CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI181572 (97077)

Formula C₂₂H₂₅NO₅

MW 383.44

InChIKey ZRZQXSGEIJXJEO-MPIMZMORNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 53

Number_Heavy_Atoms 28

Number_Rings 3

Number_Bonds 55

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 2.21

logP 3.2505

PSA 88.02

MR 110.201

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -154.93111

PM7_Total_Energy_ev -4701.6686

PM7_Electronic_Energy_ev -39785.28954

PM7_Dipole_Debye 5.90473

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.889

PM7_LUMO_Energy_ev -0.375

PM7_COSMO_Area_square_ang 393.62

PM7_COSMO_Volue_cubic_ang 464.14

PM7_Electron_Affinity_ev 0.375

PM7_Ionization_Energy_ev 8.889

PM7_Energy_Gap_ev 8.514

PM7_Global_Hardness_ev 4.257

PM7_Global_Softness_ev 0.2349072116513977

PM7_Chemical_Potential_ev -4.632

PM7_Electronigativity_ev 4.632

PM7_Back_Donation_Energy_ev -1.06425

PM7_Electrophilicity_ev 2.520016913319239

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

SMILES c1cc(ccc1C2(c3c(ccc(c3O)CC=C(C)C)NC(=O)C2OC)O)OC

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

InChI 1/C22H25NO5/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/h5,7-12,20,24,26H,6H2,1-4H3,(H,23,25)/f/h23H

InChI_3D 1S/C22H25NO5/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/h5,7-12,20,24,26H,6H2,1-4H3,(H,23,25)/t20-,22+/m0/s1

AuxInfo 1/1/N:18,19,20,21,14,22,3,1,2,5,6,4,15,9,7,11,10,8,12,16,13,17,23,25,24,26,27,28/E:(1,2)(8,9)(10,11)/F:m/E:m/rA:53cCCCCCCCCCCCCCCCCCCCCCCNOOOOOHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;;d3;d1;s2;s1d2;;s3;s4d8;s5d6;s8d9;;;d14;s13;s7s8s16;s15;s15;;;s9s14;s10s13;d13;s12;s17;s11s20;s16s21;s1;s2;s3;s4;s5;s6;s14;s16;s18;s18;s18;s19;s19;s19;s20;s20;s20;s21;s21;s21;s22;s22;s23;s25;s26;/rC:3.3702,-2.7893,0;4.706,-1.6821,0;0,1.0089,0;.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;-1.7306,-1.0025,0;-1.7291,-2.0025,0;3.4805,-.0073,0;2.6039,-.5053,0;-2.5944,-2.5038,0;-.8624,-2.5013,0;5.2941,-5.108,0;5.4519,.3298,0;-.8653,-.5013,0;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;2.8772,-2.8724,0;4.8792,-1.213,0;-.4338,1.2576,0;.8707,2.0185,0;3.8365,-4.0315,0;5.8402,-2.3707,0;-2.164,-.7532,0;3.6487,-.4782,0;-2.845,-2.0712,0;-2.3438,-2.9365,0;-3.0271,-2.7544,0;-1.1117,-2.9346,0;-.613,-2.0679,0;-.429,-2.7506,0;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;-1.1159,-.0686,0;-.6147,-.9339,0;2.614,2.0125,0;.439,-1.7498,0;2.1258,-1.7388,0;

Duplicates ChEBI181572

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000181500-0000181749/ChEBI181572.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000181500-0000181749/ChEBI181572.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000181500-0000181749/ChEBI181572.sdf

Formula	C₂₂H₂₅NO₅
MW	383.44
InChIKey	ZRZQXSGEIJXJEO-MPIMZMORNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	53
Number_Heavy_Atoms	28
Number_Rings	3
Number_Bonds	55
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	2.21
logP	3.2505
PSA	88.02
MR	110.201
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-154.93111
PM7_Total_Energy_ev	-4701.6686
PM7_Electronic_Energy_ev	-39785.28954
PM7_Dipole_Debye	5.90473
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.889
PM7_LUMO_Energy_ev	-0.375
PM7_COSMO_Area_square_ang	393.62
PM7_COSMO_Volue_cubic_ang	464.14
PM7_Electron_Affinity_ev	0.375
PM7_Ionization_Energy_ev	8.889
PM7_Energy_Gap_ev	8.514
PM7_Global_Hardness_ev	4.257
PM7_Global_Softness_ev	0.2349072116513977
PM7_Chemical_Potential_ev	-4.632
PM7_Electronigativity_ev	4.632
PM7_Back_Donation_Energy_ev	-1.06425
PM7_Electrophilicity_ev	2.520016913319239
OPENEYE_Name	(3~{R},4~{R})-4,5-dihydroxy-3-methoxy-4-(4-methoxyphenyl)-6-(3-methylbut-2-enyl)-1,3-dihydroquinolin-2-one
SMILES	c1cc(ccc1C2(c3c(ccc(c3O)CC=C(C)C)NC(=O)C2OC)O)OC
Canonical_SMILES	COc1ccc(cc1)[C@]1(O)[C@@H](OC)C(=O)Nc2c1c(O)c(cc2)CC=C(C)C
InChI	1/C22H25NO5/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/h5,7-12,20,24,26H,6H2,1-4H3,(H,23,25)/f/h23H
InChI_3D	1S/C22H25NO5/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/h5,7-12,20,24,26H,6H2,1-4H3,(H,23,25)/t20-,22+/m0/s1
AuxInfo	1/1/N:18,19,20,21,14,22,3,1,2,5,6,4,15,9,7,11,10,8,12,16,13,17,23,25,24,26,27,28/E:(1,2)(8,9)(10,11)/F:m/E:m/rA:53cCCCCCCCCCCCCCCCCCCCCCCNOOOOOHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;;d3;d1;s2;s1d2;;s3;s4d8;s5d6;s8d9;;;d14;s13;s7s8s16;s15;s15;;;s9s14;s10s13;d13;s12;s17;s11s20;s16s21;s1;s2;s3;s4;s5;s6;s14;s16;s18;s18;s18;s19;s19;s19;s20;s20;s20;s21;s21;s21;s22;s22;s23;s25;s26;/rC:3.3702,-2.7893,0;4.706,-1.6821,0;0,1.0089,0;.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;-1.7306,-1.0025,0;-1.7291,-2.0025,0;3.4805,-.0073,0;2.6039,-.5053,0;-2.5944,-2.5038,0;-.8624,-2.5013,0;5.2941,-5.108,0;5.4519,.3298,0;-.8653,-.5013,0;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;2.8772,-2.8724,0;4.8792,-1.213,0;-.4338,1.2576,0;.8707,2.0185,0;3.8365,-4.0315,0;5.8402,-2.3707,0;-2.164,-.7532,0;3.6487,-.4782,0;-2.845,-2.0712,0;-2.3438,-2.9365,0;-3.0271,-2.7544,0;-1.1117,-2.9346,0;-.613,-2.0679,0;-.429,-2.7506,0;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;-1.1159,-.0686,0;-.6147,-.9339,0;2.614,2.0125,0;.439,-1.7498,0;2.1258,-1.7388,0;
Duplicates	ChEBI181572
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000181500-0000181749/ChEBI181572.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000181500-0000181749/ChEBI181572.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000181500-0000181749/ChEBI181572.sdf