CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5198655_t0 (2541583)

Formula C₂₅H₂₁IN₂O₅

MW 556.36

InChIKey WMJDVCIMYMHKAO-LELJVTLKNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 55

Number_Heavy_Atoms 33

Number_Rings 3

Number_Bonds 57

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 1

XLogP3 0

XLogP 4.98

logP 6.4661

PSA 97.22

MR 138.343

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -4.644

PM7_Total_Energy_ev -5421.74442

PM7_Electronic_Energy_ev -42721.51762

PM7_Dipole_Debye 9.55878

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.949

PM7_LUMO_Energy_ev -1.108

PM7_COSMO_Area_square_ang 494.72

PM7_COSMO_Volue_cubic_ang 556.48

PM7_Electron_Affinity_ev 1.108

PM7_Ionization_Energy_ev 8.949

PM7_Energy_Gap_ev 7.841

PM7_Global_Hardness_ev 3.9205

PM7_Global_Softness_ev 0.255069506440505

PM7_Chemical_Potential_ev -5.0285

PM7_Electronigativity_ev 5.0285

PM7_Back_Donation_Energy_ev -0.980125

PM7_Electrophilicity_ev 3.2248198252773883

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

SMILES c1cc(ccc1C=Cc2cc(cc(c2C=C[N+](=O)[O-])OC)OC)NC(=O)c3ccc(cc3)I

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

InChI 1/C25H21IN2O5/c1-32-22-15-19(23(13-14-28(30)31)24(16-22)33-2)6-3-17-4-11-21(12-5-17)27-25(29)18-7-9-20(26)10-8-18/h3-16H,1-2H3,(H,27,29)/f/h27H

InChI_3D 1S/C25H22IN2O5/c1-32-22-15-19(23(13-14-28(30)31)24(16-22)33-2)6-3-17-4-11-21(12-5-17)27-25(29)18-7-9-20(26)10-8-18/h3-16H,1-2H3,(H,27,29)(H,30,31)/b6-3+,14-13+

AuxInfo 1/1/N:24,25,19,1,2,20,3,4,7,8,5,6,21,22,9,10,11,12,13,18,15,16,14,17,23,33,26,27,29,28,30,31,32/E:(4,5)(7,8)(9,10)(11,12)(30,31)/F:m/E:m/CRV:28.5/rA:54nCCCCCCCCCCCCCCCCCCCCCCCCCNN+O-OOOOIHHHHHHHHHHHHHHHHHHHHH/rB:;;;d1;s2;d3;s4;;;s1d2;s3d4;d9;s13;s5d6;s9d10;s10d14;s7d8;s11;s13w19;s14;w21;s12;;;s15s23;s22;s27;d23;d27;s16s24;s17s25;s18;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s19;s20;s21;s22;s24;s24;s24;s25;s25;s25;s26;/rC:-.8675,.4975,0;.8675,.4975,0;-1.7335,5.0079,0;.0015,5.0079,0;-.8675,1.5027,0;.8675,1.5027,0;-1.7335,6.0131,0;.0015,6.0131,0;-.0007,-3.0013,0;-.8661,-4.5052,0;;-.866,4.5104,0;-.866,-2.5,0;-1.7358,-3.0039,0;0,2.0104,0;.0037,-4.0013,0;-1.7403,-4.009,0;-.866,6.5208,0;0,-1,0;-.866,-1.5,0;-3.2501,-2.1266,0;-3.2486,-1.1266,0;-.866,3.5104,0;.874,-5.4988,0;-3.4723,-4.0115,0;0,3.0104,0;-4.1138,-.6253,0;-4.1123,.3747,0;-1.7321,3.0104,0;-4.9806,-1.124,0;.8711,-4.4988,0;-2.6056,-4.5103,0;-.866,7.5208,0;-1.3001,.2469,0;1.3001,.2469,0;-2.1662,4.7573,0;.4341,4.7573,0;-1.3012,1.7514,0;1.3012,1.7514,0;-2.1673,6.2618,0;.4352,6.2618,0;.432,-2.7506,0;-.8639,-5.0052,0;.433,-1.25,0;-1.299,-1.25,0;-3.6834,-2.3759,0;-2.8152,-.8772,0;.374,-5.5002,0;1.374,-5.4973,0;.8755,-5.9988,0;-3.223,-3.5781,0;-3.7217,-4.4449,0;-3.9057,-3.7621,0;.433,3.2604,0;

Duplicates CHEMBL5198655_t0;CHEMBL5198655_t1

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005198500-0005198749/CHEMBL5198655_t0.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005198500-0005198749/CHEMBL5198655_t0.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005198500-0005198749/CHEMBL5198655_t0.sdf

Formula	C₂₅H₂₁IN₂O₅
MW	556.36
InChIKey	WMJDVCIMYMHKAO-LELJVTLKNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	55
Number_Heavy_Atoms	33
Number_Rings	3
Number_Bonds	57
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	1
XLogP3	0
XLogP	4.98
logP	6.4661
PSA	97.22
MR	138.343
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-4.644
PM7_Total_Energy_ev	-5421.74442
PM7_Electronic_Energy_ev	-42721.51762
PM7_Dipole_Debye	9.55878
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.949
PM7_LUMO_Energy_ev	-1.108
PM7_COSMO_Area_square_ang	494.72
PM7_COSMO_Volue_cubic_ang	556.48
PM7_Electron_Affinity_ev	1.108
PM7_Ionization_Energy_ev	8.949
PM7_Energy_Gap_ev	7.841
PM7_Global_Hardness_ev	3.9205
PM7_Global_Softness_ev	0.255069506440505
PM7_Chemical_Potential_ev	-5.0285
PM7_Electronigativity_ev	5.0285
PM7_Back_Donation_Energy_ev	-0.980125
PM7_Electrophilicity_ev	3.2248198252773883
OPENEYE_Name	~{N}-[4-[(~{E})-2-[3,5-dimethoxy-2-[(~{E})-2-nitrovinyl]phenyl]vinyl]phenyl]-4-iodo-benzamide
SMILES	c1cc(ccc1C=Cc2cc(cc(c2C=C[N+](=O)[O-])OC)OC)NC(=O)c3ccc(cc3)I
Canonical_SMILES	COc1cc(/C=C/c2ccc(cc2)NC(=O)c2ccc(cc2)I)c(c(c1)OC)/C=C/[N](=O)O
InChI	1/C25H21IN2O5/c1-32-22-15-19(23(13-14-28(30)31)24(16-22)33-2)6-3-17-4-11-21(12-5-17)27-25(29)18-7-9-20(26)10-8-18/h3-16H,1-2H3,(H,27,29)/f/h27H
InChI_3D	1S/C25H22IN2O5/c1-32-22-15-19(23(13-14-28(30)31)24(16-22)33-2)6-3-17-4-11-21(12-5-17)27-25(29)18-7-9-20(26)10-8-18/h3-16H,1-2H3,(H,27,29)(H,30,31)/b6-3+,14-13+
AuxInfo	1/1/N:24,25,19,1,2,20,3,4,7,8,5,6,21,22,9,10,11,12,13,18,15,16,14,17,23,33,26,27,29,28,30,31,32/E:(4,5)(7,8)(9,10)(11,12)(30,31)/F:m/E:m/CRV:28.5/rA:54nCCCCCCCCCCCCCCCCCCCCCCCCCNN+O-OOOOIHHHHHHHHHHHHHHHHHHHHH/rB:;;;d1;s2;d3;s4;;;s1d2;s3d4;d9;s13;s5d6;s9d10;s10d14;s7d8;s11;s13w19;s14;w21;s12;;;s15s23;s22;s27;d23;d27;s16s24;s17s25;s18;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s19;s20;s21;s22;s24;s24;s24;s25;s25;s25;s26;/rC:-.8675,.4975,0;.8675,.4975,0;-1.7335,5.0079,0;.0015,5.0079,0;-.8675,1.5027,0;.8675,1.5027,0;-1.7335,6.0131,0;.0015,6.0131,0;-.0007,-3.0013,0;-.8661,-4.5052,0;;-.866,4.5104,0;-.866,-2.5,0;-1.7358,-3.0039,0;0,2.0104,0;.0037,-4.0013,0;-1.7403,-4.009,0;-.866,6.5208,0;0,-1,0;-.866,-1.5,0;-3.2501,-2.1266,0;-3.2486,-1.1266,0;-.866,3.5104,0;.874,-5.4988,0;-3.4723,-4.0115,0;0,3.0104,0;-4.1138,-.6253,0;-4.1123,.3747,0;-1.7321,3.0104,0;-4.9806,-1.124,0;.8711,-4.4988,0;-2.6056,-4.5103,0;-.866,7.5208,0;-1.3001,.2469,0;1.3001,.2469,0;-2.1662,4.7573,0;.4341,4.7573,0;-1.3012,1.7514,0;1.3012,1.7514,0;-2.1673,6.2618,0;.4352,6.2618,0;.432,-2.7506,0;-.8639,-5.0052,0;.433,-1.25,0;-1.299,-1.25,0;-3.6834,-2.3759,0;-2.8152,-.8772,0;.374,-5.5002,0;1.374,-5.4973,0;.8755,-5.9988,0;-3.223,-3.5781,0;-3.7217,-4.4449,0;-3.9057,-3.7621,0;.433,3.2604,0;
Duplicates	CHEMBL5198655_t0;CHEMBL5198655_t1
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005198500-0005198749/CHEMBL5198655_t0.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005198500-0005198749/CHEMBL5198655_t0.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005198500-0005198749/CHEMBL5198655_t0.sdf