CompChem-Database: compound details

CompChem-Database: details for selected entry

DB04521_p0 (4827)

Formula C₁₉H₃₃N₃O₈S

MW 463.55

InChIKey ICRIFHIWWXQBPY-NQGZBZBZNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 64

Number_Heavy_Atoms 31

Number_Rings 1

Number_Bonds 64

Rotat_Bonds 20

Unbranched_Chain 5

Chiral_Centers 5

ONatoms 11

HB_Donor 6

HB_Acceptor 7

OpenEye_HB_Donors 7

OpenEye_HB_Acceptors 7

Lipinski_HB_Donors 6

Lipinski_HB_Acceptors 11

Lipinski_Violations 2

XLogP3 0

XLogP -3.87

logP 1.1356

PSA 213.58

MR 113.425

ABS 0.17

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -376.99689

PM7_Total_Energy_ev -5879.45733

PM7_Electronic_Energy_ev -49751.08785

PM7_Dipole_Debye 3.07251

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.761

PM7_LUMO_Energy_ev -0.162

PM7_COSMO_Area_square_ang 479.76

PM7_COSMO_Volue_cubic_ang 562.46

PM7_Electron_Affinity_ev 0.162

PM7_Ionization_Energy_ev 8.761

PM7_Energy_Gap_ev 8.599

PM7_Global_Hardness_ev 4.2995

PM7_Global_Softness_ev 0.23258518432375858

PM7_Chemical_Potential_ev -4.4615

PM7_Electronigativity_ev 4.4615

PM7_Back_Donation_Energy_ev -1.074875

PM7_Electrophilicity_ev 2.3148019827886963

OPENEYE_Name (2~{S})-2-amino-5-[[(1~{R})-2-(carboxymethylamino)-1-[[(2~{R},3~{S},5~{R})-5-hydroxy-2-pentyl-tetrahydrofuran-3-yl]sulfanylmethyl]-2-oxo-ethyl]amino]-5-oxo-pentanoic acid

SMILES C(=O)(CCC(C(=O)O)N)NC(C(=O)NCC(=O)O)CSC1CC(OC1CCCCC)O

Canonical_SMILES CCCCC[C@H]1O[C@H](C[C@@H]1SC[C@@H](C(=O)NCC(=O)O)NC(=O)CC[C@@H](C(=O)O)N)O

InChI 1/C19H33N3O8S/c1-2-3-4-5-13-14(8-17(26)30-13)31-10-12(18(27)21-9-16(24)25)22-15(23)7-6-11(20)19(28)29/h11-14,17,26H,2-10,20H2,1H3,(H,21,27)(H,22,23)(H,24,25)(H,28,29)/f/h21-22,24,28H

InChI_3D 1S/C19H33N3O8S/c1-2-3-4-5-13-14(8-17(26)30-13)31-10-12(18(27)21-9-16(24)25)22-15(23)7-6-11(20)19(28)29/h11-14,17,26H,2-10,20H2,1H3,(H,21,27)(H,22,23)(H,24,25)(H,28,29)/t11-,12-,13+,14-,17+/m0/s1

AuxInfo 1/1/N:9,13,16,15,12,14,10,5,11,17,19,18,7,6,1,3,8,2,4,20,21,22,23,25,28,30,24,26,29,27,31/E:(24,25)(28,29)/F:9,13,16,15,12,14,10,5,11,17,19,18,7,6,1,3,8,2,4,20,21,22,23,28,25,30,24,29,26,27,31/rA:64cCCCCCCCCCCCCCCCCCCCNNNOOOOOOOOSHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;;;;s5;s6;s5;;s1;s3;s7;s9;s10;s12;s13s15;;s2s17;s4s14;s19;s2s11;s1s18;d1;d2;d3;d4;s7s8;s3;s4;s8;s6s17;s5;s5;s6;s7;s8;s9;s9;s9;s10;s10;s11;s11;s12;s12;s13;s13;s14;s14;s15;s15;s16;s16;s17;s17;s18;s19;s20;s20;s21;s22;s28;s29;s30;/rC:3.5073,-2.0709,0;5.6461,-.9951,0;8.2721,-.672,0;3.8566,-5.2138,0;;1.0015,0,0;1.3133,.9518,0;-.3065,.9518,0;3.8179,5.2793,0;3.2978,-3.0487,0;7.2942,-.4625,0;1.8142,1.8173,0;3.317,4.4138,0;3.0883,-4.0265,0;2.3151,2.6828,0;2.8161,3.5483,0;3.6905,-.5761,0;4.6683,-.7856,0;2.8788,-5.0043,0;2.6693,-5.9821,0;6.3164,-.253,0;4.4588,-1.7634,0;2.7652,-1.4005,0;5.9536,-1.9466,0;8.5795,-1.6235,0;4.1641,-6.1653,0;.5008,1.5426,0;8.9424,.0701,0;4.5269,-4.4717,0;-1.9056,.241,0;2.7127,-.3666,0;.0518,-.4973,0;-.4893,-.1031,0;.9488,-.4972,0;1.7697,.7476,0;-.5571,1.3845,0;4.2507,5.0288,0;3.3852,5.5297,0;4.0684,5.712,0;3.7867,-3.1534,0;2.8089,-2.9439,0;7.1895,-.9514,0;7.399,.0264,0;2.247,1.5668,0;1.3815,2.0678,0;2.8842,4.6642,0;3.7497,4.1633,0;3.5772,-4.1312,0;2.5994,-3.9217,0;2.7479,2.4323,0;1.8824,2.9332,0;2.3833,3.7987,0;3.2488,3.2978,0;3.5857,-1.065,0;3.7952,-.0872,0;4.773,-.2967,0;2.3899,-4.8996,0;3.0403,-6.3173,0;2.1935,-6.1359,0;6.1627,.2228,0;4.8298,-2.0985,0;9.4313,-.0346,0;5.0158,-4.5765,0;-2.31,.5351,0;

Duplicates DB04521_p0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004500-0000004749/DB04521_p0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004500-0000004749/DB04521_p0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004500-0000004749/DB04521_p0.sdf

Formula	C₁₉H₃₃N₃O₈S
MW	463.55
InChIKey	ICRIFHIWWXQBPY-NQGZBZBZNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	64
Number_Heavy_Atoms	31
Number_Rings	1
Number_Bonds	64
Rotat_Bonds	20
Unbranched_Chain	5
Chiral_Centers	5
ONatoms	11
HB_Donor	6
HB_Acceptor	7
OpenEye_HB_Donors	7
OpenEye_HB_Acceptors	7
Lipinski_HB_Donors	6
Lipinski_HB_Acceptors	11
Lipinski_Violations	2
XLogP3	0
XLogP	-3.87
logP	1.1356
PSA	213.58
MR	113.425
ABS	0.17
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-376.99689
PM7_Total_Energy_ev	-5879.45733
PM7_Electronic_Energy_ev	-49751.08785
PM7_Dipole_Debye	3.07251
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.761
PM7_LUMO_Energy_ev	-0.162
PM7_COSMO_Area_square_ang	479.76
PM7_COSMO_Volue_cubic_ang	562.46
PM7_Electron_Affinity_ev	0.162
PM7_Ionization_Energy_ev	8.761
PM7_Energy_Gap_ev	8.599
PM7_Global_Hardness_ev	4.2995
PM7_Global_Softness_ev	0.23258518432375858
PM7_Chemical_Potential_ev	-4.4615
PM7_Electronigativity_ev	4.4615
PM7_Back_Donation_Energy_ev	-1.074875
PM7_Electrophilicity_ev	2.3148019827886963
OPENEYE_Name	(2~{S})-2-amino-5-[[(1~{R})-2-(carboxymethylamino)-1-[[(2~{R},3~{S},5~{R})-5-hydroxy-2-pentyl-tetrahydrofuran-3-yl]sulfanylmethyl]-2-oxo-ethyl]amino]-5-oxo-pentanoic acid
SMILES	C(=O)(CCC(C(=O)O)N)NC(C(=O)NCC(=O)O)CSC1CC(OC1CCCCC)O
Canonical_SMILES	CCCCC[C@H]1O[C@H](C[C@@H]1SC[C@@H](C(=O)NCC(=O)O)NC(=O)CC[C@@H](C(=O)O)N)O
InChI	1/C19H33N3O8S/c1-2-3-4-5-13-14(8-17(26)30-13)31-10-12(18(27)21-9-16(24)25)22-15(23)7-6-11(20)19(28)29/h11-14,17,26H,2-10,20H2,1H3,(H,21,27)(H,22,23)(H,24,25)(H,28,29)/f/h21-22,24,28H
InChI_3D	1S/C19H33N3O8S/c1-2-3-4-5-13-14(8-17(26)30-13)31-10-12(18(27)21-9-16(24)25)22-15(23)7-6-11(20)19(28)29/h11-14,17,26H,2-10,20H2,1H3,(H,21,27)(H,22,23)(H,24,25)(H,28,29)/t11-,12-,13+,14-,17+/m0/s1
AuxInfo	1/1/N:9,13,16,15,12,14,10,5,11,17,19,18,7,6,1,3,8,2,4,20,21,22,23,25,28,30,24,26,29,27,31/E:(24,25)(28,29)/F:9,13,16,15,12,14,10,5,11,17,19,18,7,6,1,3,8,2,4,20,21,22,23,28,25,30,24,29,26,27,31/rA:64cCCCCCCCCCCCCCCCCCCCNNNOOOOOOOOSHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;;;;s5;s6;s5;;s1;s3;s7;s9;s10;s12;s13s15;;s2s17;s4s14;s19;s2s11;s1s18;d1;d2;d3;d4;s7s8;s3;s4;s8;s6s17;s5;s5;s6;s7;s8;s9;s9;s9;s10;s10;s11;s11;s12;s12;s13;s13;s14;s14;s15;s15;s16;s16;s17;s17;s18;s19;s20;s20;s21;s22;s28;s29;s30;/rC:3.5073,-2.0709,0;5.6461,-.9951,0;8.2721,-.672,0;3.8566,-5.2138,0;;1.0015,0,0;1.3133,.9518,0;-.3065,.9518,0;3.8179,5.2793,0;3.2978,-3.0487,0;7.2942,-.4625,0;1.8142,1.8173,0;3.317,4.4138,0;3.0883,-4.0265,0;2.3151,2.6828,0;2.8161,3.5483,0;3.6905,-.5761,0;4.6683,-.7856,0;2.8788,-5.0043,0;2.6693,-5.9821,0;6.3164,-.253,0;4.4588,-1.7634,0;2.7652,-1.4005,0;5.9536,-1.9466,0;8.5795,-1.6235,0;4.1641,-6.1653,0;.5008,1.5426,0;8.9424,.0701,0;4.5269,-4.4717,0;-1.9056,.241,0;2.7127,-.3666,0;.0518,-.4973,0;-.4893,-.1031,0;.9488,-.4972,0;1.7697,.7476,0;-.5571,1.3845,0;4.2507,5.0288,0;3.3852,5.5297,0;4.0684,5.712,0;3.7867,-3.1534,0;2.8089,-2.9439,0;7.1895,-.9514,0;7.399,.0264,0;2.247,1.5668,0;1.3815,2.0678,0;2.8842,4.6642,0;3.7497,4.1633,0;3.5772,-4.1312,0;2.5994,-3.9217,0;2.7479,2.4323,0;1.8824,2.9332,0;2.3833,3.7987,0;3.2488,3.2978,0;3.5857,-1.065,0;3.7952,-.0872,0;4.773,-.2967,0;2.3899,-4.8996,0;3.0403,-6.3173,0;2.1935,-6.1359,0;6.1627,.2228,0;4.8298,-2.0985,0;9.4313,-.0346,0;5.0158,-4.5765,0;-2.31,.5351,0;
Duplicates	DB04521_p0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004500-0000004749/DB04521_p0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004500-0000004749/DB04521_p0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004500-0000004749/DB04521_p0.sdf