CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI193557_s0 (106887)

Formula C₂₇H₃₃NO₇

MW 483.56

InChIKey UUEDXFOVEZEJLQ-LBOYIXSDNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 68

Number_Heavy_Atoms 35

Number_Rings 4

Number_Bonds 71

Rotat_Bonds 9

Unbranched_Chain 2

Chiral_Centers 4

ONatoms 8

HB_Donor 4

HB_Acceptor 4

OpenEye_HB_Donors 4

OpenEye_HB_Acceptors 5

Lipinski_HB_Donors 4

Lipinski_HB_Acceptors 8

Lipinski_Violations 0

XLogP3 0

XLogP 2.91

logP 3.4636

PSA 117.48

MR 135.236

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -249.62376

PM7_Total_Energy_ev -6014.69759

PM7_Electronic_Energy_ev -56219.38891

PM7_Dipole_Debye 6.51062

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.72

PM7_LUMO_Energy_ev -0.504

PM7_COSMO_Area_square_ang 485.24

PM7_COSMO_Volue_cubic_ang 584.51

PM7_Electron_Affinity_ev 0.504

PM7_Ionization_Energy_ev 8.72

PM7_Energy_Gap_ev 8.216

PM7_Global_Hardness_ev 4.108

PM7_Global_Softness_ev 0.24342745861733203

PM7_Chemical_Potential_ev -4.612

PM7_Electronigativity_ev 4.612

PM7_Back_Donation_Energy_ev -1.027

PM7_Electrophilicity_ev 2.5889172346640703

OPENEYE_Name (3~{R},4~{S})-4,5-dihydroxy-6-[(~{E})-2-[(2~{S},5~{S})-5-(1-hydroxy-1-methyl-ethyl)-2-methyl-tetrahydrofuran-2-yl]vinyl]-3-methoxy-4-(4-methoxyphenyl)-1,3-dihydroquinolin-2-one

SMILES c1cc2c(c(c1C=CC3(CCC(O3)C(C)(C)O)C)O)C(C(C(=O)N2)OC)(c4ccc(cc4)OC)O

Canonical_SMILES CO[C@H]1C(=O)Nc2c([C@@]1(O)c1ccc(cc1)OC)c(O)c(cc2)/C=C/[C@]1(C)CC[C@H](O1)C(O)(C)C

InChI 1/C27H33NO7/c1-25(2,31)20-13-15-26(3,35-20)14-12-16-6-11-19-21(22(16)29)27(32,23(34-5)24(30)28-19)17-7-9-18(33-4)10-8-17/h6-12,14,20,23,29,31-32H,13,15H2,1-5H3,(H,28,30)/f/h28H

InChI_3D 1S/C27H33NO7/c1-25(2,31)20-13-15-26(3,35-20)14-12-16-6-11-19-21(22(16)29)27(32,23(34-5)24(30)28-19)17-7-9-18(33-4)10-8-17/h6-12,14,20,23,29,31-32H,13,15H2,1-5H3,(H,28,30)/b14-12+/t20-,23-,26+,27-/m0/s1

AuxInfo 1/1/N:23,24,22,25,26,1,2,3,5,6,4,14,16,15,17,7,8,11,10,19,9,12,18,13,27,21,20,28,31,29,33,32,34,35,30/E:(1,2)(7,8)(9,10)/F:m/E:m/rA:68cCCCCCCCCCCCCCCCCCCCCCCCCCCCNOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;;d1;d2;s3;s1;s2d3;;s4d9;s5d6;d7s9;;s7;w14;;s16;s13;s16;s8s9s18;s15s17;s21;;;;;s19s23s24;s10s13;d13;s19s21;s12;s20;s27;s11s25;s18s26;s1;s2;s3;s4;s5;s6;s14;s15;s16;s16;s17;s17;s18;s19;s22;s22;s22;s23;s23;s23;s24;s24;s24;s25;s25;s25;s26;s26;s26;s28;s31;s32;s33;/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;-4.6517,-.0701,0;-3.6556,.0343,0;3.4805,-.0073,0;-4.8573,-1.0486,0;2.6039,-.5053,0;-3.2463,-.8798,0;-2.2166,-2.2947,0;-6.4846,-2.2379,0;-5.9801,-3.559,0;5.2941,-5.108,0;5.4519,.3298,0;-5.5718,-2.6461,0;2.6125,1.5125,0;4.3535,1.4968,0;-3.9928,-1.5521,0;.8718,-1.4993,0;1.9572,-1.268,0;-4.6589,-3.0544,0;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;-4.652,.4299,0;-5.149,-.0185,0;-3.1803,.1895,0;-3.7599,.5234,0;3.6487,-.4782,0;-5.3329,-.8943,0;-1.8123,-2.0005,0;-2.6208,-2.5889,0;-1.9223,-2.699,0;-6.2805,-1.7814,0;-6.6888,-2.6943,0;-6.9411,-2.0337,0;-6.4365,-3.3548,0;-6.1842,-4.0154,0;-5.5236,-3.7631,0;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;2.614,2.0125,0;.439,-1.7498,0;2.1258,-1.7388,0;-4.6075,-3.5518,0;

Duplicates ChEBI193557_s0

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000193500-0000193749/ChEBI193557_s0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000193500-0000193749/ChEBI193557_s0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000193500-0000193749/ChEBI193557_s0.sdf

Formula	C₂₇H₃₃NO₇
MW	483.56
InChIKey	UUEDXFOVEZEJLQ-LBOYIXSDNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	68
Number_Heavy_Atoms	35
Number_Rings	4
Number_Bonds	71
Rotat_Bonds	9
Unbranched_Chain	2
Chiral_Centers	4
ONatoms	8
HB_Donor	4
HB_Acceptor	4
OpenEye_HB_Donors	4
OpenEye_HB_Acceptors	5
Lipinski_HB_Donors	4
Lipinski_HB_Acceptors	8
Lipinski_Violations	0
XLogP3	0
XLogP	2.91
logP	3.4636
PSA	117.48
MR	135.236
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-249.62376
PM7_Total_Energy_ev	-6014.69759
PM7_Electronic_Energy_ev	-56219.38891
PM7_Dipole_Debye	6.51062
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.72
PM7_LUMO_Energy_ev	-0.504
PM7_COSMO_Area_square_ang	485.24
PM7_COSMO_Volue_cubic_ang	584.51
PM7_Electron_Affinity_ev	0.504
PM7_Ionization_Energy_ev	8.72
PM7_Energy_Gap_ev	8.216
PM7_Global_Hardness_ev	4.108
PM7_Global_Softness_ev	0.24342745861733203
PM7_Chemical_Potential_ev	-4.612
PM7_Electronigativity_ev	4.612
PM7_Back_Donation_Energy_ev	-1.027
PM7_Electrophilicity_ev	2.5889172346640703
OPENEYE_Name	(3~{R},4~{S})-4,5-dihydroxy-6-[(~{E})-2-[(2~{S},5~{S})-5-(1-hydroxy-1-methyl-ethyl)-2-methyl-tetrahydrofuran-2-yl]vinyl]-3-methoxy-4-(4-methoxyphenyl)-1,3-dihydroquinolin-2-one
SMILES	c1cc2c(c(c1C=CC3(CCC(O3)C(C)(C)O)C)O)C(C(C(=O)N2)OC)(c4ccc(cc4)OC)O
Canonical_SMILES	CO[C@H]1C(=O)Nc2c([C@@]1(O)c1ccc(cc1)OC)c(O)c(cc2)/C=C/[C@]1(C)CC[C@H](O1)C(O)(C)C
InChI	1/C27H33NO7/c1-25(2,31)20-13-15-26(3,35-20)14-12-16-6-11-19-21(22(16)29)27(32,23(34-5)24(30)28-19)17-7-9-18(33-4)10-8-17/h6-12,14,20,23,29,31-32H,13,15H2,1-5H3,(H,28,30)/f/h28H
InChI_3D	1S/C27H33NO7/c1-25(2,31)20-13-15-26(3,35-20)14-12-16-6-11-19-21(22(16)29)27(32,23(34-5)24(30)28-19)17-7-9-18(33-4)10-8-17/h6-12,14,20,23,29,31-32H,13,15H2,1-5H3,(H,28,30)/b14-12+/t20-,23-,26+,27-/m0/s1
AuxInfo	1/1/N:23,24,22,25,26,1,2,3,5,6,4,14,16,15,17,7,8,11,10,19,9,12,18,13,27,21,20,28,31,29,33,32,34,35,30/E:(1,2)(7,8)(9,10)/F:m/E:m/rA:68cCCCCCCCCCCCCCCCCCCCCCCCCCCCNOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;;d1;d2;s3;s1;s2d3;;s4d9;s5d6;d7s9;;s7;w14;;s16;s13;s16;s8s9s18;s15s17;s21;;;;;s19s23s24;s10s13;d13;s19s21;s12;s20;s27;s11s25;s18s26;s1;s2;s3;s4;s5;s6;s14;s15;s16;s16;s17;s17;s18;s19;s22;s22;s22;s23;s23;s23;s24;s24;s24;s25;s25;s25;s26;s26;s26;s28;s31;s32;s33;/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;-4.6517,-.0701,0;-3.6556,.0343,0;3.4805,-.0073,0;-4.8573,-1.0486,0;2.6039,-.5053,0;-3.2463,-.8798,0;-2.2166,-2.2947,0;-6.4846,-2.2379,0;-5.9801,-3.559,0;5.2941,-5.108,0;5.4519,.3298,0;-5.5718,-2.6461,0;2.6125,1.5125,0;4.3535,1.4968,0;-3.9928,-1.5521,0;.8718,-1.4993,0;1.9572,-1.268,0;-4.6589,-3.0544,0;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;-4.652,.4299,0;-5.149,-.0185,0;-3.1803,.1895,0;-3.7599,.5234,0;3.6487,-.4782,0;-5.3329,-.8943,0;-1.8123,-2.0005,0;-2.6208,-2.5889,0;-1.9223,-2.699,0;-6.2805,-1.7814,0;-6.6888,-2.6943,0;-6.9411,-2.0337,0;-6.4365,-3.3548,0;-6.1842,-4.0154,0;-5.5236,-3.7631,0;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;2.614,2.0125,0;.439,-1.7498,0;2.1258,-1.7388,0;-4.6075,-3.5518,0;
Duplicates	ChEBI193557_s0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000193500-0000193749/ChEBI193557_s0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000193500-0000193749/ChEBI193557_s0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000193500-0000193749/ChEBI193557_s0.sdf