CompChem-Database: compound details

CompChem-Database: details for selected entry

DB16822 (13114)

Formula C₁₈H₂₂F₂N₄O₅S₂

MW 476.52

InChIKey QZECRCLSIGFCIO-MPIMZMORNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 53

Number_Heavy_Atoms 31

Number_Rings 3

Number_Bonds 55

Rotat_Bonds 12

Unbranched_Chain 2

Chiral_Centers 2

ONatoms 9

HB_Donor 3

HB_Acceptor 6

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 6

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 9

Lipinski_Violations 0

XLogP3 0

XLogP 1.76

logP 2.6217

PSA 158.56

MR 113.973

ABS 0.55

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -202.60329

PM7_Total_Energy_ev -6012.06239

PM7_Electronic_Energy_ev -51717.2703

PM7_Dipole_Debye 6.55647

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.973

PM7_LUMO_Energy_ev -1.133

PM7_COSMO_Area_square_ang 392.63

PM7_COSMO_Volue_cubic_ang 523.32

PM7_Electron_Affinity_ev 1.133

PM7_Ionization_Energy_ev 8.973

PM7_Energy_Gap_ev 7.84

PM7_Global_Hardness_ev 3.92

PM7_Global_Softness_ev 0.25510204081632654

PM7_Chemical_Potential_ev -5.053

PM7_Electronigativity_ev 5.053

PM7_Back_Donation_Energy_ev -0.98

PM7_Electrophilicity_ev 3.2567358418367345

OPENEYE_Name ~{N}-[2-[(2,3-difluorophenyl)methylsulfanyl]-6-[(1~{R},2~{S})-2,3-dihydroxy-1-methyl-propoxy]pyrimidin-4-yl]azetidine-1-sulfonamide

SMILES c1cc(c(c(c1)F)F)CSc2nc(cc(n2)OC(C)C(CO)O)NS(=O)(=O)N3CCC3

Canonical_SMILES OC[C@@H]([C@H](Oc1nc(SCc2cccc(c2F)F)nc(c1)NS(=O)(=O)N1CCC1)C)O

InChI 1/C18H22F2N4O5S2/c1-11(14(26)9-25)29-16-8-15(23-31(27,28)24-6-3-7-24)21-18(22-16)30-10-12-4-2-5-13(19)17(12)20/h2,4-5,8,11,14,25-26H,3,6-7,9-10H2,1H3,(H,21,22,23)/f/h23H

InChI_3D 1S/C18H22F2N4O5S2/c1-11(14(26)9-25)29-16-8-15(23-31(27,28)24-6-3-7-24)21-18(22-16)30-10-12-4-2-5-13(19)17(12)20/h2,4-5,8,11,14,25-26H,3,6-7,9-10H2,1H3,(H,21,22,23)/t11-,14+/m1/s1

AuxInfo 1/1/N:14,1,11,2,3,12,13,4,16,15,17,5,6,18,8,9,7,10,28,29,19,20,22,21,25,26,23,24,27,30,31/E:(6,7)(27,28)/F:m/E:m/CRV:31.6/rA:53cCCCCCCCCCCCCCCCCCCNNNNOOOOOFFSSHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;s2;d3;d5s6;d4;s4;;;s11;s11;;s5;;s14;s16s17;s8d10;d9s10;s12s13;s8;;;s16;s18;s9s17;s6;s7;s10s15;s21s22d23d24;s1;s2;s3;s4;s11;s11;s12;s12;s13;s13;s14;s14;s14;s15;s15;s16;s16;s17;s18;s22;s25;s26;/rC:3.4844,5.0001,0;3.4815,4.0001,0;2.6228,5.5077,0;;2.608,3.5026,0;1.7493,5.0102,0;1.7375,4.0051,0;0,1.0051,0;.8674,-.4976,0;1.7348,1.0051,0;-5.1182,-.2167,0;-4.8622,.7498,0;-4.1517,-.4727,0;2.2334,-1.8816,0;2.6052,2.5026,0;.7334,-4.4797,0;1.7334,-2.7476,0;1.2334,-3.6136,0;.8674,1.5126,0;1.7348,0,0;-3.8957,.4938,0;-1.5181,1.8757,0;-2.8851,2.2378,0;-1.8801,.5086,0;.2334,-5.3457,0;2.0994,-4.1136,0;.8674,-2.2476,0;.8877,5.5178,0;.8686,3.5102,0;2.6023,1.5026,0;-2.3826,1.3732,0;3.9189,5.2476,0;3.9134,3.7482,0;2.6264,6.0077,0;-.4327,-.2506,0;-5.2463,-.7001,0;-5.6016,-.0887,0;-5.3456,.8779,0;-4.7342,1.2332,0;-3.6683,-.6008,0;-4.2797,-.9561,0;2.6664,-2.1316,0;2.4834,-1.4486,0;1.8004,-1.6316,0;3.1052,2.5011,0;2.1052,2.504,0;1.1664,-4.7297,0;.3004,-4.2297,0;2.1664,-2.9976,0;.8004,-3.3636,0;-1.5195,2.3757,0;.4834,-5.7787,0;2.0994,-4.6136,0;

Duplicates DB16822

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016750-0000016999/DB16822.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016750-0000016999/DB16822.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016750-0000016999/DB16822.sdf

Formula	C₁₈H₂₂F₂N₄O₅S₂
MW	476.52
InChIKey	QZECRCLSIGFCIO-MPIMZMORNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	53
Number_Heavy_Atoms	31
Number_Rings	3
Number_Bonds	55
Rotat_Bonds	12
Unbranched_Chain	2
Chiral_Centers	2
ONatoms	9
HB_Donor	3
HB_Acceptor	6
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	6
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	9
Lipinski_Violations	0
XLogP3	0
XLogP	1.76
logP	2.6217
PSA	158.56
MR	113.973
ABS	0.55
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-202.60329
PM7_Total_Energy_ev	-6012.06239
PM7_Electronic_Energy_ev	-51717.2703
PM7_Dipole_Debye	6.55647
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.973
PM7_LUMO_Energy_ev	-1.133
PM7_COSMO_Area_square_ang	392.63
PM7_COSMO_Volue_cubic_ang	523.32
PM7_Electron_Affinity_ev	1.133
PM7_Ionization_Energy_ev	8.973
PM7_Energy_Gap_ev	7.84
PM7_Global_Hardness_ev	3.92
PM7_Global_Softness_ev	0.25510204081632654
PM7_Chemical_Potential_ev	-5.053
PM7_Electronigativity_ev	5.053
PM7_Back_Donation_Energy_ev	-0.98
PM7_Electrophilicity_ev	3.2567358418367345
OPENEYE_Name	~{N}-[2-[(2,3-difluorophenyl)methylsulfanyl]-6-[(1~{R},2~{S})-2,3-dihydroxy-1-methyl-propoxy]pyrimidin-4-yl]azetidine-1-sulfonamide
SMILES	c1cc(c(c(c1)F)F)CSc2nc(cc(n2)OC(C)C(CO)O)NS(=O)(=O)N3CCC3
Canonical_SMILES	OC[C@@H]([C@H](Oc1nc(SCc2cccc(c2F)F)nc(c1)NS(=O)(=O)N1CCC1)C)O
InChI	1/C18H22F2N4O5S2/c1-11(14(26)9-25)29-16-8-15(23-31(27,28)24-6-3-7-24)21-18(22-16)30-10-12-4-2-5-13(19)17(12)20/h2,4-5,8,11,14,25-26H,3,6-7,9-10H2,1H3,(H,21,22,23)/f/h23H
InChI_3D	1S/C18H22F2N4O5S2/c1-11(14(26)9-25)29-16-8-15(23-31(27,28)24-6-3-7-24)21-18(22-16)30-10-12-4-2-5-13(19)17(12)20/h2,4-5,8,11,14,25-26H,3,6-7,9-10H2,1H3,(H,21,22,23)/t11-,14+/m1/s1
AuxInfo	1/1/N:14,1,11,2,3,12,13,4,16,15,17,5,6,18,8,9,7,10,28,29,19,20,22,21,25,26,23,24,27,30,31/E:(6,7)(27,28)/F:m/E:m/CRV:31.6/rA:53cCCCCCCCCCCCCCCCCCCNNNNOOOOOFFSSHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;s2;d3;d5s6;d4;s4;;;s11;s11;;s5;;s14;s16s17;s8d10;d9s10;s12s13;s8;;;s16;s18;s9s17;s6;s7;s10s15;s21s22d23d24;s1;s2;s3;s4;s11;s11;s12;s12;s13;s13;s14;s14;s14;s15;s15;s16;s16;s17;s18;s22;s25;s26;/rC:3.4844,5.0001,0;3.4815,4.0001,0;2.6228,5.5077,0;;2.608,3.5026,0;1.7493,5.0102,0;1.7375,4.0051,0;0,1.0051,0;.8674,-.4976,0;1.7348,1.0051,0;-5.1182,-.2167,0;-4.8622,.7498,0;-4.1517,-.4727,0;2.2334,-1.8816,0;2.6052,2.5026,0;.7334,-4.4797,0;1.7334,-2.7476,0;1.2334,-3.6136,0;.8674,1.5126,0;1.7348,0,0;-3.8957,.4938,0;-1.5181,1.8757,0;-2.8851,2.2378,0;-1.8801,.5086,0;.2334,-5.3457,0;2.0994,-4.1136,0;.8674,-2.2476,0;.8877,5.5178,0;.8686,3.5102,0;2.6023,1.5026,0;-2.3826,1.3732,0;3.9189,5.2476,0;3.9134,3.7482,0;2.6264,6.0077,0;-.4327,-.2506,0;-5.2463,-.7001,0;-5.6016,-.0887,0;-5.3456,.8779,0;-4.7342,1.2332,0;-3.6683,-.6008,0;-4.2797,-.9561,0;2.6664,-2.1316,0;2.4834,-1.4486,0;1.8004,-1.6316,0;3.1052,2.5011,0;2.1052,2.504,0;1.1664,-4.7297,0;.3004,-4.2297,0;2.1664,-2.9976,0;.8004,-3.3636,0;-1.5195,2.3757,0;.4834,-5.7787,0;2.0994,-4.6136,0;
Duplicates	DB16822
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016750-0000016999/DB16822.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016750-0000016999/DB16822.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016750-0000016999/DB16822.sdf