CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI49191 (14188)

Formula C₂₀H₂₆O₃

MW 314.42

InChIKey MPHXYQVSOFGNEN-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 49

Number_Heavy_Atoms 23

Number_Rings 4

Number_Bonds 52

Rotat_Bonds 1

Unbranched_Chain 2

Chiral_Centers 6

ONatoms 3

HB_Donor 0

HB_Acceptor 2

OpenEye_HB_Donors 0

OpenEye_HB_Acceptors 2

Lipinski_HB_Donors 0

Lipinski_HB_Acceptors 3

Lipinski_Violations 0

XLogP3 0

XLogP 3.07

logP 3.8359

PSA 43.37

MR 89.555

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -110.59798

PM7_Total_Energy_ev -3693.38994

PM7_Electronic_Energy_ev -31686.09075

PM7_Dipole_Debye 7.30984

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.914

PM7_LUMO_Energy_ev 0.395

PM7_COSMO_Area_square_ang 313.72

PM7_COSMO_Volue_cubic_ang 397.53

PM7_Electron_Affinity_ev -0.395

PM7_Ionization_Energy_ev 9.914

PM7_Energy_Gap_ev 10.309

PM7_Global_Hardness_ev 5.1545

PM7_Global_Softness_ev 0.1940052381414298

PM7_Chemical_Potential_ev -4.7595

PM7_Electronigativity_ev 4.7595

PM7_Back_Donation_Energy_ev -1.288625

PM7_Electrophilicity_ev 2.197384833640508

OPENEYE_Name (1~{R},2~{R},5~{R},9~{R},12~{R},16~{R})-1,5,12-trimethyl-5-vinyl-10-oxatetracyclo[7.6.1.0^{2,7}.0^{12,16}]hexadec-7-ene-11,13-dione

SMILES C1=C2CC(CCC2C3(CCC(=O)C4(C3C1OC4=O)C)C)(C=C)C

Canonical_SMILES C=C[C@]1(C)CC[C@@H]2C(=C[C@@H]3[C@@H]4[C@]2(C)CCC(=O)[C@@]4(C(=O)O3)C)C1

InChI 1/C20H26O3/c1-5-18(2)8-6-13-12(11-18)10-14-16-19(13,3)9-7-15(21)20(16,4)17(22)23-14/h5,10,13-14,16H,1,6-9,11H2,2-4H3

InChI_3D 1S/C20H26O3/c1-5-18(2)8-6-13-12(11-18)10-14-16-19(13,3)9-7-15(21)20(16,4)17(22)23-14/h5,10,13-14,16H,1,6-9,11H2,2-4H3/t13-,14-,16-,18-,19-,20+/m1/s1

AuxInfo 1/0/N:5,19,20,18,6,10,8,11,9,1,7,2,13,12,3,14,4,16,17,15,21,22,23/rA:49cCCCCCCCCCCCCCCCCCCCCOOOHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;;d5;s2;s3;s8;;s10;s1;s2s10;s12;s3s4s14;s6s7s11;s9s13s14;s15;s16;s17;d3;d4;s4s12;s1;s5;s5;s6;s7;s7;s8;s8;s9;s9;s10;s10;s11;s11;s12;s13;s14;s18;s18;s18;s19;s19;s19;s20;s20;s20;/rC:2.66,-.5097,0;1.7746,0,0;4.4538,2.5485,0;5.3118,1.0353,0;-1.5798,-1.8212,0;-.5953,-1.6456,0;.8866,-.5084,0;3.5704,3.0733,0;2.6713,2.5714,0;.8866,1.5462,0;0,1.0273,0;3.5546,-.0001,0;1.7733,1.0273,0;3.5469,1.022,0;4.4381,1.5218,0;;2.6635,1.5469,0;4.4408,-.2282,0;-.985,.1727,0;3.5345,2.0382,0;5.3267,3.0364,0;6.172,1.5452,0;5.3194,.0131,0;2.6589,-1.0097,0;-1.7499,-2.2914,0;-1.9019,-1.4388,0;-.2732,-2.028,0;1.2074,-.8919,0;.5655,-.8917,0;3.2543,3.4607,0;3.8968,3.4521,0;2.1781,2.4895,0;2.506,3.0433,0;.5644,1.9286,0;1.2087,1.9286,0;-.4922,.9395,0;-.1729,1.4965,0;3.6844,-.483,0;1.3397,.7783,0;3.1133,.7731,0;4.9408,-.2274,0;3.9408,-.229,0;4.4415,-.7282,0;-.8986,.6652,0;-1.4775,.259,0;-1.0713,-.3198,0;3.7801,1.6026,0;3.2889,2.4737,0;3.97,2.2838,0;

Duplicates ChEBI49191

mol2_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000049000-0000049249/ChEBI49191.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000049000-0000049249/ChEBI49191.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000049000-0000049249/ChEBI49191.sdf

Formula	C₂₀H₂₆O₃
MW	314.42
InChIKey	MPHXYQVSOFGNEN-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	49
Number_Heavy_Atoms	23
Number_Rings	4
Number_Bonds	52
Rotat_Bonds	1
Unbranched_Chain	2
Chiral_Centers	6
ONatoms	3
HB_Donor	0
HB_Acceptor	2
OpenEye_HB_Donors	0
OpenEye_HB_Acceptors	2
Lipinski_HB_Donors	0
Lipinski_HB_Acceptors	3
Lipinski_Violations	0
XLogP3	0
XLogP	3.07
logP	3.8359
PSA	43.37
MR	89.555
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-110.59798
PM7_Total_Energy_ev	-3693.38994
PM7_Electronic_Energy_ev	-31686.09075
PM7_Dipole_Debye	7.30984
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.914
PM7_LUMO_Energy_ev	0.395
PM7_COSMO_Area_square_ang	313.72
PM7_COSMO_Volue_cubic_ang	397.53
PM7_Electron_Affinity_ev	-0.395
PM7_Ionization_Energy_ev	9.914
PM7_Energy_Gap_ev	10.309
PM7_Global_Hardness_ev	5.1545
PM7_Global_Softness_ev	0.1940052381414298
PM7_Chemical_Potential_ev	-4.7595
PM7_Electronigativity_ev	4.7595
PM7_Back_Donation_Energy_ev	-1.288625
PM7_Electrophilicity_ev	2.197384833640508
OPENEYE_Name	(1~{R},2~{R},5~{R},9~{R},12~{R},16~{R})-1,5,12-trimethyl-5-vinyl-10-oxatetracyclo[7.6.1.0^{2,7}.0^{12,16}]hexadec-7-ene-11,13-dione
SMILES	C1=C2CC(CCC2C3(CCC(=O)C4(C3C1OC4=O)C)C)(C=C)C
Canonical_SMILES	C=C[C@]1(C)CC[C@@H]2C(=C[C@@H]3[C@@H]4[C@]2(C)CCC(=O)[C@@]4(C(=O)O3)C)C1
InChI	1/C20H26O3/c1-5-18(2)8-6-13-12(11-18)10-14-16-19(13,3)9-7-15(21)20(16,4)17(22)23-14/h5,10,13-14,16H,1,6-9,11H2,2-4H3
InChI_3D	1S/C20H26O3/c1-5-18(2)8-6-13-12(11-18)10-14-16-19(13,3)9-7-15(21)20(16,4)17(22)23-14/h5,10,13-14,16H,1,6-9,11H2,2-4H3/t13-,14-,16-,18-,19-,20+/m1/s1
AuxInfo	1/0/N:5,19,20,18,6,10,8,11,9,1,7,2,13,12,3,14,4,16,17,15,21,22,23/rA:49cCCCCCCCCCCCCCCCCCCCCOOOHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;;d5;s2;s3;s8;;s10;s1;s2s10;s12;s3s4s14;s6s7s11;s9s13s14;s15;s16;s17;d3;d4;s4s12;s1;s5;s5;s6;s7;s7;s8;s8;s9;s9;s10;s10;s11;s11;s12;s13;s14;s18;s18;s18;s19;s19;s19;s20;s20;s20;/rC:2.66,-.5097,0;1.7746,0,0;4.4538,2.5485,0;5.3118,1.0353,0;-1.5798,-1.8212,0;-.5953,-1.6456,0;.8866,-.5084,0;3.5704,3.0733,0;2.6713,2.5714,0;.8866,1.5462,0;0,1.0273,0;3.5546,-.0001,0;1.7733,1.0273,0;3.5469,1.022,0;4.4381,1.5218,0;;2.6635,1.5469,0;4.4408,-.2282,0;-.985,.1727,0;3.5345,2.0382,0;5.3267,3.0364,0;6.172,1.5452,0;5.3194,.0131,0;2.6589,-1.0097,0;-1.7499,-2.2914,0;-1.9019,-1.4388,0;-.2732,-2.028,0;1.2074,-.8919,0;.5655,-.8917,0;3.2543,3.4607,0;3.8968,3.4521,0;2.1781,2.4895,0;2.506,3.0433,0;.5644,1.9286,0;1.2087,1.9286,0;-.4922,.9395,0;-.1729,1.4965,0;3.6844,-.483,0;1.3397,.7783,0;3.1133,.7731,0;4.9408,-.2274,0;3.9408,-.229,0;4.4415,-.7282,0;-.8986,.6652,0;-1.4775,.259,0;-1.0713,-.3198,0;3.7801,1.6026,0;3.2889,2.4737,0;3.97,2.2838,0;
Duplicates	ChEBI49191
mol2_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000049000-0000049249/ChEBI49191.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000049000-0000049249/ChEBI49191.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000049000-0000049249/ChEBI49191.sdf