CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI28152 (8060)

Formula C₂₁H₂₂O₄

MW 338.4

InChIKey DFMCTODOEICLEB-MPIMZMORNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 47

Number_Heavy_Atoms 25

Number_Rings 2

Number_Bonds 48

Rotat_Bonds 8

Unbranched_Chain 2

Chiral_Centers 0

ONatoms 4

HB_Donor 2

HB_Acceptor 3

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 1

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 4

Lipinski_Violations 0

XLogP3 0

XLogP 4.06

logP 4.7781

PSA 66.76

MR 101.006

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -121.42062

PM7_Total_Energy_ev -4057.00795

PM7_Electronic_Energy_ev -32047.62824

PM7_Dipole_Debye 1.95259

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.113

PM7_LUMO_Energy_ev -0.481

PM7_COSMO_Area_square_ang 353.86

PM7_COSMO_Volue_cubic_ang 423.27

PM7_Electron_Affinity_ev 0.481

PM7_Ionization_Energy_ev 9.113

PM7_Energy_Gap_ev 8.632

PM7_Global_Hardness_ev 4.316

PM7_Global_Softness_ev 0.23169601482854496

PM7_Chemical_Potential_ev -4.797

PM7_Electronigativity_ev 4.797

PM7_Back_Donation_Energy_ev -1.079

PM7_Electrophilicity_ev 2.6658027108433733

OPENEYE_Name 6-hydroxy-4-methoxy-3-(3-methylbut-2-enyl)-2-[(~{E})-styryl]benzoic acid

SMILES c1ccc(cc1)C=Cc2c(c(cc(c2CC=C(C)C)OC)O)C(=O)O

Canonical_SMILES COc1cc(O)c(c(c1CC=C(C)C)/C=C/c1ccccc1)C(=O)O

InChI 1/C21H22O4/c1-14(2)9-11-16-17(12-10-15-7-5-4-6-8-15)20(21(23)24)18(22)13-19(16)25-3/h4-10,12-13,22H,11H2,1-3H3,(H,23,24)/f/h23H

InChI_3D 1S/C21H22O4/c1-14(2)9-11-16-17(12-10-15-7-5-4-6-8-15)20(21(23)24)18(22)13-19(16)25-3/h4-10,12-13,22H,11H2,1-3H3,(H,23,24)/b12-10+

AuxInfo 1/1/N:18,19,20,1,2,3,4,5,15,13,21,14,6,17,7,10,8,11,12,9,16,23,22,24,25/E:(1,2)(5,6)(7,8)(23,24)/F:18,19,20,1,2,3,4,5,15,13,21,14,6,17,7,10,8,11,12,9,16,23,24,22,25/E:(1,2)(5,6)(7,8)/rA:47nCCCCCCCCCCCCCCCCCCCCCOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;;d4s5;;d8;s8;d6s9;s6d10;s7;s8w13;;s9;d15;s17;s17;;s10s15;d16;s11;s16;s12s20;s1;s2;s3;s4;s5;s6;s13;s14;s15;s18;s18;s18;s19;s19;s19;s20;s20;s20;s21;s21;s23;s24;/rC:;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;-.8659,6.5156,0;0,2.0104,0;-.866,4.5104,0;-1.7314,5.0117,0;.0038,5.0143,0;-1.7357,6.0117,0;.0082,6.0194,0;0,3.0104,0;-.866,3.5104,0;2.3833,3.6357,0;-2.5967,4.5104,0;3.2501,4.1344,0;4.1153,3.6331,0;3.2516,5.1344,0;1.5211,7.8966,0;1.518,4.137,0;-2.5952,3.5104,0;-2.6032,6.5092,0;-3.4634,5.0092,0;1.5225,6.8966,0;0,-.5,0;-1.3001,.2469,0;1.3001,.2469,0;-1.3012,1.7514,0;1.3012,1.7514,0;-.8681,7.0156,0;.433,3.2604,0;-1.299,3.2604,0;2.3825,3.1357,0;3.8647,3.2005,0;4.366,4.0657,0;4.548,3.3825,0;3.7516,5.1336,0;2.7516,5.1351,0;3.2523,5.6344,0;1.0211,7.8959,0;2.0211,7.8973,0;1.5203,8.3966,0;1.2674,3.7044,0;1.7687,4.5696,0;-2.6046,7.0092,0;-3.8961,4.7585,0;

Duplicates ChEBI28152;ChEBI174550

mol2_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000028000-0000028249/ChEBI28152.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000028000-0000028249/ChEBI28152.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000028000-0000028249/ChEBI28152.sdf

Formula	C₂₁H₂₂O₄
MW	338.4
InChIKey	DFMCTODOEICLEB-MPIMZMORNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	47
Number_Heavy_Atoms	25
Number_Rings	2
Number_Bonds	48
Rotat_Bonds	8
Unbranched_Chain	2
Chiral_Centers	0
ONatoms	4
HB_Donor	2
HB_Acceptor	3
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	1
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	4
Lipinski_Violations	0
XLogP3	0
XLogP	4.06
logP	4.7781
PSA	66.76
MR	101.006
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-121.42062
PM7_Total_Energy_ev	-4057.00795
PM7_Electronic_Energy_ev	-32047.62824
PM7_Dipole_Debye	1.95259
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.113
PM7_LUMO_Energy_ev	-0.481
PM7_COSMO_Area_square_ang	353.86
PM7_COSMO_Volue_cubic_ang	423.27
PM7_Electron_Affinity_ev	0.481
PM7_Ionization_Energy_ev	9.113
PM7_Energy_Gap_ev	8.632
PM7_Global_Hardness_ev	4.316
PM7_Global_Softness_ev	0.23169601482854496
PM7_Chemical_Potential_ev	-4.797
PM7_Electronigativity_ev	4.797
PM7_Back_Donation_Energy_ev	-1.079
PM7_Electrophilicity_ev	2.6658027108433733
OPENEYE_Name	6-hydroxy-4-methoxy-3-(3-methylbut-2-enyl)-2-[(~{E})-styryl]benzoic acid
SMILES	c1ccc(cc1)C=Cc2c(c(cc(c2CC=C(C)C)OC)O)C(=O)O
Canonical_SMILES	COc1cc(O)c(c(c1CC=C(C)C)/C=C/c1ccccc1)C(=O)O
InChI	1/C21H22O4/c1-14(2)9-11-16-17(12-10-15-7-5-4-6-8-15)20(21(23)24)18(22)13-19(16)25-3/h4-10,12-13,22H,11H2,1-3H3,(H,23,24)/f/h23H
InChI_3D	1S/C21H22O4/c1-14(2)9-11-16-17(12-10-15-7-5-4-6-8-15)20(21(23)24)18(22)13-19(16)25-3/h4-10,12-13,22H,11H2,1-3H3,(H,23,24)/b12-10+
AuxInfo	1/1/N:18,19,20,1,2,3,4,5,15,13,21,14,6,17,7,10,8,11,12,9,16,23,22,24,25/E:(1,2)(5,6)(7,8)(23,24)/F:18,19,20,1,2,3,4,5,15,13,21,14,6,17,7,10,8,11,12,9,16,23,24,22,25/E:(1,2)(5,6)(7,8)/rA:47nCCCCCCCCCCCCCCCCCCCCCOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;;d4s5;;d8;s8;d6s9;s6d10;s7;s8w13;;s9;d15;s17;s17;;s10s15;d16;s11;s16;s12s20;s1;s2;s3;s4;s5;s6;s13;s14;s15;s18;s18;s18;s19;s19;s19;s20;s20;s20;s21;s21;s23;s24;/rC:;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;-.8659,6.5156,0;0,2.0104,0;-.866,4.5104,0;-1.7314,5.0117,0;.0038,5.0143,0;-1.7357,6.0117,0;.0082,6.0194,0;0,3.0104,0;-.866,3.5104,0;2.3833,3.6357,0;-2.5967,4.5104,0;3.2501,4.1344,0;4.1153,3.6331,0;3.2516,5.1344,0;1.5211,7.8966,0;1.518,4.137,0;-2.5952,3.5104,0;-2.6032,6.5092,0;-3.4634,5.0092,0;1.5225,6.8966,0;0,-.5,0;-1.3001,.2469,0;1.3001,.2469,0;-1.3012,1.7514,0;1.3012,1.7514,0;-.8681,7.0156,0;.433,3.2604,0;-1.299,3.2604,0;2.3825,3.1357,0;3.8647,3.2005,0;4.366,4.0657,0;4.548,3.3825,0;3.7516,5.1336,0;2.7516,5.1351,0;3.2523,5.6344,0;1.0211,7.8959,0;2.0211,7.8973,0;1.5203,8.3966,0;1.2674,3.7044,0;1.7687,4.5696,0;-2.6046,7.0092,0;-3.8961,4.7585,0;
Duplicates	ChEBI28152;ChEBI174550
mol2_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000028000-0000028249/ChEBI28152.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000028000-0000028249/ChEBI28152.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000028000-0000028249/ChEBI28152.sdf