CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI178217 (94354)

Formula C₂₀H₂₂O₄

MW 326.39

InChIKey LDQGHYBYTNQNFR-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 46

Number_Heavy_Atoms 24

Number_Rings 3

Number_Bonds 48

Rotat_Bonds 5

Unbranched_Chain 2

Chiral_Centers 3

ONatoms 4

HB_Donor 2

HB_Acceptor 4

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 4

Lipinski_Violations 0

XLogP3 0

XLogP 1.42

logP 3.0514

PSA 74.6

MR 92.0858

ABS 0.55

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -123.72783

PM7_Total_Energy_ev -3934.13536

PM7_Electronic_Energy_ev -31849.46204

PM7_Dipole_Debye 1.95058

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.22

PM7_LUMO_Energy_ev -0.617

PM7_COSMO_Area_square_ang 329.64

PM7_COSMO_Volue_cubic_ang 398.28

PM7_Electron_Affinity_ev 0.617

PM7_Ionization_Energy_ev 9.22

PM7_Energy_Gap_ev 8.603

PM7_Global_Hardness_ev 4.3015

PM7_Global_Softness_ev 0.2324770428920144

PM7_Chemical_Potential_ev -4.9185

PM7_Electronigativity_ev 4.9185

PM7_Back_Donation_Energy_ev -1.075375

PM7_Electrophilicity_ev 2.812000726490759

OPENEYE_Name (1~{S},5~{S},8~{S})-5-hydroxy-8-(4-hydroxyphenyl)-1-(3-methylbut-2-enyl)bicyclo[3.3.1]non-3-ene-2,9-dione

SMILES c1cc(ccc1C2CCC3(C=CC(=O)C2(C3=O)CC=C(C)C)O)O

Canonical_SMILES CC(=CC[C@@]12C(=O)C=C[C@](C2=O)(CC[C@H]1c1ccc(cc1)O)O)C

InChI 1/C20H22O4/c1-13(2)7-12-20-16(14-3-5-15(21)6-4-14)8-10-19(24,18(20)23)11-9-17(20)22/h3-7,9,11,16,21,24H,8,10,12H2,1-2H3

InChI_3D 1S/C20H22O4/c1-13(2)7-12-20-16(14-3-5-15(21)6-4-14)8-10-19(24,18(20)23)11-9-17(20)22/h3-7,9,11,16,21,24H,8,10,12H2,1-2H3/t16-,19-,20-/m0/s1

AuxInfo 1/0/N:18,19,1,2,3,4,11,13,7,14,8,20,12,5,6,15,9,10,16,17,23,21,22,24/E:(1,2)(3,4)(5,6)/rA:46cCCCCCCCCCCCCCCCCCCCCOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;s1d2;s3d4;;d7;s7;;;d11;;s13;s5s13;s8s10s14;s9s10s15;s12;s12;s11s17;d9;d10;s6;s16;s1;s2;s3;s4;s7;s8;s11;s13;s13;s14;s14;s15;s18;s18;s18;s19;s19;s19;s20;s20;s23;s24;/rC:-4.601,-.4537,0;-4.339,-2.1688,0;-5.5947,-.6055,0;-5.3327,-2.3206,0;-3.9782,-1.2361,0;-5.9656,-1.5398,0;;-.4065,.9296,0;-.3714,-.9285,0;-.9657,-.0215,0;-1.2513,-3.339,0;-.3736,-3.8183,0;-2.6548,-.0422,0;-2.2848,.9024,0;-2.2483,-.9718,0;-1.3533,1.3042,0;-1.2989,-1.3396,0;.4803,-3.2978,0;-.3498,-4.818,0;-1.2751,-2.3393,0;.3486,-1.6225,0;.0341,-.0031,0;-6.9541,-1.6908,0;-1.3685,2.3041,0;-4.4186,.0118,0;-4.0259,-2.5586,0;-5.9061,-.2143,0;-5.513,-2.787,0;.4999,.0079,0;-.0593,1.2894,0;-1.6782,-3.5993,0;-3.0455,-.3542,0;-3.0573,.2544,0;-2.7816,.9589,0;-2.3581,1.397,0;-2.3027,-1.4688,0;.22,-2.8709,0;.7405,-3.7247,0;.9072,-3.0376,0;.1501,-4.8061,0;-.8497,-4.8299,0;-.3379,-5.3179,0;-1.775,-2.3512,0;-.7752,-2.3274,0;-7.2666,-1.3005,0;-1.8053,2.5475,0;

Duplicates ChEBI178217

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000178000-0000178249/ChEBI178217.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000178000-0000178249/ChEBI178217.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000178000-0000178249/ChEBI178217.sdf

Formula	C₂₀H₂₂O₄
MW	326.39
InChIKey	LDQGHYBYTNQNFR-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	46
Number_Heavy_Atoms	24
Number_Rings	3
Number_Bonds	48
Rotat_Bonds	5
Unbranched_Chain	2
Chiral_Centers	3
ONatoms	4
HB_Donor	2
HB_Acceptor	4
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	4
Lipinski_Violations	0
XLogP3	0
XLogP	1.42
logP	3.0514
PSA	74.6
MR	92.0858
ABS	0.55
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-123.72783
PM7_Total_Energy_ev	-3934.13536
PM7_Electronic_Energy_ev	-31849.46204
PM7_Dipole_Debye	1.95058
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.22
PM7_LUMO_Energy_ev	-0.617
PM7_COSMO_Area_square_ang	329.64
PM7_COSMO_Volue_cubic_ang	398.28
PM7_Electron_Affinity_ev	0.617
PM7_Ionization_Energy_ev	9.22
PM7_Energy_Gap_ev	8.603
PM7_Global_Hardness_ev	4.3015
PM7_Global_Softness_ev	0.2324770428920144
PM7_Chemical_Potential_ev	-4.9185
PM7_Electronigativity_ev	4.9185
PM7_Back_Donation_Energy_ev	-1.075375
PM7_Electrophilicity_ev	2.812000726490759
OPENEYE_Name	(1~{S},5~{S},8~{S})-5-hydroxy-8-(4-hydroxyphenyl)-1-(3-methylbut-2-enyl)bicyclo[3.3.1]non-3-ene-2,9-dione
SMILES	c1cc(ccc1C2CCC3(C=CC(=O)C2(C3=O)CC=C(C)C)O)O
Canonical_SMILES	CC(=CC[C@@]12C(=O)C=C[C@](C2=O)(CC[C@H]1c1ccc(cc1)O)O)C
InChI	1/C20H22O4/c1-13(2)7-12-20-16(14-3-5-15(21)6-4-14)8-10-19(24,18(20)23)11-9-17(20)22/h3-7,9,11,16,21,24H,8,10,12H2,1-2H3
InChI_3D	1S/C20H22O4/c1-13(2)7-12-20-16(14-3-5-15(21)6-4-14)8-10-19(24,18(20)23)11-9-17(20)22/h3-7,9,11,16,21,24H,8,10,12H2,1-2H3/t16-,19-,20-/m0/s1
AuxInfo	1/0/N:18,19,1,2,3,4,11,13,7,14,8,20,12,5,6,15,9,10,16,17,23,21,22,24/E:(1,2)(3,4)(5,6)/rA:46cCCCCCCCCCCCCCCCCCCCCOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;s1d2;s3d4;;d7;s7;;;d11;;s13;s5s13;s8s10s14;s9s10s15;s12;s12;s11s17;d9;d10;s6;s16;s1;s2;s3;s4;s7;s8;s11;s13;s13;s14;s14;s15;s18;s18;s18;s19;s19;s19;s20;s20;s23;s24;/rC:-4.601,-.4537,0;-4.339,-2.1688,0;-5.5947,-.6055,0;-5.3327,-2.3206,0;-3.9782,-1.2361,0;-5.9656,-1.5398,0;;-.4065,.9296,0;-.3714,-.9285,0;-.9657,-.0215,0;-1.2513,-3.339,0;-.3736,-3.8183,0;-2.6548,-.0422,0;-2.2848,.9024,0;-2.2483,-.9718,0;-1.3533,1.3042,0;-1.2989,-1.3396,0;.4803,-3.2978,0;-.3498,-4.818,0;-1.2751,-2.3393,0;.3486,-1.6225,0;.0341,-.0031,0;-6.9541,-1.6908,0;-1.3685,2.3041,0;-4.4186,.0118,0;-4.0259,-2.5586,0;-5.9061,-.2143,0;-5.513,-2.787,0;.4999,.0079,0;-.0593,1.2894,0;-1.6782,-3.5993,0;-3.0455,-.3542,0;-3.0573,.2544,0;-2.7816,.9589,0;-2.3581,1.397,0;-2.3027,-1.4688,0;.22,-2.8709,0;.7405,-3.7247,0;.9072,-3.0376,0;.1501,-4.8061,0;-.8497,-4.8299,0;-.3379,-5.3179,0;-1.775,-2.3512,0;-.7752,-2.3274,0;-7.2666,-1.3005,0;-1.8053,2.5475,0;
Duplicates	ChEBI178217
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000178000-0000178249/ChEBI178217.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000178000-0000178249/ChEBI178217.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000178000-0000178249/ChEBI178217.sdf