CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI5158 (2182)

Formula C₂₂H₃₃N₃O₅S

MW 451.58

InChIKey FTDSTRQDCPIBEG-ORKIEBPJNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 64

Number_Heavy_Atoms 31

Number_Rings 1

Number_Bonds 64

Rotat_Bonds 17

Unbranched_Chain 4

Chiral_Centers 3

ONatoms 8

HB_Donor 3

HB_Acceptor 4

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 8

Lipinski_Violations 0

XLogP3 0

XLogP 2.08

logP 3.0941

PSA 138.9

MR 121.783

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -220.23888

PM7_Total_Energy_ev -5361.02254

PM7_Electronic_Energy_ev -51394.03166

PM7_Dipole_Debye 3.27829

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.446

PM7_LUMO_Energy_ev -0.127

PM7_COSMO_Area_square_ang 433.08

PM7_COSMO_Volue_cubic_ang 584.42

PM7_Electron_Affinity_ev 0.127

PM7_Ionization_Energy_ev 8.446

PM7_Energy_Gap_ev 8.319

PM7_Global_Hardness_ev 4.1595

PM7_Global_Softness_ev 0.24041351123933166

PM7_Chemical_Potential_ev -4.2865

PM7_Electronigativity_ev 4.2865

PM7_Back_Donation_Energy_ev -1.039875

PM7_Electrophilicity_ev 2.2086888147613895

OPENEYE_Name methyl (2~{S})-2-[[(2~{S})-2-[[(2~{S})-2-formamido-4-methylsulfanyl-butanoyl]amino]-4-methyl-pentanoyl]amino]-3-phenyl-propanoate

SMILES c1ccc(cc1)CC(C(=O)OC)NC(=O)C(CC(C)C)NC(=O)C(CCSC)NC=O

Canonical_SMILES CSCC[C@@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)OC)Cc1ccccc1)CC(C)C)NC=O

InChI 1/C22H33N3O5S/c1-15(2)12-18(24-20(27)17(23-14-26)10-11-31-4)21(28)25-19(22(29)30-3)13-16-8-6-5-7-9-16/h5-9,14-15,17-19H,10-13H2,1-4H3,(H,23,26)(H,24,27)(H,25,28)/f/h23-25H

InChI_3D 1S/C22H33N3O5S/c1-15(2)12-18(24-20(27)17(23-14-26)10-11-31-4)21(28)25-19(22(29)30-3)13-16-8-6-5-7-9-16/h5-9,14-15,17-19H,10-13H2,1-4H3,(H,23,26)(H,24,27)(H,25,28)/t17-,18-,19-/m0/s1

AuxInfo 1/1/N:11,12,13,14,1,2,3,4,5,16,18,17,15,7,22,6,19,20,21,8,9,10,23,24,25,26,27,28,29,30,31/E:(1,2)(6,7)(8,9)/F:m/E:m/rA:64cCCCCCCCCCCCCCCCCCCCCCCNNNOOOOOSHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;d4s5;;;;;;;;;s6;;;s16;s8s16;s9s17;s10s15;s11s12s17;s7s19;s8s20;s9s21;d7;d8;d9;d10;s10s13;s14s18;s1;s2;s3;s4;s5;s7;s11;s11;s11;s12;s12;s12;s13;s13;s13;s14;s14;s14;s15;s15;s16;s16;s17;s17;s18;s18;s19;s20;s21;s22;s23;s24;s25;/rC:;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;0,2.0104,0;-6.5,4.8764,0;-4,5.7425,0;-1.5,4.8764,0;0,5.0104,0;-3.5,2.8764,0;-2.5,1.8764,0;1.732,5.0104,0;-5,9.7425,0;0,3.0104,0;-5,6.7425,0;-2.5,3.8764,0;-5,7.7425,0;-5,5.7425,0;-2.5,4.8764,0;0,4.0104,0;-2.5,2.8764,0;-6,5.7425,0;-3.5,4.8764,0;-1,4.0104,0;-7.5,4.8764,0;-3.5,6.6085,0;-1,5.7425,0;-.866,5.5104,0;.866,5.5104,0;-5,8.7425,0;0,-.5,0;-1.3001,.2469,0;1.3001,.2469,0;-1.3012,1.7514,0;1.3012,1.7514,0;-6.25,4.4434,0;-3.5,3.3764,0;-3.5,2.3764,0;-4,2.8764,0;-2,1.8764,0;-3,1.8764,0;-2.5,1.3764,0;1.982,5.4434,0;1.482,4.5774,0;2.1651,4.7604,0;-4.5,9.7425,0;-5.5,9.7425,0;-5,10.2425,0;.5,3.0104,0;-.5,3.0104,0;-5.5,6.7425,0;-4.5,6.7425,0;-3,3.8764,0;-2,3.8764,0;-4.5,7.7425,0;-5.5,7.7425,0;-5,5.2425,0;-2.5,5.3764,0;.5,4.0104,0;-2,2.8764,0;-6.25,6.1755,0;-3.75,4.4434,0;-1.25,3.5774,0;

Duplicates ChEBI5158

mol2_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000005000-0000005249/ChEBI5158.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000005000-0000005249/ChEBI5158.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000005000-0000005249/ChEBI5158.sdf

Formula	C₂₂H₃₃N₃O₅S
MW	451.58
InChIKey	FTDSTRQDCPIBEG-ORKIEBPJNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	64
Number_Heavy_Atoms	31
Number_Rings	1
Number_Bonds	64
Rotat_Bonds	17
Unbranched_Chain	4
Chiral_Centers	3
ONatoms	8
HB_Donor	3
HB_Acceptor	4
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	8
Lipinski_Violations	0
XLogP3	0
XLogP	2.08
logP	3.0941
PSA	138.9
MR	121.783
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-220.23888
PM7_Total_Energy_ev	-5361.02254
PM7_Electronic_Energy_ev	-51394.03166
PM7_Dipole_Debye	3.27829
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.446
PM7_LUMO_Energy_ev	-0.127
PM7_COSMO_Area_square_ang	433.08
PM7_COSMO_Volue_cubic_ang	584.42
PM7_Electron_Affinity_ev	0.127
PM7_Ionization_Energy_ev	8.446
PM7_Energy_Gap_ev	8.319
PM7_Global_Hardness_ev	4.1595
PM7_Global_Softness_ev	0.24041351123933166
PM7_Chemical_Potential_ev	-4.2865
PM7_Electronigativity_ev	4.2865
PM7_Back_Donation_Energy_ev	-1.039875
PM7_Electrophilicity_ev	2.2086888147613895
OPENEYE_Name	methyl (2~{S})-2-[[(2~{S})-2-[[(2~{S})-2-formamido-4-methylsulfanyl-butanoyl]amino]-4-methyl-pentanoyl]amino]-3-phenyl-propanoate
SMILES	c1ccc(cc1)CC(C(=O)OC)NC(=O)C(CC(C)C)NC(=O)C(CCSC)NC=O
Canonical_SMILES	CSCC[C@@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)OC)Cc1ccccc1)CC(C)C)NC=O
InChI	1/C22H33N3O5S/c1-15(2)12-18(24-20(27)17(23-14-26)10-11-31-4)21(28)25-19(22(29)30-3)13-16-8-6-5-7-9-16/h5-9,14-15,17-19H,10-13H2,1-4H3,(H,23,26)(H,24,27)(H,25,28)/f/h23-25H
InChI_3D	1S/C22H33N3O5S/c1-15(2)12-18(24-20(27)17(23-14-26)10-11-31-4)21(28)25-19(22(29)30-3)13-16-8-6-5-7-9-16/h5-9,14-15,17-19H,10-13H2,1-4H3,(H,23,26)(H,24,27)(H,25,28)/t17-,18-,19-/m0/s1
AuxInfo	1/1/N:11,12,13,14,1,2,3,4,5,16,18,17,15,7,22,6,19,20,21,8,9,10,23,24,25,26,27,28,29,30,31/E:(1,2)(6,7)(8,9)/F:m/E:m/rA:64cCCCCCCCCCCCCCCCCCCCCCCNNNOOOOOSHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;d4s5;;;;;;;;;s6;;;s16;s8s16;s9s17;s10s15;s11s12s17;s7s19;s8s20;s9s21;d7;d8;d9;d10;s10s13;s14s18;s1;s2;s3;s4;s5;s7;s11;s11;s11;s12;s12;s12;s13;s13;s13;s14;s14;s14;s15;s15;s16;s16;s17;s17;s18;s18;s19;s20;s21;s22;s23;s24;s25;/rC:;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;0,2.0104,0;-6.5,4.8764,0;-4,5.7425,0;-1.5,4.8764,0;0,5.0104,0;-3.5,2.8764,0;-2.5,1.8764,0;1.732,5.0104,0;-5,9.7425,0;0,3.0104,0;-5,6.7425,0;-2.5,3.8764,0;-5,7.7425,0;-5,5.7425,0;-2.5,4.8764,0;0,4.0104,0;-2.5,2.8764,0;-6,5.7425,0;-3.5,4.8764,0;-1,4.0104,0;-7.5,4.8764,0;-3.5,6.6085,0;-1,5.7425,0;-.866,5.5104,0;.866,5.5104,0;-5,8.7425,0;0,-.5,0;-1.3001,.2469,0;1.3001,.2469,0;-1.3012,1.7514,0;1.3012,1.7514,0;-6.25,4.4434,0;-3.5,3.3764,0;-3.5,2.3764,0;-4,2.8764,0;-2,1.8764,0;-3,1.8764,0;-2.5,1.3764,0;1.982,5.4434,0;1.482,4.5774,0;2.1651,4.7604,0;-4.5,9.7425,0;-5.5,9.7425,0;-5,10.2425,0;.5,3.0104,0;-.5,3.0104,0;-5.5,6.7425,0;-4.5,6.7425,0;-3,3.8764,0;-2,3.8764,0;-4.5,7.7425,0;-5.5,7.7425,0;-5,5.2425,0;-2.5,5.3764,0;.5,4.0104,0;-2,2.8764,0;-6.25,6.1755,0;-3.75,4.4434,0;-1.25,3.5774,0;
Duplicates	ChEBI5158
mol2_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000005000-0000005249/ChEBI5158.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000005000-0000005249/ChEBI5158.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000005000-0000005249/ChEBI5158.sdf