CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5198973 (2541927)

Formula C₂₂H₂₀N₂O₅

MW 392.41

InChIKey CYEKKXHWFIZJOT-LQFNOIFHNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 49

Number_Heavy_Atoms 29

Number_Rings 4

Number_Bonds 52

Rotat_Bonds 6

Unbranched_Chain 3

Chiral_Centers 0

ONatoms 7

HB_Donor 2

HB_Acceptor 2

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 2

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 7

Lipinski_Violations 0

XLogP3 0

XLogP 4.98

logP 4.486

PSA 93.29

MR 110.018

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -75.18466

PM7_Total_Energy_ev -4818.34312

PM7_Electronic_Energy_ev -36359.62768

PM7_Dipole_Debye 5.50621

PM7_Point_Group Cs

PM7_HOMO_Energy_ev -8.469

PM7_LUMO_Energy_ev -1.107

PM7_COSMO_Area_square_ang 415.77

PM7_COSMO_Volue_cubic_ang 452.44

PM7_Electron_Affinity_ev 1.107

PM7_Ionization_Energy_ev 8.469

PM7_Energy_Gap_ev 7.362

PM7_Global_Hardness_ev 3.681

PM7_Global_Softness_ev 0.271665308340125

PM7_Chemical_Potential_ev -4.788

PM7_Electronigativity_ev 4.788

PM7_Back_Donation_Energy_ev -0.92025

PM7_Electrophilicity_ev 3.113955990220049

OPENEYE_Name ~{N}-[(~{E})-(3-hydroxy-4-methoxy-phenyl)methyleneamino]-7,7-dimethyl-furo[2,3-f]chromene-2-carboxamide

SMILES c1cc2c(c3c1cc(o3)C(=O)NN=Cc4ccc(c(c4)O)OC)C=CC(O2)(C)C

Canonical_SMILES COc1ccc(cc1O)/C=N/NC(=O)c1cc2c(o1)c1C=CC(Oc1cc2)(C)C

InChI 1/C22H20N2O5/c1-22(2)9-8-15-17(29-22)7-5-14-11-19(28-20(14)15)21(26)24-23-12-13-4-6-18(27-3)16(25)10-13/h4-12,25H,1-3H3,(H,24,26)/f/h24H

InChI_3D 1S/C22H20N2O5/c1-22(2)9-8-15-17(29-22)7-5-14-11-19(28-20(14)15)21(26)24-23-12-13-4-6-18(27-3)16(25)10-13/h4-12,25H,1-3H3,(H,24,26)/b23-12+

AuxInfo 1/1/N:20,21,22,2,1,4,3,15,16,6,5,17,9,7,8,13,11,12,14,10,18,19,23,24,28,25,29,26,27/E:(1,2)/F:m/E:m/rA:49nCCCCCCCCCCCCCCCCCCCCCCNNOOOOOHHHHHHHHHHHHHHHHHHHH/rB:;d1;d2;;;s1s5;;s2d6;d7s8;s3d8;s4;s6d12;d5;s8;d15;s9;s14;s16;s19;s19;;w17;s18s23;d18;s10s14;s11s19;s13;s12s22;s1;s2;s3;s4;s5;s6;s15;s16;s17;s20;s20;s20;s21;s21;s21;s22;s22;s22;s24;s28;/rC:3.4748,.0022,0;3.8349,7.7968,0;2.6038,-.4989,0;4.3339,8.6634,0;4.224,1.6775,0;5.3361,6.9266,0;3.4726,1.0054,0;1.7358,1.0056,0;4.3309,6.9284,0;2.6012,1.5124,0;1.7371,0,0;5.3391,8.6616,0;5.8453,7.7932,0;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;5.337,10.3937,0;4.3253,5.1964,0;3.8226,4.3319,0;5.3198,3.4611,0;2.814,2.4976,0;.8679,-.4978,0;6.8453,7.7915,0;5.8381,9.5283,0;3.9079,-.2477,0;3.3349,7.7977,0;2.6037,-.9989,0;4.0841,9.0965,0;4.7127,1.5719,0;5.584,6.4925,0;.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;4.9043,10.1432,0;5.7698,10.6442,0;5.0865,10.8264,0;3.3226,4.3335,0;7.0961,8.2241,0;

Duplicates CHEMBL5198973

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005198750-0005198999/CHEMBL5198973.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005198750-0005198999/CHEMBL5198973.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005198750-0005198999/CHEMBL5198973.sdf

Formula	C₂₂H₂₀N₂O₅
MW	392.41
InChIKey	CYEKKXHWFIZJOT-LQFNOIFHNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	49
Number_Heavy_Atoms	29
Number_Rings	4
Number_Bonds	52
Rotat_Bonds	6
Unbranched_Chain	3
Chiral_Centers	0
ONatoms	7
HB_Donor	2
HB_Acceptor	2
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	2
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	7
Lipinski_Violations	0
XLogP3	0
XLogP	4.98
logP	4.486
PSA	93.29
MR	110.018
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-75.18466
PM7_Total_Energy_ev	-4818.34312
PM7_Electronic_Energy_ev	-36359.62768
PM7_Dipole_Debye	5.50621
PM7_Point_Group	Cs
PM7_HOMO_Energy_ev	-8.469
PM7_LUMO_Energy_ev	-1.107
PM7_COSMO_Area_square_ang	415.77
PM7_COSMO_Volue_cubic_ang	452.44
PM7_Electron_Affinity_ev	1.107
PM7_Ionization_Energy_ev	8.469
PM7_Energy_Gap_ev	7.362
PM7_Global_Hardness_ev	3.681
PM7_Global_Softness_ev	0.271665308340125
PM7_Chemical_Potential_ev	-4.788
PM7_Electronigativity_ev	4.788
PM7_Back_Donation_Energy_ev	-0.92025
PM7_Electrophilicity_ev	3.113955990220049
OPENEYE_Name	~{N}-[(~{E})-(3-hydroxy-4-methoxy-phenyl)methyleneamino]-7,7-dimethyl-furo[2,3-f]chromene-2-carboxamide
SMILES	c1cc2c(c3c1cc(o3)C(=O)NN=Cc4ccc(c(c4)O)OC)C=CC(O2)(C)C
Canonical_SMILES	COc1ccc(cc1O)/C=N/NC(=O)c1cc2c(o1)c1C=CC(Oc1cc2)(C)C
InChI	1/C22H20N2O5/c1-22(2)9-8-15-17(29-22)7-5-14-11-19(28-20(14)15)21(26)24-23-12-13-4-6-18(27-3)16(25)10-13/h4-12,25H,1-3H3,(H,24,26)/f/h24H
InChI_3D	1S/C22H20N2O5/c1-22(2)9-8-15-17(29-22)7-5-14-11-19(28-20(14)15)21(26)24-23-12-13-4-6-18(27-3)16(25)10-13/h4-12,25H,1-3H3,(H,24,26)/b23-12+
AuxInfo	1/1/N:20,21,22,2,1,4,3,15,16,6,5,17,9,7,8,13,11,12,14,10,18,19,23,24,28,25,29,26,27/E:(1,2)/F:m/E:m/rA:49nCCCCCCCCCCCCCCCCCCCCCCNNOOOOOHHHHHHHHHHHHHHHHHHHH/rB:;d1;d2;;;s1s5;;s2d6;d7s8;s3d8;s4;s6d12;d5;s8;d15;s9;s14;s16;s19;s19;;w17;s18s23;d18;s10s14;s11s19;s13;s12s22;s1;s2;s3;s4;s5;s6;s15;s16;s17;s20;s20;s20;s21;s21;s21;s22;s22;s22;s24;s28;/rC:3.4748,.0022,0;3.8349,7.7968,0;2.6038,-.4989,0;4.3339,8.6634,0;4.224,1.6775,0;5.3361,6.9266,0;3.4726,1.0054,0;1.7358,1.0056,0;4.3309,6.9284,0;2.6012,1.5124,0;1.7371,0,0;5.3391,8.6616,0;5.8453,7.7932,0;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;5.337,10.3937,0;4.3253,5.1964,0;3.8226,4.3319,0;5.3198,3.4611,0;2.814,2.4976,0;.8679,-.4978,0;6.8453,7.7915,0;5.8381,9.5283,0;3.9079,-.2477,0;3.3349,7.7977,0;2.6037,-.9989,0;4.0841,9.0965,0;4.7127,1.5719,0;5.584,6.4925,0;.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;4.9043,10.1432,0;5.7698,10.6442,0;5.0865,10.8264,0;3.3226,4.3335,0;7.0961,8.2241,0;
Duplicates	CHEMBL5198973
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005198750-0005198999/CHEMBL5198973.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005198750-0005198999/CHEMBL5198973.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005198750-0005198999/CHEMBL5198973.sdf