CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI180568_s0_p0 (96379)

Formula C₂₂H₃₃N₅O₇S

MW 511.59

InChIKey XLHUNFMDTXLHTO-HOFSTHCJNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 68

Number_Heavy_Atoms 35

Number_Rings 1

Number_Bonds 68

Rotat_Bonds 21

Unbranched_Chain 4

Chiral_Centers 4

ONatoms 12

HB_Donor 7

HB_Acceptor 7

OpenEye_HB_Donors 9

OpenEye_HB_Acceptors 7

Lipinski_HB_Donors 7

Lipinski_HB_Acceptors 12

Lipinski_Violations 3

XLogP3 0

XLogP -4.55

logP 0.6796

PSA 239.24

MR 128.657

ABS 0.17

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -304.4553

PM7_Total_Energy_ev -6324.77141

PM7_Electronic_Energy_ev -60368.32067

PM7_Dipole_Debye 7.6335

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.603

PM7_LUMO_Energy_ev -0.12

PM7_COSMO_Area_square_ang 482.43

PM7_COSMO_Volue_cubic_ang 621.76

PM7_Electron_Affinity_ev 0.12

PM7_Ionization_Energy_ev 8.603

PM7_Energy_Gap_ev 8.483

PM7_Global_Hardness_ev 4.2415

PM7_Global_Softness_ev 0.23576564894494872

PM7_Chemical_Potential_ev -4.3615

PM7_Electronigativity_ev 4.3615

PM7_Back_Donation_Energy_ev -1.060375

PM7_Electrophilicity_ev 2.2424475126724035

OPENEYE_Name (2~{S})-5-amino-2-[[(2~{R})-2-[[(2~{S})-2-[[(2~{R})-2-amino-4-methylsulfanyl-butanoyl]amino]-3-phenyl-propanoyl]amino]-3-hydroxy-propanoyl]amino]-5-oxo-pentanoic acid

SMILES c1ccc(cc1)CC(C(=O)NC(C(=O)NC(C(=O)O)CCC(=O)N)CO)NC(=O)C(CCSC)N

Canonical_SMILES CSCC[C@H](C(=O)N[C@H](C(=O)N[C@@H](C(=O)N[C@H](C(=O)O)CCC(=O)N)CO)Cc1ccccc1)N

InChI 1/C22H33N5O7S/c1-35-10-9-14(23)19(30)26-16(11-13-5-3-2-4-6-13)20(31)27-17(12-28)21(32)25-15(22(33)34)7-8-18(24)29/h2-6,14-17,28H,7-12,23H2,1H3,(H2,24,29)(H,25,32)(H,26,30)(H,27,31)(H,33,34)/f/h25-27,33H,24H2

InChI_3D 1S/C22H33N5O7S/c1-35-10-9-14(23)19(30)26-16(11-13-5-3-2-4-6-13)20(31)27-17(12-28)21(32)25-15(22(33)34)7-8-18(24)29/h2-6,14-17,28H,7-12,23H2,1H3,(H2,24,29)(H,25,32)(H,26,30)(H,27,31)(H,33,34)/t14-,15+,16+,17-/m1/s1

AuxInfo 1/1/N:12,1,2,3,4,5,15,14,16,18,13,17,6,20,22,19,21,7,9,8,10,11,24,23,27,25,26,34,28,30,29,31,32,33,35/E:(3,4)(5,6)(33,34)/F:12,1,2,3,4,5,15,14,16,18,13,17,6,20,22,19,21,7,9,8,10,11,24,23,27,25,26,34,28,30,29,31,33,32,35/E:(3,4)(5,6)/rA:68cCCCCCCCCCCCCCCCCCCCCCCNNNNNOOOOOOOSHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;d4s5;;;;;;;s6;s7;s14;;;s16;s8s13;s9s16;s10s17;s11s15;s7;s20;s9s19;s8s21;s10s22;d7;d8;d9;d10;d11;s11;s17;s12s18;s1;s2;s3;s4;s5;s12;s12;s12;s13;s13;s14;s14;s15;s15;s16;s16;s17;s17;s18;s18;s19;s20;s21;s22;s23;s23;s24;s24;s25;s26;s27;s33;s34;/rC:;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;0,2.0104,0;3.366,10.3764,0;1,4.0104,0;-1.5,4.8764,0;2.5,5.8764,0;4.366,7.3764,0;-6.5,4.8764,0;0,3.0104,0;3.366,9.3764,0;3.366,8.3764,0;-3.5,4.8764,0;2.5,3.8764,0;-4.5,4.8764,0;0,4.0104,0;-2.5,4.8764,0;2.5,4.8764,0;3.366,7.3764,0;4.232,10.8764,0;-2.5,5.8764,0;-1,4.0104,0;1.5,4.8764,0;3.366,6.3764,0;2.5,10.8764,0;1.5,3.1444,0;-1,5.7425,0;1.634,6.3764,0;4.866,8.2425,0;4.866,6.5104,0;2.5,2.8764,0;-5.5,4.8764,0;0,-.5,0;-1.3001,.2469,0;1.3001,.2469,0;-1.3012,1.7514,0;1.3012,1.7514,0;-6.5,4.3764,0;-6.5,5.3764,0;-7,4.8764,0;.5,3.0104,0;-.5,3.0104,0;2.866,9.3764,0;3.866,9.3764,0;2.866,8.3764,0;3.866,8.3764,0;-3.5,5.3764,0;-3.5,4.3764,0;3,3.8764,0;2,3.8764,0;-4.5,4.3764,0;-4.5,5.3764,0;0,4.5104,0;-2.5,4.3764,0;3,4.8764,0;2.866,7.3764,0;4.6651,10.6264,0;4.232,11.3764,0;-2.933,6.1264,0;-2.067,6.1264,0;-1.25,3.5774,0;1.25,5.3094,0;3.799,6.1264,0;5.366,6.5104,0;2.933,2.6264,0;

Duplicates ChEBI180568_s0_p0

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000180500-0000180749/ChEBI180568_s0_p0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000180500-0000180749/ChEBI180568_s0_p0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000180500-0000180749/ChEBI180568_s0_p0.sdf

Formula	C₂₂H₃₃N₅O₇S
MW	511.59
InChIKey	XLHUNFMDTXLHTO-HOFSTHCJNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	68
Number_Heavy_Atoms	35
Number_Rings	1
Number_Bonds	68
Rotat_Bonds	21
Unbranched_Chain	4
Chiral_Centers	4
ONatoms	12
HB_Donor	7
HB_Acceptor	7
OpenEye_HB_Donors	9
OpenEye_HB_Acceptors	7
Lipinski_HB_Donors	7
Lipinski_HB_Acceptors	12
Lipinski_Violations	3
XLogP3	0
XLogP	-4.55
logP	0.6796
PSA	239.24
MR	128.657
ABS	0.17
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-304.4553
PM7_Total_Energy_ev	-6324.77141
PM7_Electronic_Energy_ev	-60368.32067
PM7_Dipole_Debye	7.6335
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.603
PM7_LUMO_Energy_ev	-0.12
PM7_COSMO_Area_square_ang	482.43
PM7_COSMO_Volue_cubic_ang	621.76
PM7_Electron_Affinity_ev	0.12
PM7_Ionization_Energy_ev	8.603
PM7_Energy_Gap_ev	8.483
PM7_Global_Hardness_ev	4.2415
PM7_Global_Softness_ev	0.23576564894494872
PM7_Chemical_Potential_ev	-4.3615
PM7_Electronigativity_ev	4.3615
PM7_Back_Donation_Energy_ev	-1.060375
PM7_Electrophilicity_ev	2.2424475126724035
OPENEYE_Name	(2~{S})-5-amino-2-[[(2~{R})-2-[[(2~{S})-2-[[(2~{R})-2-amino-4-methylsulfanyl-butanoyl]amino]-3-phenyl-propanoyl]amino]-3-hydroxy-propanoyl]amino]-5-oxo-pentanoic acid
SMILES	c1ccc(cc1)CC(C(=O)NC(C(=O)NC(C(=O)O)CCC(=O)N)CO)NC(=O)C(CCSC)N
Canonical_SMILES	CSCC[C@H](C(=O)N[C@H](C(=O)N[C@@H](C(=O)N[C@H](C(=O)O)CCC(=O)N)CO)Cc1ccccc1)N
InChI	1/C22H33N5O7S/c1-35-10-9-14(23)19(30)26-16(11-13-5-3-2-4-6-13)20(31)27-17(12-28)21(32)25-15(22(33)34)7-8-18(24)29/h2-6,14-17,28H,7-12,23H2,1H3,(H2,24,29)(H,25,32)(H,26,30)(H,27,31)(H,33,34)/f/h25-27,33H,24H2
InChI_3D	1S/C22H33N5O7S/c1-35-10-9-14(23)19(30)26-16(11-13-5-3-2-4-6-13)20(31)27-17(12-28)21(32)25-15(22(33)34)7-8-18(24)29/h2-6,14-17,28H,7-12,23H2,1H3,(H2,24,29)(H,25,32)(H,26,30)(H,27,31)(H,33,34)/t14-,15+,16+,17-/m1/s1
AuxInfo	1/1/N:12,1,2,3,4,5,15,14,16,18,13,17,6,20,22,19,21,7,9,8,10,11,24,23,27,25,26,34,28,30,29,31,32,33,35/E:(3,4)(5,6)(33,34)/F:12,1,2,3,4,5,15,14,16,18,13,17,6,20,22,19,21,7,9,8,10,11,24,23,27,25,26,34,28,30,29,31,33,32,35/E:(3,4)(5,6)/rA:68cCCCCCCCCCCCCCCCCCCCCCCNNNNNOOOOOOOSHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;d4s5;;;;;;;s6;s7;s14;;;s16;s8s13;s9s16;s10s17;s11s15;s7;s20;s9s19;s8s21;s10s22;d7;d8;d9;d10;d11;s11;s17;s12s18;s1;s2;s3;s4;s5;s12;s12;s12;s13;s13;s14;s14;s15;s15;s16;s16;s17;s17;s18;s18;s19;s20;s21;s22;s23;s23;s24;s24;s25;s26;s27;s33;s34;/rC:;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;0,2.0104,0;3.366,10.3764,0;1,4.0104,0;-1.5,4.8764,0;2.5,5.8764,0;4.366,7.3764,0;-6.5,4.8764,0;0,3.0104,0;3.366,9.3764,0;3.366,8.3764,0;-3.5,4.8764,0;2.5,3.8764,0;-4.5,4.8764,0;0,4.0104,0;-2.5,4.8764,0;2.5,4.8764,0;3.366,7.3764,0;4.232,10.8764,0;-2.5,5.8764,0;-1,4.0104,0;1.5,4.8764,0;3.366,6.3764,0;2.5,10.8764,0;1.5,3.1444,0;-1,5.7425,0;1.634,6.3764,0;4.866,8.2425,0;4.866,6.5104,0;2.5,2.8764,0;-5.5,4.8764,0;0,-.5,0;-1.3001,.2469,0;1.3001,.2469,0;-1.3012,1.7514,0;1.3012,1.7514,0;-6.5,4.3764,0;-6.5,5.3764,0;-7,4.8764,0;.5,3.0104,0;-.5,3.0104,0;2.866,9.3764,0;3.866,9.3764,0;2.866,8.3764,0;3.866,8.3764,0;-3.5,5.3764,0;-3.5,4.3764,0;3,3.8764,0;2,3.8764,0;-4.5,4.3764,0;-4.5,5.3764,0;0,4.5104,0;-2.5,4.3764,0;3,4.8764,0;2.866,7.3764,0;4.6651,10.6264,0;4.232,11.3764,0;-2.933,6.1264,0;-2.067,6.1264,0;-1.25,3.5774,0;1.25,5.3094,0;3.799,6.1264,0;5.366,6.5104,0;2.933,2.6264,0;
Duplicates	ChEBI180568_s0_p0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000180500-0000180749/ChEBI180568_s0_p0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000180500-0000180749/ChEBI180568_s0_p0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000180500-0000180749/ChEBI180568_s0_p0.sdf