CompChem-Database: compound details

CompChem-Database: details for selected entry

DB11748 (9456)

Formula C₁₉H₂₃N₄O₆PS

MW 466.45

InChIKey BTNNPSLJPBRMLZ-DQVSDMQJNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 54

Number_Heavy_Atoms 31

Number_Rings 2

Number_Bonds 55

Rotat_Bonds 13

Unbranched_Chain 3

Chiral_Centers 0

ONatoms 10

HB_Donor 3

HB_Acceptor 7

OpenEye_HB_Donors 4

OpenEye_HB_Acceptors 5

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 10

Lipinski_Violations 0

XLogP3 0

XLogP 1.33

logP 3.8472

PSA 191.05

MR 117.6

ABS 0.55

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -261.60604

PM7_Total_Energy_ev -5516.04184

PM7_Electronic_Energy_ev -48320.19636

PM7_Dipole_Debye 2.84056

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.056

PM7_LUMO_Energy_ev -0.883

PM7_COSMO_Area_square_ang 397.05

PM7_COSMO_Volue_cubic_ang 516.49

PM7_Electron_Affinity_ev 0.883

PM7_Ionization_Energy_ev 9.056

PM7_Energy_Gap_ev 8.173

PM7_Global_Hardness_ev 4.0865

PM7_Global_Softness_ev 0.2447081854888046

PM7_Chemical_Potential_ev -4.9695

PM7_Electronigativity_ev 4.9695

PM7_Back_Donation_Energy_ev -1.021625

PM7_Electrophilicity_ev 3.02164814021779

OPENEYE_Name ~{S}-[(~{Z})-2-[(4-amino-2-methyl-pyrimidin-5-yl)methyl-formyl-amino]-1-(2-phosphonooxyethyl)prop-1-enyl] benzenecarbothioate

SMILES c1ccc(cc1)C(=O)SC(=C(C)N(C=O)Cc2cnc(nc2N)C)CCOP(=O)(O)O

Canonical_SMILES O=CN(/C(=C(SC(=O)c1ccccc1)/CCOP(=O)(O)O)/C)Cc1cnc(nc1N)C

InChI 1/C19H23N4O6PS/c1-13(23(12-24)11-16-10-21-14(2)22-18(16)20)17(8-9-29-30(26,27)28)31-19(25)15-6-4-3-5-7-15/h3-7,10,12H,8-9,11H2,1-2H3,(H2,20,21,22)(H2,26,27,28)/f/h26-27H,20H2

InChI_3D 1S/C19H23N4O6PS/c1-13(23(12-24)11-16-10-21-14(2)22-18(16)20)17(8-9-29-30(26,27)28)31-19(25)15-6-4-3-5-7-15/h3-7,10,12H,8-9,11H2,1-2H3,(H2,20,21,22)(H2,26,27,28)/b17-13-

AuxInfo 1/1/N:16,15,1,2,3,4,5,18,19,6,17,11,13,10,7,8,14,9,12,22,20,21,23,24,25,26,27,28,29,30,31/E:(4,5)(6,7)(26,27,28)/F:16,15,1,2,3,4,5,18,19,6,17,11,13,10,7,8,14,9,12,22,20,21,23,24,25,27,28,26,29,30,31/E:(4,5)(6,7)(26,27)/rA:54nCCCCCCCCCCCCCCCCCCCNNNNOOOOOOPSHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;;d4s5;d6;s8;;;s7;;w13;s10;s13;s8;s14;s18;s6d10;d9s10;s9;s11s13s17;d11;d12;;;;s19;d26s27s28s29;s12s14;s1;s2;s3;s4;s5;s6;s11;s15;s15;s15;s16;s16;s16;s17;s17;s18;s18;s19;s19;s22;s22;s27;s28;/rC:-4.3225,-5.5164,0;-3.4557,-5.0177,0;-5.1907,-5.0201,0;-3.4571,-4.0125,0;-5.1921,-4.0149,0;0,1.0051,0;-4.3253,-3.506,0;;.8674,-.4976,0;1.7348,1.0051,0;-1.7293,-2.0024,0;-4.3267,-2.506,0;-2.5974,-.5036,0;-3.4627,-1.0048,0;2.6023,1.5026,0;-2.5988,.4964,0;-.8653,-.5012,0;-4.3294,-.506,0;-5.1961,-.0072,0;.8674,1.5126,0;1.7348,0,0;.8674,-1.4976,0;-1.7307,-1.0024,0;-2.5946,-2.5036,0;-5.1934,-2.0072,0;-7.7963,1.4892,0;-6.4308,1.8571,0;-7.4284,.1237,0;-6.0629,.4916,0;-6.9296,.9904,0;-3.4613,-2.0048,0;-4.3218,-6.0164,0;-3.0227,-5.2677,0;-5.623,-5.2713,0;-3.0237,-3.7632,0;-5.6262,-3.7668,0;-.4337,1.2538,0;-1.2959,-2.2518,0;2.3535,1.9363,0;3.036,1.7513,0;2.851,1.0689,0;-3.0988,.4957,0;-2.0988,.4971,0;-2.5995,.9964,0;-.6147,-.9339,0;-1.1159,-.0685,0;-4.5788,-.9393,0;-4.08,-.0726,0;-5.4455,-.4405,0;-4.9467,.4262,0;1.3004,-1.7476,0;.4344,-1.7476,0;-6.6814,2.2898,0;-7.1778,-.309,0;

Duplicates DB11748

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011500-0000011749/DB11748.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011500-0000011749/DB11748.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011500-0000011749/DB11748.sdf

Formula	C₁₉H₂₃N₄O₆PS
MW	466.45
InChIKey	BTNNPSLJPBRMLZ-DQVSDMQJNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	54
Number_Heavy_Atoms	31
Number_Rings	2
Number_Bonds	55
Rotat_Bonds	13
Unbranched_Chain	3
Chiral_Centers	0
ONatoms	10
HB_Donor	3
HB_Acceptor	7
OpenEye_HB_Donors	4
OpenEye_HB_Acceptors	5
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	10
Lipinski_Violations	0
XLogP3	0
XLogP	1.33
logP	3.8472
PSA	191.05
MR	117.6
ABS	0.55
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-261.60604
PM7_Total_Energy_ev	-5516.04184
PM7_Electronic_Energy_ev	-48320.19636
PM7_Dipole_Debye	2.84056
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.056
PM7_LUMO_Energy_ev	-0.883
PM7_COSMO_Area_square_ang	397.05
PM7_COSMO_Volue_cubic_ang	516.49
PM7_Electron_Affinity_ev	0.883
PM7_Ionization_Energy_ev	9.056
PM7_Energy_Gap_ev	8.173
PM7_Global_Hardness_ev	4.0865
PM7_Global_Softness_ev	0.2447081854888046
PM7_Chemical_Potential_ev	-4.9695
PM7_Electronigativity_ev	4.9695
PM7_Back_Donation_Energy_ev	-1.021625
PM7_Electrophilicity_ev	3.02164814021779
OPENEYE_Name	~{S}-[(~{Z})-2-[(4-amino-2-methyl-pyrimidin-5-yl)methyl-formyl-amino]-1-(2-phosphonooxyethyl)prop-1-enyl] benzenecarbothioate
SMILES	c1ccc(cc1)C(=O)SC(=C(C)N(C=O)Cc2cnc(nc2N)C)CCOP(=O)(O)O
Canonical_SMILES	O=CN(/C(=C(SC(=O)c1ccccc1)/CCOP(=O)(O)O)/C)Cc1cnc(nc1N)C
InChI	1/C19H23N4O6PS/c1-13(23(12-24)11-16-10-21-14(2)22-18(16)20)17(8-9-29-30(26,27)28)31-19(25)15-6-4-3-5-7-15/h3-7,10,12H,8-9,11H2,1-2H3,(H2,20,21,22)(H2,26,27,28)/f/h26-27H,20H2
InChI_3D	1S/C19H23N4O6PS/c1-13(23(12-24)11-16-10-21-14(2)22-18(16)20)17(8-9-29-30(26,27)28)31-19(25)15-6-4-3-5-7-15/h3-7,10,12H,8-9,11H2,1-2H3,(H2,20,21,22)(H2,26,27,28)/b17-13-
AuxInfo	1/1/N:16,15,1,2,3,4,5,18,19,6,17,11,13,10,7,8,14,9,12,22,20,21,23,24,25,26,27,28,29,30,31/E:(4,5)(6,7)(26,27,28)/F:16,15,1,2,3,4,5,18,19,6,17,11,13,10,7,8,14,9,12,22,20,21,23,24,25,27,28,26,29,30,31/E:(4,5)(6,7)(26,27)/rA:54nCCCCCCCCCCCCCCCCCCCNNNNOOOOOOPSHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;;d4s5;d6;s8;;;s7;;w13;s10;s13;s8;s14;s18;s6d10;d9s10;s9;s11s13s17;d11;d12;;;;s19;d26s27s28s29;s12s14;s1;s2;s3;s4;s5;s6;s11;s15;s15;s15;s16;s16;s16;s17;s17;s18;s18;s19;s19;s22;s22;s27;s28;/rC:-4.3225,-5.5164,0;-3.4557,-5.0177,0;-5.1907,-5.0201,0;-3.4571,-4.0125,0;-5.1921,-4.0149,0;0,1.0051,0;-4.3253,-3.506,0;;.8674,-.4976,0;1.7348,1.0051,0;-1.7293,-2.0024,0;-4.3267,-2.506,0;-2.5974,-.5036,0;-3.4627,-1.0048,0;2.6023,1.5026,0;-2.5988,.4964,0;-.8653,-.5012,0;-4.3294,-.506,0;-5.1961,-.0072,0;.8674,1.5126,0;1.7348,0,0;.8674,-1.4976,0;-1.7307,-1.0024,0;-2.5946,-2.5036,0;-5.1934,-2.0072,0;-7.7963,1.4892,0;-6.4308,1.8571,0;-7.4284,.1237,0;-6.0629,.4916,0;-6.9296,.9904,0;-3.4613,-2.0048,0;-4.3218,-6.0164,0;-3.0227,-5.2677,0;-5.623,-5.2713,0;-3.0237,-3.7632,0;-5.6262,-3.7668,0;-.4337,1.2538,0;-1.2959,-2.2518,0;2.3535,1.9363,0;3.036,1.7513,0;2.851,1.0689,0;-3.0988,.4957,0;-2.0988,.4971,0;-2.5995,.9964,0;-.6147,-.9339,0;-1.1159,-.0685,0;-4.5788,-.9393,0;-4.08,-.0726,0;-5.4455,-.4405,0;-4.9467,.4262,0;1.3004,-1.7476,0;.4344,-1.7476,0;-6.6814,2.2898,0;-7.1778,-.309,0;
Duplicates	DB11748
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011500-0000011749/DB11748.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011500-0000011749/DB11748.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011500-0000011749/DB11748.sdf