CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL100527 (544)

Formula C₂₀H₂₃N₃O₆S

MW 433.48

InChIKey GXPCGNJHFWDOEN-CMJFTGLXNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 53

Number_Heavy_Atoms 30

Number_Rings 2

Number_Bonds 54

Rotat_Bonds 15

Unbranched_Chain 5

Chiral_Centers 1

ONatoms 9

HB_Donor 4

HB_Acceptor 5

OpenEye_HB_Donors 4

OpenEye_HB_Acceptors 5

Lipinski_HB_Donors 4

Lipinski_HB_Acceptors 9

Lipinski_Violations 0

XLogP3 0

XLogP 0.06

logP 2.2461

PSA 163.04

MR 110.434

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -153.51293

PM7_Total_Energy_ev -5272.42604

PM7_Electronic_Energy_ev -43140.76371

PM7_Dipole_Debye 5.78174

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.908

PM7_LUMO_Energy_ev -0.988

PM7_COSMO_Area_square_ang 410.89

PM7_COSMO_Volue_cubic_ang 515.72

PM7_Electron_Affinity_ev 0.988

PM7_Ionization_Energy_ev 8.908

PM7_Energy_Gap_ev 7.92

PM7_Global_Hardness_ev 3.96

PM7_Global_Softness_ev 0.25252525252525254

PM7_Chemical_Potential_ev -4.948

PM7_Electronigativity_ev 4.948

PM7_Back_Donation_Energy_ev -0.99

PM7_Electrophilicity_ev 3.091250505050505

OPENEYE_Name ~{N}-[(1~{R})-2-(benzylamino)-1-[[4-(hydroxyamino)-4-oxo-butyl]sulfanylmethyl]-2-oxo-ethyl]-4-oxo-pyran-2-carboxamide

SMILES c1ccc(cc1)CNC(=O)C(CSCCCC(=O)NO)NC(=O)c2cc(=O)cco2

Canonical_SMILES ONC(=O)CCCSC[C@@H](C(=O)NCc1ccccc1)NC(=O)c1occc(=O)c1

InChI 1/C20H23N3O6S/c24-15-8-9-29-17(11-15)20(27)22-16(13-30-10-4-7-18(25)23-28)19(26)21-12-14-5-2-1-3-6-14/h1-3,5-6,8-9,11,16,28H,4,7,10,12-13H2,(H,21,26)(H,22,27)(H,23,25)/f/h21-23H

InChI_3D 1S/C20H23N3O6S/c24-15-8-9-29-17(11-15)20(27)22-16(13-30-10-4-7-18(25)23-28)19(26)21-12-14-5-2-1-3-6-14/h1-3,5-6,8-9,11,16,28H,4,7,10,12-13H2,(H,21,26)(H,22,27)(H,23,25)/t16-/m0/s1

AuxInfo 1/1/N:1,2,3,17,4,5,16,7,9,18,8,15,19,6,11,20,10,13,14,12,22,21,23,24,26,27,25,29,28,30/E:(2,3)(5,6)/F:m/E:m/rA:53cCCCCCCCCCCCCCCCCCCCCNNNOOOOOOSHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;d4s5;;;d7;d8;s7s8;s10;;;s6;s13;s16;s17;;s14s19;s12s20;s14s15;s13;d11;d12;d13;d14;s9s10;s23;s18s19;s1;s2;s3;s4;s5;s7;s8;s9;s15;s15;s16;s16;s17;s17;s18;s18;s19;s19;s20;s21;s22;s23;s29;/rC:.6156,8.7086,0;.1105,7.8455,0;1.6156,8.7086,0;.6106,6.9735,0;2.1157,7.8366,0;1.6157,6.9646,0;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;;1.735,2.0001,0;5.5901,-1.7074,0;2.108,4.3651,0;2.1131,6.0971,0;5.0927,-.8399,0;4.5952,.0276,0;4.0978,.8951,0;3.1029,2.6301,0;2.6054,3.4976,0;1.7379,3.0001,0;2.6106,5.2296,0;5.0875,-2.5719,0;0,-1,0;2.5995,1.4976,0;6.5901,-1.7104,0;1.108,4.368,0;0,2.0104,0;5.585,-3.4394,0;3.6003,1.7626,0;.3669,9.1424,0;-.3895,7.8477,0;1.8663,9.1412,0;.358,6.542,0;2.6157,7.8366,0;-1.3001,.2469,0;1.3001,.2469,0;-1.3012,1.7514,0;1.6794,5.8484,0;2.5469,6.3458,0;5.5264,-.5912,0;4.6589,-1.0886,0;5.029,.2763,0;4.1615,-.2211,0;4.5315,1.1438,0;3.664,.6464,0;2.6691,2.3814,0;3.5366,2.8788,0;3.0392,3.7463,0;1.3057,3.2514,0;3.1106,5.2281,0;4.5875,-2.5705,0;5.3337,-3.8717,0;

Duplicates CHEMBL100527

mol2_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000100500-0000100749/CHEMBL100527.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000100500-0000100749/CHEMBL100527.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000100500-0000100749/CHEMBL100527.sdf

Formula	C₂₀H₂₃N₃O₆S
MW	433.48
InChIKey	GXPCGNJHFWDOEN-CMJFTGLXNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	53
Number_Heavy_Atoms	30
Number_Rings	2
Number_Bonds	54
Rotat_Bonds	15
Unbranched_Chain	5
Chiral_Centers	1
ONatoms	9
HB_Donor	4
HB_Acceptor	5
OpenEye_HB_Donors	4
OpenEye_HB_Acceptors	5
Lipinski_HB_Donors	4
Lipinski_HB_Acceptors	9
Lipinski_Violations	0
XLogP3	0
XLogP	0.06
logP	2.2461
PSA	163.04
MR	110.434
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-153.51293
PM7_Total_Energy_ev	-5272.42604
PM7_Electronic_Energy_ev	-43140.76371
PM7_Dipole_Debye	5.78174
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.908
PM7_LUMO_Energy_ev	-0.988
PM7_COSMO_Area_square_ang	410.89
PM7_COSMO_Volue_cubic_ang	515.72
PM7_Electron_Affinity_ev	0.988
PM7_Ionization_Energy_ev	8.908
PM7_Energy_Gap_ev	7.92
PM7_Global_Hardness_ev	3.96
PM7_Global_Softness_ev	0.25252525252525254
PM7_Chemical_Potential_ev	-4.948
PM7_Electronigativity_ev	4.948
PM7_Back_Donation_Energy_ev	-0.99
PM7_Electrophilicity_ev	3.091250505050505
OPENEYE_Name	~{N}-[(1~{R})-2-(benzylamino)-1-[[4-(hydroxyamino)-4-oxo-butyl]sulfanylmethyl]-2-oxo-ethyl]-4-oxo-pyran-2-carboxamide
SMILES	c1ccc(cc1)CNC(=O)C(CSCCCC(=O)NO)NC(=O)c2cc(=O)cco2
Canonical_SMILES	ONC(=O)CCCSC[C@@H](C(=O)NCc1ccccc1)NC(=O)c1occc(=O)c1
InChI	1/C20H23N3O6S/c24-15-8-9-29-17(11-15)20(27)22-16(13-30-10-4-7-18(25)23-28)19(26)21-12-14-5-2-1-3-6-14/h1-3,5-6,8-9,11,16,28H,4,7,10,12-13H2,(H,21,26)(H,22,27)(H,23,25)/f/h21-23H
InChI_3D	1S/C20H23N3O6S/c24-15-8-9-29-17(11-15)20(27)22-16(13-30-10-4-7-18(25)23-28)19(26)21-12-14-5-2-1-3-6-14/h1-3,5-6,8-9,11,16,28H,4,7,10,12-13H2,(H,21,26)(H,22,27)(H,23,25)/t16-/m0/s1
AuxInfo	1/1/N:1,2,3,17,4,5,16,7,9,18,8,15,19,6,11,20,10,13,14,12,22,21,23,24,26,27,25,29,28,30/E:(2,3)(5,6)/F:m/E:m/rA:53cCCCCCCCCCCCCCCCCCCCCNNNOOOOOOSHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;d4s5;;;d7;d8;s7s8;s10;;;s6;s13;s16;s17;;s14s19;s12s20;s14s15;s13;d11;d12;d13;d14;s9s10;s23;s18s19;s1;s2;s3;s4;s5;s7;s8;s9;s15;s15;s16;s16;s17;s17;s18;s18;s19;s19;s20;s21;s22;s23;s29;/rC:.6156,8.7086,0;.1105,7.8455,0;1.6156,8.7086,0;.6106,6.9735,0;2.1157,7.8366,0;1.6157,6.9646,0;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;;1.735,2.0001,0;5.5901,-1.7074,0;2.108,4.3651,0;2.1131,6.0971,0;5.0927,-.8399,0;4.5952,.0276,0;4.0978,.8951,0;3.1029,2.6301,0;2.6054,3.4976,0;1.7379,3.0001,0;2.6106,5.2296,0;5.0875,-2.5719,0;0,-1,0;2.5995,1.4976,0;6.5901,-1.7104,0;1.108,4.368,0;0,2.0104,0;5.585,-3.4394,0;3.6003,1.7626,0;.3669,9.1424,0;-.3895,7.8477,0;1.8663,9.1412,0;.358,6.542,0;2.6157,7.8366,0;-1.3001,.2469,0;1.3001,.2469,0;-1.3012,1.7514,0;1.6794,5.8484,0;2.5469,6.3458,0;5.5264,-.5912,0;4.6589,-1.0886,0;5.029,.2763,0;4.1615,-.2211,0;4.5315,1.1438,0;3.664,.6464,0;2.6691,2.3814,0;3.5366,2.8788,0;3.0392,3.7463,0;1.3057,3.2514,0;3.1106,5.2281,0;4.5875,-2.5705,0;5.3337,-3.8717,0;
Duplicates	CHEMBL100527
mol2_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000100500-0000100749/CHEMBL100527.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000100500-0000100749/CHEMBL100527.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000100500-0000100749/CHEMBL100527.sdf