CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI184195_s0_p0 (98922)

Formula C₂₀H₂₇N₃O₉S

MW 485.51

InChIKey PZTUENGKEHDYLI-YLKJJPGGNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 60

Number_Heavy_Atoms 33

Number_Rings 1

Number_Bonds 60

Rotat_Bonds 20

Unbranched_Chain 3

Chiral_Centers 3

ONatoms 12

HB_Donor 6

HB_Acceptor 8

OpenEye_HB_Donors 7

OpenEye_HB_Acceptors 6

Lipinski_HB_Donors 6

Lipinski_HB_Acceptors 12

Lipinski_Violations 2

XLogP3 0

XLogP -5.26

logP 1.1239

PSA 230.65

MR 117.652

ABS 0.17

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -362.35175

PM7_Total_Energy_ev -6215.20119

PM7_Electronic_Energy_ev -54837.49445

PM7_Dipole_Debye 7.69518

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.738

PM7_LUMO_Energy_ev -0.216

PM7_COSMO_Area_square_ang 443.4

PM7_COSMO_Volue_cubic_ang 571.79

PM7_Electron_Affinity_ev 0.216

PM7_Ionization_Energy_ev 8.738

PM7_Energy_Gap_ev 8.522

PM7_Global_Hardness_ev 4.261

PM7_Global_Softness_ev 0.2346866932644919

PM7_Chemical_Potential_ev -4.477

PM7_Electronigativity_ev 4.477

PM7_Back_Donation_Energy_ev -1.06525

PM7_Electrophilicity_ev 2.351974771180474

OPENEYE_Name (2~{R})-2-amino-5-[[(1~{S})-2-(carboxymethylamino)-1-[[(1~{R})-1-(2-hydroxy-4-methoxy-phenyl)-3-oxo-propyl]sulfanylmethyl]-2-oxo-ethyl]amino]-5-oxo-pentanoic acid

SMILES c1cc(cc(c1C(CC=O)SCC(C(=O)NCC(=O)O)NC(=O)CCC(C(=O)O)N)O)OC

Canonical_SMILES O=CC[C@H](c1ccc(cc1O)OC)SC[C@H](C(=O)NCC(=O)O)NC(=O)CC[C@H](C(=O)O)N

InChI 1/C20H27N3O9S/c1-32-11-2-3-12(15(25)8-11)16(6-7-24)33-10-14(19(29)22-9-18(27)28)23-17(26)5-4-13(21)20(30)31/h2-3,7-8,13-14,16,25H,4-6,9-10,21H2,1H3,(H,22,29)(H,23,26)(H,27,28)(H,30,31)/f/h22-23,27,30H

InChI_3D 1S/C20H27N3O9S/c1-32-11-2-3-12(15(25)8-11)16(6-7-24)33-10-14(19(29)22-9-18(27)28)23-17(26)5-4-13(21)20(30)31/h2-3,7-8,13-14,16,25H,4-6,9-10,21H2,1H3,(H,22,29)(H,23,26)(H,27,28)(H,30,31)/t13-,14-,16-/m1/s1

AuxInfo 1/1/N:12,2,1,16,14,13,7,3,15,17,5,4,20,19,6,18,8,10,9,11,21,22,23,24,29,25,27,30,26,28,31,32,33/E:(27,28)(30,31)/F:12,2,1,16,14,13,7,3,15,17,5,4,20,19,6,18,8,10,9,11,21,22,23,24,29,25,30,27,26,31,28,32,33/rA:60cCCCCCCCCCCCCCCCCCCCCNNNOOOOOOOOOSHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;s1;s2d3;s3d4;;;;;;;s7;s8;s10;s14;;s4s13;s9s17;s11s16;s20;s9s15;s8s19;d7;d8;d9;d10;d11;s6;s10;s11;s5s12;s17s18;s1;s2;s3;s7;s12;s12;s12;s13;s13;s14;s14;s15;s15;s16;s16;s17;s17;s18;s19;s20;s21;s21;s22;s23;s29;s30;s31;/rC:-.8675,.4975,0;;.8675,1.5027,0;-.8675,1.5027,0;.8675,.4975,0;0,2.0104,0;-3.47,2.995,0;-2.3569,-2.0998,0;-4.0948,-.1049,0;-6.6944,.3874,0;1.1131,-4.0896,0;1.7313,-1.0038,0;-2.6025,2.4976,0;-1.4894,-2.5972,0;-5.8269,-.11,0;-.6219,-3.0947,0;-2.7299,.2651,0;-1.735,2.0001,0;-3.2273,-.6023,0;.2456,-3.5921,0;-.2518,-4.4596,0;-4.9594,-.6075,0;-2.3598,-1.0998,0;-3.4729,3.995,0;-3.2214,-2.6023,0;-4.0978,.8951,0;-6.6973,1.3874,0;1.1161,-5.0896,0;0,3.0104,0;-7.5589,-.1151,0;1.9777,-3.587,0;1.7328,-.0038,0;-2.2324,1.1326,0;-1.3001,.2469,0;0,-.5,0;1.3012,1.7514,0;-3.9023,2.7438,0;2.2313,-1.0045,0;1.2313,-1.003,0;1.7306,-1.5038,0;-2.3538,2.9313,0;-2.8512,2.0638,0;-1.2407,-2.1635,0;-1.7381,-3.031,0;-5.5781,.3237,0;-6.0756,-.5438,0;-.3732,-2.6609,0;-.8706,-3.5284,0;-3.1636,.5139,0;-2.2961,.0164,0;-1.4863,2.4339,0;-3.476,-1.0361,0;.4943,-3.1584,0;-.0006,-4.8919,0;-.7518,-4.4611,0;-4.9579,-1.1075,0;-1.9276,-.8485,0;-.433,3.2604,0;-7.9927,.1336,0;2.4114,-3.8357,0;

Duplicates ChEBI184195_s0_p0

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000184000-0000184249/ChEBI184195_s0_p0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000184000-0000184249/ChEBI184195_s0_p0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000184000-0000184249/ChEBI184195_s0_p0.sdf

Formula	C₂₀H₂₇N₃O₉S
MW	485.51
InChIKey	PZTUENGKEHDYLI-YLKJJPGGNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	60
Number_Heavy_Atoms	33
Number_Rings	1
Number_Bonds	60
Rotat_Bonds	20
Unbranched_Chain	3
Chiral_Centers	3
ONatoms	12
HB_Donor	6
HB_Acceptor	8
OpenEye_HB_Donors	7
OpenEye_HB_Acceptors	6
Lipinski_HB_Donors	6
Lipinski_HB_Acceptors	12
Lipinski_Violations	2
XLogP3	0
XLogP	-5.26
logP	1.1239
PSA	230.65
MR	117.652
ABS	0.17
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-362.35175
PM7_Total_Energy_ev	-6215.20119
PM7_Electronic_Energy_ev	-54837.49445
PM7_Dipole_Debye	7.69518
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.738
PM7_LUMO_Energy_ev	-0.216
PM7_COSMO_Area_square_ang	443.4
PM7_COSMO_Volue_cubic_ang	571.79
PM7_Electron_Affinity_ev	0.216
PM7_Ionization_Energy_ev	8.738
PM7_Energy_Gap_ev	8.522
PM7_Global_Hardness_ev	4.261
PM7_Global_Softness_ev	0.2346866932644919
PM7_Chemical_Potential_ev	-4.477
PM7_Electronigativity_ev	4.477
PM7_Back_Donation_Energy_ev	-1.06525
PM7_Electrophilicity_ev	2.351974771180474
OPENEYE_Name	(2~{R})-2-amino-5-[[(1~{S})-2-(carboxymethylamino)-1-[[(1~{R})-1-(2-hydroxy-4-methoxy-phenyl)-3-oxo-propyl]sulfanylmethyl]-2-oxo-ethyl]amino]-5-oxo-pentanoic acid
SMILES	c1cc(cc(c1C(CC=O)SCC(C(=O)NCC(=O)O)NC(=O)CCC(C(=O)O)N)O)OC
Canonical_SMILES	O=CC[C@H](c1ccc(cc1O)OC)SC[C@H](C(=O)NCC(=O)O)NC(=O)CC[C@H](C(=O)O)N
InChI	1/C20H27N3O9S/c1-32-11-2-3-12(15(25)8-11)16(6-7-24)33-10-14(19(29)22-9-18(27)28)23-17(26)5-4-13(21)20(30)31/h2-3,7-8,13-14,16,25H,4-6,9-10,21H2,1H3,(H,22,29)(H,23,26)(H,27,28)(H,30,31)/f/h22-23,27,30H
InChI_3D	1S/C20H27N3O9S/c1-32-11-2-3-12(15(25)8-11)16(6-7-24)33-10-14(19(29)22-9-18(27)28)23-17(26)5-4-13(21)20(30)31/h2-3,7-8,13-14,16,25H,4-6,9-10,21H2,1H3,(H,22,29)(H,23,26)(H,27,28)(H,30,31)/t13-,14-,16-/m1/s1
AuxInfo	1/1/N:12,2,1,16,14,13,7,3,15,17,5,4,20,19,6,18,8,10,9,11,21,22,23,24,29,25,27,30,26,28,31,32,33/E:(27,28)(30,31)/F:12,2,1,16,14,13,7,3,15,17,5,4,20,19,6,18,8,10,9,11,21,22,23,24,29,25,30,27,26,31,28,32,33/rA:60cCCCCCCCCCCCCCCCCCCCCNNNOOOOOOOOOSHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;s1;s2d3;s3d4;;;;;;;s7;s8;s10;s14;;s4s13;s9s17;s11s16;s20;s9s15;s8s19;d7;d8;d9;d10;d11;s6;s10;s11;s5s12;s17s18;s1;s2;s3;s7;s12;s12;s12;s13;s13;s14;s14;s15;s15;s16;s16;s17;s17;s18;s19;s20;s21;s21;s22;s23;s29;s30;s31;/rC:-.8675,.4975,0;;.8675,1.5027,0;-.8675,1.5027,0;.8675,.4975,0;0,2.0104,0;-3.47,2.995,0;-2.3569,-2.0998,0;-4.0948,-.1049,0;-6.6944,.3874,0;1.1131,-4.0896,0;1.7313,-1.0038,0;-2.6025,2.4976,0;-1.4894,-2.5972,0;-5.8269,-.11,0;-.6219,-3.0947,0;-2.7299,.2651,0;-1.735,2.0001,0;-3.2273,-.6023,0;.2456,-3.5921,0;-.2518,-4.4596,0;-4.9594,-.6075,0;-2.3598,-1.0998,0;-3.4729,3.995,0;-3.2214,-2.6023,0;-4.0978,.8951,0;-6.6973,1.3874,0;1.1161,-5.0896,0;0,3.0104,0;-7.5589,-.1151,0;1.9777,-3.587,0;1.7328,-.0038,0;-2.2324,1.1326,0;-1.3001,.2469,0;0,-.5,0;1.3012,1.7514,0;-3.9023,2.7438,0;2.2313,-1.0045,0;1.2313,-1.003,0;1.7306,-1.5038,0;-2.3538,2.9313,0;-2.8512,2.0638,0;-1.2407,-2.1635,0;-1.7381,-3.031,0;-5.5781,.3237,0;-6.0756,-.5438,0;-.3732,-2.6609,0;-.8706,-3.5284,0;-3.1636,.5139,0;-2.2961,.0164,0;-1.4863,2.4339,0;-3.476,-1.0361,0;.4943,-3.1584,0;-.0006,-4.8919,0;-.7518,-4.4611,0;-4.9579,-1.1075,0;-1.9276,-.8485,0;-.433,3.2604,0;-7.9927,.1336,0;2.4114,-3.8357,0;
Duplicates	ChEBI184195_s0_p0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000184000-0000184249/ChEBI184195_s0_p0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000184000-0000184249/ChEBI184195_s0_p0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000184000-0000184249/ChEBI184195_s0_p0.sdf