CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI182194 (97418)

Formula C₂₁H₂₁NO₆

MW 383.4

InChIKey XYRSQOXRWJBEIG-QWOVJGMINA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 49

Number_Heavy_Atoms 28

Number_Rings 3

Number_Bonds 51

Rotat_Bonds 7

Unbranched_Chain 2

Chiral_Centers 2

ONatoms 7

HB_Donor 3

HB_Acceptor 4

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 7

Lipinski_Violations 0

XLogP3 0

XLogP 1.63

logP 2.344

PSA 105.09

MR 106.386

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -176.77676

PM7_Total_Energy_ev -4819.74443

PM7_Electronic_Energy_ev -39169.48664

PM7_Dipole_Debye 1.5227

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.967

PM7_LUMO_Energy_ev -0.805

PM7_COSMO_Area_square_ang 383.06

PM7_COSMO_Volue_cubic_ang 445.96

PM7_Electron_Affinity_ev 0.805

PM7_Ionization_Energy_ev 8.967

PM7_Energy_Gap_ev 8.162

PM7_Global_Hardness_ev 4.081

PM7_Global_Softness_ev 0.2450379808870375

PM7_Chemical_Potential_ev -4.886

PM7_Electronigativity_ev 4.886

PM7_Back_Donation_Energy_ev -1.02025

PM7_Electrophilicity_ev 2.924895368782161

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

SMILES c1cc2c(c(c1C=CC(=O)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(=O)C

InChI 1/C21H21NO6/c1-12(23)4-5-13-6-11-16-17(18(13)24)21(26,19(28-3)20(25)22-16)14-7-9-15(27-2)10-8-14/h4-11,19,24,26H,1-3H3,(H,22,25)/f/h22H

InChI_3D 1S/C21H21NO6/c1-12(23)4-5-13-6-11-16-17(18(13)24)21(26,19(28-3)20(25)22-16)14-7-9-15(27-2)10-8-14/h4-11,19,24,26H,1-3H3,(H,22,25)/b5-4+/t19-,21+/m0/s1

AuxInfo 1/1/N:19,20,21,15,14,1,2,3,5,6,4,16,7,8,11,10,9,12,17,13,18,22,24,25,23,26,27,28/E:(7,8)(9,10)/F:m/E:m/rA:49cCCCCCCCCCCCCCCCCCCCCCNOOOOOOHHHHHHHHHHHHHHHHHHHHH/rB:;;d1;d2;s3;s1;s2d3;;s4d9;s5d6;d7s9;;s7;w14;s15;s13;s8s9s17;s16;;;s10s13;d13;d16;s12;s18;s11s20;s17s21;s1;s2;s3;s4;s5;s6;s14;s15;s17;s19;s19;s19;s20;s20;s20;s21;s21;s21;s22;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;-.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;-3.4641,-.0051,0;.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;-.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 ChEBI182194

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000182000-0000182249/ChEBI182194.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000182000-0000182249/ChEBI182194.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000182000-0000182249/ChEBI182194.sdf

Formula	C₂₁H₂₁NO₆
MW	383.4
InChIKey	XYRSQOXRWJBEIG-QWOVJGMINA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	49
Number_Heavy_Atoms	28
Number_Rings	3
Number_Bonds	51
Rotat_Bonds	7
Unbranched_Chain	2
Chiral_Centers	2
ONatoms	7
HB_Donor	3
HB_Acceptor	4
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	7
Lipinski_Violations	0
XLogP3	0
XLogP	1.63
logP	2.344
PSA	105.09
MR	106.386
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-176.77676
PM7_Total_Energy_ev	-4819.74443
PM7_Electronic_Energy_ev	-39169.48664
PM7_Dipole_Debye	1.5227
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.967
PM7_LUMO_Energy_ev	-0.805
PM7_COSMO_Area_square_ang	383.06
PM7_COSMO_Volue_cubic_ang	445.96
PM7_Electron_Affinity_ev	0.805
PM7_Ionization_Energy_ev	8.967
PM7_Energy_Gap_ev	8.162
PM7_Global_Hardness_ev	4.081
PM7_Global_Softness_ev	0.2450379808870375
PM7_Chemical_Potential_ev	-4.886
PM7_Electronigativity_ev	4.886
PM7_Back_Donation_Energy_ev	-1.02025
PM7_Electrophilicity_ev	2.924895368782161
OPENEYE_Name	(3~{R},4~{R})-4,5-dihydroxy-3-methoxy-4-(4-methoxyphenyl)-6-[(~{E})-3-oxobut-1-enyl]-1,3-dihydroquinolin-2-one
SMILES	c1cc2c(c(c1C=CC(=O)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(=O)C
InChI	1/C21H21NO6/c1-12(23)4-5-13-6-11-16-17(18(13)24)21(26,19(28-3)20(25)22-16)14-7-9-15(27-2)10-8-14/h4-11,19,24,26H,1-3H3,(H,22,25)/f/h22H
InChI_3D	1S/C21H21NO6/c1-12(23)4-5-13-6-11-16-17(18(13)24)21(26,19(28-3)20(25)22-16)14-7-9-15(27-2)10-8-14/h4-11,19,24,26H,1-3H3,(H,22,25)/b5-4+/t19-,21+/m0/s1
AuxInfo	1/1/N:19,20,21,15,14,1,2,3,5,6,4,16,7,8,11,10,9,12,17,13,18,22,24,25,23,26,27,28/E:(7,8)(9,10)/F:m/E:m/rA:49cCCCCCCCCCCCCCCCCCCCCCNOOOOOOHHHHHHHHHHHHHHHHHHHHH/rB:;;d1;d2;s3;s1;s2d3;;s4d9;s5d6;d7s9;;s7;w14;s15;s13;s8s9s17;s16;;;s10s13;d13;d16;s12;s18;s11s20;s17s21;s1;s2;s3;s4;s5;s6;s14;s15;s17;s19;s19;s19;s20;s20;s20;s21;s21;s21;s22;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;-.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;-3.4641,-.0051,0;.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;-.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	ChEBI182194
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000182000-0000182249/ChEBI182194.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000182000-0000182249/ChEBI182194.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000182000-0000182249/ChEBI182194.sdf