CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL103508 (3617)

Formula C₂₃H₂₇N₃O₄S

MW 441.54

InChIKey WMXNLSSRAIKLIZ-CHHPPJJSNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 58

Number_Heavy_Atoms 31

Number_Rings 2

Number_Bonds 59

Rotat_Bonds 16

Unbranched_Chain 5

Chiral_Centers 1

ONatoms 7

HB_Donor 4

HB_Acceptor 4

OpenEye_HB_Donors 4

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 4

Lipinski_HB_Acceptors 7

Lipinski_Violations 0

XLogP3 0

XLogP 2.75

logP 3.6925

PSA 132.83

MR 121.609

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -82.22766

PM7_Total_Energy_ev -5104.91148

PM7_Electronic_Energy_ev -43175.31919

PM7_Dipole_Debye 2.1143

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.717

PM7_LUMO_Energy_ev -0.605

PM7_COSMO_Area_square_ang 443.39

PM7_COSMO_Volue_cubic_ang 549.94

PM7_Electron_Affinity_ev 0.605

PM7_Ionization_Energy_ev 8.717

PM7_Energy_Gap_ev 8.112

PM7_Global_Hardness_ev 4.056

PM7_Global_Softness_ev 0.2465483234714004

PM7_Chemical_Potential_ev -4.661

PM7_Electronigativity_ev 4.661

PM7_Back_Donation_Energy_ev -1.014

PM7_Electrophilicity_ev 2.6781214250493095

OPENEYE_Name (2~{R})-~{N}-benzyl-3-[4-(hydroxyamino)-4-oxo-butyl]sulfanyl-2-[[(~{E})-3-phenylprop-2-enoyl]amino]propanamide

SMILES c1ccc(cc1)C=CC(=O)NC(C(=O)NCc2ccccc2)CSCCCC(=O)NO

Canonical_SMILES ONC(=O)CCCSC[C@@H](C(=O)NCc1ccccc1)NC(=O)/C=C/c1ccccc1

InChI 1/C23H27N3O4S/c27-21(14-13-18-8-3-1-4-9-18)25-20(17-31-15-7-12-22(28)26-30)23(29)24-16-19-10-5-2-6-11-19/h1-6,8-11,13-14,20,30H,7,12,15-17H2,(H,24,29)(H,25,27)(H,26,28)/f/h24-26H

InChI_3D 1S/C23H27N3O4S/c27-21(14-13-18-8-3-1-4-9-18)25-20(17-31-15-7-12-22(28)26-30)23(29)24-16-19-10-5-2-6-11-19/h1-6,8-11,13-14,20,30H,7,12,15-17H2,(H,24,29)(H,25,27)(H,26,28)/b14-13+/t20-/m0/s1

AuxInfo 1/1/N:1,2,3,4,5,6,20,7,8,9,10,19,13,14,21,18,22,11,12,23,15,16,17,25,24,26,27,28,29,30,31/E:(3,4)(5,6)(8,9)(10,11)/F:m/E:m/rA:58cCCCCCCCCCCCCCCCCCCCCCCCNNNOOOOSHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s1;d2;s2;s3;d4;s5;d6;d7s8;d9s10;s11;w13;s14;;;s12;s16;s19;s20;;s17s22;s15s23;s17s18;s16;d15;d16;d17;s26;s21s22;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s13;s14;s18;s18;s19;s19;s20;s20;s21;s21;s22;s22;s23;s24;s25;s26;s30;/rC:;-7.2425,6.8764,0;-.8675,.4975,0;.8675,.4975,0;-6.745,6.0089,0;-6.745,7.7439,0;-.8675,1.5027,0;.8675,1.5027,0;-5.7398,6.0089,0;-5.7398,7.7439,0;0,2.0104,0;-5.2321,6.8764,0;0,3.0104,0;-.866,3.5104,0;-.866,4.5104,0;4.2679,6.0104,0;-2.7321,6.0104,0;-4.2321,6.8764,0;3.2679,6.0104,0;2.2679,6.0104,0;1.2679,6.0104,0;-.7321,6.0104,0;-1.7321,6.0104,0;-1.7321,5.0104,0;-3.2321,6.8764,0;4.7679,5.1444,0;0,5.0104,0;4.7679,6.8764,0;-3.2321,5.1444,0;5.7679,5.1444,0;.2679,6.0104,0;0,-.5,0;-7.7425,6.8764,0;-1.3001,.2469,0;1.3001,.2469,0;-6.9956,5.5763,0;-6.9956,8.1766,0;-1.3012,1.7514,0;1.3012,1.7514,0;-5.491,5.5752,0;-5.491,8.1777,0;.433,3.2604,0;-1.299,3.2604,0;-4.2321,6.3764,0;-4.2321,7.3764,0;3.2679,6.5104,0;3.2679,5.5104,0;2.2679,6.5104,0;2.2679,5.5104,0;1.2679,6.5104,0;1.2679,5.5104,0;-.7321,5.5104,0;-.7321,6.5104,0;-1.7321,6.5104,0;-2.1651,4.7604,0;-2.9821,7.3094,0;4.5179,4.7114,0;6.0179,4.7114,0;

Duplicates CHEMBL103508;CHEMBL1257086

mol2_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000103500-0000103749/CHEMBL103508.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000103500-0000103749/CHEMBL103508.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000103500-0000103749/CHEMBL103508.sdf

Formula	C₂₃H₂₇N₃O₄S
MW	441.54
InChIKey	WMXNLSSRAIKLIZ-CHHPPJJSNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	58
Number_Heavy_Atoms	31
Number_Rings	2
Number_Bonds	59
Rotat_Bonds	16
Unbranched_Chain	5
Chiral_Centers	1
ONatoms	7
HB_Donor	4
HB_Acceptor	4
OpenEye_HB_Donors	4
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	4
Lipinski_HB_Acceptors	7
Lipinski_Violations	0
XLogP3	0
XLogP	2.75
logP	3.6925
PSA	132.83
MR	121.609
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-82.22766
PM7_Total_Energy_ev	-5104.91148
PM7_Electronic_Energy_ev	-43175.31919
PM7_Dipole_Debye	2.1143
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.717
PM7_LUMO_Energy_ev	-0.605
PM7_COSMO_Area_square_ang	443.39
PM7_COSMO_Volue_cubic_ang	549.94
PM7_Electron_Affinity_ev	0.605
PM7_Ionization_Energy_ev	8.717
PM7_Energy_Gap_ev	8.112
PM7_Global_Hardness_ev	4.056
PM7_Global_Softness_ev	0.2465483234714004
PM7_Chemical_Potential_ev	-4.661
PM7_Electronigativity_ev	4.661
PM7_Back_Donation_Energy_ev	-1.014
PM7_Electrophilicity_ev	2.6781214250493095
OPENEYE_Name	(2~{R})-~{N}-benzyl-3-[4-(hydroxyamino)-4-oxo-butyl]sulfanyl-2-[[(~{E})-3-phenylprop-2-enoyl]amino]propanamide
SMILES	c1ccc(cc1)C=CC(=O)NC(C(=O)NCc2ccccc2)CSCCCC(=O)NO
Canonical_SMILES	ONC(=O)CCCSC[C@@H](C(=O)NCc1ccccc1)NC(=O)/C=C/c1ccccc1
InChI	1/C23H27N3O4S/c27-21(14-13-18-8-3-1-4-9-18)25-20(17-31-15-7-12-22(28)26-30)23(29)24-16-19-10-5-2-6-11-19/h1-6,8-11,13-14,20,30H,7,12,15-17H2,(H,24,29)(H,25,27)(H,26,28)/f/h24-26H
InChI_3D	1S/C23H27N3O4S/c27-21(14-13-18-8-3-1-4-9-18)25-20(17-31-15-7-12-22(28)26-30)23(29)24-16-19-10-5-2-6-11-19/h1-6,8-11,13-14,20,30H,7,12,15-17H2,(H,24,29)(H,25,27)(H,26,28)/b14-13+/t20-/m0/s1
AuxInfo	1/1/N:1,2,3,4,5,6,20,7,8,9,10,19,13,14,21,18,22,11,12,23,15,16,17,25,24,26,27,28,29,30,31/E:(3,4)(5,6)(8,9)(10,11)/F:m/E:m/rA:58cCCCCCCCCCCCCCCCCCCCCCCCNNNOOOOSHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s1;d2;s2;s3;d4;s5;d6;d7s8;d9s10;s11;w13;s14;;;s12;s16;s19;s20;;s17s22;s15s23;s17s18;s16;d15;d16;d17;s26;s21s22;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s13;s14;s18;s18;s19;s19;s20;s20;s21;s21;s22;s22;s23;s24;s25;s26;s30;/rC:;-7.2425,6.8764,0;-.8675,.4975,0;.8675,.4975,0;-6.745,6.0089,0;-6.745,7.7439,0;-.8675,1.5027,0;.8675,1.5027,0;-5.7398,6.0089,0;-5.7398,7.7439,0;0,2.0104,0;-5.2321,6.8764,0;0,3.0104,0;-.866,3.5104,0;-.866,4.5104,0;4.2679,6.0104,0;-2.7321,6.0104,0;-4.2321,6.8764,0;3.2679,6.0104,0;2.2679,6.0104,0;1.2679,6.0104,0;-.7321,6.0104,0;-1.7321,6.0104,0;-1.7321,5.0104,0;-3.2321,6.8764,0;4.7679,5.1444,0;0,5.0104,0;4.7679,6.8764,0;-3.2321,5.1444,0;5.7679,5.1444,0;.2679,6.0104,0;0,-.5,0;-7.7425,6.8764,0;-1.3001,.2469,0;1.3001,.2469,0;-6.9956,5.5763,0;-6.9956,8.1766,0;-1.3012,1.7514,0;1.3012,1.7514,0;-5.491,5.5752,0;-5.491,8.1777,0;.433,3.2604,0;-1.299,3.2604,0;-4.2321,6.3764,0;-4.2321,7.3764,0;3.2679,6.5104,0;3.2679,5.5104,0;2.2679,6.5104,0;2.2679,5.5104,0;1.2679,6.5104,0;1.2679,5.5104,0;-.7321,5.5104,0;-.7321,6.5104,0;-1.7321,6.5104,0;-2.1651,4.7604,0;-2.9821,7.3094,0;4.5179,4.7114,0;6.0179,4.7114,0;
Duplicates	CHEMBL103508;CHEMBL1257086
mol2_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000103500-0000103749/CHEMBL103508.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000103500-0000103749/CHEMBL103508.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000103500-0000103749/CHEMBL103508.sdf