CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI20805 (7277)

Formula C₁₅H₂₀O₅

MW 280.32

InChIKey AVFORCKFTWHFAR-GPQMBLKYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 40

Number_Heavy_Atoms 20

Number_Rings 1

Number_Bonds 40

Rotat_Bonds 7

Unbranched_Chain 2

Chiral_Centers 2

ONatoms 5

HB_Donor 3

HB_Acceptor 5

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 5

Lipinski_Violations 0

XLogP3 0

XLogP 0.08

logP 1.2223

PSA 94.83

MR 74.7564

ABS 0.55

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -196.5427

PM7_Total_Energy_ev -3588.79526

PM7_Electronic_Energy_ev -25186.82393

PM7_Dipole_Debye 3.1679

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.983

PM7_LUMO_Energy_ev -1.13

PM7_COSMO_Area_square_ang 298.43

PM7_COSMO_Volue_cubic_ang 348.47

PM7_Electron_Affinity_ev 1.13

PM7_Ionization_Energy_ev 9.983

PM7_Energy_Gap_ev 8.853

PM7_Global_Hardness_ev 4.4265

PM7_Global_Softness_ev 0.22591212018524795

PM7_Chemical_Potential_ev -5.5565

PM7_Electronigativity_ev 5.5565

PM7_Back_Donation_Energy_ev -1.106625

PM7_Electrophilicity_ev 3.4874835931322714

OPENEYE_Name (2~{Z},4~{E})-5-[(1~{R},6~{R})-1-hydroxy-6-(hydroxymethyl)-2,6-dimethyl-4-oxo-cyclohex-2-en-1-yl]-3-methyl-penta-2,4-dienoic acid

SMILES C1=C(C(C(CC1=O)(C)CO)(C=CC(=CC(=O)O)C)O)C

Canonical_SMILES OC[C@@]1(C)CC(=O)C=C([C@]1(O)/C=C/C(=CC(=O)O)/C)C

InChI 1/C15H20O5/c1-10(6-13(18)19)4-5-15(20)11(2)7-12(17)8-14(15,3)9-16/h4-7,16,20H,8-9H2,1-3H3,(H,18,19)/f/h18H

InChI_3D 1S/C15H20O5/c1-10(6-13(18)19)4-5-15(20)11(2)7-12(17)8-14(15,3)9-16/h4-7,16,20H,8-9H2,1-3H3,(H,18,19)/b5-4+,10-6-/t14-,15-/m1/s1

AuxInfo 1/1/N:13,12,14,4,6,5,1,9,15,7,2,3,8,11,10,20,16,17,18,19/E:(18,19)/F:13,12,14,4,6,5,1,9,15,7,2,3,8,11,10,20,16,18,17,19/rA:40cCCCCCCCCCCCCCCCOOOOOHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;;w4;s4w5;s5;s3;s2s6;s9s10;s2;s7;s11;s11;d3;d8;s8;s10;s15;s1;s4;s5;s6;s9;s9;s12;s12;s12;s13;s13;s13;s14;s14;s14;s15;s15;s18;s19;s20;/rC:;-.8675,.4975,0;.8675,.4975,0;-3.2346,1.9602,0;-4.8634,2.5494,0;-2.5903,1.1954,0;-4.2191,1.7846,0;-4.5232,3.4898,0;.8675,1.5027,0;-.8675,1.5027,0;0,2.0104,0;-1.7328,-.0038,0;-4.5592,.8443,0;-.6443,2.7752,0;1.1275,3.3488,0;1.7328,-.0038,0;-3.5387,3.6653,0;-5.1675,4.2545,0;-1.4725,3.1448,0;1.7718,4.1135,0;0,-.5,0;-3.0645,2.4304,0;-5.3556,2.4616,0;-2.7604,.7252,0;1.0404,1.9719,0;1.3597,1.4149,0;-1.9834,.4289,0;-1.4822,-.4364,0;-2.1654,-.2544,0;-4.0891,.6742,0;-5.0294,1.0143,0;-4.7293,.3741,0;-.2619,3.0973,0;-1.0267,2.453,0;-.9664,3.1576,0;.7451,3.6709,0;1.5099,3.0266,0;-4.9974,4.7247,0;-1.9652,3.2297,0;1.6017,4.5837,0;

Duplicates ChEBI20805;ChEBI85162;ChEBI143236_s0

mol2_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000020750-0000020999/ChEBI20805.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000020750-0000020999/ChEBI20805.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000020750-0000020999/ChEBI20805.sdf

Formula	C₁₅H₂₀O₅
MW	280.32
InChIKey	AVFORCKFTWHFAR-GPQMBLKYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	40
Number_Heavy_Atoms	20
Number_Rings	1
Number_Bonds	40
Rotat_Bonds	7
Unbranched_Chain	2
Chiral_Centers	2
ONatoms	5
HB_Donor	3
HB_Acceptor	5
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	5
Lipinski_Violations	0
XLogP3	0
XLogP	0.08
logP	1.2223
PSA	94.83
MR	74.7564
ABS	0.55
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-196.5427
PM7_Total_Energy_ev	-3588.79526
PM7_Electronic_Energy_ev	-25186.82393
PM7_Dipole_Debye	3.1679
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.983
PM7_LUMO_Energy_ev	-1.13
PM7_COSMO_Area_square_ang	298.43
PM7_COSMO_Volue_cubic_ang	348.47
PM7_Electron_Affinity_ev	1.13
PM7_Ionization_Energy_ev	9.983
PM7_Energy_Gap_ev	8.853
PM7_Global_Hardness_ev	4.4265
PM7_Global_Softness_ev	0.22591212018524795
PM7_Chemical_Potential_ev	-5.5565
PM7_Electronigativity_ev	5.5565
PM7_Back_Donation_Energy_ev	-1.106625
PM7_Electrophilicity_ev	3.4874835931322714
OPENEYE_Name	(2~{Z},4~{E})-5-[(1~{R},6~{R})-1-hydroxy-6-(hydroxymethyl)-2,6-dimethyl-4-oxo-cyclohex-2-en-1-yl]-3-methyl-penta-2,4-dienoic acid
SMILES	C1=C(C(C(CC1=O)(C)CO)(C=CC(=CC(=O)O)C)O)C
Canonical_SMILES	OC[C@@]1(C)CC(=O)C=C([C@]1(O)/C=C/C(=CC(=O)O)/C)C
InChI	1/C15H20O5/c1-10(6-13(18)19)4-5-15(20)11(2)7-12(17)8-14(15,3)9-16/h4-7,16,20H,8-9H2,1-3H3,(H,18,19)/f/h18H
InChI_3D	1S/C15H20O5/c1-10(6-13(18)19)4-5-15(20)11(2)7-12(17)8-14(15,3)9-16/h4-7,16,20H,8-9H2,1-3H3,(H,18,19)/b5-4+,10-6-/t14-,15-/m1/s1
AuxInfo	1/1/N:13,12,14,4,6,5,1,9,15,7,2,3,8,11,10,20,16,17,18,19/E:(18,19)/F:13,12,14,4,6,5,1,9,15,7,2,3,8,11,10,20,16,18,17,19/rA:40cCCCCCCCCCCCCCCCOOOOOHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;;w4;s4w5;s5;s3;s2s6;s9s10;s2;s7;s11;s11;d3;d8;s8;s10;s15;s1;s4;s5;s6;s9;s9;s12;s12;s12;s13;s13;s13;s14;s14;s14;s15;s15;s18;s19;s20;/rC:;-.8675,.4975,0;.8675,.4975,0;-3.2346,1.9602,0;-4.8634,2.5494,0;-2.5903,1.1954,0;-4.2191,1.7846,0;-4.5232,3.4898,0;.8675,1.5027,0;-.8675,1.5027,0;0,2.0104,0;-1.7328,-.0038,0;-4.5592,.8443,0;-.6443,2.7752,0;1.1275,3.3488,0;1.7328,-.0038,0;-3.5387,3.6653,0;-5.1675,4.2545,0;-1.4725,3.1448,0;1.7718,4.1135,0;0,-.5,0;-3.0645,2.4304,0;-5.3556,2.4616,0;-2.7604,.7252,0;1.0404,1.9719,0;1.3597,1.4149,0;-1.9834,.4289,0;-1.4822,-.4364,0;-2.1654,-.2544,0;-4.0891,.6742,0;-5.0294,1.0143,0;-4.7293,.3741,0;-.2619,3.0973,0;-1.0267,2.453,0;-.9664,3.1576,0;.7451,3.6709,0;1.5099,3.0266,0;-4.9974,4.7247,0;-1.9652,3.2297,0;1.6017,4.5837,0;
Duplicates	ChEBI20805;ChEBI85162;ChEBI143236_s0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000020750-0000020999/ChEBI20805.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000020750-0000020999/ChEBI20805.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000020750-0000020999/ChEBI20805.sdf