CompChem-Database: compound details

CompChem-Database: details for selected entry

DB08881 (8507)

Formula C₂₃H₁₈ClF₂N₃O₃S

MW 489.93

InChIKey GPXBXXGIAQBQNI-LBOYIXSDNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 51

Number_Heavy_Atoms 33

Number_Rings 4

Number_Bonds 54

Rotat_Bonds 7

Unbranched_Chain 3

Chiral_Centers 0

ONatoms 6

HB_Donor 2

HB_Acceptor 4

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 6

Lipinski_Violations 1

XLogP3 0

XLogP 5.44

logP 6.698

PSA 100.3

MR 124.214

ABS 0.55

Solubility insoluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -117.79801

PM7_Total_Energy_ev -5886.35106

PM7_Electronic_Energy_ev -51168.22658

PM7_Dipole_Debye 5.21451

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.48

PM7_LUMO_Energy_ev -1.27

PM7_COSMO_Area_square_ang 403.05

PM7_COSMO_Volue_cubic_ang 533.09

PM7_Electron_Affinity_ev 1.27

PM7_Ionization_Energy_ev 9.48

PM7_Energy_Gap_ev 8.21

PM7_Global_Hardness_ev 4.105

PM7_Global_Softness_ev 0.243605359317905

PM7_Chemical_Potential_ev -5.375

PM7_Electronigativity_ev 5.375

PM7_Back_Donation_Energy_ev -1.02625

PM7_Electrophilicity_ev 3.5189555420219243

OPENEYE_Name ~{N}-[3-[5-(4-chlorophenyl)-1~{H}-pyrrolo[2,3-b]pyridine-3-carbonyl]-2,4-difluoro-phenyl]propane-1-sulfonamide

SMILES c1cc(ccc1c2cc3c(c[nH]c3nc2)C(=O)c4c(ccc(c4F)NS(=O)(=O)CCC)F)Cl

Canonical_SMILES CCCS(=O)(=O)Nc1ccc(c(c1F)C(=O)c1c[nH]c2c1cc(cn2)c1ccc(cc1)Cl)F

InChI 1/C23H18ClF2N3O3S/c1-2-9-33(31,32)29-19-8-7-18(25)20(21(19)26)22(30)17-12-28-23-16(17)10-14(11-27-23)13-3-5-15(24)6-4-13/h3-8,10-12,29H,2,9H2,1H3,(H,27,28)/f/h28H

InChI_3D 1S/C23H18ClF2N3O3S/c1-2-9-33(31,32)29-19-8-7-18(25)20(21(19)26)22(30)17-12-28-23-16(17)10-14(11-27-23)13-3-5-15(24)6-4-13/h3-8,10-12,29H,2,9H2,1H3,(H,27,28)

AuxInfo 1/1/N:21,22,1,2,5,6,4,3,23,7,8,9,11,12,18,10,13,16,15,14,17,20,19,33,30,31,24,25,26,27,28,29,32/E:(3,4)(5,6)(31,32)/F:m/E:m/CRV:33.6/rA:51nCCCCCCCCCCCCCCCCCCCCCCCNNNOOOFFSClHHHHHHHHHHHHHHHHHH/rB:;;d3;d1;s2;;;;d7;s1d2;s7d8s11;d9s10;;s3;s4d14;s14d15;s5d6;s10;s13s14;;s21;s22;s8d19;s9s19;s15;d20;;;s16;s17;s23s26d28d29;s18;s1;s2;s3;s4;s5;s6;s7;s8;s9;s21;s21;s21;s22;s22;s23;s23;s25;s26;/rC:-1.7306,.9982,0;-.8675,2.5033,0;6.176,3.5971,0;5.8614,2.6478,0;-2.6026,1.4983,0;-1.7395,3.0034,0;.868,1.5137,0;;3.2858,.5022,0;1.736,1.0058,0;-.8675,1.5033,0;0,1.0058,0;2.6938,1.3168,0;4.2128,3.189,0;5.5056,4.3461,0;4.8832,2.44,0;4.5206,4.1459,0;-2.6115,2.5034,0;1.736,-.0013,0;3.2346,2.9811,0;6.4293,9.1474,0;6.6314,8.168,0;6.8335,7.1887,0;.868,-.4979,0;2.6938,-.3126,0;6.0563,6.0072,0;2.5655,3.7243,0;7.2377,5.2299,0;8.015,6.4114,0;4.5727,1.4894,0;3.8537,4.891,0;7.0356,6.2093,0;-3.4789,3.0009,0;-1.7284,.4982,0;-.4348,2.7539,0;6.6655,3.6989,0;6.1948,2.2753,0;-3.0341,1.2458,0;-1.7395,3.5034,0;.868,2.0137,0;-.4327,-.2506,0;3.7858,.5022,0;6.919,9.2485,0;5.9396,9.0463,0;6.3283,9.6371,0;6.1417,8.067,0;7.1211,8.2691,0;6.3438,7.0876,0;7.3232,7.2897,0;2.8483,-.7881,0;5.7239,6.3808,0;

Duplicates DB08881

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008750-0000008999/DB08881.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008750-0000008999/DB08881.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008750-0000008999/DB08881.sdf

Formula	C₂₃H₁₈ClF₂N₃O₃S
MW	489.93
InChIKey	GPXBXXGIAQBQNI-LBOYIXSDNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	51
Number_Heavy_Atoms	33
Number_Rings	4
Number_Bonds	54
Rotat_Bonds	7
Unbranched_Chain	3
Chiral_Centers	0
ONatoms	6
HB_Donor	2
HB_Acceptor	4
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	6
Lipinski_Violations	1
XLogP3	0
XLogP	5.44
logP	6.698
PSA	100.3
MR	124.214
ABS	0.55
Solubility	insoluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-117.79801
PM7_Total_Energy_ev	-5886.35106
PM7_Electronic_Energy_ev	-51168.22658
PM7_Dipole_Debye	5.21451
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.48
PM7_LUMO_Energy_ev	-1.27
PM7_COSMO_Area_square_ang	403.05
PM7_COSMO_Volue_cubic_ang	533.09
PM7_Electron_Affinity_ev	1.27
PM7_Ionization_Energy_ev	9.48
PM7_Energy_Gap_ev	8.21
PM7_Global_Hardness_ev	4.105
PM7_Global_Softness_ev	0.243605359317905
PM7_Chemical_Potential_ev	-5.375
PM7_Electronigativity_ev	5.375
PM7_Back_Donation_Energy_ev	-1.02625
PM7_Electrophilicity_ev	3.5189555420219243
OPENEYE_Name	~{N}-[3-[5-(4-chlorophenyl)-1~{H}-pyrrolo[2,3-b]pyridine-3-carbonyl]-2,4-difluoro-phenyl]propane-1-sulfonamide
SMILES	c1cc(ccc1c2cc3c(c[nH]c3nc2)C(=O)c4c(ccc(c4F)NS(=O)(=O)CCC)F)Cl
Canonical_SMILES	CCCS(=O)(=O)Nc1ccc(c(c1F)C(=O)c1c[nH]c2c1cc(cn2)c1ccc(cc1)Cl)F
InChI	1/C23H18ClF2N3O3S/c1-2-9-33(31,32)29-19-8-7-18(25)20(21(19)26)22(30)17-12-28-23-16(17)10-14(11-27-23)13-3-5-15(24)6-4-13/h3-8,10-12,29H,2,9H2,1H3,(H,27,28)/f/h28H
InChI_3D	1S/C23H18ClF2N3O3S/c1-2-9-33(31,32)29-19-8-7-18(25)20(21(19)26)22(30)17-12-28-23-16(17)10-14(11-27-23)13-3-5-15(24)6-4-13/h3-8,10-12,29H,2,9H2,1H3,(H,27,28)
AuxInfo	1/1/N:21,22,1,2,5,6,4,3,23,7,8,9,11,12,18,10,13,16,15,14,17,20,19,33,30,31,24,25,26,27,28,29,32/E:(3,4)(5,6)(31,32)/F:m/E:m/CRV:33.6/rA:51nCCCCCCCCCCCCCCCCCCCCCCCNNNOOOFFSClHHHHHHHHHHHHHHHHHH/rB:;;d3;d1;s2;;;;d7;s1d2;s7d8s11;d9s10;;s3;s4d14;s14d15;s5d6;s10;s13s14;;s21;s22;s8d19;s9s19;s15;d20;;;s16;s17;s23s26d28d29;s18;s1;s2;s3;s4;s5;s6;s7;s8;s9;s21;s21;s21;s22;s22;s23;s23;s25;s26;/rC:-1.7306,.9982,0;-.8675,2.5033,0;6.176,3.5971,0;5.8614,2.6478,0;-2.6026,1.4983,0;-1.7395,3.0034,0;.868,1.5137,0;;3.2858,.5022,0;1.736,1.0058,0;-.8675,1.5033,0;0,1.0058,0;2.6938,1.3168,0;4.2128,3.189,0;5.5056,4.3461,0;4.8832,2.44,0;4.5206,4.1459,0;-2.6115,2.5034,0;1.736,-.0013,0;3.2346,2.9811,0;6.4293,9.1474,0;6.6314,8.168,0;6.8335,7.1887,0;.868,-.4979,0;2.6938,-.3126,0;6.0563,6.0072,0;2.5655,3.7243,0;7.2377,5.2299,0;8.015,6.4114,0;4.5727,1.4894,0;3.8537,4.891,0;7.0356,6.2093,0;-3.4789,3.0009,0;-1.7284,.4982,0;-.4348,2.7539,0;6.6655,3.6989,0;6.1948,2.2753,0;-3.0341,1.2458,0;-1.7395,3.5034,0;.868,2.0137,0;-.4327,-.2506,0;3.7858,.5022,0;6.919,9.2485,0;5.9396,9.0463,0;6.3283,9.6371,0;6.1417,8.067,0;7.1211,8.2691,0;6.3438,7.0876,0;7.3232,7.2897,0;2.8483,-.7881,0;5.7239,6.3808,0;
Duplicates	DB08881
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008750-0000008999/DB08881.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008750-0000008999/DB08881.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008750-0000008999/DB08881.sdf