CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5190150 (2532321)

Formula C₂₃H₂₂N₂O₄

MW 390.44

InChIKey PIGJUEOBSUAXCP-LNNLXFCONA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 51

Number_Heavy_Atoms 29

Number_Rings 4

Number_Bonds 54

Rotat_Bonds 5

Unbranched_Chain 3

Chiral_Centers 0

ONatoms 6

HB_Donor 2

HB_Acceptor 2

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 2

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 6

Lipinski_Violations 1

XLogP3 0

XLogP 5.49

logP 5.0942

PSA 84.06

MR 113.458

ABS 0.55

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -59.36458

PM7_Total_Energy_ev -4673.88563

PM7_Electronic_Energy_ev -36327.7037

PM7_Dipole_Debye 4.93852

PM7_Point_Group Cs

PM7_HOMO_Energy_ev -8.581

PM7_LUMO_Energy_ev -1.069

PM7_COSMO_Area_square_ang 421.78

PM7_COSMO_Volue_cubic_ang 461.72

PM7_Electron_Affinity_ev 1.069

PM7_Ionization_Energy_ev 8.581

PM7_Energy_Gap_ev 7.512

PM7_Global_Hardness_ev 3.756

PM7_Global_Softness_ev 0.26624068157614483

PM7_Chemical_Potential_ev -4.825

PM7_Electronigativity_ev 4.825

PM7_Back_Donation_Energy_ev -0.939

PM7_Electrophilicity_ev 3.0991247337593184

OPENEYE_Name ~{N}-[(~{E})-(4-hydroxy-3,5-dimethyl-phenyl)methyleneamino]-7,7-dimethyl-furo[2,3-f]chromene-2-carboxamide

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

Canonical_SMILES O=C(c1cc2c(o1)c1C=CC(Oc1cc2)(C)C)N/N=C/c1cc(C)c(c(c1)C)O

InChI 1/C23H22N2O4/c1-13-9-15(10-14(2)20(13)26)12-24-25-22(27)19-11-16-5-6-18-17(21(16)28-19)7-8-23(3,4)29-18/h5-12,26H,1-4H3,(H,25,27)/f/h25H

InChI_3D 1S/C23H22N2O4/c1-13-9-15(10-14(2)20(13)26)12-24-25-22(27)19-11-16-5-6-18-17(21(16)28-19)7-8-23(3,4)29-18/h5-12,26H,1-4H3,(H,25,27)/b24-12+

AuxInfo 1/1/N:20,21,22,23,1,2,15,16,4,5,3,17,9,10,8,6,7,12,14,13,11,18,19,24,25,29,26,27,28/E:(1,2)(3,4)(9,10)(13,14)/F:m/E:m/rA:51nCCCCCCCCCCCCCCCCCCCCCCCNNOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;;s1s3;;d4s5;s4;d5;d6s7;s2d7;d9s10;d3;s7;d15;s8;s14;s16;s9;s10;s19;s19;w17;s18s24;d18;s11s14;s12s19;s13;s1;s2;s3;s4;s5;s15;s16;s17;s20;s20;s20;s21;s21;s21;s22;s22;s22;s23;s23;s23;s25;s29;/rC:3.4748,.0022,0;2.6038,-.4989,0;4.224,1.6775,0;1.5778,5.2037,0;1.5834,6.9387,0;3.4726,1.0054,0;1.7358,1.0056,0;2.0781,6.0696,0;.5726,5.2069,0;.5782,6.9419,0;2.6012,1.5124,0;1.7371,0,0;.0677,6.076,0;3.817,2.5999,0;.8679,1.5134,0;0,1.0056,0;3.8281,6.064,0;4.3198,3.4643,0;;.0724,4.341,0;.0835,7.811,0;-.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;-.9323,6.0792,0;3.9079,-.2477,0;2.6037,-.9989,0;4.7127,1.5719,0;1.8271,4.7702,0;1.8354,7.3705,0;.8679,2.0134,0;-.4337,1.2543,0;4.0795,6.4962,0;.5054,4.0909,0;-.3605,4.5911,0;-.1777,3.9081,0;-.351,7.5637,0;.5181,8.0583,0;-.1638,8.2455,0;-.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;-1.1837,5.647,0;

Duplicates CHEMBL5190150

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005190000-0005190249/CHEMBL5190150.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005190000-0005190249/CHEMBL5190150.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005190000-0005190249/CHEMBL5190150.sdf

Formula	C₂₃H₂₂N₂O₄
MW	390.44
InChIKey	PIGJUEOBSUAXCP-LNNLXFCONA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	51
Number_Heavy_Atoms	29
Number_Rings	4
Number_Bonds	54
Rotat_Bonds	5
Unbranched_Chain	3
Chiral_Centers	0
ONatoms	6
HB_Donor	2
HB_Acceptor	2
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	2
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	6
Lipinski_Violations	1
XLogP3	0
XLogP	5.49
logP	5.0942
PSA	84.06
MR	113.458
ABS	0.55
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-59.36458
PM7_Total_Energy_ev	-4673.88563
PM7_Electronic_Energy_ev	-36327.7037
PM7_Dipole_Debye	4.93852
PM7_Point_Group	Cs
PM7_HOMO_Energy_ev	-8.581
PM7_LUMO_Energy_ev	-1.069
PM7_COSMO_Area_square_ang	421.78
PM7_COSMO_Volue_cubic_ang	461.72
PM7_Electron_Affinity_ev	1.069
PM7_Ionization_Energy_ev	8.581
PM7_Energy_Gap_ev	7.512
PM7_Global_Hardness_ev	3.756
PM7_Global_Softness_ev	0.26624068157614483
PM7_Chemical_Potential_ev	-4.825
PM7_Electronigativity_ev	4.825
PM7_Back_Donation_Energy_ev	-0.939
PM7_Electrophilicity_ev	3.0991247337593184
OPENEYE_Name	~{N}-[(~{E})-(4-hydroxy-3,5-dimethyl-phenyl)methyleneamino]-7,7-dimethyl-furo[2,3-f]chromene-2-carboxamide
SMILES	c1cc2c(c3c1cc(o3)C(=O)NN=Cc4cc(c(c(c4)C)O)C)C=CC(O2)(C)C
Canonical_SMILES	O=C(c1cc2c(o1)c1C=CC(Oc1cc2)(C)C)N/N=C/c1cc(C)c(c(c1)C)O
InChI	1/C23H22N2O4/c1-13-9-15(10-14(2)20(13)26)12-24-25-22(27)19-11-16-5-6-18-17(21(16)28-19)7-8-23(3,4)29-18/h5-12,26H,1-4H3,(H,25,27)/f/h25H
InChI_3D	1S/C23H22N2O4/c1-13-9-15(10-14(2)20(13)26)12-24-25-22(27)19-11-16-5-6-18-17(21(16)28-19)7-8-23(3,4)29-18/h5-12,26H,1-4H3,(H,25,27)/b24-12+
AuxInfo	1/1/N:20,21,22,23,1,2,15,16,4,5,3,17,9,10,8,6,7,12,14,13,11,18,19,24,25,29,26,27,28/E:(1,2)(3,4)(9,10)(13,14)/F:m/E:m/rA:51nCCCCCCCCCCCCCCCCCCCCCCCNNOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;;s1s3;;d4s5;s4;d5;d6s7;s2d7;d9s10;d3;s7;d15;s8;s14;s16;s9;s10;s19;s19;w17;s18s24;d18;s11s14;s12s19;s13;s1;s2;s3;s4;s5;s15;s16;s17;s20;s20;s20;s21;s21;s21;s22;s22;s22;s23;s23;s23;s25;s29;/rC:3.4748,.0022,0;2.6038,-.4989,0;4.224,1.6775,0;1.5778,5.2037,0;1.5834,6.9387,0;3.4726,1.0054,0;1.7358,1.0056,0;2.0781,6.0696,0;.5726,5.2069,0;.5782,6.9419,0;2.6012,1.5124,0;1.7371,0,0;.0677,6.076,0;3.817,2.5999,0;.8679,1.5134,0;0,1.0056,0;3.8281,6.064,0;4.3198,3.4643,0;;.0724,4.341,0;.0835,7.811,0;-.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;-.9323,6.0792,0;3.9079,-.2477,0;2.6037,-.9989,0;4.7127,1.5719,0;1.8271,4.7702,0;1.8354,7.3705,0;.8679,2.0134,0;-.4337,1.2543,0;4.0795,6.4962,0;.5054,4.0909,0;-.3605,4.5911,0;-.1777,3.9081,0;-.351,7.5637,0;.5181,8.0583,0;-.1638,8.2455,0;-.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;-1.1837,5.647,0;
Duplicates	CHEMBL5190150
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005190000-0005190249/CHEMBL5190150.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005190000-0005190249/CHEMBL5190150.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005190000-0005190249/CHEMBL5190150.sdf