CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI193078_s0 (106514)

Formula C₂₇H₃₃NO₆

MW 467.56

InChIKey MVLMGUZQNIKFDI-LBOYIXSDNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 67

Number_Heavy_Atoms 34

Number_Rings 3

Number_Bonds 69

Rotat_Bonds 11

Unbranched_Chain 3

Chiral_Centers 3

ONatoms 7

HB_Donor 4

HB_Acceptor 4

OpenEye_HB_Donors 4

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 4

Lipinski_HB_Acceptors 7

Lipinski_Violations 0

XLogP3 0

XLogP 2.97

logP 4.2524

PSA 108.25

MR 135.753

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -204.74086

PM7_Total_Energy_ev -5719.0883

PM7_Electronic_Energy_ev -55795.65758

PM7_Dipole_Debye 6.11945

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.842

PM7_LUMO_Energy_ev -0.552

PM7_COSMO_Area_square_ang 444.07

PM7_COSMO_Volue_cubic_ang 584.66

PM7_Electron_Affinity_ev 0.552

PM7_Ionization_Energy_ev 8.842

PM7_Energy_Gap_ev 8.29

PM7_Global_Hardness_ev 4.145

PM7_Global_Softness_ev 0.24125452352231605

PM7_Chemical_Potential_ev -4.697

PM7_Electronigativity_ev 4.697

PM7_Back_Donation_Energy_ev -1.03625

PM7_Electrophilicity_ev 2.661255609167672

OPENEYE_Name (3~{R},4~{S})-4,5-dihydroxy-6-[(1~{E},3~{S})-3-hydroxy-3,7-dimethyl-octa-1,6-dienyl]-3-methoxy-4-(4-methoxyphenyl)-1,3-dihydroquinolin-2-one

SMILES c1cc2c(c(c1C=CC(C)(CCC=C(C)C)O)O)C(C(C(=O)N2)OC)(c3ccc(cc3)OC)O

Canonical_SMILES CO[C@H]1C(=O)Nc2c([C@@]1(O)c1ccc(cc1)OC)c(O)c(cc2)/C=C/[C@](CCC=C(C)C)(O)C

InChI 1/C27H33NO6/c1-17(2)7-6-15-26(3,31)16-14-18-8-13-21-22(23(18)29)27(32,24(34-5)25(30)28-21)19-9-11-20(33-4)12-10-19/h7-14,16,24,29,31-32H,6,15H2,1-5H3,(H,28,30)/f/h28H

InChI_3D 1S/C27H33NO6/c1-17(2)7-6-15-26(3,31)16-14-18-8-13-21-22(23(18)29)27(32,24(34-5)25(30)28-21)19-9-11-20(33-4)12-10-19/h7-14,16,24,29,31-32H,6,15H2,1-5H3,(H,28,30)/b16-14+/t24-,26-,27-/m0/s1

AuxInfo 1/1/N:20,21,22,23,24,25,16,1,2,3,5,6,4,14,26,15,17,7,8,11,10,9,12,18,13,27,19,28,30,29,32,31,33,34/E:(1,2)(9,10)(11,12)/F:m/E:m/rA:67cCCCCCCCCCCCCCCCCCCCCCCCCCCCNOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;;d1;d2;s3;s1;s2d3;;s4d9;s5d6;d7s9;;s7;w14;;d16;s13;s8s9s18;s17;s17;;;;s16;s25;s15s22s26;s10s13;d13;s12;s19;s27;s11s23;s18s24;s1;s2;s3;s4;s5;s6;s14;s15;s16;s18;s20;s20;s20;s21;s21;s21;s22;s22;s22;s23;s23;s23;s24;s24;s24;s25;s25;s26;s26;s28;s30;s31;s32;/rC:0,1.0089,0;3.3702,-2.7893,0;4.706,-1.6821,0;.8707,1.5185,0;4.0117,-3.5632,0;5.3475,-2.456,0;;3.7207,-1.8526,0;1.7371,0,0;1.7414,1.0089,0;5.0036,-3.4005,0;.8707,-.4993,0;3.4848,1.0014,0;-.8653,-.5013,0;-1.732,-.0025,0;-4.4652,.7255,0;-5.3319,1.2242,0;3.4805,-.0073,0;2.6039,-.5053,0;-6.1972,.723,0;-5.3334,2.2242,0;-2.0961,-1.3691,0;5.2941,-5.108,0;5.4519,.3298,0;-3.5999,1.2268,0;-3.0986,.3615,0;-2.5973,-.5038,0;2.6125,1.5125,0;4.3535,1.4968,0;.8718,-1.4993,0;1.9572,-1.268,0;-3.4626,-1.0051,0;5.6418,-4.1704,0;4.4662,.1613,0;-.4338,1.2576,0;2.8772,-2.8724,0;4.8792,-1.213,0;.8707,2.0185,0;3.8365,-4.0315,0;5.8402,-2.3707,0;-.8646,-1.0013,0;-1.7328,.4975,0;-4.4644,.2255,0;3.6487,-.4782,0;-5.9466,.2903,0;-6.4479,1.1556,0;-6.6299,.4723,0;-5.8334,2.2235,0;-4.8334,2.225,0;-5.3341,2.7242,0;-2.5287,-1.6197,0;-1.6634,-1.1185,0;-1.8454,-1.8017,0;4.8253,-4.9342,0;5.7629,-5.2818,0;5.1202,-5.5768,0;5.3676,.8227,0;5.5362,-.163,0;5.9447,.4141,0;-3.1672,1.4774,0;-3.8505,1.6594,0;-2.666,.6121,0;-3.5313,.1108,0;2.614,2.0125,0;.439,-1.7498,0;2.1258,-1.7388,0;-3.4619,-1.5051,0;

Duplicates ChEBI193078_s0

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000193000-0000193249/ChEBI193078_s0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000193000-0000193249/ChEBI193078_s0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000193000-0000193249/ChEBI193078_s0.sdf

Formula	C₂₇H₃₃NO₆
MW	467.56
InChIKey	MVLMGUZQNIKFDI-LBOYIXSDNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	67
Number_Heavy_Atoms	34
Number_Rings	3
Number_Bonds	69
Rotat_Bonds	11
Unbranched_Chain	3
Chiral_Centers	3
ONatoms	7
HB_Donor	4
HB_Acceptor	4
OpenEye_HB_Donors	4
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	4
Lipinski_HB_Acceptors	7
Lipinski_Violations	0
XLogP3	0
XLogP	2.97
logP	4.2524
PSA	108.25
MR	135.753
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-204.74086
PM7_Total_Energy_ev	-5719.0883
PM7_Electronic_Energy_ev	-55795.65758
PM7_Dipole_Debye	6.11945
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.842
PM7_LUMO_Energy_ev	-0.552
PM7_COSMO_Area_square_ang	444.07
PM7_COSMO_Volue_cubic_ang	584.66
PM7_Electron_Affinity_ev	0.552
PM7_Ionization_Energy_ev	8.842
PM7_Energy_Gap_ev	8.29
PM7_Global_Hardness_ev	4.145
PM7_Global_Softness_ev	0.24125452352231605
PM7_Chemical_Potential_ev	-4.697
PM7_Electronigativity_ev	4.697
PM7_Back_Donation_Energy_ev	-1.03625
PM7_Electrophilicity_ev	2.661255609167672
OPENEYE_Name	(3~{R},4~{S})-4,5-dihydroxy-6-[(1~{E},3~{S})-3-hydroxy-3,7-dimethyl-octa-1,6-dienyl]-3-methoxy-4-(4-methoxyphenyl)-1,3-dihydroquinolin-2-one
SMILES	c1cc2c(c(c1C=CC(C)(CCC=C(C)C)O)O)C(C(C(=O)N2)OC)(c3ccc(cc3)OC)O
Canonical_SMILES	CO[C@H]1C(=O)Nc2c([C@@]1(O)c1ccc(cc1)OC)c(O)c(cc2)/C=C/[C@](CCC=C(C)C)(O)C
InChI	1/C27H33NO6/c1-17(2)7-6-15-26(3,31)16-14-18-8-13-21-22(23(18)29)27(32,24(34-5)25(30)28-21)19-9-11-20(33-4)12-10-19/h7-14,16,24,29,31-32H,6,15H2,1-5H3,(H,28,30)/f/h28H
InChI_3D	1S/C27H33NO6/c1-17(2)7-6-15-26(3,31)16-14-18-8-13-21-22(23(18)29)27(32,24(34-5)25(30)28-21)19-9-11-20(33-4)12-10-19/h7-14,16,24,29,31-32H,6,15H2,1-5H3,(H,28,30)/b16-14+/t24-,26-,27-/m0/s1
AuxInfo	1/1/N:20,21,22,23,24,25,16,1,2,3,5,6,4,14,26,15,17,7,8,11,10,9,12,18,13,27,19,28,30,29,32,31,33,34/E:(1,2)(9,10)(11,12)/F:m/E:m/rA:67cCCCCCCCCCCCCCCCCCCCCCCCCCCCNOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;;d1;d2;s3;s1;s2d3;;s4d9;s5d6;d7s9;;s7;w14;;d16;s13;s8s9s18;s17;s17;;;;s16;s25;s15s22s26;s10s13;d13;s12;s19;s27;s11s23;s18s24;s1;s2;s3;s4;s5;s6;s14;s15;s16;s18;s20;s20;s20;s21;s21;s21;s22;s22;s22;s23;s23;s23;s24;s24;s24;s25;s25;s26;s26;s28;s30;s31;s32;/rC:0,1.0089,0;3.3702,-2.7893,0;4.706,-1.6821,0;.8707,1.5185,0;4.0117,-3.5632,0;5.3475,-2.456,0;;3.7207,-1.8526,0;1.7371,0,0;1.7414,1.0089,0;5.0036,-3.4005,0;.8707,-.4993,0;3.4848,1.0014,0;-.8653,-.5013,0;-1.732,-.0025,0;-4.4652,.7255,0;-5.3319,1.2242,0;3.4805,-.0073,0;2.6039,-.5053,0;-6.1972,.723,0;-5.3334,2.2242,0;-2.0961,-1.3691,0;5.2941,-5.108,0;5.4519,.3298,0;-3.5999,1.2268,0;-3.0986,.3615,0;-2.5973,-.5038,0;2.6125,1.5125,0;4.3535,1.4968,0;.8718,-1.4993,0;1.9572,-1.268,0;-3.4626,-1.0051,0;5.6418,-4.1704,0;4.4662,.1613,0;-.4338,1.2576,0;2.8772,-2.8724,0;4.8792,-1.213,0;.8707,2.0185,0;3.8365,-4.0315,0;5.8402,-2.3707,0;-.8646,-1.0013,0;-1.7328,.4975,0;-4.4644,.2255,0;3.6487,-.4782,0;-5.9466,.2903,0;-6.4479,1.1556,0;-6.6299,.4723,0;-5.8334,2.2235,0;-4.8334,2.225,0;-5.3341,2.7242,0;-2.5287,-1.6197,0;-1.6634,-1.1185,0;-1.8454,-1.8017,0;4.8253,-4.9342,0;5.7629,-5.2818,0;5.1202,-5.5768,0;5.3676,.8227,0;5.5362,-.163,0;5.9447,.4141,0;-3.1672,1.4774,0;-3.8505,1.6594,0;-2.666,.6121,0;-3.5313,.1108,0;2.614,2.0125,0;.439,-1.7498,0;2.1258,-1.7388,0;-3.4619,-1.5051,0;
Duplicates	ChEBI193078_s0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000193000-0000193249/ChEBI193078_s0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000193000-0000193249/ChEBI193078_s0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000193000-0000193249/ChEBI193078_s0.sdf