CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI193559 (106889)

Formula C₂₇H₃₃NO₆

MW 467.56

InChIKey CVWJKBJRSZXDIW-LBOYIXSDNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 67

Number_Heavy_Atoms 34

Number_Rings 4

Number_Bonds 70

Rotat_Bonds 7

Unbranched_Chain 2

Chiral_Centers 3

ONatoms 7

HB_Donor 3

HB_Acceptor 3

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 7

Lipinski_Violations 0

XLogP3 0

XLogP 3.94

logP 4.3503

PSA 97.25

MR 133.777

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -206.8112

PM7_Total_Energy_ev -5719.36655

PM7_Electronic_Energy_ev -55149.24287

PM7_Dipole_Debye 7.22706

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.957

PM7_LUMO_Energy_ev -0.502

PM7_COSMO_Area_square_ang 458.04

PM7_COSMO_Volue_cubic_ang 577.13

PM7_Electron_Affinity_ev 0.502

PM7_Ionization_Energy_ev 8.957

PM7_Energy_Gap_ev 8.455

PM7_Global_Hardness_ev 4.2275

PM7_Global_Softness_ev 0.23654642223536368

PM7_Chemical_Potential_ev -4.7295

PM7_Electronigativity_ev 4.7295

PM7_Back_Donation_Energy_ev -1.056875

PM7_Electrophilicity_ev 2.6455553222945003

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

SMILES c1cc2c(c(c1C=CC3(CCC(CO3)(C)C)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)CCC(CO1)(C)C

InChI 1/C27H33NO6/c1-25(2)14-15-26(3,34-16-25)13-12-17-6-11-20-21(22(17)29)27(31,23(33-5)24(30)28-20)18-7-9-19(32-4)10-8-18/h6-13,23,29,31H,14-16H2,1-5H3,(H,28,30)/f/h28H

InChI_3D 1S/C27H33NO6/c1-25(2)14-15-26(3,34-16-25)13-12-17-6-11-20-21(22(17)29)27(31,23(33-5)24(30)28-20)18-7-9-19(32-4)10-8-18/h6-13,23,29,31H,14-16H2,1-5H3,(H,28,30)/b13-12+/t23-,26+,27+/m0/s1

AuxInfo 1/1/N:24,25,23,26,27,1,2,3,5,6,4,14,15,17,16,18,7,8,11,10,9,12,19,13,22,21,20,28,31,29,32,33,34,30/E:(1,2)(7,8)(9,10)/F:m/E:m/rA:67cCCCCCCCCCCCCCCCCCCCCCCCCCCCNOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;;d1;d2;s3;s1;s2d3;;s4d9;s5d6;d7s9;;s7;w14;;s16;;s13;s8s9s19;s15s16;s17s18;s21;s22;s22;;;s10s13;d13;s18s21;s12;s20;s11s26;s19s27;s1;s2;s3;s4;s5;s6;s14;s15;s16;s16;s17;s17;s18;s18;s19;s23;s23;s23;s24;s24;s24;s25;s25;s25;s26;s26;s26;s27;s27;s27;s28;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;-1.5143,-.8772,0;-1.5128,-1.8772,0;-2.3783,-3.5222,0;-2.7198,-4.4622,0;-4.3523,-3.8742,0;3.4805,-.0073,0;2.6039,-.5053,0;-3.0271,-2.7544,0;-3.7035,-4.642,0;-3.6248,-1.1097,0;-5.2152,-5.5237,0;-3.0962,-6.2833,0;5.2941,-5.108,0;5.4519,.3298,0;2.6125,1.5125,0;4.3535,1.4968,0;-4.0174,-2.9265,0;.8718,-1.4993,0;1.9572,-1.268,0;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;-1.9476,-.6279,0;-1.0794,-2.1266,0;-1.9449,-3.7716,0;-2.0578,-3.1384,0;-2.7176,-4.9621,0;-2.2272,-4.5478,0;-4.7871,-3.6274,0;-4.6716,-4.259,0;3.6487,-.4782,0;-3.1548,-.9389,0;-4.0947,-1.2805,0;-3.7955,-.6397,0;-5.4671,-5.0918,0;-5.6471,-5.7756,0;-4.9633,-5.9556,0;-3.5651,-6.4568,0;-2.6273,-6.1097,0;-2.9226,-6.7522,0;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;

Duplicates ChEBI193559;ChEBI193560

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000193500-0000193749/ChEBI193559.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000193500-0000193749/ChEBI193559.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000193500-0000193749/ChEBI193559.sdf

Formula	C₂₇H₃₃NO₆
MW	467.56
InChIKey	CVWJKBJRSZXDIW-LBOYIXSDNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	67
Number_Heavy_Atoms	34
Number_Rings	4
Number_Bonds	70
Rotat_Bonds	7
Unbranched_Chain	2
Chiral_Centers	3
ONatoms	7
HB_Donor	3
HB_Acceptor	3
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	7
Lipinski_Violations	0
XLogP3	0
XLogP	3.94
logP	4.3503
PSA	97.25
MR	133.777
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-206.8112
PM7_Total_Energy_ev	-5719.36655
PM7_Electronic_Energy_ev	-55149.24287
PM7_Dipole_Debye	7.22706
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.957
PM7_LUMO_Energy_ev	-0.502
PM7_COSMO_Area_square_ang	458.04
PM7_COSMO_Volue_cubic_ang	577.13
PM7_Electron_Affinity_ev	0.502
PM7_Ionization_Energy_ev	8.957
PM7_Energy_Gap_ev	8.455
PM7_Global_Hardness_ev	4.2275
PM7_Global_Softness_ev	0.23654642223536368
PM7_Chemical_Potential_ev	-4.7295
PM7_Electronigativity_ev	4.7295
PM7_Back_Donation_Energy_ev	-1.056875
PM7_Electrophilicity_ev	2.6455553222945003
OPENEYE_Name	(3~{R},4~{R})-4,5-dihydroxy-3-methoxy-4-(4-methoxyphenyl)-6-[(~{E})-2-[(2~{S})-2,5,5-trimethyltetrahydropyran-2-yl]vinyl]-1,3-dihydroquinolin-2-one
SMILES	c1cc2c(c(c1C=CC3(CCC(CO3)(C)C)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)CCC(CO1)(C)C
InChI	1/C27H33NO6/c1-25(2)14-15-26(3,34-16-25)13-12-17-6-11-20-21(22(17)29)27(31,23(33-5)24(30)28-20)18-7-9-19(32-4)10-8-18/h6-13,23,29,31H,14-16H2,1-5H3,(H,28,30)/f/h28H
InChI_3D	1S/C27H33NO6/c1-25(2)14-15-26(3,34-16-25)13-12-17-6-11-20-21(22(17)29)27(31,23(33-5)24(30)28-20)18-7-9-19(32-4)10-8-18/h6-13,23,29,31H,14-16H2,1-5H3,(H,28,30)/b13-12+/t23-,26+,27+/m0/s1
AuxInfo	1/1/N:24,25,23,26,27,1,2,3,5,6,4,14,15,17,16,18,7,8,11,10,9,12,19,13,22,21,20,28,31,29,32,33,34,30/E:(1,2)(7,8)(9,10)/F:m/E:m/rA:67cCCCCCCCCCCCCCCCCCCCCCCCCCCCNOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;;d1;d2;s3;s1;s2d3;;s4d9;s5d6;d7s9;;s7;w14;;s16;;s13;s8s9s19;s15s16;s17s18;s21;s22;s22;;;s10s13;d13;s18s21;s12;s20;s11s26;s19s27;s1;s2;s3;s4;s5;s6;s14;s15;s16;s16;s17;s17;s18;s18;s19;s23;s23;s23;s24;s24;s24;s25;s25;s25;s26;s26;s26;s27;s27;s27;s28;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;-1.5143,-.8772,0;-1.5128,-1.8772,0;-2.3783,-3.5222,0;-2.7198,-4.4622,0;-4.3523,-3.8742,0;3.4805,-.0073,0;2.6039,-.5053,0;-3.0271,-2.7544,0;-3.7035,-4.642,0;-3.6248,-1.1097,0;-5.2152,-5.5237,0;-3.0962,-6.2833,0;5.2941,-5.108,0;5.4519,.3298,0;2.6125,1.5125,0;4.3535,1.4968,0;-4.0174,-2.9265,0;.8718,-1.4993,0;1.9572,-1.268,0;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;-1.9476,-.6279,0;-1.0794,-2.1266,0;-1.9449,-3.7716,0;-2.0578,-3.1384,0;-2.7176,-4.9621,0;-2.2272,-4.5478,0;-4.7871,-3.6274,0;-4.6716,-4.259,0;3.6487,-.4782,0;-3.1548,-.9389,0;-4.0947,-1.2805,0;-3.7955,-.6397,0;-5.4671,-5.0918,0;-5.6471,-5.7756,0;-4.9633,-5.9556,0;-3.5651,-6.4568,0;-2.6273,-6.1097,0;-2.9226,-6.7522,0;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;
Duplicates	ChEBI193559;ChEBI193560
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000193500-0000193749/ChEBI193559.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000193500-0000193749/ChEBI193559.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000193500-0000193749/ChEBI193559.sdf