CompChem-Database: compound details

CompChem-Database: details for selected entry

DB02809_p0 (3078)

Formula C₂₀H₂₄BrN₄O₆

MW 496.34

InChIKey SZAVCZNFKJSWRN-CIEUCYDGNA-M

Entry_Date 2023-09-01

Net_Charge -1

Number_Atoms 57

Number_Heavy_Atoms 31

Number_Rings 2

Number_Bonds 58

Rotat_Bonds 14

Unbranched_Chain 4

Chiral_Centers 1

ONatoms 10

HB_Donor 4

HB_Acceptor 5

OpenEye_HB_Donors 5

OpenEye_HB_Acceptors 5

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 10

Lipinski_Violations 0

XLogP3 0

XLogP 1.85

logP 3.309

PSA 172.13

MR 119.065

ABS 0.55

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -235.19823

PM7_Total_Energy_ev -5520.99709

PM7_Electronic_Energy_ev -50531.01429

PM7_Dipole_Debye 12.68611

PM7_Point_Group C1

PM7_HOMO_Energy_ev -5.51

PM7_LUMO_Energy_ev 1.765

PM7_COSMO_Area_square_ang 380.66

PM7_COSMO_Volue_cubic_ang 518.44

PM7_Electron_Affinity_ev -1.765

PM7_Ionization_Energy_ev 5.51

PM7_Energy_Gap_ev 7.275

PM7_Global_Hardness_ev 3.6375

PM7_Global_Softness_ev 0.27491408934707906

PM7_Chemical_Potential_ev -1.8725

PM7_Electronigativity_ev 1.8725

PM7_Back_Donation_Energy_ev -0.909375

PM7_Electrophilicity_ev 0.48195962199312714

OPENEYE_Name (2~{S})-2-[3-[2-bromo-5-[(2,4-diaminopyrimidin-1-ium-5-yl)methyl]-3-methoxy-phenoxy]propyl]pentanedioate

SMILES c1c(cc(c(c1OC)Br)OCCCC(C(=O)[O-])CCC(=O)[O-])Cc2c[nH+]c(nc2N)N

Canonical_SMILES COc1cc(cc(c1Br)OCCC[C@H](C(=O)O)CCC(=O)O)Cc1c[nH+]c(nc1N)N

InChI 1/C20H25BrN4O6/c1-30-14-8-11(7-13-10-24-20(23)25-18(13)22)9-15(17(14)21)31-6-2-3-12(19(28)29)4-5-16(26)27/h8-10,12H,2-7H2,1H3,(H,26,27)(H,28,29)(H4,22,23,24,25)/p-1/fC20H24BrN4O6/h24H,22-23H2/q-1

InChI_3D 1S/C20H25BrN4O6/c1-30-14-8-11(7-13-10-24-20(23)25-18(13)22)9-15(17(14)21)31-6-2-3-12(19(28)29)4-5-16(26)27/h8-10,12H,2-7H2,1H3,(H,26,27)(H,28,29)(H4,22,23,24,25)/p+1/t12-/m0/s1

AuxInfo 1/1/N:13,17,18,16,15,19,14,1,2,3,4,20,5,6,7,11,8,9,12,10,31,23,24,22,21,25,27,26,28,29,30/E:(26,27)(28,29)/F:m/E:m/rA:55cCCCCCCCCCCCCCCCCCCCCNN+NNO-O-OOOOBrHHHHHHHHHHHHHHHHHHHHHHHH/rB:;;d1s2;d3;s1;d2;d6s7;s5;;;;;s4s5;s11;s15;;s17;s17;s12s16s18;d9s10;s3d10;s9;s10;s11;s12;d11;d12;s6s13;s7s19;s8;s1;s2;s3;s13;s13;s13;s14;s14;s15;s15;s16;s16;s17;s17;s18;s18;s19;s19;s20;s22;s23;s23;s24;s24;/rC:-2.596,-.5011,0;-1.7264,-2.0024,0;0,1.0051,0;-1.7307,-1.0024,0;;-3.4658,-1.0049,0;-2.5962,-2.5062,0;-3.4703,-2.01,0;.8674,-.4976,0;1.7348,1.0051,0;-8.6388,-7.0324,0;-6.551,-4.6574,0;-4.3295,.4965,0;-.8653,-.5012,0;-7.775,-6.5287,0;-6.9111,-6.0249,0;-4.3196,-4.5137,0;-5.1834,-5.0175,0;-3.4557,-4.01,0;-6.0473,-5.5212,0;1.7348,0,0;.8674,1.5126,0;.8674,-1.4976,0;3.2529,1.8757,0;-9.507,-6.5362,0;-6.0548,-3.7892,0;-8.6345,-8.0324,0;-7.551,-4.6617,0;-4.331,-.5035,0;-2.5919,-3.5062,0;-4.3357,-2.5112,0;-2.5959,-.0011,0;-1.2927,-2.2512,0;-.4337,1.2538,0;-3.8295,.4957,0;-4.8295,.4973,0;-4.3287,.9965,0;-1.1159,-.0685,0;-.6147,-.9339,0;-7.5231,-6.9606,0;-8.0269,-6.0968,0;-6.6593,-6.4569,0;-7.163,-5.593,0;-4.0677,-4.9456,0;-4.5715,-4.0818,0;-5.4353,-4.5855,0;-4.9316,-5.4494,0;-3.2039,-4.4419,0;-3.7076,-3.578,0;-5.7954,-5.9531,0;.8674,2.0126,0;.4344,-1.7476,0;1.3004,-1.7476,0;3.2543,2.3757,0;3.6852,1.6245,0;

Duplicates DB02809_p0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002750-0000002999/DB02809_p0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002750-0000002999/DB02809_p0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002750-0000002999/DB02809_p0.sdf

Formula	C₂₀H₂₄BrN₄O₆
MW	496.34
InChIKey	SZAVCZNFKJSWRN-CIEUCYDGNA-M
Entry_Date	2023-09-01
Net_Charge	-1
Number_Atoms	57
Number_Heavy_Atoms	31
Number_Rings	2
Number_Bonds	58
Rotat_Bonds	14
Unbranched_Chain	4
Chiral_Centers	1
ONatoms	10
HB_Donor	4
HB_Acceptor	5
OpenEye_HB_Donors	5
OpenEye_HB_Acceptors	5
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	10
Lipinski_Violations	0
XLogP3	0
XLogP	1.85
logP	3.309
PSA	172.13
MR	119.065
ABS	0.55
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-235.19823
PM7_Total_Energy_ev	-5520.99709
PM7_Electronic_Energy_ev	-50531.01429
PM7_Dipole_Debye	12.68611
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-5.51
PM7_LUMO_Energy_ev	1.765
PM7_COSMO_Area_square_ang	380.66
PM7_COSMO_Volue_cubic_ang	518.44
PM7_Electron_Affinity_ev	-1.765
PM7_Ionization_Energy_ev	5.51
PM7_Energy_Gap_ev	7.275
PM7_Global_Hardness_ev	3.6375
PM7_Global_Softness_ev	0.27491408934707906
PM7_Chemical_Potential_ev	-1.8725
PM7_Electronigativity_ev	1.8725
PM7_Back_Donation_Energy_ev	-0.909375
PM7_Electrophilicity_ev	0.48195962199312714
OPENEYE_Name	(2~{S})-2-[3-[2-bromo-5-[(2,4-diaminopyrimidin-1-ium-5-yl)methyl]-3-methoxy-phenoxy]propyl]pentanedioate
SMILES	c1c(cc(c(c1OC)Br)OCCCC(C(=O)[O-])CCC(=O)[O-])Cc2c[nH+]c(nc2N)N
Canonical_SMILES	COc1cc(cc(c1Br)OCCC[C@H](C(=O)O)CCC(=O)O)Cc1c[nH+]c(nc1N)N
InChI	1/C20H25BrN4O6/c1-30-14-8-11(7-13-10-24-20(23)25-18(13)22)9-15(17(14)21)31-6-2-3-12(19(28)29)4-5-16(26)27/h8-10,12H,2-7H2,1H3,(H,26,27)(H,28,29)(H4,22,23,24,25)/p-1/fC20H24BrN4O6/h24H,22-23H2/q-1
InChI_3D	1S/C20H25BrN4O6/c1-30-14-8-11(7-13-10-24-20(23)25-18(13)22)9-15(17(14)21)31-6-2-3-12(19(28)29)4-5-16(26)27/h8-10,12H,2-7H2,1H3,(H,26,27)(H,28,29)(H4,22,23,24,25)/p+1/t12-/m0/s1
AuxInfo	1/1/N:13,17,18,16,15,19,14,1,2,3,4,20,5,6,7,11,8,9,12,10,31,23,24,22,21,25,27,26,28,29,30/E:(26,27)(28,29)/F:m/E:m/rA:55cCCCCCCCCCCCCCCCCCCCCNN+NNO-O-OOOOBrHHHHHHHHHHHHHHHHHHHHHHHH/rB:;;d1s2;d3;s1;d2;d6s7;s5;;;;;s4s5;s11;s15;;s17;s17;s12s16s18;d9s10;s3d10;s9;s10;s11;s12;d11;d12;s6s13;s7s19;s8;s1;s2;s3;s13;s13;s13;s14;s14;s15;s15;s16;s16;s17;s17;s18;s18;s19;s19;s20;s22;s23;s23;s24;s24;/rC:-2.596,-.5011,0;-1.7264,-2.0024,0;0,1.0051,0;-1.7307,-1.0024,0;;-3.4658,-1.0049,0;-2.5962,-2.5062,0;-3.4703,-2.01,0;.8674,-.4976,0;1.7348,1.0051,0;-8.6388,-7.0324,0;-6.551,-4.6574,0;-4.3295,.4965,0;-.8653,-.5012,0;-7.775,-6.5287,0;-6.9111,-6.0249,0;-4.3196,-4.5137,0;-5.1834,-5.0175,0;-3.4557,-4.01,0;-6.0473,-5.5212,0;1.7348,0,0;.8674,1.5126,0;.8674,-1.4976,0;3.2529,1.8757,0;-9.507,-6.5362,0;-6.0548,-3.7892,0;-8.6345,-8.0324,0;-7.551,-4.6617,0;-4.331,-.5035,0;-2.5919,-3.5062,0;-4.3357,-2.5112,0;-2.5959,-.0011,0;-1.2927,-2.2512,0;-.4337,1.2538,0;-3.8295,.4957,0;-4.8295,.4973,0;-4.3287,.9965,0;-1.1159,-.0685,0;-.6147,-.9339,0;-7.5231,-6.9606,0;-8.0269,-6.0968,0;-6.6593,-6.4569,0;-7.163,-5.593,0;-4.0677,-4.9456,0;-4.5715,-4.0818,0;-5.4353,-4.5855,0;-4.9316,-5.4494,0;-3.2039,-4.4419,0;-3.7076,-3.578,0;-5.7954,-5.9531,0;.8674,2.0126,0;.4344,-1.7476,0;1.3004,-1.7476,0;3.2543,2.3757,0;3.6852,1.6245,0;
Duplicates	DB02809_p0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002750-0000002999/DB02809_p0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002750-0000002999/DB02809_p0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002750-0000002999/DB02809_p0.sdf