CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI189771_s0_p0 (103917)

Formula C₂₀H₂₉N₃O₉S

MW 487.52

InChIKey MJSPXXSAVOHILO-YLKJJPGGNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 62

Number_Heavy_Atoms 33

Number_Rings 1

Number_Bonds 62

Rotat_Bonds 21

Unbranched_Chain 2

Chiral_Centers 3

ONatoms 12

HB_Donor 7

HB_Acceptor 8

OpenEye_HB_Donors 8

OpenEye_HB_Acceptors 6

Lipinski_HB_Donors 7

Lipinski_HB_Acceptors 12

Lipinski_Violations 2

XLogP3 0

XLogP -5.53

logP 0.3972

PSA 233.81

MR 118.614

ABS 0.17

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -380.71015

PM7_Total_Energy_ev -6242.35311

PM7_Electronic_Energy_ev -57381.93246

PM7_Dipole_Debye 3.65011

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.756

PM7_LUMO_Energy_ev -0.26

PM7_COSMO_Area_square_ang 409.45

PM7_COSMO_Volue_cubic_ang 570.02

PM7_Electron_Affinity_ev 0.26

PM7_Ionization_Energy_ev 8.756

PM7_Energy_Gap_ev 8.496

PM7_Global_Hardness_ev 4.248

PM7_Global_Softness_ev 0.23540489642184556

PM7_Chemical_Potential_ev -4.508

PM7_Electronigativity_ev 4.508

PM7_Back_Donation_Energy_ev -1.062

PM7_Electrophilicity_ev 2.3919566854990584

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

SMILES c1cc(c(cc1CC(CO)SCC(C(=O)NCC(=O)O)NC(=O)CCC(C(=O)O)N)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)N

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)/f/h22-23,27,30H

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)/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:11,1,15,2,13,12,3,14,16,17,4,20,19,18,5,6,7,9,8,10,21,22,23,31,28,24,29,26,25,30,27,32,33/rA:62cCCCCCCCCCCCCCCCCCCCCNNNOOOOOOOOOSHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/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;s29;s30;s31;/rC:;-.8675,.4975,0;.8675,1.5027,0;.8675,.4975,0;-.8675,1.5027,0;0,2.0104,0;4.9657,.5896,0;4.6031,2.9562,0;5.1069,5.5535,0;7.0604,-1.7794,0;.866,3.5104,0;1.7328,-.0038,0;5.831,.0884,0;4.6056,4.6882,0;6.6963,-.4129,0;3.4634,-1.0063,0;3.6006,1.2256,0;4.1019,2.0909,0;7.5616,-.9141,0;2.5981,-.505,0;8.4269,-1.4154,0;4.1044,3.8229,0;4.9672,1.5896,0;4.099,.0909,0;5.6031,2.9547,0;6.1069,5.5521,0;7.5591,-2.6462,0;-1.735,2.0001,0;4.6081,6.4203,0;6.0604,-1.778,0;4.3287,-1.5075,0;0,3.0104,0;3.0994,.3603,0;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;1.9834,.4289,0;1.4822,-.4364,0;5.5804,-.3443,0;6.0816,.521,0;5.0383,4.4376,0;4.173,4.9389,0;6.4457,-.8455,0;6.9469,.0198,0;3.714,-.5736,0;3.2128,-1.4389,0;4.0333,.975,0;3.168,1.4762,0;3.6692,2.3415,0;7.8122,-.4815,0;2.3475,-.9377,0;8.4262,-1.9154,0;8.8603,-1.166,0;3.6044,3.8237,0;5.4005,1.839,0;-2.1673,1.7489,0;4.8588,6.8529,0;5.8097,-2.2106,0;4.7621,-1.2582,0;

Duplicates ChEBI189771_s0_p0

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189750-0000189999/ChEBI189771_s0_p0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189750-0000189999/ChEBI189771_s0_p0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189750-0000189999/ChEBI189771_s0_p0.sdf

Formula	C₂₀H₂₉N₃O₉S
MW	487.52
InChIKey	MJSPXXSAVOHILO-YLKJJPGGNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	62
Number_Heavy_Atoms	33
Number_Rings	1
Number_Bonds	62
Rotat_Bonds	21
Unbranched_Chain	2
Chiral_Centers	3
ONatoms	12
HB_Donor	7
HB_Acceptor	8
OpenEye_HB_Donors	8
OpenEye_HB_Acceptors	6
Lipinski_HB_Donors	7
Lipinski_HB_Acceptors	12
Lipinski_Violations	2
XLogP3	0
XLogP	-5.53
logP	0.3972
PSA	233.81
MR	118.614
ABS	0.17
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-380.71015
PM7_Total_Energy_ev	-6242.35311
PM7_Electronic_Energy_ev	-57381.93246
PM7_Dipole_Debye	3.65011
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.756
PM7_LUMO_Energy_ev	-0.26
PM7_COSMO_Area_square_ang	409.45
PM7_COSMO_Volue_cubic_ang	570.02
PM7_Electron_Affinity_ev	0.26
PM7_Ionization_Energy_ev	8.756
PM7_Energy_Gap_ev	8.496
PM7_Global_Hardness_ev	4.248
PM7_Global_Softness_ev	0.23540489642184556
PM7_Chemical_Potential_ev	-4.508
PM7_Electronigativity_ev	4.508
PM7_Back_Donation_Energy_ev	-1.062
PM7_Electrophilicity_ev	2.3919566854990584
OPENEYE_Name	(2~{R})-2-amino-5-[[(1~{S})-2-(carboxymethylamino)-1-[[(1~{S})-2-hydroxy-1-[(4-hydroxy-3-methoxy-phenyl)methyl]ethyl]sulfanylmethyl]-2-oxo-ethyl]amino]-5-oxo-pentanoic acid
SMILES	c1cc(c(cc1CC(CO)SCC(C(=O)NCC(=O)O)NC(=O)CCC(C(=O)O)N)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)N
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)/f/h22-23,27,30H
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)/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:11,1,15,2,13,12,3,14,16,17,4,20,19,18,5,6,7,9,8,10,21,22,23,31,28,24,29,26,25,30,27,32,33/rA:62cCCCCCCCCCCCCCCCCCCCCNNNOOOOOOOOOSHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/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;s29;s30;s31;/rC:;-.8675,.4975,0;.8675,1.5027,0;.8675,.4975,0;-.8675,1.5027,0;0,2.0104,0;4.9657,.5896,0;4.6031,2.9562,0;5.1069,5.5535,0;7.0604,-1.7794,0;.866,3.5104,0;1.7328,-.0038,0;5.831,.0884,0;4.6056,4.6882,0;6.6963,-.4129,0;3.4634,-1.0063,0;3.6006,1.2256,0;4.1019,2.0909,0;7.5616,-.9141,0;2.5981,-.505,0;8.4269,-1.4154,0;4.1044,3.8229,0;4.9672,1.5896,0;4.099,.0909,0;5.6031,2.9547,0;6.1069,5.5521,0;7.5591,-2.6462,0;-1.735,2.0001,0;4.6081,6.4203,0;6.0604,-1.778,0;4.3287,-1.5075,0;0,3.0104,0;3.0994,.3603,0;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;1.9834,.4289,0;1.4822,-.4364,0;5.5804,-.3443,0;6.0816,.521,0;5.0383,4.4376,0;4.173,4.9389,0;6.4457,-.8455,0;6.9469,.0198,0;3.714,-.5736,0;3.2128,-1.4389,0;4.0333,.975,0;3.168,1.4762,0;3.6692,2.3415,0;7.8122,-.4815,0;2.3475,-.9377,0;8.4262,-1.9154,0;8.8603,-1.166,0;3.6044,3.8237,0;5.4005,1.839,0;-2.1673,1.7489,0;4.8588,6.8529,0;5.8097,-2.2106,0;4.7621,-1.2582,0;
Duplicates	ChEBI189771_s0_p0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189750-0000189999/ChEBI189771_s0_p0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189750-0000189999/ChEBI189771_s0_p0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189750-0000189999/ChEBI189771_s0_p0.sdf