CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI193898_s0_p0 (107229)

Formula C₂₀H₂₇N₃O₈S

MW 469.51

InChIKey VVPZZZYWRZVCIP-BWFYOYSPNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 59

Number_Heavy_Atoms 32

Number_Rings 1

Number_Bonds 59

Rotat_Bonds 19

Unbranched_Chain 2

Chiral_Centers 4

ONatoms 11

HB_Donor 6

HB_Acceptor 8

OpenEye_HB_Donors 7

OpenEye_HB_Acceptors 7

Lipinski_HB_Donors 6

Lipinski_HB_Acceptors 11

Lipinski_Violations 2

XLogP3 0

XLogP -4.98

logP 0.7706

PSA 221.42

MR 115.106

ABS 0.17

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -325.60361

PM7_Total_Energy_ev -5920.11694

PM7_Electronic_Energy_ev -52338.1866

PM7_Dipole_Debye 2.32704

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.801

PM7_LUMO_Energy_ev -0.277

PM7_COSMO_Area_square_ang 425.52

PM7_COSMO_Volue_cubic_ang 562.6

PM7_Electron_Affinity_ev 0.277

PM7_Ionization_Energy_ev 8.801

PM7_Energy_Gap_ev 8.524

PM7_Global_Hardness_ev 4.262

PM7_Global_Softness_ev 0.2346316283435007

PM7_Chemical_Potential_ev -4.539

PM7_Electronigativity_ev 4.539

PM7_Back_Donation_Energy_ev -1.0655

PM7_Electrophilicity_ev 2.4170015251055843

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

SMILES c1ccc(cc1)C(C(C(=O)C)O)SCC(C(=O)NCC(=O)O)NC(=O)CCC(C(=O)O)N

Canonical_SMILES O=C(N[C@@H](C(=O)NCC(=O)O)CS[C@@H]([C@H](C(=O)C)O)c1ccccc1)CC[C@H](C(=O)O)N

InChI 1/C20H27N3O8S/c1-11(24)17(28)18(12-5-3-2-4-6-12)32-10-14(19(29)22-9-16(26)27)23-15(25)8-7-13(21)20(30)31/h2-6,13-14,17-18,28H,7-10,21H2,1H3,(H,22,29)(H,23,25)(H,26,27)(H,30,31)/f/h22-23,26,30H

InChI_3D 1S/C20H27N3O8S/c1-11(24)17(28)18(12-5-3-2-4-6-12)32-10-14(19(29)22-9-16(26)27)23-15(25)8-7-13(21)20(30)31/h2-6,13-14,17-18,28H,7-10,21H2,1H3,(H,22,29)(H,23,25)(H,26,27)(H,30,31)/t13-,14-,17+,18-/m1/s1

AuxInfo 1/1/N:12,1,2,3,4,5,15,13,14,16,7,6,20,19,8,10,18,17,9,11,21,22,23,24,25,27,29,31,26,28,30,32/E:(3,4)(5,6)(26,27)(30,31)/F:12,1,2,3,4,5,15,13,14,16,7,6,20,19,8,10,18,17,9,11,21,22,23,24,25,29,27,31,26,30,28,32/E:(3,4)(5,6)/rA:59cCCCCCCCCCCCCCCCCCCCCNNNOOOOOOOOSHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;d4s5;;;;;;s7;s8;s10;s13;;s6;s7s17;s9s16;s11s15;s20;s9s14;s8s19;d7;d8;d9;d10;d11;s10;s11;s18;s16s17;s1;s2;s3;s4;s5;s12;s12;s12;s13;s13;s14;s14;s15;s15;s16;s16;s17;s18;s19;s20;s21;s21;s22;s23;s29;s30;s31;/rC:;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;0,2.0104,0;0,5.0104,0;3.866,1.5104,0;3,4.0104,0;3.866,6.5104,0;2.866,-1.4896,0;-.866,5.5104,0;3.866,.5104,0;3.866,5.5104,0;3.866,-.4896,0;2,3.0104,0;0,3.0104,0;0,4.0104,0;3,3.0104,0;3.866,-1.4896,0;3.866,-2.4896,0;3.866,4.5104,0;3,2.0104,0;.866,5.5104,0;4.7321,2.0104,0;2.134,4.5104,0;3,7.0104,0;2.366,-.6236,0;4.732,7.0104,0;2.366,-2.3556,0;-1,4.0104,0;1,3.0104,0;0,-.5,0;-1.3001,.2469,0;1.3001,.2469,0;-1.3012,1.7514,0;1.3012,1.7514,0;-.616,5.9434,0;-1.116,5.0774,0;-1.299,5.7604,0;4.366,.5104,0;3.366,.5104,0;3.366,5.5104,0;4.366,5.5104,0;4.366,-.4896,0;3.366,-.4896,0;2,3.5104,0;2,2.5104,0;-.5,3.0104,0;.5,4.0104,0;3.5,3.0104,0;4.366,-1.4896,0;4.299,-2.7396,0;3.433,-2.7396,0;4.299,4.2604,0;2.567,1.7604,0;4.732,7.5104,0;1.866,-2.3556,0;-1.25,3.5774,0;

Duplicates ChEBI193898_s0_p0

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000193750-0000193999/ChEBI193898_s0_p0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000193750-0000193999/ChEBI193898_s0_p0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000193750-0000193999/ChEBI193898_s0_p0.sdf

Formula	C₂₀H₂₇N₃O₈S
MW	469.51
InChIKey	VVPZZZYWRZVCIP-BWFYOYSPNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	59
Number_Heavy_Atoms	32
Number_Rings	1
Number_Bonds	59
Rotat_Bonds	19
Unbranched_Chain	2
Chiral_Centers	4
ONatoms	11
HB_Donor	6
HB_Acceptor	8
OpenEye_HB_Donors	7
OpenEye_HB_Acceptors	7
Lipinski_HB_Donors	6
Lipinski_HB_Acceptors	11
Lipinski_Violations	2
XLogP3	0
XLogP	-4.98
logP	0.7706
PSA	221.42
MR	115.106
ABS	0.17
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-325.60361
PM7_Total_Energy_ev	-5920.11694
PM7_Electronic_Energy_ev	-52338.1866
PM7_Dipole_Debye	2.32704
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.801
PM7_LUMO_Energy_ev	-0.277
PM7_COSMO_Area_square_ang	425.52
PM7_COSMO_Volue_cubic_ang	562.6
PM7_Electron_Affinity_ev	0.277
PM7_Ionization_Energy_ev	8.801
PM7_Energy_Gap_ev	8.524
PM7_Global_Hardness_ev	4.262
PM7_Global_Softness_ev	0.2346316283435007
PM7_Chemical_Potential_ev	-4.539
PM7_Electronigativity_ev	4.539
PM7_Back_Donation_Energy_ev	-1.0655
PM7_Electrophilicity_ev	2.4170015251055843
OPENEYE_Name	(2~{R})-2-amino-5-[[(1~{S})-2-(carboxymethylamino)-1-[[(1~{R},2~{S})-2-hydroxy-3-oxo-1-phenyl-butyl]sulfanylmethyl]-2-oxo-ethyl]amino]-5-oxo-pentanoic acid
SMILES	c1ccc(cc1)C(C(C(=O)C)O)SCC(C(=O)NCC(=O)O)NC(=O)CCC(C(=O)O)N
Canonical_SMILES	O=C(N[C@@H](C(=O)NCC(=O)O)CS[C@@H]([C@H](C(=O)C)O)c1ccccc1)CC[C@H](C(=O)O)N
InChI	1/C20H27N3O8S/c1-11(24)17(28)18(12-5-3-2-4-6-12)32-10-14(19(29)22-9-16(26)27)23-15(25)8-7-13(21)20(30)31/h2-6,13-14,17-18,28H,7-10,21H2,1H3,(H,22,29)(H,23,25)(H,26,27)(H,30,31)/f/h22-23,26,30H
InChI_3D	1S/C20H27N3O8S/c1-11(24)17(28)18(12-5-3-2-4-6-12)32-10-14(19(29)22-9-16(26)27)23-15(25)8-7-13(21)20(30)31/h2-6,13-14,17-18,28H,7-10,21H2,1H3,(H,22,29)(H,23,25)(H,26,27)(H,30,31)/t13-,14-,17+,18-/m1/s1
AuxInfo	1/1/N:12,1,2,3,4,5,15,13,14,16,7,6,20,19,8,10,18,17,9,11,21,22,23,24,25,27,29,31,26,28,30,32/E:(3,4)(5,6)(26,27)(30,31)/F:12,1,2,3,4,5,15,13,14,16,7,6,20,19,8,10,18,17,9,11,21,22,23,24,25,29,27,31,26,30,28,32/E:(3,4)(5,6)/rA:59cCCCCCCCCCCCCCCCCCCCCNNNOOOOOOOOSHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;d4s5;;;;;;s7;s8;s10;s13;;s6;s7s17;s9s16;s11s15;s20;s9s14;s8s19;d7;d8;d9;d10;d11;s10;s11;s18;s16s17;s1;s2;s3;s4;s5;s12;s12;s12;s13;s13;s14;s14;s15;s15;s16;s16;s17;s18;s19;s20;s21;s21;s22;s23;s29;s30;s31;/rC:;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;0,2.0104,0;0,5.0104,0;3.866,1.5104,0;3,4.0104,0;3.866,6.5104,0;2.866,-1.4896,0;-.866,5.5104,0;3.866,.5104,0;3.866,5.5104,0;3.866,-.4896,0;2,3.0104,0;0,3.0104,0;0,4.0104,0;3,3.0104,0;3.866,-1.4896,0;3.866,-2.4896,0;3.866,4.5104,0;3,2.0104,0;.866,5.5104,0;4.7321,2.0104,0;2.134,4.5104,0;3,7.0104,0;2.366,-.6236,0;4.732,7.0104,0;2.366,-2.3556,0;-1,4.0104,0;1,3.0104,0;0,-.5,0;-1.3001,.2469,0;1.3001,.2469,0;-1.3012,1.7514,0;1.3012,1.7514,0;-.616,5.9434,0;-1.116,5.0774,0;-1.299,5.7604,0;4.366,.5104,0;3.366,.5104,0;3.366,5.5104,0;4.366,5.5104,0;4.366,-.4896,0;3.366,-.4896,0;2,3.5104,0;2,2.5104,0;-.5,3.0104,0;.5,4.0104,0;3.5,3.0104,0;4.366,-1.4896,0;4.299,-2.7396,0;3.433,-2.7396,0;4.299,4.2604,0;2.567,1.7604,0;4.732,7.5104,0;1.866,-2.3556,0;-1.25,3.5774,0;
Duplicates	ChEBI193898_s0_p0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000193750-0000193999/ChEBI193898_s0_p0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000193750-0000193999/ChEBI193898_s0_p0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000193750-0000193999/ChEBI193898_s0_p0.sdf