CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI23757 (7431)

Formula C₁₅H₂₂O₅

MW 282.34

InChIKey XIVFQYWMMJWUCD-HCKMINDGNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 42

Number_Heavy_Atoms 20

Number_Rings 2

Number_Bonds 43

Rotat_Bonds 6

Unbranched_Chain 2

Chiral_Centers 4

ONatoms 5

HB_Donor 3

HB_Acceptor 4

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 5

Lipinski_Violations 0

XLogP3 0

XLogP 0.34

logP 1.2545

PSA 86.99

MR 74.0394

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -213.5444

PM7_Total_Energy_ev -3616.19344

PM7_Electronic_Energy_ev -26522.04665

PM7_Dipole_Debye 3.13861

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.696

PM7_LUMO_Energy_ev -0.844

PM7_COSMO_Area_square_ang 291.73

PM7_COSMO_Volue_cubic_ang 353.03

PM7_Electron_Affinity_ev 0.844

PM7_Ionization_Energy_ev 9.696

PM7_Energy_Gap_ev 8.852

PM7_Global_Hardness_ev 4.426

PM7_Global_Softness_ev 0.22593764121102575

PM7_Chemical_Potential_ev -5.27

PM7_Electronigativity_ev 5.27

PM7_Back_Donation_Energy_ev -1.1065

PM7_Electrophilicity_ev 3.1374717577948488

OPENEYE_Name (2~{Z},4~{E})-5-[(1~{R},3~{S},5~{R},8~{S})-3,8-dihydroxy-1,5-dimethyl-6-oxabicyclo[3.2.1]octan-8-yl]-3-methyl-penta-2,4-dienoic acid

SMILES C(=CC1(C2(CC(CC1(OC2)C)O)C)O)C(=CC(=O)O)C

Canonical_SMILES OC(=O)/C=C(C=C[C@]1(O)[C@@]2(C)CO[C@]1(C)C[C@H](C2)O)/C

InChI 1/C15H22O5/c1-10(6-12(17)18)4-5-15(19)13(2)7-11(16)8-14(15,3)20-9-13/h4-6,11,16,19H,7-9H2,1-3H3,(H,17,18)/f/h17H

InChI_3D 1S/C15H22O5/c1-10(6-12(17)18)4-5-15(19)13(2)7-11(16)8-14(15,3)20-9-13/h4-6,11,16,19H,7-9H2,1-3H3,(H,17,18)/b5-4+,10-6-/t11-,13+,14+,15-/m0/s1

AuxInfo 1/1/N:13,14,15,1,3,2,6,7,8,4,9,5,11,12,10,19,16,18,20,17/E:(17,18)/F:13,14,15,1,3,2,6,7,8,4,9,5,11,12,10,19,18,16,20,17/rA:42cCCCCCCCCCCCCCCCOOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:;w1;s1w2;s2;;;;s6s7;s3;s6s8s10;s7s10;s4;s11;s12;d5;s8s12;s5;s9;s10;s1;s2;s3;s6;s6;s7;s7;s8;s8;s9;s13;s13;s13;s14;s14;s14;s15;s15;s15;s18;s19;s20;/rC:.1339,-2.2321,0;.6283,-3.8921,0;.3659,-1.2594,0;.8603,-2.9194,0;1.3547,-4.5794,0;-.5,.8716,0;-.5,-.866,0;-2.4504,.51,0;;-.9053,-.0567,0;-1.5056,.8716,0;-1.5056,-.866,0;1.8187,-2.634,0;-1.6873,1.8549,0;-1.8291,-2.5858,0;2.3131,-4.294,0;-2.4554,-.4956,0;1.1227,-5.5521,0;1.3395,-1.1261,0;.4404,1.062,0;-.3453,-2.3749,0;.1491,-4.0349,0;.8451,-1.1167,0;-.5864,1.3641,0;-.0298,1.0417,0;-.0302,-1.037,0;-.5868,-1.3584,0;-2.9469,.4509,0;-2.5702,.9954,0;.3836,.3207,0;1.9614,-3.1132,0;1.676,-2.1548,0;2.2979,-2.4912,0;-2.179,1.7641,0;-1.7782,2.3466,0;-1.1957,1.9458,0;-1.3377,-2.6783,0;-2.3205,-2.4934,0;-1.9215,-3.0772,0;1.4859,-5.8958,0;1.8095,-.9556,0;.9095,.8889,0;

Duplicates ChEBI23757;ChEBI23926;ChEBI174701_s0

mol2_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000023750-0000023999/ChEBI23757.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000023750-0000023999/ChEBI23757.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000023750-0000023999/ChEBI23757.sdf

Formula	C₁₅H₂₂O₅
MW	282.34
InChIKey	XIVFQYWMMJWUCD-HCKMINDGNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	42
Number_Heavy_Atoms	20
Number_Rings	2
Number_Bonds	43
Rotat_Bonds	6
Unbranched_Chain	2
Chiral_Centers	4
ONatoms	5
HB_Donor	3
HB_Acceptor	4
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	5
Lipinski_Violations	0
XLogP3	0
XLogP	0.34
logP	1.2545
PSA	86.99
MR	74.0394
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-213.5444
PM7_Total_Energy_ev	-3616.19344
PM7_Electronic_Energy_ev	-26522.04665
PM7_Dipole_Debye	3.13861
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.696
PM7_LUMO_Energy_ev	-0.844
PM7_COSMO_Area_square_ang	291.73
PM7_COSMO_Volue_cubic_ang	353.03
PM7_Electron_Affinity_ev	0.844
PM7_Ionization_Energy_ev	9.696
PM7_Energy_Gap_ev	8.852
PM7_Global_Hardness_ev	4.426
PM7_Global_Softness_ev	0.22593764121102575
PM7_Chemical_Potential_ev	-5.27
PM7_Electronigativity_ev	5.27
PM7_Back_Donation_Energy_ev	-1.1065
PM7_Electrophilicity_ev	3.1374717577948488
OPENEYE_Name	(2~{Z},4~{E})-5-[(1~{R},3~{S},5~{R},8~{S})-3,8-dihydroxy-1,5-dimethyl-6-oxabicyclo[3.2.1]octan-8-yl]-3-methyl-penta-2,4-dienoic acid
SMILES	C(=CC1(C2(CC(CC1(OC2)C)O)C)O)C(=CC(=O)O)C
Canonical_SMILES	OC(=O)/C=C(C=C[C@]1(O)[C@@]2(C)CO[C@]1(C)C[C@H](C2)O)/C
InChI	1/C15H22O5/c1-10(6-12(17)18)4-5-15(19)13(2)7-11(16)8-14(15,3)20-9-13/h4-6,11,16,19H,7-9H2,1-3H3,(H,17,18)/f/h17H
InChI_3D	1S/C15H22O5/c1-10(6-12(17)18)4-5-15(19)13(2)7-11(16)8-14(15,3)20-9-13/h4-6,11,16,19H,7-9H2,1-3H3,(H,17,18)/b5-4+,10-6-/t11-,13+,14+,15-/m0/s1
AuxInfo	1/1/N:13,14,15,1,3,2,6,7,8,4,9,5,11,12,10,19,16,18,20,17/E:(17,18)/F:13,14,15,1,3,2,6,7,8,4,9,5,11,12,10,19,18,16,20,17/rA:42cCCCCCCCCCCCCCCCOOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:;w1;s1w2;s2;;;;s6s7;s3;s6s8s10;s7s10;s4;s11;s12;d5;s8s12;s5;s9;s10;s1;s2;s3;s6;s6;s7;s7;s8;s8;s9;s13;s13;s13;s14;s14;s14;s15;s15;s15;s18;s19;s20;/rC:.1339,-2.2321,0;.6283,-3.8921,0;.3659,-1.2594,0;.8603,-2.9194,0;1.3547,-4.5794,0;-.5,.8716,0;-.5,-.866,0;-2.4504,.51,0;;-.9053,-.0567,0;-1.5056,.8716,0;-1.5056,-.866,0;1.8187,-2.634,0;-1.6873,1.8549,0;-1.8291,-2.5858,0;2.3131,-4.294,0;-2.4554,-.4956,0;1.1227,-5.5521,0;1.3395,-1.1261,0;.4404,1.062,0;-.3453,-2.3749,0;.1491,-4.0349,0;.8451,-1.1167,0;-.5864,1.3641,0;-.0298,1.0417,0;-.0302,-1.037,0;-.5868,-1.3584,0;-2.9469,.4509,0;-2.5702,.9954,0;.3836,.3207,0;1.9614,-3.1132,0;1.676,-2.1548,0;2.2979,-2.4912,0;-2.179,1.7641,0;-1.7782,2.3466,0;-1.1957,1.9458,0;-1.3377,-2.6783,0;-2.3205,-2.4934,0;-1.9215,-3.0772,0;1.4859,-5.8958,0;1.8095,-.9556,0;.9095,.8889,0;
Duplicates	ChEBI23757;ChEBI23926;ChEBI174701_s0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000023750-0000023999/ChEBI23757.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000023750-0000023999/ChEBI23757.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000023750-0000023999/ChEBI23757.sdf