CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI186453 (100981)

Formula C₂₅H₂₈O₃

MW 376.49

InChIKey ITNWMWFHXYZVLD-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 56

Number_Heavy_Atoms 28

Number_Rings 2

Number_Bonds 57

Rotat_Bonds 9

Unbranched_Chain 2

Chiral_Centers 0

ONatoms 3

HB_Donor 2

HB_Acceptor 3

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 1

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 3

Lipinski_Violations 1

XLogP3 0

XLogP 5.05

logP 6.0113

PSA 57.53

MR 117.735

ABS 0.55

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -75.70007

PM7_Total_Energy_ev -4334.03522

PM7_Electronic_Energy_ev -36187.60946

PM7_Dipole_Debye 4.00474

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.082

PM7_LUMO_Energy_ev -0.573

PM7_COSMO_Area_square_ang 436.85

PM7_COSMO_Volue_cubic_ang 492.46

PM7_Electron_Affinity_ev 0.573

PM7_Ionization_Energy_ev 9.082

PM7_Energy_Gap_ev 8.509

PM7_Global_Hardness_ev 4.2545

PM7_Global_Softness_ev 0.2350452462098954

PM7_Chemical_Potential_ev -4.8275

PM7_Electronigativity_ev 4.8275

PM7_Back_Donation_Energy_ev -1.063625

PM7_Electrophilicity_ev 2.738836085321424

OPENEYE_Name (~{E})-1-[2,4-dihydroxy-3,5-bis(3-methylbut-2-enyl)phenyl]-3-phenyl-prop-2-en-1-one

SMILES c1ccc(cc1)C=CC(=O)c2cc(c(c(c2O)CC=C(C)C)O)CC=C(C)C

Canonical_SMILES CC(=CCc1cc(C(=O)/C=C/c2ccccc2)c(c(c1O)CC=C(C)C)O)C

InChI 1/C25H28O3/c1-17(2)10-13-20-16-22(23(26)15-12-19-8-6-5-7-9-19)25(28)21(24(20)27)14-11-18(3)4/h5-12,15-16,27-28H,13-14H2,1-4H3

InChI_3D 1S/C25H28O3/c1-17(2)10-13-20-16-22(23(26)15-12-19-8-6-5-7-9-19)25(28)21(24(20)27)14-11-18(3)4/h5-12,15-16,27-28H,13-14H2,1-4H3/b15-12+

AuxInfo 1/0/N:20,21,22,23,1,2,3,4,5,15,16,13,24,25,14,6,18,19,7,9,10,8,17,12,11,26,28,27/E:(1,2)(3,4)(6,7)(8,9)/rA:56nCCCCCCCCCCCCCCCCCCCCCCCCCOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;;d4s5;d6;s6;;s8d10;d9s10;s7;w13;;;s8s14;d15;d16;s18;s18;s19;s19;s9s15;s10s16;d17;s11;s12;s1;s2;s3;s4;s5;s6;s13;s14;s15;s16;s20;s20;s20;s21;s21;s21;s22;s22;s22;s23;s23;s23;s24;s24;s25;s25;s27;s28;/rC:;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;-2.5966,4.5079,0;0,2.0104,0;-1.7321,5.0104,0;-3.4672,5.0105,0;-2.5997,6.513,0;-1.7291,6.0104,0;-3.4731,6.0156,0;0,3.0104,0;-.866,3.5104,0;-5.1963,4.0054,0;-2.5938,8.513,0;-.866,4.5104,0;-6.0638,4.5028,0;-1.7263,9.0105,0;-6.9283,4.0003,0;-6.0667,5.5028,0;-1.7233,10.0105,0;-.8617,8.5079,0;-4.3317,4.5079,0;-2.5967,7.513,0;0,5.0104,0;-.8624,6.5092,0;-4.3391,6.5156,0;0,-.5,0;-1.3001,.2469,0;1.3001,.2469,0;-1.3012,1.7514,0;1.3012,1.7514,0;-2.5959,4.0079,0;.433,3.2604,0;-1.299,3.2604,0;-5.1948,3.5054,0;-3.0261,8.7643,0;-6.677,3.568,0;-7.1796,4.4325,0;-7.3606,3.749,0;-6.5667,5.5013,0;-5.5667,5.5043,0;-6.0682,6.0028,0;-2.2233,10.0119,0;-1.2233,10.009,0;-1.7219,10.5105,0;-.6105,8.9402,0;-1.113,8.0756,0;-.4295,8.2566,0;-4.0804,4.0756,0;-4.583,4.9402,0;-3.0967,7.5145,0;-2.0967,7.5115,0;-.8617,7.0092,0;-4.7721,6.2656,0;

Duplicates ChEBI186453

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000186250-0000186499/ChEBI186453.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000186250-0000186499/ChEBI186453.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000186250-0000186499/ChEBI186453.sdf

Formula	C₂₅H₂₈O₃
MW	376.49
InChIKey	ITNWMWFHXYZVLD-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	56
Number_Heavy_Atoms	28
Number_Rings	2
Number_Bonds	57
Rotat_Bonds	9
Unbranched_Chain	2
Chiral_Centers	0
ONatoms	3
HB_Donor	2
HB_Acceptor	3
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	1
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	3
Lipinski_Violations	1
XLogP3	0
XLogP	5.05
logP	6.0113
PSA	57.53
MR	117.735
ABS	0.55
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-75.70007
PM7_Total_Energy_ev	-4334.03522
PM7_Electronic_Energy_ev	-36187.60946
PM7_Dipole_Debye	4.00474
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.082
PM7_LUMO_Energy_ev	-0.573
PM7_COSMO_Area_square_ang	436.85
PM7_COSMO_Volue_cubic_ang	492.46
PM7_Electron_Affinity_ev	0.573
PM7_Ionization_Energy_ev	9.082
PM7_Energy_Gap_ev	8.509
PM7_Global_Hardness_ev	4.2545
PM7_Global_Softness_ev	0.2350452462098954
PM7_Chemical_Potential_ev	-4.8275
PM7_Electronigativity_ev	4.8275
PM7_Back_Donation_Energy_ev	-1.063625
PM7_Electrophilicity_ev	2.738836085321424
OPENEYE_Name	(~{E})-1-[2,4-dihydroxy-3,5-bis(3-methylbut-2-enyl)phenyl]-3-phenyl-prop-2-en-1-one
SMILES	c1ccc(cc1)C=CC(=O)c2cc(c(c(c2O)CC=C(C)C)O)CC=C(C)C
Canonical_SMILES	CC(=CCc1cc(C(=O)/C=C/c2ccccc2)c(c(c1O)CC=C(C)C)O)C
InChI	1/C25H28O3/c1-17(2)10-13-20-16-22(23(26)15-12-19-8-6-5-7-9-19)25(28)21(24(20)27)14-11-18(3)4/h5-12,15-16,27-28H,13-14H2,1-4H3
InChI_3D	1S/C25H28O3/c1-17(2)10-13-20-16-22(23(26)15-12-19-8-6-5-7-9-19)25(28)21(24(20)27)14-11-18(3)4/h5-12,15-16,27-28H,13-14H2,1-4H3/b15-12+
AuxInfo	1/0/N:20,21,22,23,1,2,3,4,5,15,16,13,24,25,14,6,18,19,7,9,10,8,17,12,11,26,28,27/E:(1,2)(3,4)(6,7)(8,9)/rA:56nCCCCCCCCCCCCCCCCCCCCCCCCCOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;;d4s5;d6;s6;;s8d10;d9s10;s7;w13;;;s8s14;d15;d16;s18;s18;s19;s19;s9s15;s10s16;d17;s11;s12;s1;s2;s3;s4;s5;s6;s13;s14;s15;s16;s20;s20;s20;s21;s21;s21;s22;s22;s22;s23;s23;s23;s24;s24;s25;s25;s27;s28;/rC:;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;-2.5966,4.5079,0;0,2.0104,0;-1.7321,5.0104,0;-3.4672,5.0105,0;-2.5997,6.513,0;-1.7291,6.0104,0;-3.4731,6.0156,0;0,3.0104,0;-.866,3.5104,0;-5.1963,4.0054,0;-2.5938,8.513,0;-.866,4.5104,0;-6.0638,4.5028,0;-1.7263,9.0105,0;-6.9283,4.0003,0;-6.0667,5.5028,0;-1.7233,10.0105,0;-.8617,8.5079,0;-4.3317,4.5079,0;-2.5967,7.513,0;0,5.0104,0;-.8624,6.5092,0;-4.3391,6.5156,0;0,-.5,0;-1.3001,.2469,0;1.3001,.2469,0;-1.3012,1.7514,0;1.3012,1.7514,0;-2.5959,4.0079,0;.433,3.2604,0;-1.299,3.2604,0;-5.1948,3.5054,0;-3.0261,8.7643,0;-6.677,3.568,0;-7.1796,4.4325,0;-7.3606,3.749,0;-6.5667,5.5013,0;-5.5667,5.5043,0;-6.0682,6.0028,0;-2.2233,10.0119,0;-1.2233,10.009,0;-1.7219,10.5105,0;-.6105,8.9402,0;-1.113,8.0756,0;-.4295,8.2566,0;-4.0804,4.0756,0;-4.583,4.9402,0;-3.0967,7.5145,0;-2.0967,7.5115,0;-.8617,7.0092,0;-4.7721,6.2656,0;
Duplicates	ChEBI186453
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000186250-0000186499/ChEBI186453.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000186250-0000186499/ChEBI186453.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000186250-0000186499/ChEBI186453.sdf