CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5195047_t0 (2537711)

Formula C₂₃H₂₀N₂O₅S

MW 436.48

InChIKey YQHNRNICVKHWAA-LQFNOIFHNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 52

Number_Heavy_Atoms 31

Number_Rings 3

Number_Bonds 54

Rotat_Bonds 8

Unbranched_Chain 2

Chiral_Centers 0

ONatoms 7

HB_Donor 1

HB_Acceptor 3

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 7

Lipinski_Violations 0

XLogP3 0

XLogP 3.52

logP 5.923

PSA 125.46

MR 123.503

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -12.12367

PM7_Total_Energy_ev -5115.68098

PM7_Electronic_Energy_ev -39477.59701

PM7_Dipole_Debye 9.44474

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.836

PM7_LUMO_Energy_ev -1.283

PM7_COSMO_Area_square_ang 453.95

PM7_COSMO_Volue_cubic_ang 507.19

PM7_Electron_Affinity_ev 1.283

PM7_Ionization_Energy_ev 8.836

PM7_Energy_Gap_ev 7.553

PM7_Global_Hardness_ev 3.7765

PM7_Global_Softness_ev 0.26479544551833706

PM7_Chemical_Potential_ev -5.0595

PM7_Electronigativity_ev 5.0595

PM7_Back_Donation_Energy_ev -0.944125

PM7_Electrophilicity_ev 3.389188435058917

OPENEYE_Name ~{N}-[4-[(~{E})-2-[3,5-dimethoxy-2-[(~{E})-2-nitrovinyl]phenyl]vinyl]phenyl]thiophene-2-carboxamide

SMILES c1cc(sc1)C(=O)Nc2ccc(cc2)C=Cc3cc(cc(c3C=C[N+](=O)[O-])OC)OC

Canonical_SMILES COc1cc(/C=C/c2ccc(cc2)NC(=O)c2cccs2)c(c(c1)OC)/C=C/[N](=O)O

InChI 1/C23H20N2O5S/c1-29-19-14-17(20(11-12-25(27)28)21(15-19)30-2)8-5-16-6-9-18(10-7-16)24-23(26)22-4-3-13-31-22/h3-15H,1-2H3,(H,24,26)/f/h24H

InChI_3D 1S/C23H21N2O5S/c1-29-19-14-17(20(11-12-25(27)28)21(15-19)30-2)8-5-16-6-9-18(10-7-16)24-23(26)22-4-3-13-31-22/h3-15H,1-2H3,(H,24,26)(H,27,28)/b8-5+,12-11+

AuxInfo 1/1/N:22,23,1,6,17,2,3,18,4,5,19,20,9,7,8,10,11,13,14,12,15,16,21,24,25,27,26,28,29,30,31/E:(6,7)(9,10)(27,28)/F:m/E:m/CRV:25.5/rA:51nCCCCCCCCCCCCCCCCCCCCCCCNN+O-OOOOSHHHHHHHHHHHHHHHHHHHH/rB:;;d2;s3;s1;;;d1;s2d3;d7;s11;s4d5;s7d8;s8d12;d6;s10;s11w17;s12;w19;s16;;;s13s21;s20;s25;d21;d25;s14s22;s15s23;s9s16;s1;s2;s3;s4;s5;s6;s7;s8;s9;s17;s18;s19;s20;s22;s22;s22;s23;s23;s23;s24;/rC:;5.132,2.1851,0;4.5982,3.8359,0;4.1755,1.8758,0;3.6417,3.5266,0;1.0015,0,0;8.1943,4.0864,0;9.8915,3.7256,0;-.3065,.9518,0;5.3384,3.1636,0;7.9836,3.1088,0;8.7307,2.4362,0;3.4256,2.545,0;9.1445,4.3982,0;9.6884,2.7412,0;1.3133,.9518,0;6.2899,3.4713,0;7.0321,2.8011,0;8.3619,.7255,0;7.4099,.4193,0;2.2648,1.2595,0;10.3015,5.6871,0;10.2237,1.094,0;2.4741,2.2373,0;7.1992,-.5583,0;6.2472,-.8645,0;3.007,.5893,0;7.9404,-1.2296,0;9.3509,5.3767,0;10.4316,2.0721,0;.5008,1.5426,0;-.2944,-.4041,0;5.5036,1.8506,0;4.7035,4.3247,0;4.0723,1.3866,0;3.2716,3.8628,0;1.2949,-.4049,0;7.8227,4.4209,0;10.3666,3.8816,0;-.7821,1.1061,0;6.3946,3.9602,0;6.9275,2.3122,0;8.7325,.3899,0;7.0393,.7549,0;10.4568,5.2118,0;10.1463,6.1624,0;10.7768,5.8423,0;9.7346,1.1979,0;10.7128,.99,0;10.1198,.6049,0;2.103,2.5724,0;

Duplicates CHEMBL5195047_t0;CHEMBL5195047_t1

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005195000-0005195249/CHEMBL5195047_t0.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005195000-0005195249/CHEMBL5195047_t0.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005195000-0005195249/CHEMBL5195047_t0.sdf

Formula	C₂₃H₂₀N₂O₅S
MW	436.48
InChIKey	YQHNRNICVKHWAA-LQFNOIFHNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	52
Number_Heavy_Atoms	31
Number_Rings	3
Number_Bonds	54
Rotat_Bonds	8
Unbranched_Chain	2
Chiral_Centers	0
ONatoms	7
HB_Donor	1
HB_Acceptor	3
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	7
Lipinski_Violations	0
XLogP3	0
XLogP	3.52
logP	5.923
PSA	125.46
MR	123.503
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-12.12367
PM7_Total_Energy_ev	-5115.68098
PM7_Electronic_Energy_ev	-39477.59701
PM7_Dipole_Debye	9.44474
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.836
PM7_LUMO_Energy_ev	-1.283
PM7_COSMO_Area_square_ang	453.95
PM7_COSMO_Volue_cubic_ang	507.19
PM7_Electron_Affinity_ev	1.283
PM7_Ionization_Energy_ev	8.836
PM7_Energy_Gap_ev	7.553
PM7_Global_Hardness_ev	3.7765
PM7_Global_Softness_ev	0.26479544551833706
PM7_Chemical_Potential_ev	-5.0595
PM7_Electronigativity_ev	5.0595
PM7_Back_Donation_Energy_ev	-0.944125
PM7_Electrophilicity_ev	3.389188435058917
OPENEYE_Name	~{N}-[4-[(~{E})-2-[3,5-dimethoxy-2-[(~{E})-2-nitrovinyl]phenyl]vinyl]phenyl]thiophene-2-carboxamide
SMILES	c1cc(sc1)C(=O)Nc2ccc(cc2)C=Cc3cc(cc(c3C=C[N+](=O)[O-])OC)OC
Canonical_SMILES	COc1cc(/C=C/c2ccc(cc2)NC(=O)c2cccs2)c(c(c1)OC)/C=C/[N](=O)O
InChI	1/C23H20N2O5S/c1-29-19-14-17(20(11-12-25(27)28)21(15-19)30-2)8-5-16-6-9-18(10-7-16)24-23(26)22-4-3-13-31-22/h3-15H,1-2H3,(H,24,26)/f/h24H
InChI_3D	1S/C23H21N2O5S/c1-29-19-14-17(20(11-12-25(27)28)21(15-19)30-2)8-5-16-6-9-18(10-7-16)24-23(26)22-4-3-13-31-22/h3-15H,1-2H3,(H,24,26)(H,27,28)/b8-5+,12-11+
AuxInfo	1/1/N:22,23,1,6,17,2,3,18,4,5,19,20,9,7,8,10,11,13,14,12,15,16,21,24,25,27,26,28,29,30,31/E:(6,7)(9,10)(27,28)/F:m/E:m/CRV:25.5/rA:51nCCCCCCCCCCCCCCCCCCCCCCCNN+O-OOOOSHHHHHHHHHHHHHHHHHHHH/rB:;;d2;s3;s1;;;d1;s2d3;d7;s11;s4d5;s7d8;s8d12;d6;s10;s11w17;s12;w19;s16;;;s13s21;s20;s25;d21;d25;s14s22;s15s23;s9s16;s1;s2;s3;s4;s5;s6;s7;s8;s9;s17;s18;s19;s20;s22;s22;s22;s23;s23;s23;s24;/rC:;5.132,2.1851,0;4.5982,3.8359,0;4.1755,1.8758,0;3.6417,3.5266,0;1.0015,0,0;8.1943,4.0864,0;9.8915,3.7256,0;-.3065,.9518,0;5.3384,3.1636,0;7.9836,3.1088,0;8.7307,2.4362,0;3.4256,2.545,0;9.1445,4.3982,0;9.6884,2.7412,0;1.3133,.9518,0;6.2899,3.4713,0;7.0321,2.8011,0;8.3619,.7255,0;7.4099,.4193,0;2.2648,1.2595,0;10.3015,5.6871,0;10.2237,1.094,0;2.4741,2.2373,0;7.1992,-.5583,0;6.2472,-.8645,0;3.007,.5893,0;7.9404,-1.2296,0;9.3509,5.3767,0;10.4316,2.0721,0;.5008,1.5426,0;-.2944,-.4041,0;5.5036,1.8506,0;4.7035,4.3247,0;4.0723,1.3866,0;3.2716,3.8628,0;1.2949,-.4049,0;7.8227,4.4209,0;10.3666,3.8816,0;-.7821,1.1061,0;6.3946,3.9602,0;6.9275,2.3122,0;8.7325,.3899,0;7.0393,.7549,0;10.4568,5.2118,0;10.1463,6.1624,0;10.7768,5.8423,0;9.7346,1.1979,0;10.7128,.99,0;10.1198,.6049,0;2.103,2.5724,0;
Duplicates	CHEMBL5195047_t0;CHEMBL5195047_t1
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005195000-0005195249/CHEMBL5195047_t0.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005195000-0005195249/CHEMBL5195047_t0.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005195000-0005195249/CHEMBL5195047_t0.sdf