CompChem-Database: compound details

CompChem-Database: details for selected entry

DB12051 (9783)

Formula C₂₅H₂₅FN₄O₆S₂

MW 560.62

InChIKey DEKOYVOWOVJMPM-LELJVTLKNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 63

Number_Heavy_Atoms 38

Number_Rings 6

Number_Bonds 68

Rotat_Bonds 6

Unbranched_Chain 1

Chiral_Centers 4

ONatoms 10

HB_Donor 3

HB_Acceptor 6

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 5

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 10

Lipinski_Violations 1

XLogP3 0

XLogP 2.63

logP 4.7252

PSA 162

MR 149.225

ABS 0.55

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -186.46175

PM7_Total_Energy_ev -6742.95507

PM7_Electronic_Energy_ev -62179.20737

PM7_Dipole_Debye 14.56003

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.706

PM7_LUMO_Energy_ev -0.91

PM7_COSMO_Area_square_ang 488.06

PM7_COSMO_Volue_cubic_ang 592.1

PM7_Electron_Affinity_ev 0.91

PM7_Ionization_Energy_ev 8.706

PM7_Energy_Gap_ev 7.796

PM7_Global_Hardness_ev 3.898

PM7_Global_Softness_ev 0.2565418163160595

PM7_Chemical_Potential_ev -4.808

PM7_Electronigativity_ev 4.808

PM7_Back_Donation_Energy_ev -0.9745

PM7_Electrophilicity_ev 2.9652211390456644

OPENEYE_Name ~{N}-[3-[(1~{R},2~{S},7~{R},8~{S})-3-[(4-fluorophenyl)methyl]-6-hydroxy-4-oxo-3-azatricyclo[6.2.1.0^{2,7}]undec-5-en-5-yl]-1,1-dioxo-4~{H}-1$l^{6},2,4-benzothiadiazin-7-yl]methanesulfonamide

SMILES c1cc(ccc1CN2C(=O)C(=C(C3C2C4CCC3C4)O)C5=NS(=O)(=O)c6cc(ccc6N5)NS(=O)(=O)C)F

Canonical_SMILES Fc1ccc(cc1)CN1[C@H]2[C@@H]3CC[C@H]([C@H]2C(=C(C1=O)C1=NS(=O)(=O)c2c(N1)ccc(c2)NS(=O)(=O)C)O)C3

InChI 1/C25H25FN4O6S2/c1-37(33,34)28-17-8-9-18-19(11-17)38(35,36)29-24(27-18)21-23(31)20-14-4-5-15(10-14)22(20)30(25(21)32)12-13-2-6-16(26)7-3-13/h2-3,6-9,11,14-15,20,22,28,31H,4-5,10,12H2,1H3,(H,27,29)/f/h27H

InChI_3D 1S/C25H25FN4O6S2/c1-37(33,34)28-17-8-9-18-19(11-17)38(35,36)29-24(27-18)21-23(31)20-14-4-5-15(10-14)22(20)30(25(21)32)12-13-2-6-16(26)7-3-13/h2-3,6-9,11,14-15,20,22,28,31H,4-5,10,12H2,1H3,(H,27,29)/t14-,15+,20+,22-/m0/s1

AuxInfo 1/1/N:24,1,2,17,18,5,6,4,3,19,7,25,8,21,22,11,10,9,12,20,13,23,14,15,16,36,27,29,26,28,35,30,33,34,31,32,38,37/E:(2,3)(6,7)(33,34)(35,36)/F:m/E:m/CRV:37.6,38.6/rA:63cCCCCCCCCCCCCCCCCCCCCCCCCCNNNNOOOOOOFSSHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;;d3;d1;s2;;s1d2;s3;s4d7;s5d6;s7d9;;d13;s13;s13;;s17;;s14;s17s19s20;s18s19;s20s22;;s8;d15;s9s15;s16s23s25;s10;d16;;;;;s14;s11;s12s26d31d32;s24s29d33d34;s1;s2;s3;s4;s5;s6;s7;s17;s17;s18;s18;s19;s19;s20;s21;s22;s23;s24;s24;s24;s25;s25;s27;s29;s35;/rC:-1.7465,4.0132,0;-.0115,4.0158,0;3.4728,-.0032,0;4.3415,-.4998,0;-1.748,5.0184,0;-.013,5.021,0;3.4756,-2.0148,0;-.8782,3.517,0;2.6055,-.5011,0;4.3429,-1.5055,0;-.8812,5.5274,0;2.6055,-1.508,0;;-.875,-.5021,0;.8654,-.5011,0;-.0001,1.0095,0;-3.4818,.0029,0;-3.4801,1.0123,0;-3.1626,.4848,0;-1.7445,-.0001,0;-2.6219,-.51,0;-2.6108,1.509,0;-1.7446,1.0093,0;5.8711,-4.3738,0;-.8767,2.517,0;.8655,-1.5081,0;1.7382,-.0003,0;-.8752,1.517,0;5.8623,-2.3739,0;.8664,1.5087,0;2.3832,-2.7787,0;1.0959,-2.7806,0;6.8667,-3.3694,0;4.8667,-3.3782,0;-.8763,-1.5021,0;-.8827,6.5274,0;1.7384,-2.0144,0;5.8667,-3.3738,0;-2.1787,3.7619,0;.4216,3.7658,0;3.4724,.4968,0;4.7738,-.2486,0;-2.1821,5.2665,0;.4204,5.2704,0;3.4765,-2.5148,0;-3.6575,-.4652,0;-3.9737,.0926,0;-3.9727,.9268,0;-3.6494,1.4828,0;-3.548,.1662,0;-3.5491,.8019,0;-2.1779,.2493,0;-2.6247,-1.01,0;-2.6098,2.009,0;-1.311,.7604,0;5.3711,-4.376,0;6.3711,-4.3716,0;5.8733,-4.8738,0;-.3767,2.5178,0;-1.3767,2.5162,0;1.7389,.4997,0;6.2942,-2.122,0;-.4436,-1.7527,0;

Duplicates DB12051

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012000-0000012249/DB12051.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012000-0000012249/DB12051.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012000-0000012249/DB12051.sdf

Formula	C₂₅H₂₅FN₄O₆S₂
MW	560.62
InChIKey	DEKOYVOWOVJMPM-LELJVTLKNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	63
Number_Heavy_Atoms	38
Number_Rings	6
Number_Bonds	68
Rotat_Bonds	6
Unbranched_Chain	1
Chiral_Centers	4
ONatoms	10
HB_Donor	3
HB_Acceptor	6
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	5
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	10
Lipinski_Violations	1
XLogP3	0
XLogP	2.63
logP	4.7252
PSA	162
MR	149.225
ABS	0.55
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-186.46175
PM7_Total_Energy_ev	-6742.95507
PM7_Electronic_Energy_ev	-62179.20737
PM7_Dipole_Debye	14.56003
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.706
PM7_LUMO_Energy_ev	-0.91
PM7_COSMO_Area_square_ang	488.06
PM7_COSMO_Volue_cubic_ang	592.1
PM7_Electron_Affinity_ev	0.91
PM7_Ionization_Energy_ev	8.706
PM7_Energy_Gap_ev	7.796
PM7_Global_Hardness_ev	3.898
PM7_Global_Softness_ev	0.2565418163160595
PM7_Chemical_Potential_ev	-4.808
PM7_Electronigativity_ev	4.808
PM7_Back_Donation_Energy_ev	-0.9745
PM7_Electrophilicity_ev	2.9652211390456644
OPENEYE_Name	~{N}-[3-[(1~{R},2~{S},7~{R},8~{S})-3-[(4-fluorophenyl)methyl]-6-hydroxy-4-oxo-3-azatricyclo[6.2.1.0^{2,7}]undec-5-en-5-yl]-1,1-dioxo-4~{H}-1$l^{6},2,4-benzothiadiazin-7-yl]methanesulfonamide
SMILES	c1cc(ccc1CN2C(=O)C(=C(C3C2C4CCC3C4)O)C5=NS(=O)(=O)c6cc(ccc6N5)NS(=O)(=O)C)F
Canonical_SMILES	Fc1ccc(cc1)CN1[C@H]2[C@@H]3CC[C@H]([C@H]2C(=C(C1=O)C1=NS(=O)(=O)c2c(N1)ccc(c2)NS(=O)(=O)C)O)C3
InChI	1/C25H25FN4O6S2/c1-37(33,34)28-17-8-9-18-19(11-17)38(35,36)29-24(27-18)21-23(31)20-14-4-5-15(10-14)22(20)30(25(21)32)12-13-2-6-16(26)7-3-13/h2-3,6-9,11,14-15,20,22,28,31H,4-5,10,12H2,1H3,(H,27,29)/f/h27H
InChI_3D	1S/C25H25FN4O6S2/c1-37(33,34)28-17-8-9-18-19(11-17)38(35,36)29-24(27-18)21-23(31)20-14-4-5-15(10-14)22(20)30(25(21)32)12-13-2-6-16(26)7-3-13/h2-3,6-9,11,14-15,20,22,28,31H,4-5,10,12H2,1H3,(H,27,29)/t14-,15+,20+,22-/m0/s1
AuxInfo	1/1/N:24,1,2,17,18,5,6,4,3,19,7,25,8,21,22,11,10,9,12,20,13,23,14,15,16,36,27,29,26,28,35,30,33,34,31,32,38,37/E:(2,3)(6,7)(33,34)(35,36)/F:m/E:m/CRV:37.6,38.6/rA:63cCCCCCCCCCCCCCCCCCCCCCCCCCNNNNOOOOOOFSSHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;;d3;d1;s2;;s1d2;s3;s4d7;s5d6;s7d9;;d13;s13;s13;;s17;;s14;s17s19s20;s18s19;s20s22;;s8;d15;s9s15;s16s23s25;s10;d16;;;;;s14;s11;s12s26d31d32;s24s29d33d34;s1;s2;s3;s4;s5;s6;s7;s17;s17;s18;s18;s19;s19;s20;s21;s22;s23;s24;s24;s24;s25;s25;s27;s29;s35;/rC:-1.7465,4.0132,0;-.0115,4.0158,0;3.4728,-.0032,0;4.3415,-.4998,0;-1.748,5.0184,0;-.013,5.021,0;3.4756,-2.0148,0;-.8782,3.517,0;2.6055,-.5011,0;4.3429,-1.5055,0;-.8812,5.5274,0;2.6055,-1.508,0;;-.875,-.5021,0;.8654,-.5011,0;-.0001,1.0095,0;-3.4818,.0029,0;-3.4801,1.0123,0;-3.1626,.4848,0;-1.7445,-.0001,0;-2.6219,-.51,0;-2.6108,1.509,0;-1.7446,1.0093,0;5.8711,-4.3738,0;-.8767,2.517,0;.8655,-1.5081,0;1.7382,-.0003,0;-.8752,1.517,0;5.8623,-2.3739,0;.8664,1.5087,0;2.3832,-2.7787,0;1.0959,-2.7806,0;6.8667,-3.3694,0;4.8667,-3.3782,0;-.8763,-1.5021,0;-.8827,6.5274,0;1.7384,-2.0144,0;5.8667,-3.3738,0;-2.1787,3.7619,0;.4216,3.7658,0;3.4724,.4968,0;4.7738,-.2486,0;-2.1821,5.2665,0;.4204,5.2704,0;3.4765,-2.5148,0;-3.6575,-.4652,0;-3.9737,.0926,0;-3.9727,.9268,0;-3.6494,1.4828,0;-3.548,.1662,0;-3.5491,.8019,0;-2.1779,.2493,0;-2.6247,-1.01,0;-2.6098,2.009,0;-1.311,.7604,0;5.3711,-4.376,0;6.3711,-4.3716,0;5.8733,-4.8738,0;-.3767,2.5178,0;-1.3767,2.5162,0;1.7389,.4997,0;6.2942,-2.122,0;-.4436,-1.7527,0;
Duplicates	DB12051
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012000-0000012249/DB12051.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012000-0000012249/DB12051.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012000-0000012249/DB12051.sdf