12)28-9-27-16/h2-9,29H,1H3,(H,25,27,28)
AuxInfo	1/1/N:19,1,2,3,7,4,5,6,8,10,13,9,11,14,12,15,16,18,17,20,33,29,30,31,24,21,22,23,25,26,27,28,32/E:(22,23,24)(31,32)/F:m/E:m/CRV:33.6/rA:46nCCCCCCCCCCCCCCCCCCCCNNNNNOOOFFFSClHHHHHHHHHHHHH/rB:d1;;;;;d3;;s3;d4s6;s5;s4;s1d5;s2d11;d9;d12;s9;s15s16;s10;s11;d6s16;d8s15;s8d17;s7s17;s12;d18;;;s20;s20;s20;s13s25d27d28;s14;s1;s2;s3;s4;s5;s6;s7;s8;s19;s19;s19;s24;s25;/rC:-2.0358,6.0736,0;-2.0342,7.0788,0;;-3.5549,3.2022,0;-.3008,6.071,0;-4.4268,1.702,0;.592,-.8146,0;-2.6938,-1.3168,0;-.9578,-.311,0;-4.4239,2.7072,0;-.2993,7.0762,0;-2.6889,2.7021,0;-1.169,5.5748,0;-1.166,7.5852,0;-1.8258,.1969,0;-2.6918,1.6969,0;-.9578,-1.3181,0;-1.8258,1.1969,0;-5.2877,3.211,0;.569,7.5724,0;-3.5608,1.1918,0;-2.6938,-.311,0;-1.8258,-1.8147,0;0,-1.6294,0;-1.172,3.5748,0;-.9598,1.6969,0;-.1705,4.5733,0;-2.1705,4.5763,0;.0729,8.4406,0;1.0651,6.7041,0;1.4372,8.0685,0;-1.1705,4.5748,0;-1.1645,8.5852,0;-2.4688,5.8236,0;-2.4676,7.3282,0;.1545,.4755,0;-3.5534,3.7022,0;.1315,5.8197,0;-4.8613,1.4546,0;1.092,-.8146,0;-3.1265,-1.5674,0;-5.0358,3.6429,0;-5.5396,2.7791,0;-5.7196,3.4629,0;.1545,-2.1049,0;-.7394,3.3242,0;
Duplicates	DB16066
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016000-0000016249/DB16066.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016000-0000016249/DB16066.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016000-0000016249/DB16066.sdf