CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI8303 (3717)

Formula C₂₁H₂₃NO₆

MW 385.42

InChIKey YYHGQOLZRYICRS-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 51

Number_Heavy_Atoms 28

Number_Rings 3

Number_Bonds 53

Rotat_Bonds 7

Unbranched_Chain 2

Chiral_Centers 0

ONatoms 7

HB_Donor 1

HB_Acceptor 2

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 1

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 7

Lipinski_Violations 0

XLogP3 0

XLogP 2.85

logP 3.513

PSA 77.46

MR 109.669

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -162.53134

PM7_Total_Energy_ev -4845.79146

PM7_Electronic_Energy_ev -39306.00564

PM7_Dipole_Debye 5.52249

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.564

PM7_LUMO_Energy_ev -0.549

PM7_COSMO_Area_square_ang 388.02

PM7_COSMO_Volue_cubic_ang 451.89

PM7_Electron_Affinity_ev 0.549

PM7_Ionization_Energy_ev 8.564

PM7_Energy_Gap_ev 8.015

PM7_Global_Hardness_ev 4.0075

PM7_Global_Softness_ev 0.2495321272613849

PM7_Chemical_Potential_ev -4.5565

PM7_Electronigativity_ev 4.5565

PM7_Back_Donation_Energy_ev -1.001875

PM7_Electrophilicity_ev 2.5903546163443543

OPENEYE_Name (1~{Z})-1-[(2-hydroxy-3,4-dimethoxy-phenyl)methylene]-6,7-dimethoxy-3,4-dihydroisoquinoline-2-carbaldehyde

SMILES c1cc(c(c(c1C=C2c3cc(c(cc3CCN2C=O)OC)OC)O)OC)OC

Canonical_SMILES O=CN1CCc2c(/C/1=C/c1ccc(c(c1O)OC)OC)cc(c(c2)OC)OC

InChI 1/C21H23NO6/c1-25-17-6-5-14(20(24)21(17)28-4)9-16-15-11-19(27-3)18(26-2)10-13(15)7-8-22(16)12-23/h5-6,9-12,24H,7-8H2,1-4H3

InChI_3D 1S/C21H23NO6/c1-25-17-6-5-14(20(24)21(17)28-4)9-16-15-11-19(27-3)18(26-2)10-13(15)7-8-22(16)12-23/h5-6,9-12,24H,7-8H2,1-4H3/b16-9-

AuxInfo 1/0/N:18,20,19,21,1,2,16,17,14,4,3,15,7,6,5,13,8,10,9,11,12,22,23,24,25,27,26,28/rA:51nCCCCCCCCCCCCCCCCCCCCCNOOOOOOHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;d3;s1;d4s5;s2;s3;s4d9;d6;d8s11;s5;s6w13;;s7;s16;;;;;s13s15s17;d15;s11;s8s18;s9s19;s10s20;s12s21;s1;s2;s3;s4;s14;s15;s16;s16;s17;s17;s18;s18;s18;s19;s19;s19;s20;s20;s20;s21;s21;s21;s24;/rC:4.9988,2.8818,0;5.8685,3.3755,0;.8707,1.5185,0;.8707,-.4993,0;1.7414,1.0089,0;4.1335,3.3831,0;1.7371,0,0;5.8729,4.3807,0;0,1.0089,0;;4.1379,4.3883,0;5.0076,4.8922,0;2.6125,1.5125,0;2.6154,2.5125,0;4.3535,1.4968,0;2.6039,-.5053,0;3.4805,-.0073,0;7.6049,4.368,0;-.8705,2.5063,0;-.8638,-1.5013,0;5.8802,6.3884,0;3.4848,1.0014,0;5.2168,.9922,0;3.2726,4.8895,0;6.7425,4.8743,0;-.8675,1.5063,0;-.8653,-.5013,0;5.012,5.8922,0;4.9966,2.3818,0;6.3,3.123,0;.8707,2.0185,0;.8712,-.9993,0;2.1831,2.7638,0;4.3561,1.9968,0;2.923,-.8903,0;2.2806,-.8867,0;3.9733,.077,0;3.6487,-.4782,0;7.3517,3.9368,0;8.0361,4.1149,0;7.858,4.7992,0;-.3705,2.5078,0;-1.3705,2.5048,0;-.8719,3.0063,0;-.3638,-1.5005,0;-1.3638,-1.502,0;-.8631,-2.0013,0;6.1283,5.9543,0;5.6321,6.8225,0;6.3143,6.6365,0;3.2733,5.3895,0;

Duplicates ChEBI8303

mol2_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000008250-0000008499/ChEBI8303.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000008250-0000008499/ChEBI8303.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000008250-0000008499/ChEBI8303.sdf

Formula	C₂₁H₂₃NO₆
MW	385.42
InChIKey	YYHGQOLZRYICRS-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	51
Number_Heavy_Atoms	28
Number_Rings	3
Number_Bonds	53
Rotat_Bonds	7
Unbranched_Chain	2
Chiral_Centers	0
ONatoms	7
HB_Donor	1
HB_Acceptor	2
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	1
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	7
Lipinski_Violations	0
XLogP3	0
XLogP	2.85
logP	3.513
PSA	77.46
MR	109.669
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-162.53134
PM7_Total_Energy_ev	-4845.79146
PM7_Electronic_Energy_ev	-39306.00564
PM7_Dipole_Debye	5.52249
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.564
PM7_LUMO_Energy_ev	-0.549
PM7_COSMO_Area_square_ang	388.02
PM7_COSMO_Volue_cubic_ang	451.89
PM7_Electron_Affinity_ev	0.549
PM7_Ionization_Energy_ev	8.564
PM7_Energy_Gap_ev	8.015
PM7_Global_Hardness_ev	4.0075
PM7_Global_Softness_ev	0.2495321272613849
PM7_Chemical_Potential_ev	-4.5565
PM7_Electronigativity_ev	4.5565
PM7_Back_Donation_Energy_ev	-1.001875
PM7_Electrophilicity_ev	2.5903546163443543
OPENEYE_Name	(1~{Z})-1-[(2-hydroxy-3,4-dimethoxy-phenyl)methylene]-6,7-dimethoxy-3,4-dihydroisoquinoline-2-carbaldehyde
SMILES	c1cc(c(c(c1C=C2c3cc(c(cc3CCN2C=O)OC)OC)O)OC)OC
Canonical_SMILES	O=CN1CCc2c(/C/1=C/c1ccc(c(c1O)OC)OC)cc(c(c2)OC)OC
InChI	1/C21H23NO6/c1-25-17-6-5-14(20(24)21(17)28-4)9-16-15-11-19(27-3)18(26-2)10-13(15)7-8-22(16)12-23/h5-6,9-12,24H,7-8H2,1-4H3
InChI_3D	1S/C21H23NO6/c1-25-17-6-5-14(20(24)21(17)28-4)9-16-15-11-19(27-3)18(26-2)10-13(15)7-8-22(16)12-23/h5-6,9-12,24H,7-8H2,1-4H3/b16-9-
AuxInfo	1/0/N:18,20,19,21,1,2,16,17,14,4,3,15,7,6,5,13,8,10,9,11,12,22,23,24,25,27,26,28/rA:51nCCCCCCCCCCCCCCCCCCCCCNOOOOOOHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;d3;s1;d4s5;s2;s3;s4d9;d6;d8s11;s5;s6w13;;s7;s16;;;;;s13s15s17;d15;s11;s8s18;s9s19;s10s20;s12s21;s1;s2;s3;s4;s14;s15;s16;s16;s17;s17;s18;s18;s18;s19;s19;s19;s20;s20;s20;s21;s21;s21;s24;/rC:4.9988,2.8818,0;5.8685,3.3755,0;.8707,1.5185,0;.8707,-.4993,0;1.7414,1.0089,0;4.1335,3.3831,0;1.7371,0,0;5.8729,4.3807,0;0,1.0089,0;;4.1379,4.3883,0;5.0076,4.8922,0;2.6125,1.5125,0;2.6154,2.5125,0;4.3535,1.4968,0;2.6039,-.5053,0;3.4805,-.0073,0;7.6049,4.368,0;-.8705,2.5063,0;-.8638,-1.5013,0;5.8802,6.3884,0;3.4848,1.0014,0;5.2168,.9922,0;3.2726,4.8895,0;6.7425,4.8743,0;-.8675,1.5063,0;-.8653,-.5013,0;5.012,5.8922,0;4.9966,2.3818,0;6.3,3.123,0;.8707,2.0185,0;.8712,-.9993,0;2.1831,2.7638,0;4.3561,1.9968,0;2.923,-.8903,0;2.2806,-.8867,0;3.9733,.077,0;3.6487,-.4782,0;7.3517,3.9368,0;8.0361,4.1149,0;7.858,4.7992,0;-.3705,2.5078,0;-1.3705,2.5048,0;-.8719,3.0063,0;-.3638,-1.5005,0;-1.3638,-1.502,0;-.8631,-2.0013,0;6.1283,5.9543,0;5.6321,6.8225,0;6.3143,6.6365,0;3.2733,5.3895,0;
Duplicates	ChEBI8303
mol2_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000008250-0000008499/ChEBI8303.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000008250-0000008499/ChEBI8303.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000008250-0000008499/ChEBI8303.sdf