CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5186828 (2528693)

Formula C₂₂H₂₀N₂O₅

MW 392.41

InChIKey NDZILOJPCLUCSL-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 -75.76889

PM7_Total_Energy_ev -4818.36156

PM7_Electronic_Energy_ev -36578.79622

PM7_Dipole_Debye 6.91113

PM7_Point_Group Cs

PM7_HOMO_Energy_ev -8.502

PM7_LUMO_Energy_ev -1.124

PM7_COSMO_Area_square_ang 416.04

PM7_COSMO_Volue_cubic_ang 453.87

PM7_Electron_Affinity_ev 1.124

PM7_Ionization_Energy_ev 8.502

PM7_Energy_Gap_ev 7.378

PM7_Global_Hardness_ev 3.689

PM7_Global_Softness_ev 0.27107617240444565

PM7_Chemical_Potential_ev -4.813

PM7_Electronigativity_ev 4.813

PM7_Back_Donation_Energy_ev -0.92225

PM7_Electrophilicity_ev 3.1397355651938192

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

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

Canonical_SMILES COc1cc(/C=N/NC(=O)c2cc3c(o2)c2C=CC(Oc2cc3)(C)C)ccc1O

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

AuxInfo 1/1/N:20,21,22,2,1,4,3,15,16,6,5,17,9,7,8,12,11,13,14,10,18,19,23,24,28,25,29,26,27/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;s12;s13s22;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;7.3438,6.9246,0;4.3253,5.1964,0;3.8226,4.3319,0;5.3198,3.4611,0;2.814,2.4976,0;.8679,-.4978,0;5.8381,9.5283,0;6.8453,7.7915,0;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;6.9103,6.6754,0;7.7772,7.1738,0;7.593,6.4911,0;3.3226,4.3335,0;5.5876,9.961,0;

Duplicates CHEMBL5186828

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005186750-0005186999/CHEMBL5186828.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005186750-0005186999/CHEMBL5186828.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005186750-0005186999/CHEMBL5186828.sdf

Formula	C₂₂H₂₀N₂O₅
MW	392.41
InChIKey	NDZILOJPCLUCSL-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	-75.76889
PM7_Total_Energy_ev	-4818.36156
PM7_Electronic_Energy_ev	-36578.79622
PM7_Dipole_Debye	6.91113
PM7_Point_Group	Cs
PM7_HOMO_Energy_ev	-8.502
PM7_LUMO_Energy_ev	-1.124
PM7_COSMO_Area_square_ang	416.04
PM7_COSMO_Volue_cubic_ang	453.87
PM7_Electron_Affinity_ev	1.124
PM7_Ionization_Energy_ev	8.502
PM7_Energy_Gap_ev	7.378
PM7_Global_Hardness_ev	3.689
PM7_Global_Softness_ev	0.27107617240444565
PM7_Chemical_Potential_ev	-4.813
PM7_Electronigativity_ev	4.813
PM7_Back_Donation_Energy_ev	-0.92225
PM7_Electrophilicity_ev	3.1397355651938192
OPENEYE_Name	~{N}-[(~{E})-(4-hydroxy-3-methoxy-phenyl)methyleneamino]-7,7-dimethyl-furo[2,3-f]chromene-2-carboxamide
SMILES	c1cc2c(c3c1cc(o3)C(=O)NN=Cc4ccc(c(c4)OC)O)C=CC(O2)(C)C
Canonical_SMILES	COc1cc(/C=N/NC(=O)c2cc3c(o2)c2C=CC(Oc2cc3)(C)C)ccc1O
InChI	1/C22H20N2O5/c1-22(2)9-8-15-17(29-22)7-5-14-11-19(28-20(14)15)21(26)24-23-12-13-4-6-16(25)18(10-13)27-3/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)24-23-12-13-4-6-16(25)18(10-13)27-3/h4-12,25H,1-3H3,(H,24,26)/b23-12+
AuxInfo	1/1/N:20,21,22,2,1,4,3,15,16,6,5,17,9,7,8,12,11,13,14,10,18,19,23,24,28,25,29,26,27/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;s12;s13s22;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;7.3438,6.9246,0;4.3253,5.1964,0;3.8226,4.3319,0;5.3198,3.4611,0;2.814,2.4976,0;.8679,-.4978,0;5.8381,9.5283,0;6.8453,7.7915,0;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;6.9103,6.6754,0;7.7772,7.1738,0;7.593,6.4911,0;3.3226,4.3335,0;5.5876,9.961,0;
Duplicates	CHEMBL5186828
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005186750-0005186999/CHEMBL5186828.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005186750-0005186999/CHEMBL5186828.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005186750-0005186999/CHEMBL5186828.sdf