CompChem-Database: compound details

CompChem-Database: details for selected entry

DB03546_s0_p7 (3827)

Formula C₂₂H₂₉F₃N₅O₈

MW 548.5

InChIKey KOLDLUFBEMUZIM-GWLSFXIVNA-M

Entry_Date 2023-09-01

Net_Charge -1

Number_Atoms 69

Number_Heavy_Atoms 38

Number_Rings 2

Number_Bonds 70

Rotat_Bonds 18

Unbranched_Chain 3

Chiral_Centers 5

ONatoms 13

HB_Donor 9

HB_Acceptor 8

OpenEye_HB_Donors 10

OpenEye_HB_Acceptors 10

Lipinski_HB_Donors 7

Lipinski_HB_Acceptors 13

Lipinski_Violations 3

XLogP3 0

XLogP -0.18

logP 1.7046

PSA 245.4

MR 132.554

ABS 0.17

Solubility insoluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -495.14333

PM7_Total_Energy_ev -7786.50479

PM7_Electronic_Energy_ev -73230.36437

PM7_Dipole_Debye 27.08904

PM7_Point_Group C1

PM7_HOMO_Energy_ev -5.287

PM7_LUMO_Energy_ev 1.461

PM7_COSMO_Area_square_ang 437.27

PM7_COSMO_Volue_cubic_ang 596.04

PM7_Electron_Affinity_ev -1.461

PM7_Ionization_Energy_ev 5.287

PM7_Energy_Gap_ev 6.748

PM7_Global_Hardness_ev 3.374

PM7_Global_Softness_ev 0.2963841138114997

PM7_Chemical_Potential_ev -1.913

PM7_Electronigativity_ev 1.913

PM7_Back_Donation_Energy_ev -0.8435

PM7_Electrophilicity_ev 0.542319057498518

OPENEYE_Name (2~{S})-2-[[4-[(1~{R})-4-[(2~{R},5~{S},6~{S})-2,6-diamino-4-hydroxy-1,2,5,6-tetrahydropyrimidin-1-ium-5-yl]-1-(2,2,2-trifluoro-1,1-dihydroxy-ethyl)butyl]benzoyl]amino]pentanedioate

SMILES c1cc(ccc1C(=O)NC(C(=O)[O-])CCC(=O)[O-])C(CCCC2C(=NC([NH2+]C2N)N)O)C(C(F)(F)F)(O)O

Canonical_SMILES OC(=O)CC[C@@H](C(=O)O)NC(=O)c1ccc(cc1)[C@H](C(C(F)(F)F)(O)O)CCC[C@H]1[C@@H](N)[NH2+][C@H](N=C1O)N

InChI 1/C22H30F3N5O8/c23-22(24,25)21(37,38)13(3-1-2-12-16(26)29-20(27)30-18(12)34)10-4-6-11(7-5-10)17(33)28-14(19(35)36)8-9-15(31)32/h4-7,12-14,16,20,29,37-38H,1-3,8-9,26-27H2,(H,28,33)(H,30,34)(H,31,32)(H,35,36)/p-1/fC22H29F3N5O8/h28-29,34H/q-1

InChI_3D 1S/C22H30F3N5O8/c23-22(24,25)21(37,38)13(3-1-2-12-16(26)29-20(27)30-18(12)34)10-4-6-11(7-5-10)17(33)28-14(19(35)36)8-9-15(31)32/h4-7,12-14,16,20,29,37-38H,1-3,8-9,26-27H2,(H,28,33)(H,30,34)(H,31,32)(H,35,36)/p+1/t12-,13+,14-,16-,20+/m0/s1

AuxInfo 1/1/N:17,15,18,3,4,1,2,16,14,6,5,11,19,20,9,12,8,7,10,13,21,22,36,37,38,25,26,27,24,23,29,32,28,31,30,33,34,35/E:(4,5)(6,7)(23,24,25)(31,32)(35,36)(37,38)/F:m/E:m/rA:67cCCCCCCCCCCCCCCCCCCCCCCNN+NNNOOOOO-O-OOFFFHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;s1d2;s3d4;;s5;;;s7;s11;;s9;s11;s14;s15;s17;s6s18;s10s16;s19;s21;d7s13;s12s13;s12;s13;s8s20;d8;d9;d10;s7;s9;s10;s21;s21;s22;s22;s22;s1;s2;s3;s4;s11;s12;s13;s14;s14;s15;s15;s16;s16;s17;s17;s18;s18;s19;s20;s24;s25;s25;s26;s26;s27;s31;s34;s35;s24;/rC:-4.3893,-2.5405,0;-4.9797,-4.1719,0;-3.4441,-2.8825,0;-4.0345,-4.514,0;-5.1523,-3.1869,0;-3.2619,-3.871,0;.8674,-.4976,0;-6.0927,-2.8466,0;-9.3382,-1.5296,0;-8.1381,-4.0909,0;;0,1.0051,0;1.7348,1.0051,0;-8.3979,-1.8699,0;-.5955,-1.6456,0;-7.4576,-2.2102,0;-.9358,-2.5859,0;-1.2761,-3.5262,0;-1.6164,-4.4665,0;-7.7979,-3.1505,0;-.676,-4.8068,0;-1.0163,-5.7471,0;1.7348,0,0;.8674,1.5126,0;-1.7228,.6979,0;2.7193,.8296,0;-6.8575,-3.4908,0;-6.2681,-1.8621,0;-10.1031,-2.1738,0;-7.4939,-4.8557,0;.8674,-1.4976,0;-9.5137,-.5452,0;-9.1226,-4.2663,0;.2643,-5.1471,0;-.3358,-3.8665,0;-.076,-6.0874,0;-1.9567,-5.4068,0;-1.3566,-6.6875,0;-4.4778,-2.0484,0;-5.3626,-4.4935,0;-3.0627,-2.5593,0;-3.9482,-5.0065,0;-.4925,.0864,0;-.1728,1.4743,0;1.9076,1.4743,0;-8.568,-2.3401,0;-8.2277,-1.3998,0;-.1253,-1.8157,0;-1.0657,-1.4754,0;-6.9874,-2.3804,0;-7.2874,-1.7401,0;-.4656,-2.756,0;-1.4059,-2.4157,0;-.8059,-3.6963,0;-1.7462,-3.3561,0;-1.7865,-4.9367,0;-8.268,-2.9804,0;.5453,1.895,0;-1.8929,.2277,0;-2.045,1.0803,0;3.0414,1.212,0;2.8894,.3594,0;-6.7698,-3.9831,0;1.3004,-1.7476,0;.6467,-4.825,0;.1565,-3.7788,0;1.1895,1.895,0;

Duplicates DB03546_s0_p7

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003500-0000003749/DB03546_s0_p7.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003500-0000003749/DB03546_s0_p7.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003500-0000003749/DB03546_s0_p7.sdf

Formula	C₂₂H₂₉F₃N₅O₈
MW	548.5
InChIKey	KOLDLUFBEMUZIM-GWLSFXIVNA-M
Entry_Date	2023-09-01
Net_Charge	-1
Number_Atoms	69
Number_Heavy_Atoms	38
Number_Rings	2
Number_Bonds	70
Rotat_Bonds	18
Unbranched_Chain	3
Chiral_Centers	5
ONatoms	13
HB_Donor	9
HB_Acceptor	8
OpenEye_HB_Donors	10
OpenEye_HB_Acceptors	10
Lipinski_HB_Donors	7
Lipinski_HB_Acceptors	13
Lipinski_Violations	3
XLogP3	0
XLogP	-0.18
logP	1.7046
PSA	245.4
MR	132.554
ABS	0.17
Solubility	insoluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-495.14333
PM7_Total_Energy_ev	-7786.50479
PM7_Electronic_Energy_ev	-73230.36437
PM7_Dipole_Debye	27.08904
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-5.287
PM7_LUMO_Energy_ev	1.461
PM7_COSMO_Area_square_ang	437.27
PM7_COSMO_Volue_cubic_ang	596.04
PM7_Electron_Affinity_ev	-1.461
PM7_Ionization_Energy_ev	5.287
PM7_Energy_Gap_ev	6.748
PM7_Global_Hardness_ev	3.374
PM7_Global_Softness_ev	0.2963841138114997
PM7_Chemical_Potential_ev	-1.913
PM7_Electronigativity_ev	1.913
PM7_Back_Donation_Energy_ev	-0.8435
PM7_Electrophilicity_ev	0.542319057498518
OPENEYE_Name	(2~{S})-2-[[4-[(1~{R})-4-[(2~{R},5~{S},6~{S})-2,6-diamino-4-hydroxy-1,2,5,6-tetrahydropyrimidin-1-ium-5-yl]-1-(2,2,2-trifluoro-1,1-dihydroxy-ethyl)butyl]benzoyl]amino]pentanedioate
SMILES	c1cc(ccc1C(=O)NC(C(=O)[O-])CCC(=O)[O-])C(CCCC2C(=NC([NH2+]C2N)N)O)C(C(F)(F)F)(O)O
Canonical_SMILES	OC(=O)CC[C@@H](C(=O)O)NC(=O)c1ccc(cc1)[C@H](C(C(F)(F)F)(O)O)CCC[C@H]1[C@@H](N)[NH2+][C@H](N=C1O)N
InChI	1/C22H30F3N5O8/c23-22(24,25)21(37,38)13(3-1-2-12-16(26)29-20(27)30-18(12)34)10-4-6-11(7-5-10)17(33)28-14(19(35)36)8-9-15(31)32/h4-7,12-14,16,20,29,37-38H,1-3,8-9,26-27H2,(H,28,33)(H,30,34)(H,31,32)(H,35,36)/p-1/fC22H29F3N5O8/h28-29,34H/q-1
InChI_3D	1S/C22H30F3N5O8/c23-22(24,25)21(37,38)13(3-1-2-12-16(26)29-20(27)30-18(12)34)10-4-6-11(7-5-10)17(33)28-14(19(35)36)8-9-15(31)32/h4-7,12-14,16,20,29,37-38H,1-3,8-9,26-27H2,(H,28,33)(H,30,34)(H,31,32)(H,35,36)/p+1/t12-,13+,14-,16-,20+/m0/s1
AuxInfo	1/1/N:17,15,18,3,4,1,2,16,14,6,5,11,19,20,9,12,8,7,10,13,21,22,36,37,38,25,26,27,24,23,29,32,28,31,30,33,34,35/E:(4,5)(6,7)(23,24,25)(31,32)(35,36)(37,38)/F:m/E:m/rA:67cCCCCCCCCCCCCCCCCCCCCCCNN+NNNOOOOO-O-OOFFFHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;s1d2;s3d4;;s5;;;s7;s11;;s9;s11;s14;s15;s17;s6s18;s10s16;s19;s21;d7s13;s12s13;s12;s13;s8s20;d8;d9;d10;s7;s9;s10;s21;s21;s22;s22;s22;s1;s2;s3;s4;s11;s12;s13;s14;s14;s15;s15;s16;s16;s17;s17;s18;s18;s19;s20;s24;s25;s25;s26;s26;s27;s31;s34;s35;s24;/rC:-4.3893,-2.5405,0;-4.9797,-4.1719,0;-3.4441,-2.8825,0;-4.0345,-4.514,0;-5.1523,-3.1869,0;-3.2619,-3.871,0;.8674,-.4976,0;-6.0927,-2.8466,0;-9.3382,-1.5296,0;-8.1381,-4.0909,0;;0,1.0051,0;1.7348,1.0051,0;-8.3979,-1.8699,0;-.5955,-1.6456,0;-7.4576,-2.2102,0;-.9358,-2.5859,0;-1.2761,-3.5262,0;-1.6164,-4.4665,0;-7.7979,-3.1505,0;-.676,-4.8068,0;-1.0163,-5.7471,0;1.7348,0,0;.8674,1.5126,0;-1.7228,.6979,0;2.7193,.8296,0;-6.8575,-3.4908,0;-6.2681,-1.8621,0;-10.1031,-2.1738,0;-7.4939,-4.8557,0;.8674,-1.4976,0;-9.5137,-.5452,0;-9.1226,-4.2663,0;.2643,-5.1471,0;-.3358,-3.8665,0;-.076,-6.0874,0;-1.9567,-5.4068,0;-1.3566,-6.6875,0;-4.4778,-2.0484,0;-5.3626,-4.4935,0;-3.0627,-2.5593,0;-3.9482,-5.0065,0;-.4925,.0864,0;-.1728,1.4743,0;1.9076,1.4743,0;-8.568,-2.3401,0;-8.2277,-1.3998,0;-.1253,-1.8157,0;-1.0657,-1.4754,0;-6.9874,-2.3804,0;-7.2874,-1.7401,0;-.4656,-2.756,0;-1.4059,-2.4157,0;-.8059,-3.6963,0;-1.7462,-3.3561,0;-1.7865,-4.9367,0;-8.268,-2.9804,0;.5453,1.895,0;-1.8929,.2277,0;-2.045,1.0803,0;3.0414,1.212,0;2.8894,.3594,0;-6.7698,-3.9831,0;1.3004,-1.7476,0;.6467,-4.825,0;.1565,-3.7788,0;1.1895,1.895,0;
Duplicates	DB03546_s0_p7
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003500-0000003749/DB03546_s0_p7.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003500-0000003749/DB03546_s0_p7.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003500-0000003749/DB03546_s0_p7.sdf