CompChem-Database: compound details

CompChem-Database: details for selected entry

DB15013 (12180)

Formula C₁₉H₂₀F₃N₅O₅S₂

MW 519.52

InChIKey KJDAGXLMHXUAGV-TWSYTRIPNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 54

Number_Heavy_Atoms 34

Number_Rings 4

Number_Bonds 57

Rotat_Bonds 9

Unbranched_Chain 2

Chiral_Centers 4

ONatoms 10

HB_Donor 4

HB_Acceptor 6

OpenEye_HB_Donors 5

OpenEye_HB_Acceptors 6

Lipinski_HB_Donors 4

Lipinski_HB_Acceptors 10

Lipinski_Violations 1

XLogP3 0

XLogP 1.74

logP 3.6046

PSA 185.75

MR 116.642

ABS 0.55

Solubility insoluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -245.57539

PM7_Total_Energy_ev -6760.11029

PM7_Electronic_Energy_ev -58380.87783

PM7_Dipole_Debye 6.37421

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.235

PM7_LUMO_Energy_ev -1.298

PM7_COSMO_Area_square_ang 409.55

PM7_COSMO_Volue_cubic_ang 531.74

PM7_Electron_Affinity_ev 1.298

PM7_Ionization_Energy_ev 9.235

PM7_Energy_Gap_ev 7.937

PM7_Global_Hardness_ev 3.9685

PM7_Global_Softness_ev 0.25198437696862797

PM7_Chemical_Potential_ev -5.2665

PM7_Electronigativity_ev 5.2665

PM7_Back_Donation_Energy_ev -0.992125

PM7_Electrophilicity_ev 3.494522143127126

OPENEYE_Name [(1~{R},2~{R},3~{S},4~{R})-2,3-dihydroxy-4-[[2-[3-(trifluoromethylsulfanyl)phenyl]pyrazolo[1,5-a]pyrimidin-7-yl]amino]cyclopentyl]methyl sulfamate

SMILES c1cc(cc(c1)SC(F)(F)F)c2cc3nccc(n3n2)NC4CC(C(C4O)O)COS(=O)(=O)N

Canonical_SMILES O[C@H]1[C@@H](C[C@@H]([C@H]1O)COS(=O)(=O)N)Nc1ccnc2n1nc(c2)c1cccc(c1)SC(F)(F)F

InChI 1/C19H20F3N5O5S2/c20-19(21,22)33-12-3-1-2-10(6-12)13-8-16-24-5-4-15(27(16)26-13)25-14-7-11(17(28)18(14)29)9-32-34(23,30)31/h1-6,8,11,14,17-18,25,28-29H,7,9H2,(H2,23,30,31)/f/h23H2

InChI_3D 1S/C19H20F3N5O5S2/c20-19(21,22)33-12-3-1-2-10(6-12)13-8-16-24-5-4-15(27(16)26-13)25-14-7-11(17(28)18(14)29)9-32-34(23,30)31/h1-6,8,11,14,17-18,25,28-29H,7,9H2,(H2,23,30,31)/t11-,14-,17-,18+/m1/s1

AuxInfo 1/1/N:1,2,3,10,11,4,13,5,18,6,14,7,8,15,12,9,16,17,19,30,31,32,23,21,24,20,22,27,28,25,26,29,33,34/E:(20,21,22)(30,31)/F:m/E:m/CRV:34.6/rA:54cCCCCCCCCCCCCCCCCCCCNNNNNOOOOOFFFSSHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;;s2d4;d3s4;s5s6;d5;;s10;d10;;s13;s13;s14;s15s16;s14;;d8;s9d11;s9s12s20;;s12s15;;;s16;s17;s18;s19;s19;s19;s7s19;s23d25d26s29;s1;s2;s3;s4;s5;s10;s11;s13;s13;s14;s15;s16;s17;s18;s18;s23;s23;s24;s27;s28;/rC:5.787,.3662,0;4.787,.3618,0;6.291,-.5035,0;4.7897,-1.3733,0;2.6938,-1.3184,0;4.2858,-.5035,0;5.7948,-1.3777,0;3.2858,-.5036,0;1.736,-1.0071,0;;0,-1.0058,0;.868,.5079,0;-.0597,3.1936,0;-.6473,4.0047,0;-.6475,2.3829,0;-1.6024,3.6938,0;-1.5981,2.6936,0;-1.3589,5.6035,0;7.6721,-2.8904,0;2.6938,.311,0;.868,-1.5037,0;1.736,0,0;-2.5787,8.3443,0;.868,1.5079,0;-1.2585,7.8373,0;-3.0857,7.0241,0;-3.3422,3.5056,0;-1.9615,.9818,0;-1.7655,6.5171,0;8.6721,-2.8889,0;7.6736,-3.8904,0;7.6706,-1.8904,0;6.6721,-2.8919,0;-2.1721,7.4307,0;6.0358,.8,0;4.5364,.7944,0;6.791,-.5013,0;4.5391,-1.806,0;2.8483,-1.7939,0;-.4337,.2487,0;-.4327,-1.2564,0;.3121,3.5279,0;.312,2.8591,0;-.2141,4.2544,0;-.8513,1.9263,0;-1.7072,4.1827,0;-2.0955,2.7447,0;-1.8156,5.4002,0;-.9021,5.8068,0;-3.076,8.3966,0;-2.2848,8.7488,0;1.301,1.7579,0;-3.6374,3.9092,0;-2.437,.8271,0;

Duplicates DB15013

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015000-0000015249/DB15013.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015000-0000015249/DB15013.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015000-0000015249/DB15013.sdf

Formula	C₁₉H₂₀F₃N₅O₅S₂
MW	519.52
InChIKey	KJDAGXLMHXUAGV-TWSYTRIPNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	54
Number_Heavy_Atoms	34
Number_Rings	4
Number_Bonds	57
Rotat_Bonds	9
Unbranched_Chain	2
Chiral_Centers	4
ONatoms	10
HB_Donor	4
HB_Acceptor	6
OpenEye_HB_Donors	5
OpenEye_HB_Acceptors	6
Lipinski_HB_Donors	4
Lipinski_HB_Acceptors	10
Lipinski_Violations	1
XLogP3	0
XLogP	1.74
logP	3.6046
PSA	185.75
MR	116.642
ABS	0.55
Solubility	insoluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-245.57539
PM7_Total_Energy_ev	-6760.11029
PM7_Electronic_Energy_ev	-58380.87783
PM7_Dipole_Debye	6.37421
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.235
PM7_LUMO_Energy_ev	-1.298
PM7_COSMO_Area_square_ang	409.55
PM7_COSMO_Volue_cubic_ang	531.74
PM7_Electron_Affinity_ev	1.298
PM7_Ionization_Energy_ev	9.235
PM7_Energy_Gap_ev	7.937
PM7_Global_Hardness_ev	3.9685
PM7_Global_Softness_ev	0.25198437696862797
PM7_Chemical_Potential_ev	-5.2665
PM7_Electronigativity_ev	5.2665
PM7_Back_Donation_Energy_ev	-0.992125
PM7_Electrophilicity_ev	3.494522143127126
OPENEYE_Name	[(1~{R},2~{R},3~{S},4~{R})-2,3-dihydroxy-4-[[2-[3-(trifluoromethylsulfanyl)phenyl]pyrazolo[1,5-a]pyrimidin-7-yl]amino]cyclopentyl]methyl sulfamate
SMILES	c1cc(cc(c1)SC(F)(F)F)c2cc3nccc(n3n2)NC4CC(C(C4O)O)COS(=O)(=O)N
Canonical_SMILES	O[C@H]1[C@@H](C[C@@H]([C@H]1O)COS(=O)(=O)N)Nc1ccnc2n1nc(c2)c1cccc(c1)SC(F)(F)F
InChI	1/C19H20F3N5O5S2/c20-19(21,22)33-12-3-1-2-10(6-12)13-8-16-24-5-4-15(27(16)26-13)25-14-7-11(17(28)18(14)29)9-32-34(23,30)31/h1-6,8,11,14,17-18,25,28-29H,7,9H2,(H2,23,30,31)/f/h23H2
InChI_3D	1S/C19H20F3N5O5S2/c20-19(21,22)33-12-3-1-2-10(6-12)13-8-16-24-5-4-15(27(16)26-13)25-14-7-11(17(28)18(14)29)9-32-34(23,30)31/h1-6,8,11,14,17-18,25,28-29H,7,9H2,(H2,23,30,31)/t11-,14-,17-,18+/m1/s1
AuxInfo	1/1/N:1,2,3,10,11,4,13,5,18,6,14,7,8,15,12,9,16,17,19,30,31,32,23,21,24,20,22,27,28,25,26,29,33,34/E:(20,21,22)(30,31)/F:m/E:m/CRV:34.6/rA:54cCCCCCCCCCCCCCCCCCCCNNNNNOOOOOFFFSSHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;;s2d4;d3s4;s5s6;d5;;s10;d10;;s13;s13;s14;s15s16;s14;;d8;s9d11;s9s12s20;;s12s15;;;s16;s17;s18;s19;s19;s19;s7s19;s23d25d26s29;s1;s2;s3;s4;s5;s10;s11;s13;s13;s14;s15;s16;s17;s18;s18;s23;s23;s24;s27;s28;/rC:5.787,.3662,0;4.787,.3618,0;6.291,-.5035,0;4.7897,-1.3733,0;2.6938,-1.3184,0;4.2858,-.5035,0;5.7948,-1.3777,0;3.2858,-.5036,0;1.736,-1.0071,0;;0,-1.0058,0;.868,.5079,0;-.0597,3.1936,0;-.6473,4.0047,0;-.6475,2.3829,0;-1.6024,3.6938,0;-1.5981,2.6936,0;-1.3589,5.6035,0;7.6721,-2.8904,0;2.6938,.311,0;.868,-1.5037,0;1.736,0,0;-2.5787,8.3443,0;.868,1.5079,0;-1.2585,7.8373,0;-3.0857,7.0241,0;-3.3422,3.5056,0;-1.9615,.9818,0;-1.7655,6.5171,0;8.6721,-2.8889,0;7.6736,-3.8904,0;7.6706,-1.8904,0;6.6721,-2.8919,0;-2.1721,7.4307,0;6.0358,.8,0;4.5364,.7944,0;6.791,-.5013,0;4.5391,-1.806,0;2.8483,-1.7939,0;-.4337,.2487,0;-.4327,-1.2564,0;.3121,3.5279,0;.312,2.8591,0;-.2141,4.2544,0;-.8513,1.9263,0;-1.7072,4.1827,0;-2.0955,2.7447,0;-1.8156,5.4002,0;-.9021,5.8068,0;-3.076,8.3966,0;-2.2848,8.7488,0;1.301,1.7579,0;-3.6374,3.9092,0;-2.437,.8271,0;
Duplicates	DB15013
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015000-0000015249/DB15013.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015000-0000015249/DB15013.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015000-0000015249/DB15013.sdf