CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5199348 (2542306)

Formula C₂₀H₂₃NO₅S

MW 389.47

InChIKey NWTFDDWITQGJFI-PKSOQXRJNA-N

Entry_Date 2023-10-01

Net_Charge 0

Number_Atoms 50

Number_Heavy_Atoms 27

Number_Rings 2

Number_Bonds 51

Rotat_Bonds 10

Unbranched_Chain 4

Chiral_Centers 0

ONatoms 6

HB_Donor 1

HB_Acceptor 3

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 6

Lipinski_Violations 0

XLogP3 0

XLogP 3.95

logP 5.0096

PSA 90.08

MR 106.736

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -147.72609

PM7_Total_Energy_ev -4605.77221

PM7_Electronic_Energy_ev -34353.58024

PM7_Dipole_Debye 5.26027

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.951

PM7_LUMO_Energy_ev -0.841

PM7_COSMO_Area_square_ang 420.68

PM7_COSMO_Volue_cubic_ang 460.66

PM7_Electron_Affinity_ev 0.841

PM7_Ionization_Energy_ev 8.951

PM7_Energy_Gap_ev 8.11

PM7_Global_Hardness_ev 4.055

PM7_Global_Softness_ev 0.2466091245376079

PM7_Chemical_Potential_ev -4.896

PM7_Electronigativity_ev 4.896

PM7_Back_Donation_Energy_ev -1.01375

PM7_Electrophilicity_ev 2.955710974106042

OPENEYE_Name [4-[(~{E})-3-anilino-3-oxo-prop-1-enyl]-2-methoxy-phenyl] butane-1-sulfonate

SMILES c1ccc(cc1)NC(=O)C=Cc2ccc(c(c2)OC)OS(=O)(=O)CCCC

Canonical_SMILES CCCCS(=O)(=O)Oc1ccc(cc1OC)/C=C/C(=O)Nc1ccccc1

InChI 1/C20H23NO5S/c1-3-4-14-27(23,24)26-18-12-10-16(15-19(18)25-2)11-13-20(22)21-17-8-6-5-7-9-17/h5-13,15H,3-4,14H2,1-2H3,(H,21,22)/f/h21H

InChI_3D 1S/C20H23NO5S/c1-3-4-14-27(23,24)26-18-12-10-16(15-19(18)25-2)11-13-20(22)21-17-8-6-5-7-9-17/h5-13,15H,3-4,14H2,1-2H3,(H,21,22)/b13-11+

AuxInfo 1/1/N:16,17,18,19,1,2,3,5,6,4,13,7,14,20,8,9,10,11,12,15,21,22,23,24,25,26,27/E:(6,7)(8,9)(23,24)/F:m/E:m/CRV:27.6/rA:50nCCCCCCCCCCCCCCCCCCCCNOOOOOSHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;s2;d3;d4;;s4d8;d5s6;s7;s8d11;s9;w13;s14;;;s16;s18;s19;s10s15;d15;;;s12s17;s11;s20d23d24s26;s1;s2;s3;s4;s5;s6;s7;s8;s13;s14;s16;s16;s16;s17;s17;s17;s18;s18;s19;s19;s20;s20;s21;/rC:;-.8675,.4975,0;.8675,.4975,0;-3.249,3.8854,0;-.8675,1.5027,0;.8675,1.5027,0;-4.1129,3.3816,0;-4.1189,5.3867,0;-3.2476,4.8854,0;0,2.0104,0;-4.9842,3.8829,0;-4.9916,4.888,0;-1.7321,5.7604,0;-.866,5.2604,0;-.866,4.2604,0;-6.4738,-1.9987,0;-6.7236,4.8855,0;-6.4782,-.9987,0;-6.4826,.0013,0;-6.487,1.0013,0;0,3.7604,0;-1.7321,3.7604,0;-7.4914,1.9969,0;-5.4915,2.0057,0;-5.8583,5.3868,0;-6.4959,3.0013,0;-6.4914,2.0013,0;0,-.5,0;-1.3001,.2469,0;1.3001,.2469,0;-2.8157,3.636,0;-1.3012,1.7514,0;1.3012,1.7514,0;-4.1115,2.8816,0;-4.1181,5.8867,0;-1.7321,6.2604,0;-.433,5.5104,0;-5.9738,-1.9965,0;-6.9738,-2.0009,0;-6.4716,-2.4987,0;-6.473,4.4529,0;-6.9742,5.3182,0;-7.1563,4.6349,0;-6.9782,-1.0009,0;-5.9782,-.9965,0;-6.9826,-.0009,0;-5.9826,.0035,0;-6.987,.9991,0;-5.9871,1.0035,0;.433,4.0104,0;

Duplicates CHEMBL5199348

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005199250-0005199499/CHEMBL5199348.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005199250-0005199499/CHEMBL5199348.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005199250-0005199499/CHEMBL5199348.sdf

Formula	C₂₀H₂₃NO₅S
MW	389.47
InChIKey	NWTFDDWITQGJFI-PKSOQXRJNA-N
Entry_Date	2023-10-01
Net_Charge	0
Number_Atoms	50
Number_Heavy_Atoms	27
Number_Rings	2
Number_Bonds	51
Rotat_Bonds	10
Unbranched_Chain	4
Chiral_Centers	0
ONatoms	6
HB_Donor	1
HB_Acceptor	3
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	6
Lipinski_Violations	0
XLogP3	0
XLogP	3.95
logP	5.0096
PSA	90.08
MR	106.736
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-147.72609
PM7_Total_Energy_ev	-4605.77221
PM7_Electronic_Energy_ev	-34353.58024
PM7_Dipole_Debye	5.26027
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.951
PM7_LUMO_Energy_ev	-0.841
PM7_COSMO_Area_square_ang	420.68
PM7_COSMO_Volue_cubic_ang	460.66
PM7_Electron_Affinity_ev	0.841
PM7_Ionization_Energy_ev	8.951
PM7_Energy_Gap_ev	8.11
PM7_Global_Hardness_ev	4.055
PM7_Global_Softness_ev	0.2466091245376079
PM7_Chemical_Potential_ev	-4.896
PM7_Electronigativity_ev	4.896
PM7_Back_Donation_Energy_ev	-1.01375
PM7_Electrophilicity_ev	2.955710974106042
OPENEYE_Name	[4-[(~{E})-3-anilino-3-oxo-prop-1-enyl]-2-methoxy-phenyl] butane-1-sulfonate
SMILES	c1ccc(cc1)NC(=O)C=Cc2ccc(c(c2)OC)OS(=O)(=O)CCCC
Canonical_SMILES	CCCCS(=O)(=O)Oc1ccc(cc1OC)/C=C/C(=O)Nc1ccccc1
InChI	1/C20H23NO5S/c1-3-4-14-27(23,24)26-18-12-10-16(15-19(18)25-2)11-13-20(22)21-17-8-6-5-7-9-17/h5-13,15H,3-4,14H2,1-2H3,(H,21,22)/f/h21H
InChI_3D	1S/C20H23NO5S/c1-3-4-14-27(23,24)26-18-12-10-16(15-19(18)25-2)11-13-20(22)21-17-8-6-5-7-9-17/h5-13,15H,3-4,14H2,1-2H3,(H,21,22)/b13-11+
AuxInfo	1/1/N:16,17,18,19,1,2,3,5,6,4,13,7,14,20,8,9,10,11,12,15,21,22,23,24,25,26,27/E:(6,7)(8,9)(23,24)/F:m/E:m/CRV:27.6/rA:50nCCCCCCCCCCCCCCCCCCCCNOOOOOSHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;s2;d3;d4;;s4d8;d5s6;s7;s8d11;s9;w13;s14;;;s16;s18;s19;s10s15;d15;;;s12s17;s11;s20d23d24s26;s1;s2;s3;s4;s5;s6;s7;s8;s13;s14;s16;s16;s16;s17;s17;s17;s18;s18;s19;s19;s20;s20;s21;/rC:;-.8675,.4975,0;.8675,.4975,0;-3.249,3.8854,0;-.8675,1.5027,0;.8675,1.5027,0;-4.1129,3.3816,0;-4.1189,5.3867,0;-3.2476,4.8854,0;0,2.0104,0;-4.9842,3.8829,0;-4.9916,4.888,0;-1.7321,5.7604,0;-.866,5.2604,0;-.866,4.2604,0;-6.4738,-1.9987,0;-6.7236,4.8855,0;-6.4782,-.9987,0;-6.4826,.0013,0;-6.487,1.0013,0;0,3.7604,0;-1.7321,3.7604,0;-7.4914,1.9969,0;-5.4915,2.0057,0;-5.8583,5.3868,0;-6.4959,3.0013,0;-6.4914,2.0013,0;0,-.5,0;-1.3001,.2469,0;1.3001,.2469,0;-2.8157,3.636,0;-1.3012,1.7514,0;1.3012,1.7514,0;-4.1115,2.8816,0;-4.1181,5.8867,0;-1.7321,6.2604,0;-.433,5.5104,0;-5.9738,-1.9965,0;-6.9738,-2.0009,0;-6.4716,-2.4987,0;-6.473,4.4529,0;-6.9742,5.3182,0;-7.1563,4.6349,0;-6.9782,-1.0009,0;-5.9782,-.9965,0;-6.9826,-.0009,0;-5.9826,.0035,0;-6.987,.9991,0;-5.9871,1.0035,0;.433,4.0104,0;
Duplicates	CHEMBL5199348
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005199250-0005199499/CHEMBL5199348.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005199250-0005199499/CHEMBL5199348.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005199250-0005199499/CHEMBL5199348.sdf