CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI5203_s0 (2214)

Formula C₂₁H₂₂O₅

MW 354.4

InChIKey AOZTYYBGNNXAOI-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 48

Number_Heavy_Atoms 26

Number_Rings 3

Number_Bonds 50

Rotat_Bonds 6

Unbranched_Chain 3

Chiral_Centers 1

ONatoms 5

HB_Donor 0

HB_Acceptor 1

OpenEye_HB_Donors 0

OpenEye_HB_Acceptors 2

Lipinski_HB_Donors 0

Lipinski_HB_Acceptors 5

Lipinski_Violations 0

XLogP3 0

XLogP 3.86

logP 3.8193

PSA 53.99

MR 99.152

ABS 0.55

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -94.82924

PM7_Total_Energy_ev -4349.52377

PM7_Electronic_Energy_ev -34220.89446

PM7_Dipole_Debye 1.98923

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.8

PM7_LUMO_Energy_ev -0.72

PM7_COSMO_Area_square_ang 370.63

PM7_COSMO_Volue_cubic_ang 436.38

PM7_Electron_Affinity_ev 0.72

PM7_Ionization_Energy_ev 8.8

PM7_Energy_Gap_ev 8.08

PM7_Global_Hardness_ev 4.04

PM7_Global_Softness_ev 0.24752475247524752

PM7_Chemical_Potential_ev -4.76

PM7_Electronigativity_ev 4.76

PM7_Back_Donation_Energy_ev -1.01

PM7_Electrophilicity_ev 2.804158415841584

OPENEYE_Name (4~{R})-2-allyl-4-[(~{E})-2-(1,3-benzodioxol-5-yl)-1-methyl-vinyl]-4,5-dimethoxy-cyclohexa-2,5-dien-1-one

SMILES c1cc2c(cc1C=C(C3(C=C(C(=O)C=C3OC)CC=C)OC)C)OCO2

Canonical_SMILES C=CCC1=C[C@](OC)(C(=CC1=O)OC)/C(=C/c1ccc2c(c1)OCO2)/C

InChI 1/C21H22O5/c1-5-6-16-12-21(24-4,20(23-3)11-17(16)22)14(2)9-15-7-8-18-19(10-15)26-13-25-18/h5,7-12H,1,6,13H2,2-4H3

InChI_3D 1S/C21H22O5/c1-5-6-16-12-21(24-4,20(23-3)11-17(16)22)14(2)9-15-7-8-18-19(10-15)26-13-25-18/h5,7-12H,1,6,13H2,2-4H3/b14-9+/t21-/m1/s1

AuxInfo 1/0/N:12,18,19,20,14,21,1,2,13,3,7,8,16,15,4,9,11,5,6,10,17,22,25,26,23,24/rA:48cCCCCCCCCCCCCCCCCCCCCCOOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;s1d3;s2;s3d5;;;d8;d7;s7s9;;s4;d12;w13;;s8s10s15;s15;;;s9s14;d11;s5s16;s6s16;s10s19;s17s20;s1;s2;s3;s7;s8;s12;s12;s13;s14;s16;s16;s18;s18;s18;s19;s19;s19;s20;s20;s20;s21;s21;/rC:;.868,.5079,0;.868,-1.5037,0;0,-1.0058,0;1.736,0,0;1.736,-1.0071,0;-4.3593,-4.8719,0;-2.3785,-4.5279,0;-2.7303,-5.4694,0;-4.0176,-3.9321,0;-3.7206,-5.6415,0;-1.8003,-7.9464,0;-1.5143,-1.8829,0;-1.4531,-7.0086,0;-1.5129,-2.8829,0;3.2858,-.5036,0;-3.0272,-3.76,0;-.6462,-3.3817,0;-5.6446,-3.3379,0;-3.7102,-1.8803,0;-2.0917,-6.239,0;-4.0664,-6.5798,0;2.6938,.311,0;2.6938,-1.3184,0;-4.6596,-3.1654,0;-3.3687,-2.8202,0;-.4337,.2487,0;.868,1.0079,0;.8677,-2.0037,0;-4.8519,-4.9575,0;-1.8859,-4.4423,0;-1.481,-8.3311,0;-2.2932,-8.0305,0;-1.9477,-1.6335,0;-.9602,-6.9244,0;3.6573,-.169,0;3.6574,-.8382,0;-.8956,-3.8151,0;-.3968,-2.9483,0;-.2128,-3.6311,0;-5.5583,-3.8304,0;-5.7308,-2.8454,0;-6.1371,-3.4242,0;-4.1802,-2.051,0;-3.2403,-1.7095,0;-3.881,-1.4103,0;-2.4765,-6.5583,0;-1.7069,-5.9197,0;

Duplicates ChEBI5203_s0

mol2_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000005000-0000005249/ChEBI5203_s0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000005000-0000005249/ChEBI5203_s0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000005000-0000005249/ChEBI5203_s0.sdf

Formula	C₂₁H₂₂O₅
MW	354.4
InChIKey	AOZTYYBGNNXAOI-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	48
Number_Heavy_Atoms	26
Number_Rings	3
Number_Bonds	50
Rotat_Bonds	6
Unbranched_Chain	3
Chiral_Centers	1
ONatoms	5
HB_Donor	0
HB_Acceptor	1
OpenEye_HB_Donors	0
OpenEye_HB_Acceptors	2
Lipinski_HB_Donors	0
Lipinski_HB_Acceptors	5
Lipinski_Violations	0
XLogP3	0
XLogP	3.86
logP	3.8193
PSA	53.99
MR	99.152
ABS	0.55
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-94.82924
PM7_Total_Energy_ev	-4349.52377
PM7_Electronic_Energy_ev	-34220.89446
PM7_Dipole_Debye	1.98923
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.8
PM7_LUMO_Energy_ev	-0.72
PM7_COSMO_Area_square_ang	370.63
PM7_COSMO_Volue_cubic_ang	436.38
PM7_Electron_Affinity_ev	0.72
PM7_Ionization_Energy_ev	8.8
PM7_Energy_Gap_ev	8.08
PM7_Global_Hardness_ev	4.04
PM7_Global_Softness_ev	0.24752475247524752
PM7_Chemical_Potential_ev	-4.76
PM7_Electronigativity_ev	4.76
PM7_Back_Donation_Energy_ev	-1.01
PM7_Electrophilicity_ev	2.804158415841584
OPENEYE_Name	(4~{R})-2-allyl-4-[(~{E})-2-(1,3-benzodioxol-5-yl)-1-methyl-vinyl]-4,5-dimethoxy-cyclohexa-2,5-dien-1-one
SMILES	c1cc2c(cc1C=C(C3(C=C(C(=O)C=C3OC)CC=C)OC)C)OCO2
Canonical_SMILES	C=CCC1=C[C@](OC)(C(=CC1=O)OC)/C(=C/c1ccc2c(c1)OCO2)/C
InChI	1/C21H22O5/c1-5-6-16-12-21(24-4,20(23-3)11-17(16)22)14(2)9-15-7-8-18-19(10-15)26-13-25-18/h5,7-12H,1,6,13H2,2-4H3
InChI_3D	1S/C21H22O5/c1-5-6-16-12-21(24-4,20(23-3)11-17(16)22)14(2)9-15-7-8-18-19(10-15)26-13-25-18/h5,7-12H,1,6,13H2,2-4H3/b14-9+/t21-/m1/s1
AuxInfo	1/0/N:12,18,19,20,14,21,1,2,13,3,7,8,16,15,4,9,11,5,6,10,17,22,25,26,23,24/rA:48cCCCCCCCCCCCCCCCCCCCCCOOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;s1d3;s2;s3d5;;;d8;d7;s7s9;;s4;d12;w13;;s8s10s15;s15;;;s9s14;d11;s5s16;s6s16;s10s19;s17s20;s1;s2;s3;s7;s8;s12;s12;s13;s14;s16;s16;s18;s18;s18;s19;s19;s19;s20;s20;s20;s21;s21;/rC:;.868,.5079,0;.868,-1.5037,0;0,-1.0058,0;1.736,0,0;1.736,-1.0071,0;-4.3593,-4.8719,0;-2.3785,-4.5279,0;-2.7303,-5.4694,0;-4.0176,-3.9321,0;-3.7206,-5.6415,0;-1.8003,-7.9464,0;-1.5143,-1.8829,0;-1.4531,-7.0086,0;-1.5129,-2.8829,0;3.2858,-.5036,0;-3.0272,-3.76,0;-.6462,-3.3817,0;-5.6446,-3.3379,0;-3.7102,-1.8803,0;-2.0917,-6.239,0;-4.0664,-6.5798,0;2.6938,.311,0;2.6938,-1.3184,0;-4.6596,-3.1654,0;-3.3687,-2.8202,0;-.4337,.2487,0;.868,1.0079,0;.8677,-2.0037,0;-4.8519,-4.9575,0;-1.8859,-4.4423,0;-1.481,-8.3311,0;-2.2932,-8.0305,0;-1.9477,-1.6335,0;-.9602,-6.9244,0;3.6573,-.169,0;3.6574,-.8382,0;-.8956,-3.8151,0;-.3968,-2.9483,0;-.2128,-3.6311,0;-5.5583,-3.8304,0;-5.7308,-2.8454,0;-6.1371,-3.4242,0;-4.1802,-2.051,0;-3.2403,-1.7095,0;-3.881,-1.4103,0;-2.4765,-6.5583,0;-1.7069,-5.9197,0;
Duplicates	ChEBI5203_s0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000005000-0000005249/ChEBI5203_s0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000005000-0000005249/ChEBI5203_s0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000005000-0000005249/ChEBI5203_s0.sdf