CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI188533 (102837)

Formula C₁₇H₂₁N₃O₄S

MW 363.43

InChIKey AQJPUORWMCOONW-VEWCPZSHNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 46

Number_Heavy_Atoms 25

Number_Rings 3

Number_Bonds 48

Rotat_Bonds 5

Unbranched_Chain 3

Chiral_Centers 4

ONatoms 7

HB_Donor 3

HB_Acceptor 4

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 7

Lipinski_Violations 0

XLogP3 0

XLogP -0.36

logP 0.5555

PSA 124.04

MR 105.447

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -131.18437

PM7_Total_Energy_ev -4288.58414

PM7_Electronic_Energy_ev -34643.15339

PM7_Dipole_Debye 7.69811

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.929

PM7_LUMO_Energy_ev -0.709

PM7_COSMO_Area_square_ang 353.11

PM7_COSMO_Volue_cubic_ang 419.21

PM7_Electron_Affinity_ev 0.709

PM7_Ionization_Energy_ev 8.929

PM7_Energy_Gap_ev 8.22

PM7_Global_Hardness_ev 4.11

PM7_Global_Softness_ev 0.24330900243309003

PM7_Chemical_Potential_ev -4.819

PM7_Electronigativity_ev 4.819

PM7_Back_Donation_Energy_ev -1.0275

PM7_Electrophilicity_ev 2.825153406326034

OPENEYE_Name (3~{S},6~{R})-3-[(1~{R})-1-[(3~{S})-3-hydroxy-1-methyl-2-oxo-indolin-3-yl]ethyl]-6-(methylsulfanylmethyl)piperazine-2,5-dione

SMILES c1ccc2c(c1)C(C(=O)N2C)(C(C3C(=O)NC(C(=O)N3)CSC)C)O

Canonical_SMILES CSC[C@@H]1NC(=O)[C@@H](NC1=O)[C@H]([C@]1(O)c2ccccc2N(C1=O)C)C

InChI 1/C17H21N3O4S/c1-9(13-15(22)18-11(8-25-3)14(21)19-13)17(24)10-6-4-5-7-12(10)20(2)16(17)23/h4-7,9,11,13,24H,8H2,1-3H3,(H,18,22)(H,19,21)/f/h18-19H

InChI_3D 1S/C17H21N3O4S/c1-9(13-15(22)18-11(8-25-3)14(21)19-13)17(24)10-6-4-5-7-12(10)20(2)16(17)23/h4-7,9,11,13,24H,8H2,1-3H3,(H,18,22)(H,19,21)/t9-,11+,13+,17+/m1/s1

AuxInfo 1/1/N:13,14,15,1,2,3,4,16,17,5,10,6,11,7,8,9,12,18,19,20,21,22,23,24,25/F:m/rA:46cCCCCCCCCCCCCCCCCCNNNOOOOSHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;d4s5;;;;s7;s8;s5s9;;;;s10;s11s12s13;s8s10;s7s11;s6s9s14;d7;d8;d9;s12;s15s16;s1;s2;s3;s4;s10;s11;s13;s13;s13;s14;s14;s14;s15;s15;s15;s16;s16;s17;s18;s19;s24;/rC:;0,1.0058,0;.868,-.4978,0;.868,1.5138,0;1.736,-.0012,0;1.736,1.0058,0;4.4442,-4.0363,0;2.5618,-3.3461,0;3.2858,.5023,0;3.6717,-4.6794,0;3.3343,-2.7031,0;2.6938,-.3125,0;5.0753,-1.6876,0;3.0028,2.268,0;2.1569,-7.2688,0;3.1668,-5.5425,0;4.2093,-1.1876,0;2.7343,-4.3311,0;4.2793,-3.045,0;2.6938,1.3169,0;5.3815,-4.3847,0;1.623,-3.0018,0;4.2858,.5024,0;1.9819,-1.9112,0;2.6618,-6.4057,0;-.4327,-.2506,0;-.4337,1.2545,0;.8677,-.9978,0;.868,2.0138,0;4.0532,-5.0026,0;2.9519,-2.3809,0;4.8253,-2.1206,0;5.3253,-1.2546,0;5.5083,-1.9376,0;2.5273,2.4225,0;3.4783,2.1135,0;3.1573,2.7435,0;1.7253,-7.0164,0;2.5884,-7.5213,0;1.9044,-7.7004,0;2.7352,-5.2901,0;3.5983,-5.795,0;4.4593,-.7546,0;2.3501,-4.651,0;4.6635,-2.7251,0;1.4846,-1.9634,0;

Duplicates ChEBI188533

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188500-0000188749/ChEBI188533.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188500-0000188749/ChEBI188533.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188500-0000188749/ChEBI188533.sdf

Formula	C₁₇H₂₁N₃O₄S
MW	363.43
InChIKey	AQJPUORWMCOONW-VEWCPZSHNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	46
Number_Heavy_Atoms	25
Number_Rings	3
Number_Bonds	48
Rotat_Bonds	5
Unbranched_Chain	3
Chiral_Centers	4
ONatoms	7
HB_Donor	3
HB_Acceptor	4
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	7
Lipinski_Violations	0
XLogP3	0
XLogP	-0.36
logP	0.5555
PSA	124.04
MR	105.447
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-131.18437
PM7_Total_Energy_ev	-4288.58414
PM7_Electronic_Energy_ev	-34643.15339
PM7_Dipole_Debye	7.69811
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.929
PM7_LUMO_Energy_ev	-0.709
PM7_COSMO_Area_square_ang	353.11
PM7_COSMO_Volue_cubic_ang	419.21
PM7_Electron_Affinity_ev	0.709
PM7_Ionization_Energy_ev	8.929
PM7_Energy_Gap_ev	8.22
PM7_Global_Hardness_ev	4.11
PM7_Global_Softness_ev	0.24330900243309003
PM7_Chemical_Potential_ev	-4.819
PM7_Electronigativity_ev	4.819
PM7_Back_Donation_Energy_ev	-1.0275
PM7_Electrophilicity_ev	2.825153406326034
OPENEYE_Name	(3~{S},6~{R})-3-[(1~{R})-1-[(3~{S})-3-hydroxy-1-methyl-2-oxo-indolin-3-yl]ethyl]-6-(methylsulfanylmethyl)piperazine-2,5-dione
SMILES	c1ccc2c(c1)C(C(=O)N2C)(C(C3C(=O)NC(C(=O)N3)CSC)C)O
Canonical_SMILES	CSC[C@@H]1NC(=O)[C@@H](NC1=O)[C@H]([C@]1(O)c2ccccc2N(C1=O)C)C
InChI	1/C17H21N3O4S/c1-9(13-15(22)18-11(8-25-3)14(21)19-13)17(24)10-6-4-5-7-12(10)20(2)16(17)23/h4-7,9,11,13,24H,8H2,1-3H3,(H,18,22)(H,19,21)/f/h18-19H
InChI_3D	1S/C17H21N3O4S/c1-9(13-15(22)18-11(8-25-3)14(21)19-13)17(24)10-6-4-5-7-12(10)20(2)16(17)23/h4-7,9,11,13,24H,8H2,1-3H3,(H,18,22)(H,19,21)/t9-,11+,13+,17+/m1/s1
AuxInfo	1/1/N:13,14,15,1,2,3,4,16,17,5,10,6,11,7,8,9,12,18,19,20,21,22,23,24,25/F:m/rA:46cCCCCCCCCCCCCCCCCCNNNOOOOSHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;d4s5;;;;s7;s8;s5s9;;;;s10;s11s12s13;s8s10;s7s11;s6s9s14;d7;d8;d9;s12;s15s16;s1;s2;s3;s4;s10;s11;s13;s13;s13;s14;s14;s14;s15;s15;s15;s16;s16;s17;s18;s19;s24;/rC:;0,1.0058,0;.868,-.4978,0;.868,1.5138,0;1.736,-.0012,0;1.736,1.0058,0;4.4442,-4.0363,0;2.5618,-3.3461,0;3.2858,.5023,0;3.6717,-4.6794,0;3.3343,-2.7031,0;2.6938,-.3125,0;5.0753,-1.6876,0;3.0028,2.268,0;2.1569,-7.2688,0;3.1668,-5.5425,0;4.2093,-1.1876,0;2.7343,-4.3311,0;4.2793,-3.045,0;2.6938,1.3169,0;5.3815,-4.3847,0;1.623,-3.0018,0;4.2858,.5024,0;1.9819,-1.9112,0;2.6618,-6.4057,0;-.4327,-.2506,0;-.4337,1.2545,0;.8677,-.9978,0;.868,2.0138,0;4.0532,-5.0026,0;2.9519,-2.3809,0;4.8253,-2.1206,0;5.3253,-1.2546,0;5.5083,-1.9376,0;2.5273,2.4225,0;3.4783,2.1135,0;3.1573,2.7435,0;1.7253,-7.0164,0;2.5884,-7.5213,0;1.9044,-7.7004,0;2.7352,-5.2901,0;3.5983,-5.795,0;4.4593,-.7546,0;2.3501,-4.651,0;4.6635,-2.7251,0;1.4846,-1.9634,0;
Duplicates	ChEBI188533
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188500-0000188749/ChEBI188533.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188500-0000188749/ChEBI188533.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000188500-0000188749/ChEBI188533.sdf