CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5194727_s0 (2537359)

Formula C₂₃H₁₈ClNO₄S₂

MW 471.97

InChIKey ZOYPKTWTIPJEIK-LNNLXFCONA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 49

Number_Heavy_Atoms 31

Number_Rings 4

Number_Bonds 52

Rotat_Bonds 7

Unbranched_Chain 1

Chiral_Centers 1

ONatoms 5

HB_Donor 2

HB_Acceptor 3

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 2

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 5

Lipinski_Violations 0

XLogP3 0

XLogP 4.88

logP 6.1853

PSA 129.17

MR 123.717

ABS 0.55

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -74.63381

PM7_Total_Energy_ev -5054.84822

PM7_Electronic_Energy_ev -45010.99518

PM7_Dipole_Debye 9.21088

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.166

PM7_LUMO_Energy_ev -0.499

PM7_COSMO_Area_square_ang 400.84

PM7_COSMO_Volue_cubic_ang 527.94

PM7_Electron_Affinity_ev 0.499

PM7_Ionization_Energy_ev 8.166

PM7_Energy_Gap_ev 7.667

PM7_Global_Hardness_ev 3.8335

PM7_Global_Softness_ev 0.2608582235554976

PM7_Chemical_Potential_ev -4.3325

PM7_Electronigativity_ev 4.3325

PM7_Back_Donation_Energy_ev -0.958375

PM7_Electrophilicity_ev 2.4482269792617712

OPENEYE_Name ~{N}-[3-[(2~{R})-5-(2-chlorophenyl)sulfanyl-4-hydroxy-6-oxo-2-(3-thienyl)-3~{H}-pyran-2-yl]phenyl]acetamide

SMILES c1ccc(c(c1)SC2=C(CC(OC2=O)(c3cccc(c3)NC(=O)C)c4ccsc4)O)Cl

Canonical_SMILES CC(=O)Nc1cccc(c1)[C@]1(CC(=C(C(=O)O1)Sc1ccccc1Cl)O)c1ccsc1

InChI 1/C23H18ClNO4S2/c1-14(26)25-17-6-4-5-15(11-17)23(16-9-10-30-13-16)12-19(27)21(22(28)29-23)31-20-8-3-2-7-18(20)24/h2-11,13,27H,12H2,1H3,(H,25,26)/f/h25H

InChI_3D 1S/C23H18ClNO4S2/c1-14(26)25-17-6-4-5-15(11-17)23(16-9-10-30-13-16)12-19(27)21(22(28)29-23)31-20-8-3-2-7-18(20)24/h2-11,13,27H,12H2,1H3,(H,25,26)/t23-/m1/s1

AuxInfo 1/1/N:23,2,1,3,4,5,7,6,8,10,9,21,11,20,12,13,14,16,18,15,17,19,22,31,24,26,28,25,27,29,30/F:m/rA:49cCCCCCCCCCCCCCCCCCCCCCCCNOOOOSSClHHHHHHHHHHHHHHHHHH/rB:d1;;d3;s3;s1;s2;;;d8;;s4d9;s8d11;d5s9;d6;d7s15;;d17;s17;;s18;s12s13s21;s20;s14s20;d19;d20;s19s22;s18;s10s11;s15s17;s16;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s11;s21;s21;s23;s23;s23;s24;s28;/rC:-5.6337,.4854,0;-5.641,1.4854,0;1.1755,4.8542,0;.8338,3.9143,0;2.1658,5.0263,0;-4.7669,-.0133,0;-4.7727,1.9918,0;3.3113,1.8906,0;2.4629,3.3169,0;4.1926,1.4182,0;3.0265,.2938,0;1.4725,3.1448,0;2.5903,1.1954,0;2.8145,4.2585,0;-3.8986,.4931,0;-3.8971,1.4982,0;-.8675,.4975,0;;-.8675,1.5027,0;4.1441,5.3685,0;.8675,.4975,0;.8675,1.5027,0;5.1294,5.5397,0;3.7998,4.4297,0;-1.735,2.0001,0;3.5032,6.1362,0;0,2.0104,0;0,-1,0;4.0215,.4325,0;-2.3818,-.3797,0;-3.0333,2.0021,0;-6.0656,.2335,0;-6.0755,1.7329,0;.8545,5.2375,0;.3412,3.8287,0;2.3366,5.4962,0;-4.7654,-.5133,0;-4.7764,2.4918,0;3.2427,2.3859,0;2.7822,2.9321,0;4.642,1.6372,0;2.7908,-.1471,0;1.36,.5838,0;1.0376,.0273,0;5.0438,6.0324,0;5.215,5.0471,0;5.622,5.6253,0;4.1202,4.0459,0;.433,-1.25,0;

Duplicates CHEMBL5194727_s0

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005194500-0005194749/CHEMBL5194727_s0.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005194500-0005194749/CHEMBL5194727_s0.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005194500-0005194749/CHEMBL5194727_s0.sdf

Formula	C₂₃H₁₈ClNO₄S₂
MW	471.97
InChIKey	ZOYPKTWTIPJEIK-LNNLXFCONA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	49
Number_Heavy_Atoms	31
Number_Rings	4
Number_Bonds	52
Rotat_Bonds	7
Unbranched_Chain	1
Chiral_Centers	1
ONatoms	5
HB_Donor	2
HB_Acceptor	3
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	2
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	5
Lipinski_Violations	0
XLogP3	0
XLogP	4.88
logP	6.1853
PSA	129.17
MR	123.717
ABS	0.55
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-74.63381
PM7_Total_Energy_ev	-5054.84822
PM7_Electronic_Energy_ev	-45010.99518
PM7_Dipole_Debye	9.21088
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.166
PM7_LUMO_Energy_ev	-0.499
PM7_COSMO_Area_square_ang	400.84
PM7_COSMO_Volue_cubic_ang	527.94
PM7_Electron_Affinity_ev	0.499
PM7_Ionization_Energy_ev	8.166
PM7_Energy_Gap_ev	7.667
PM7_Global_Hardness_ev	3.8335
PM7_Global_Softness_ev	0.2608582235554976
PM7_Chemical_Potential_ev	-4.3325
PM7_Electronigativity_ev	4.3325
PM7_Back_Donation_Energy_ev	-0.958375
PM7_Electrophilicity_ev	2.4482269792617712
OPENEYE_Name	~{N}-[3-[(2~{R})-5-(2-chlorophenyl)sulfanyl-4-hydroxy-6-oxo-2-(3-thienyl)-3~{H}-pyran-2-yl]phenyl]acetamide
SMILES	c1ccc(c(c1)SC2=C(CC(OC2=O)(c3cccc(c3)NC(=O)C)c4ccsc4)O)Cl
Canonical_SMILES	CC(=O)Nc1cccc(c1)[C@]1(CC(=C(C(=O)O1)Sc1ccccc1Cl)O)c1ccsc1
InChI	1/C23H18ClNO4S2/c1-14(26)25-17-6-4-5-15(11-17)23(16-9-10-30-13-16)12-19(27)21(22(28)29-23)31-20-8-3-2-7-18(20)24/h2-11,13,27H,12H2,1H3,(H,25,26)/f/h25H
InChI_3D	1S/C23H18ClNO4S2/c1-14(26)25-17-6-4-5-15(11-17)23(16-9-10-30-13-16)12-19(27)21(22(28)29-23)31-20-8-3-2-7-18(20)24/h2-11,13,27H,12H2,1H3,(H,25,26)/t23-/m1/s1
AuxInfo	1/1/N:23,2,1,3,4,5,7,6,8,10,9,21,11,20,12,13,14,16,18,15,17,19,22,31,24,26,28,25,27,29,30/F:m/rA:49cCCCCCCCCCCCCCCCCCCCCCCCNOOOOSSClHHHHHHHHHHHHHHHHHH/rB:d1;;d3;s3;s1;s2;;;d8;;s4d9;s8d11;d5s9;d6;d7s15;;d17;s17;;s18;s12s13s21;s20;s14s20;d19;d20;s19s22;s18;s10s11;s15s17;s16;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s11;s21;s21;s23;s23;s23;s24;s28;/rC:-5.6337,.4854,0;-5.641,1.4854,0;1.1755,4.8542,0;.8338,3.9143,0;2.1658,5.0263,0;-4.7669,-.0133,0;-4.7727,1.9918,0;3.3113,1.8906,0;2.4629,3.3169,0;4.1926,1.4182,0;3.0265,.2938,0;1.4725,3.1448,0;2.5903,1.1954,0;2.8145,4.2585,0;-3.8986,.4931,0;-3.8971,1.4982,0;-.8675,.4975,0;;-.8675,1.5027,0;4.1441,5.3685,0;.8675,.4975,0;.8675,1.5027,0;5.1294,5.5397,0;3.7998,4.4297,0;-1.735,2.0001,0;3.5032,6.1362,0;0,2.0104,0;0,-1,0;4.0215,.4325,0;-2.3818,-.3797,0;-3.0333,2.0021,0;-6.0656,.2335,0;-6.0755,1.7329,0;.8545,5.2375,0;.3412,3.8287,0;2.3366,5.4962,0;-4.7654,-.5133,0;-4.7764,2.4918,0;3.2427,2.3859,0;2.7822,2.9321,0;4.642,1.6372,0;2.7908,-.1471,0;1.36,.5838,0;1.0376,.0273,0;5.0438,6.0324,0;5.215,5.0471,0;5.622,5.6253,0;4.1202,4.0459,0;.433,-1.25,0;
Duplicates	CHEMBL5194727_s0
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005194500-0005194749/CHEMBL5194727_s0.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005194500-0005194749/CHEMBL5194727_s0.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005194500-0005194749/CHEMBL5194727_s0.sdf