CompChem-Database: compound details

CompChem-Database: details for selected entry

DB16535 (13040)

Formula C₂₀H₂₄N₄O₄S

MW 416.49

InChIKey KZZQSQPXTWSHLI-QVUQFMIFNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 53

Number_Heavy_Atoms 29

Number_Rings 2

Number_Bonds 54

Rotat_Bonds 12

Unbranched_Chain 3

Chiral_Centers 0

ONatoms 8

HB_Donor 2

HB_Acceptor 5

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 5

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 8

Lipinski_Violations 0

XLogP3 0

XLogP 1.78

logP 3.7043

PSA 143.94

MR 112.582

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -101.75761

PM7_Total_Energy_ev -4882.82686

PM7_Electronic_Energy_ev -43053.35581

PM7_Dipole_Debye 4.72576

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.657

PM7_LUMO_Energy_ev -0.571

PM7_COSMO_Area_square_ang 377.02

PM7_COSMO_Volue_cubic_ang 504.38

PM7_Electron_Affinity_ev 0.571

PM7_Ionization_Energy_ev 8.657

PM7_Energy_Gap_ev 8.086

PM7_Global_Hardness_ev 4.043

PM7_Global_Softness_ev 0.24734108335394508

PM7_Chemical_Potential_ev -4.614

PM7_Electronigativity_ev 4.614

PM7_Back_Donation_Energy_ev -1.01075

PM7_Electrophilicity_ev 2.6328216670789018

OPENEYE_Name [(~{Z})-2-[(4-amino-2-methyl-pyrimidin-5-yl)methyl-formyl-amino]-1-(2-hydroxyethyl)prop-1-enyl]sulfanylmethyl benzoate

SMILES c1ccc(cc1)C(=O)OCSC(=C(C)N(C=O)Cc2cnc(nc2N)C)CCO

Canonical_SMILES OCC/C(=C(/N(Cc1cnc(nc1N)C)C=O)C)/SCOC(=O)c1ccccc1

InChI 1/C20H24N4O4S/c1-14(24(12-26)11-17-10-22-15(2)23-19(17)21)18(8-9-25)29-13-28-20(27)16-6-4-3-5-7-16/h3-7,10,12,25H,8-9,11,13H2,1-2H3,(H2,21,22,23)/f/h21H2

InChI_3D 1S/C20H24N4O4S/c1-14(24(12-26)11-17-10-22-15(2)23-19(17)21)18(8-9-25)29-13-28-20(27)16-6-4-3-5-7-16/h3-7,10,12,25H,8-9,11,13H2,1-2H3,(H2,21,22,23)/b18-14-

AuxInfo 1/1/N:16,15,1,2,3,4,5,18,19,6,17,11,20,13,10,7,8,14,9,12,23,21,22,24,27,25,26,28,29/E:(4,5)(6,7)/F:m/E:m/rA:53nCCCCCCCCCCCCCCCCCCCCNNNNOOOOSHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;;d4s5;d6;s8;;;s7;;w13;s10;s13;s8;s14;s18;;s6d10;d9s10;s9;s11s13s17;d11;d12;s19;s12s20;s14s20;s1;s2;s3;s4;s5;s6;s11;s15;s15;s15;s16;s16;s16;s17;s17;s18;s18;s19;s19;s20;s20;s23;s23;s27;/rC:-7.7956,-5.516,0;-7.7999,-4.516,0;-6.9303,-6.0173,0;-6.9301,-4.0122,0;-6.0605,-5.5135,0;0,1.0051,0;-6.0559,-4.5084,0;;.8674,-.4976,0;1.7348,1.0051,0;-1.7293,-2.0024,0;-5.1906,-4.0072,0;-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;-4.3267,-2.506,0;.8674,1.5126,0;1.7348,0,0;.8674,-1.4976,0;-1.7307,-1.0024,0;-.8626,-2.5012,0;-4.3239,-4.506,0;-6.0629,.4916,0;-5.192,-3.0072,0;-3.4613,-2.0048,0;-8.2283,-5.7666,0;-8.2336,-4.2672,0;-6.9304,-6.5173,0;-6.9322,-3.5122,0;-5.6279,-5.7642,0;-.4337,1.2538,0;-2.162,-2.253,0;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;-4.08,-.0726,0;-4.5788,-.9393,0;-4.9467,.4262,0;-5.4455,-.4405,0;-4.5773,-2.0733,0;-4.0761,-2.9387,0;1.3004,-1.7476,0;.4344,-1.7476,0;-6.0636,.9916,0;

Duplicates DB16535

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016500-0000016749/DB16535.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016500-0000016749/DB16535.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016500-0000016749/DB16535.sdf

Formula	C₂₀H₂₄N₄O₄S
MW	416.49
InChIKey	KZZQSQPXTWSHLI-QVUQFMIFNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	53
Number_Heavy_Atoms	29
Number_Rings	2
Number_Bonds	54
Rotat_Bonds	12
Unbranched_Chain	3
Chiral_Centers	0
ONatoms	8
HB_Donor	2
HB_Acceptor	5
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	5
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	8
Lipinski_Violations	0
XLogP3	0
XLogP	1.78
logP	3.7043
PSA	143.94
MR	112.582
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-101.75761
PM7_Total_Energy_ev	-4882.82686
PM7_Electronic_Energy_ev	-43053.35581
PM7_Dipole_Debye	4.72576
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.657
PM7_LUMO_Energy_ev	-0.571
PM7_COSMO_Area_square_ang	377.02
PM7_COSMO_Volue_cubic_ang	504.38
PM7_Electron_Affinity_ev	0.571
PM7_Ionization_Energy_ev	8.657
PM7_Energy_Gap_ev	8.086
PM7_Global_Hardness_ev	4.043
PM7_Global_Softness_ev	0.24734108335394508
PM7_Chemical_Potential_ev	-4.614
PM7_Electronigativity_ev	4.614
PM7_Back_Donation_Energy_ev	-1.01075
PM7_Electrophilicity_ev	2.6328216670789018
OPENEYE_Name	[(~{Z})-2-[(4-amino-2-methyl-pyrimidin-5-yl)methyl-formyl-amino]-1-(2-hydroxyethyl)prop-1-enyl]sulfanylmethyl benzoate
SMILES	c1ccc(cc1)C(=O)OCSC(=C(C)N(C=O)Cc2cnc(nc2N)C)CCO
Canonical_SMILES	OCC/C(=C(/N(Cc1cnc(nc1N)C)C=O)C)/SCOC(=O)c1ccccc1
InChI	1/C20H24N4O4S/c1-14(24(12-26)11-17-10-22-15(2)23-19(17)21)18(8-9-25)29-13-28-20(27)16-6-4-3-5-7-16/h3-7,10,12,25H,8-9,11,13H2,1-2H3,(H2,21,22,23)/f/h21H2
InChI_3D	1S/C20H24N4O4S/c1-14(24(12-26)11-17-10-22-15(2)23-19(17)21)18(8-9-25)29-13-28-20(27)16-6-4-3-5-7-16/h3-7,10,12,25H,8-9,11,13H2,1-2H3,(H2,21,22,23)/b18-14-
AuxInfo	1/1/N:16,15,1,2,3,4,5,18,19,6,17,11,20,13,10,7,8,14,9,12,23,21,22,24,27,25,26,28,29/E:(4,5)(6,7)/F:m/E:m/rA:53nCCCCCCCCCCCCCCCCCCCCNNNNOOOOSHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;;d4s5;d6;s8;;;s7;;w13;s10;s13;s8;s14;s18;;s6d10;d9s10;s9;s11s13s17;d11;d12;s19;s12s20;s14s20;s1;s2;s3;s4;s5;s6;s11;s15;s15;s15;s16;s16;s16;s17;s17;s18;s18;s19;s19;s20;s20;s23;s23;s27;/rC:-7.7956,-5.516,0;-7.7999,-4.516,0;-6.9303,-6.0173,0;-6.9301,-4.0122,0;-6.0605,-5.5135,0;0,1.0051,0;-6.0559,-4.5084,0;;.8674,-.4976,0;1.7348,1.0051,0;-1.7293,-2.0024,0;-5.1906,-4.0072,0;-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;-4.3267,-2.506,0;.8674,1.5126,0;1.7348,0,0;.8674,-1.4976,0;-1.7307,-1.0024,0;-.8626,-2.5012,0;-4.3239,-4.506,0;-6.0629,.4916,0;-5.192,-3.0072,0;-3.4613,-2.0048,0;-8.2283,-5.7666,0;-8.2336,-4.2672,0;-6.9304,-6.5173,0;-6.9322,-3.5122,0;-5.6279,-5.7642,0;-.4337,1.2538,0;-2.162,-2.253,0;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;-4.08,-.0726,0;-4.5788,-.9393,0;-4.9467,.4262,0;-5.4455,-.4405,0;-4.5773,-2.0733,0;-4.0761,-2.9387,0;1.3004,-1.7476,0;.4344,-1.7476,0;-6.0636,.9916,0;
Duplicates	DB16535
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016500-0000016749/DB16535.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016500-0000016749/DB16535.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016500-0000016749/DB16535.sdf