CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5190297 (2532494)

Formula C₂₁H₁₈N₂O₅

MW 378.38

InChIKey XIIMIWGZQUMHQU-MPIMZMORNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 46

Number_Heavy_Atoms 28

Number_Rings 4

Number_Bonds 49

Rotat_Bonds 6

Unbranched_Chain 3

Chiral_Centers 0

ONatoms 7

HB_Donor 3

HB_Acceptor 3

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 2

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 7

Lipinski_Violations 0

XLogP3 0

XLogP 4.01

logP 4.183

PSA 104.29

MR 105.549

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -87.62953

PM7_Total_Energy_ev -4669.14339

PM7_Electronic_Energy_ev -34432.76612

PM7_Dipole_Debye 5.58122

PM7_Point_Group Cs

PM7_HOMO_Energy_ev -8.847

PM7_LUMO_Energy_ev -1.192

PM7_COSMO_Area_square_ang 397.14

PM7_COSMO_Volue_cubic_ang 435.61

PM7_Electron_Affinity_ev 1.192

PM7_Ionization_Energy_ev 8.847

PM7_Energy_Gap_ev 7.655

PM7_Global_Hardness_ev 3.8275

PM7_Global_Softness_ev 0.2612671456564337

PM7_Chemical_Potential_ev -5.0195

PM7_Electronigativity_ev 5.0195

PM7_Back_Donation_Energy_ev -0.956875

PM7_Electrophilicity_ev 3.2913625408229916

OPENEYE_Name ~{N}-[(~{E})-(3,5-dihydroxyphenyl)methyleneamino]-7,7-dimethyl-furo[2,3-f]chromene-2-carboxamide

SMILES c1cc2c(c3c1cc(o3)C(=O)NN=Cc4cc(cc(c4)O)O)C=CC(O2)(C)C

Canonical_SMILES Oc1cc(/C=N/NC(=O)c2cc3c(o2)c2C=CC(Oc2cc3)(C)C)cc(c1)O

InChI 1/C21H18N2O5/c1-21(2)6-5-16-17(28-21)4-3-13-9-18(27-19(13)16)20(26)23-22-11-12-7-14(24)10-15(25)8-12/h3-11,24-25H,1-2H3,(H,23,26)/f/h23H

InChI_3D 1S/C21H18N2O5/c1-21(2)6-5-16-17(28-21)4-3-13-9-18(27-19(13)16)20(26)23-22-11-12-7-14(24)10-15(25)8-12/h3-11,24-25H,1-2H3,(H,23,26)/b22-11+

AuxInfo 1/1/N:20,21,1,2,15,16,4,5,3,6,17,9,7,12,13,8,11,14,10,18,19,22,23,27,28,24,25,26/E:(1,2)(7,8)(14,15)(24,25)/F:m/E:m/rA:46nCCCCCCCCCCCCCCCCCCCCCNNOOOOOHHHHHHHHHHHHHHHHHH/rB:d1;;;;;s1s3;;d4s5;d7s8;s2d8;s4d6;d5s6;d3;s8;d15;s9;s14;s16;s19;s19;w17;s18s22;d18;s10s14;s11s19;s12;s13;s1;s2;s3;s4;s5;s6;s15;s16;s17;s20;s20;s20;s21;s21;s21;s23;s27;s28;/rC:3.4748,.0022,0;2.6038,-.4989,0;4.224,1.6775,0;5.3309,6.9266,0;3.8323,7.8013,0;5.3389,8.6618,0;3.4726,1.0054,0;1.7358,1.0056,0;4.3309,6.9284,0;2.6012,1.5124,0;1.7371,0,0;5.8375,7.7889,0;4.3338,8.6724,0;3.817,2.5999,0;.8679,1.5134,0;0,1.0056,0;3.8281,6.064,0;4.3198,3.4643,0;;-.5954,-1.6456,0;-1.7237,.3023,0;4.3253,5.1964,0;3.8226,4.3319,0;5.3198,3.4611,0;2.814,2.4976,0;.8679,-.4978,0;6.8374,7.7828,0;3.8379,9.5407,0;3.9079,-.2477,0;2.6037,-.9989,0;4.7127,1.5719,0;5.5789,6.4925,0;3.3323,7.8021,0;5.5922,9.0929,0;.8679,2.0134,0;-.4337,1.2543,0;3.3281,6.0656,0;-.1252,-1.8157,0;-1.0656,-1.4755,0;-.7655,-2.1158,0;-1.8101,-.1902,0;-2.2162,.3886,0;-1.6373,.7947,0;3.3226,4.3335,0;7.0901,8.2143,0;3.3379,9.543,0;

Duplicates CHEMBL5190297

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005190250-0005190499/CHEMBL5190297.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005190250-0005190499/CHEMBL5190297.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005190250-0005190499/CHEMBL5190297.sdf

Formula	C₂₁H₁₈N₂O₅
MW	378.38
InChIKey	XIIMIWGZQUMHQU-MPIMZMORNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	46
Number_Heavy_Atoms	28
Number_Rings	4
Number_Bonds	49
Rotat_Bonds	6
Unbranched_Chain	3
Chiral_Centers	0
ONatoms	7
HB_Donor	3
HB_Acceptor	3
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	2
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	7
Lipinski_Violations	0
XLogP3	0
XLogP	4.01
logP	4.183
PSA	104.29
MR	105.549
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-87.62953
PM7_Total_Energy_ev	-4669.14339
PM7_Electronic_Energy_ev	-34432.76612
PM7_Dipole_Debye	5.58122
PM7_Point_Group	Cs
PM7_HOMO_Energy_ev	-8.847
PM7_LUMO_Energy_ev	-1.192
PM7_COSMO_Area_square_ang	397.14
PM7_COSMO_Volue_cubic_ang	435.61
PM7_Electron_Affinity_ev	1.192
PM7_Ionization_Energy_ev	8.847
PM7_Energy_Gap_ev	7.655
PM7_Global_Hardness_ev	3.8275
PM7_Global_Softness_ev	0.2612671456564337
PM7_Chemical_Potential_ev	-5.0195
PM7_Electronigativity_ev	5.0195
PM7_Back_Donation_Energy_ev	-0.956875
PM7_Electrophilicity_ev	3.2913625408229916
OPENEYE_Name	~{N}-[(~{E})-(3,5-dihydroxyphenyl)methyleneamino]-7,7-dimethyl-furo[2,3-f]chromene-2-carboxamide
SMILES	c1cc2c(c3c1cc(o3)C(=O)NN=Cc4cc(cc(c4)O)O)C=CC(O2)(C)C
Canonical_SMILES	Oc1cc(/C=N/NC(=O)c2cc3c(o2)c2C=CC(Oc2cc3)(C)C)cc(c1)O
InChI	1/C21H18N2O5/c1-21(2)6-5-16-17(28-21)4-3-13-9-18(27-19(13)16)20(26)23-22-11-12-7-14(24)10-15(25)8-12/h3-11,24-25H,1-2H3,(H,23,26)/f/h23H
InChI_3D	1S/C21H18N2O5/c1-21(2)6-5-16-17(28-21)4-3-13-9-18(27-19(13)16)20(26)23-22-11-12-7-14(24)10-15(25)8-12/h3-11,24-25H,1-2H3,(H,23,26)/b22-11+
AuxInfo	1/1/N:20,21,1,2,15,16,4,5,3,6,17,9,7,12,13,8,11,14,10,18,19,22,23,27,28,24,25,26/E:(1,2)(7,8)(14,15)(24,25)/F:m/E:m/rA:46nCCCCCCCCCCCCCCCCCCCCCNNOOOOOHHHHHHHHHHHHHHHHHH/rB:d1;;;;;s1s3;;d4s5;d7s8;s2d8;s4d6;d5s6;d3;s8;d15;s9;s14;s16;s19;s19;w17;s18s22;d18;s10s14;s11s19;s12;s13;s1;s2;s3;s4;s5;s6;s15;s16;s17;s20;s20;s20;s21;s21;s21;s23;s27;s28;/rC:3.4748,.0022,0;2.6038,-.4989,0;4.224,1.6775,0;5.3309,6.9266,0;3.8323,7.8013,0;5.3389,8.6618,0;3.4726,1.0054,0;1.7358,1.0056,0;4.3309,6.9284,0;2.6012,1.5124,0;1.7371,0,0;5.8375,7.7889,0;4.3338,8.6724,0;3.817,2.5999,0;.8679,1.5134,0;0,1.0056,0;3.8281,6.064,0;4.3198,3.4643,0;;-.5954,-1.6456,0;-1.7237,.3023,0;4.3253,5.1964,0;3.8226,4.3319,0;5.3198,3.4611,0;2.814,2.4976,0;.8679,-.4978,0;6.8374,7.7828,0;3.8379,9.5407,0;3.9079,-.2477,0;2.6037,-.9989,0;4.7127,1.5719,0;5.5789,6.4925,0;3.3323,7.8021,0;5.5922,9.0929,0;.8679,2.0134,0;-.4337,1.2543,0;3.3281,6.0656,0;-.1252,-1.8157,0;-1.0656,-1.4755,0;-.7655,-2.1158,0;-1.8101,-.1902,0;-2.2162,.3886,0;-1.6373,.7947,0;3.3226,4.3335,0;7.0901,8.2143,0;3.3379,9.543,0;
Duplicates	CHEMBL5190297
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005190250-0005190499/CHEMBL5190297.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005190250-0005190499/CHEMBL5190297.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005190250-0005190499/CHEMBL5190297.sdf