CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI193077 (106513)

Formula C₂₂H₂₃NO₅

MW 381.43

InChIKey QBZBACCGHXCJIP-MPIMZMORNA-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 2

ONatoms 6

HB_Donor 3

HB_Acceptor 3

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 6

Lipinski_Violations 0

XLogP3 0

XLogP 2.71

logP 3.3311

PSA 88.02

MR 110.519

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -129.27454

PM7_Total_Energy_ev -4673.91453

PM7_Electronic_Energy_ev -38870.36407

PM7_Dipole_Debye 3.48464

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.869

PM7_LUMO_Energy_ev -0.561

PM7_COSMO_Area_square_ang 391.9

PM7_COSMO_Volue_cubic_ang 458.68

PM7_Electron_Affinity_ev 0.561

PM7_Ionization_Energy_ev 8.869

PM7_Energy_Gap_ev 8.308

PM7_Global_Hardness_ev 4.154

PM7_Global_Softness_ev 0.2407318247472316

PM7_Chemical_Potential_ev -4.715

PM7_Electronigativity_ev 4.715

PM7_Back_Donation_Energy_ev -1.0385

PM7_Electrophilicity_ev 2.675881680308137

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

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

Canonical_SMILES COc1ccc(cc1)[C@]1(O)[C@@H](OC)C(=O)Nc2c1c(O)c(cc2)/C=C/C(=C)C

InChI 1/C22H23NO5/c1-13(2)5-6-14-7-12-17-18(19(14)24)22(26,20(28-4)21(25)23-17)15-8-10-16(27-3)11-9-15/h5-12,20,24,26H,1H2,2-4H3,(H,23,25)/f/h23H

InChI_3D 1S/C22H23NO5/c1-13(2)5-6-14-7-12-17-18(19(14)24)22(26,20(28-4)21(25)23-17)15-8-10-16(27-3)11-9-15/h5-12,20,24,26H,1H2,2-4H3,(H,23,25)/b6-5+/t20-,22+/m0/s1

AuxInfo 1/1/N:14,20,21,22,16,15,1,2,3,5,6,4,17,7,8,11,10,9,12,18,13,19,23,25,24,26,27,28/E:(8,9)(10,11)/F:m/E:m/rA:51cCCCCCCCCCCCCCCCCCCCCCCNOOOOOHHHHHHHHHHHHHHHHHHHHHHH/rB:;;d1;d2;s3;s1;s2d3;;s4d9;s5d6;d7s9;;;s7;w15;d14s16;s13;s8s9s18;s17;;;s10s13;d13;s12;s19;s11s21;s18s22;s1;s2;s3;s4;s5;s6;s14;s14;s15;s16;s18;s20;s20;s20;s21;s21;s21;s22;s22;s22;s23;s25;s26;/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;-3.4641,-.0051,0;-.8653,-.5013,0;-1.732,-.0025,0;-2.5973,-.5038,0;3.4805,-.0073,0;2.6039,-.5053,0;-2.5959,-1.5038,0;5.2941,-5.108,0;5.4519,.3298,0;2.6125,1.5125,0;4.3535,1.4968,0;.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;-3.4648,.4949,0;-3.8967,-.2557,0;-.8646,-1.0013,0;-1.7328,.4975,0;3.6487,-.4782,0;-2.0959,-1.5031,0;-3.0959,-1.5045,0;-2.5951,-2.0038,0;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 ChEBI193077

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000193000-0000193249/ChEBI193077.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000193000-0000193249/ChEBI193077.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000193000-0000193249/ChEBI193077.sdf

Formula	C₂₂H₂₃NO₅
MW	381.43
InChIKey	QBZBACCGHXCJIP-MPIMZMORNA-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	2
ONatoms	6
HB_Donor	3
HB_Acceptor	3
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	6
Lipinski_Violations	0
XLogP3	0
XLogP	2.71
logP	3.3311
PSA	88.02
MR	110.519
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-129.27454
PM7_Total_Energy_ev	-4673.91453
PM7_Electronic_Energy_ev	-38870.36407
PM7_Dipole_Debye	3.48464
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.869
PM7_LUMO_Energy_ev	-0.561
PM7_COSMO_Area_square_ang	391.9
PM7_COSMO_Volue_cubic_ang	458.68
PM7_Electron_Affinity_ev	0.561
PM7_Ionization_Energy_ev	8.869
PM7_Energy_Gap_ev	8.308
PM7_Global_Hardness_ev	4.154
PM7_Global_Softness_ev	0.2407318247472316
PM7_Chemical_Potential_ev	-4.715
PM7_Electronigativity_ev	4.715
PM7_Back_Donation_Energy_ev	-1.0385
PM7_Electrophilicity_ev	2.675881680308137
OPENEYE_Name	(3~{R},4~{R})-4,5-dihydroxy-3-methoxy-4-(4-methoxyphenyl)-6-[(1~{E})-3-methylbuta-1,3-dienyl]-1,3-dihydroquinolin-2-one
SMILES	c1cc2c(c(c1C=CC(=C)C)O)C(C(C(=O)N2)OC)(c3ccc(cc3)OC)O
Canonical_SMILES	COc1ccc(cc1)[C@]1(O)[C@@H](OC)C(=O)Nc2c1c(O)c(cc2)/C=C/C(=C)C
InChI	1/C22H23NO5/c1-13(2)5-6-14-7-12-17-18(19(14)24)22(26,20(28-4)21(25)23-17)15-8-10-16(27-3)11-9-15/h5-12,20,24,26H,1H2,2-4H3,(H,23,25)/f/h23H
InChI_3D	1S/C22H23NO5/c1-13(2)5-6-14-7-12-17-18(19(14)24)22(26,20(28-4)21(25)23-17)15-8-10-16(27-3)11-9-15/h5-12,20,24,26H,1H2,2-4H3,(H,23,25)/b6-5+/t20-,22+/m0/s1
AuxInfo	1/1/N:14,20,21,22,16,15,1,2,3,5,6,4,17,7,8,11,10,9,12,18,13,19,23,25,24,26,27,28/E:(8,9)(10,11)/F:m/E:m/rA:51cCCCCCCCCCCCCCCCCCCCCCCNOOOOOHHHHHHHHHHHHHHHHHHHHHHH/rB:;;d1;d2;s3;s1;s2d3;;s4d9;s5d6;d7s9;;;s7;w15;d14s16;s13;s8s9s18;s17;;;s10s13;d13;s12;s19;s11s21;s18s22;s1;s2;s3;s4;s5;s6;s14;s14;s15;s16;s18;s20;s20;s20;s21;s21;s21;s22;s22;s22;s23;s25;s26;/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;-3.4641,-.0051,0;-.8653,-.5013,0;-1.732,-.0025,0;-2.5973,-.5038,0;3.4805,-.0073,0;2.6039,-.5053,0;-2.5959,-1.5038,0;5.2941,-5.108,0;5.4519,.3298,0;2.6125,1.5125,0;4.3535,1.4968,0;.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;-3.4648,.4949,0;-3.8967,-.2557,0;-.8646,-1.0013,0;-1.7328,.4975,0;3.6487,-.4782,0;-2.0959,-1.5031,0;-3.0959,-1.5045,0;-2.5951,-2.0038,0;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	ChEBI193077
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000193000-0000193249/ChEBI193077.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000193000-0000193249/ChEBI193077.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000193000-0000193249/ChEBI193077.sdf