CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI189771_s0_p7 (103918)

Formula C₂₀H₂₈N₃O₉S

MW 486.52

InChIKey MJSPXXSAVOHILO-ZESWZVGANA-M

Entry_Date 2023-11-01

Net_Charge -1

Number_Atoms 63

Number_Heavy_Atoms 33

Number_Rings 1

Number_Bonds 63

Rotat_Bonds 21

Unbranched_Chain 2

Chiral_Centers 3

ONatoms 12

HB_Donor 7

HB_Acceptor 8

OpenEye_HB_Donors 7

OpenEye_HB_Acceptors 7

Lipinski_HB_Donors 5

Lipinski_HB_Acceptors 12

Lipinski_Violations 1

XLogP3 0

XLogP -4.11

logP -1.0199

PSA 235.43

MR 119.872

ABS 0.55

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -419.67812

PM7_Total_Energy_ev -6230.65758

PM7_Electronic_Energy_ev -56680.88749

PM7_Dipole_Debye 5.80812

PM7_Point_Group C1

PM7_HOMO_Energy_ev -6.085

PM7_LUMO_Energy_ev 1.574

PM7_COSMO_Area_square_ang 414.25

PM7_COSMO_Volue_cubic_ang 569.23

PM7_Electron_Affinity_ev -1.574

PM7_Ionization_Energy_ev 6.085

PM7_Energy_Gap_ev 7.659

PM7_Global_Hardness_ev 3.8295

PM7_Global_Softness_ev 0.2611306959133046

PM7_Chemical_Potential_ev -2.2555

PM7_Electronigativity_ev 2.2555

PM7_Back_Donation_Energy_ev -0.957375

PM7_Electrophilicity_ev 0.6642225159942551

OPENEYE_Name (2~{R})-2-azaniumyl-5-[[(1~{S})-2-(carboxylatomethylamino)-1-[[(1~{S})-2-hydroxy-1-[(4-hydroxy-3-methoxy-phenyl)methyl]ethyl]sulfanylmethyl]-2-oxo-ethyl]amino]-5-oxo-pentanoate

SMILES c1cc(c(cc1CC(CO)SCC(C(=O)NCC(=O)[O-])NC(=O)CCC(C(=O)[O-])[NH3+])OC)O

Canonical_SMILES OC[C@H](Cc1ccc(c(c1)OC)O)SC[C@H](C(=O)NCC(=O)O)NC(=O)CC[C@H](C(=O)O)[NH3+]

InChI 1/C20H29N3O9S/c1-32-16-7-11(2-4-15(16)25)6-12(9-24)33-10-14(19(29)22-8-18(27)28)23-17(26)5-3-13(21)20(30)31/h2,4,7,12-14,24-25H,3,5-6,8-10,21H2,1H3,(H,22,29)(H,23,26)(H,27,28)(H,30,31)/p-1/fC20H28N3O9S/h21-23H/q-1

InChI_3D 1S/C20H29N3O9S/c1-32-16-7-11(2-4-15(16)25)6-12(9-24)33-10-14(19(29)22-8-18(27)28)23-17(26)5-3-13(21)20(30)31/h2,4,7,12-14,24-25H,3,5-6,8-10,21H2,1H3,(H,22,29)(H,23,26)(H,27,28)(H,30,31)/p+1/t12-,13+,14+/m0/s1

AuxInfo 1/1/N:11,1,15,2,13,12,3,14,16,17,4,20,19,18,5,6,7,9,8,10,21,22,23,31,28,24,26,29,25,27,30,32,33/E:(27,28)(30,31)/F:m/E:m/rA:61cCCCCCCCCCCCCCCCCCCCCN+NNOOOOOO-O-OOSHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;s1d3;s2;s3d5;;;;;;s4;s7;s9;s13;;;s8s17;s10s15;s12s16;s19;s8s14;s7s18;d7;d8;d9;d10;s5;s9;s10;s16;s6s11;s17s20;s1;s2;s3;s11;s11;s11;s12;s12;s13;s13;s14;s14;s15;s15;s16;s16;s17;s17;s18;s19;s20;s21;s21;s22;s23;s28;s31;s21;/rC:;-.8675,.4975,0;.8675,1.5027,0;.8675,.4975,0;-.8675,1.5027,0;0,2.0104,0;2.8264,-3.1034,0;.5931,-3.9662,0;-1.4094,-5.6954,0;5.9235,-3.7419,0;.866,3.5104,0;1.7328,-.0038,0;3.6917,-3.6047,0;-.9082,-4.8301,0;4.557,-4.1059,0;3.4634,-1.0063,0;1.5956,-2.2356,0;1.0943,-3.1009,0;5.4223,-4.6072,0;2.5981,-.505,0;6.2876,-5.1084,0;-.4069,-3.9648,0;1.9596,-3.6022,0;2.8278,-2.1034,0;1.0918,-4.833,0;-.9107,-6.5621,0;5.4248,-2.8751,0;-1.735,2.0001,0;-2.4094,-5.6939,0;6.9235,-3.7433,0;4.3287,-1.5075,0;0,3.0104,0;2.0968,-1.3703,0;0,-.5,0;-1.3001,.2469,0;1.3012,1.7514,0;1.116,3.0774,0;1.299,3.7604,0;.616,3.9434,0;1.4822,-.4364,0;1.9834,.4289,0;3.9423,-3.172,0;3.4411,-4.0373,0;-.4755,-5.0807,0;-1.3408,-4.5794,0;4.8076,-3.6733,0;4.3064,-4.5386,0;3.2128,-1.4389,0;3.714,-.5736,0;2.0282,-2.4862,0;1.1629,-1.985,0;.6617,-2.8503,0;5.1717,-5.0398,0;2.8487,-.0724,0;6.0369,-5.5411,0;6.5382,-4.6758,0;-.6563,-3.5314,0;1.9589,-4.1022,0;-2.1673,1.7489,0;4.328,-2.0075,0;6.7202,-5.3591,0;

Duplicates ChEBI189771_s0_p7

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189750-0000189999/ChEBI189771_s0_p7.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189750-0000189999/ChEBI189771_s0_p7.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189750-0000189999/ChEBI189771_s0_p7.sdf

Formula	C₂₀H₂₈N₃O₉S
MW	486.52
InChIKey	MJSPXXSAVOHILO-ZESWZVGANA-M
Entry_Date	2023-11-01
Net_Charge	-1
Number_Atoms	63
Number_Heavy_Atoms	33
Number_Rings	1
Number_Bonds	63
Rotat_Bonds	21
Unbranched_Chain	2
Chiral_Centers	3
ONatoms	12
HB_Donor	7
HB_Acceptor	8
OpenEye_HB_Donors	7
OpenEye_HB_Acceptors	7
Lipinski_HB_Donors	5
Lipinski_HB_Acceptors	12
Lipinski_Violations	1
XLogP3	0
XLogP	-4.11
logP	-1.0199
PSA	235.43
MR	119.872
ABS	0.55
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-419.67812
PM7_Total_Energy_ev	-6230.65758
PM7_Electronic_Energy_ev	-56680.88749
PM7_Dipole_Debye	5.80812
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-6.085
PM7_LUMO_Energy_ev	1.574
PM7_COSMO_Area_square_ang	414.25
PM7_COSMO_Volue_cubic_ang	569.23
PM7_Electron_Affinity_ev	-1.574
PM7_Ionization_Energy_ev	6.085
PM7_Energy_Gap_ev	7.659
PM7_Global_Hardness_ev	3.8295
PM7_Global_Softness_ev	0.2611306959133046
PM7_Chemical_Potential_ev	-2.2555
PM7_Electronigativity_ev	2.2555
PM7_Back_Donation_Energy_ev	-0.957375
PM7_Electrophilicity_ev	0.6642225159942551
OPENEYE_Name	(2~{R})-2-azaniumyl-5-[[(1~{S})-2-(carboxylatomethylamino)-1-[[(1~{S})-2-hydroxy-1-[(4-hydroxy-3-methoxy-phenyl)methyl]ethyl]sulfanylmethyl]-2-oxo-ethyl]amino]-5-oxo-pentanoate
SMILES	c1cc(c(cc1CC(CO)SCC(C(=O)NCC(=O)[O-])NC(=O)CCC(C(=O)[O-])[NH3+])OC)O
Canonical_SMILES	OC[C@H](Cc1ccc(c(c1)OC)O)SC[C@H](C(=O)NCC(=O)O)NC(=O)CC[C@H](C(=O)O)[NH3+]
InChI	1/C20H29N3O9S/c1-32-16-7-11(2-4-15(16)25)6-12(9-24)33-10-14(19(29)22-8-18(27)28)23-17(26)5-3-13(21)20(30)31/h2,4,7,12-14,24-25H,3,5-6,8-10,21H2,1H3,(H,22,29)(H,23,26)(H,27,28)(H,30,31)/p-1/fC20H28N3O9S/h21-23H/q-1
InChI_3D	1S/C20H29N3O9S/c1-32-16-7-11(2-4-15(16)25)6-12(9-24)33-10-14(19(29)22-8-18(27)28)23-17(26)5-3-13(21)20(30)31/h2,4,7,12-14,24-25H,3,5-6,8-10,21H2,1H3,(H,22,29)(H,23,26)(H,27,28)(H,30,31)/p+1/t12-,13+,14+/m0/s1
AuxInfo	1/1/N:11,1,15,2,13,12,3,14,16,17,4,20,19,18,5,6,7,9,8,10,21,22,23,31,28,24,26,29,25,27,30,32,33/E:(27,28)(30,31)/F:m/E:m/rA:61cCCCCCCCCCCCCCCCCCCCCN+NNOOOOOO-O-OOSHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;s1d3;s2;s3d5;;;;;;s4;s7;s9;s13;;;s8s17;s10s15;s12s16;s19;s8s14;s7s18;d7;d8;d9;d10;s5;s9;s10;s16;s6s11;s17s20;s1;s2;s3;s11;s11;s11;s12;s12;s13;s13;s14;s14;s15;s15;s16;s16;s17;s17;s18;s19;s20;s21;s21;s22;s23;s28;s31;s21;/rC:;-.8675,.4975,0;.8675,1.5027,0;.8675,.4975,0;-.8675,1.5027,0;0,2.0104,0;2.8264,-3.1034,0;.5931,-3.9662,0;-1.4094,-5.6954,0;5.9235,-3.7419,0;.866,3.5104,0;1.7328,-.0038,0;3.6917,-3.6047,0;-.9082,-4.8301,0;4.557,-4.1059,0;3.4634,-1.0063,0;1.5956,-2.2356,0;1.0943,-3.1009,0;5.4223,-4.6072,0;2.5981,-.505,0;6.2876,-5.1084,0;-.4069,-3.9648,0;1.9596,-3.6022,0;2.8278,-2.1034,0;1.0918,-4.833,0;-.9107,-6.5621,0;5.4248,-2.8751,0;-1.735,2.0001,0;-2.4094,-5.6939,0;6.9235,-3.7433,0;4.3287,-1.5075,0;0,3.0104,0;2.0968,-1.3703,0;0,-.5,0;-1.3001,.2469,0;1.3012,1.7514,0;1.116,3.0774,0;1.299,3.7604,0;.616,3.9434,0;1.4822,-.4364,0;1.9834,.4289,0;3.9423,-3.172,0;3.4411,-4.0373,0;-.4755,-5.0807,0;-1.3408,-4.5794,0;4.8076,-3.6733,0;4.3064,-4.5386,0;3.2128,-1.4389,0;3.714,-.5736,0;2.0282,-2.4862,0;1.1629,-1.985,0;.6617,-2.8503,0;5.1717,-5.0398,0;2.8487,-.0724,0;6.0369,-5.5411,0;6.5382,-4.6758,0;-.6563,-3.5314,0;1.9589,-4.1022,0;-2.1673,1.7489,0;4.328,-2.0075,0;6.7202,-5.3591,0;
Duplicates	ChEBI189771_s0_p7
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189750-0000189999/ChEBI189771_s0_p7.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189750-0000189999/ChEBI189771_s0_p7.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189750-0000189999/ChEBI189771_s0_p7.sdf