CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI190955 (104827)

Formula C₂₃H₃₂O₅

MW 388.5

InChIKey OFISZERSIOETNK-LELJVTLKNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 60

Number_Heavy_Atoms 28

Number_Rings 2

Number_Bonds 61

Rotat_Bonds 15

Unbranched_Chain 6

Chiral_Centers 4

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 1.68

logP 3.5276

PSA 94.83

MR 110.027

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -229.32275

PM7_Total_Energy_ev -4734.60261

PM7_Electronic_Energy_ev -40617.48342

PM7_Dipole_Debye 3.11115

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.592

PM7_LUMO_Energy_ev 0.193

PM7_COSMO_Area_square_ang 416.86

PM7_COSMO_Volue_cubic_ang 503.99

PM7_Electron_Affinity_ev -0.193

PM7_Ionization_Energy_ev 9.592

PM7_Energy_Gap_ev 9.785

PM7_Global_Hardness_ev 4.8925

PM7_Global_Softness_ev 0.20439448134900357

PM7_Chemical_Potential_ev -4.6995

PM7_Electronigativity_ev 4.6995

PM7_Back_Donation_Energy_ev -1.223125

PM7_Electrophilicity_ev 2.2570567450178847

OPENEYE_Name (~{Z})-7-[(1~{R},2~{R},3~{R},5~{S})-3,5-dihydroxy-2-(3-oxo-5-phenyl-pentyl)cyclopentyl]hept-5-enoic acid

SMILES c1ccc(cc1)CCC(=O)CCC2C(C(CC2O)O)CC=CCCCC(=O)O

Canonical_SMILES O=C(CCc1ccccc1)CC[C@H]1[C@H](O)C[C@@H]([C@@H]1C/C=CCCCC(=O)O)O

InChI 1/C23H32O5/c24-18(13-12-17-8-4-3-5-9-17)14-15-20-19(21(25)16-22(20)26)10-6-1-2-7-11-23(27)28/h1,3-6,8-9,19-22,25-26H,2,7,10-16H2,(H,27,28)/f/h27H

InChI_3D 1S/C23H32O5/c24-18(13-12-17-8-4-3-5-9-17)14-15-20-19(21(25)16-22(20)26)10-6-1-2-7-11-23(27)28/h1,3-6,8-9,19-22,25-26H,2,7,10-16H2,(H,27,28)/b6-1-/t19-,20-,21+,22-/m1/s1

AuxInfo 1/1/N:8,18,1,2,3,7,23,4,5,17,21,16,19,20,22,11,6,9,12,13,14,15,10,24,27,28,25,26/E:(4,5)(8,9)(27,28)/F:8,18,1,2,3,7,23,4,5,17,21,16,19,20,22,11,6,9,12,13,14,15,10,24,27,28,26,25/E:(4,5)(8,9)/rA:60cCCCCCCCCCCCCCCCCCCCCCCCOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;d4s5;;w7;;;;;s12;s11s12;s11s13;s6;s7s12;s8;s9s16;s9;s10;s13s20;s18s21;d9;d10;s10;s14;s15;s1;s2;s3;s4;s5;s7;s8;s11;s11;s12;s13;s14;s15;s16;s16;s17;s17;s18;s18;s19;s19;s20;s20;s21;s21;s22;s22;s23;s23;s26;s27;s28;/rC:;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;0,2.0104,0;-.6149,9.5349,0;.336,9.2252,0;0,5.0104,0;3.3103,11.8999,0;-4.2024,8.1963,0;-2.6597,7.6961,0;-3.2476,6.8854,0;-3.2473,8.5072,0;-4.1981,7.1961,0;0,3.0104,0;-1.3585,8.8662,0;1.0796,9.8939,0;0,4.0104,0;-.866,5.5104,0;2.5667,11.2312,0;-1.7321,6.0104,0;1.8231,10.5626,0;.866,5.5104,0;4.2611,11.5902,0;3.103,12.8781,0;-3.9589,10.106,0;-4.5615,5.4843,0;0,-.5,0;-1.3001,.2469,0;1.3001,.2469,0;-1.3012,1.7514,0;1.3012,1.7514,0;-.7185,10.024,0;.4396,8.7361,0;-4.6995,8.1426,0;-4.3073,8.6852,0;-2.2881,7.3616,0;-3.4514,6.4288,0;-2.8141,8.7569,0;-4.6955,7.2472,0;-.5,3.0104,0;.5,3.0104,0;-1.0241,8.4944,0;-1.6928,9.238,0;.7452,10.2657,0;1.4139,9.5221,0;.5,4.0104,0;-.5,4.0104,0;-1.116,5.0774,0;-.616,5.9434,0;2.901,10.8594,0;2.2324,11.603,0;-1.4821,6.4434,0;-1.9821,5.5774,0;1.4888,10.9343,0;2.1575,10.1908,0;3.4748,13.2125,0;-3.665,10.5105,0;-5.037,5.3296,0;

Duplicates ChEBI190955

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000190750-0000190999/ChEBI190955.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000190750-0000190999/ChEBI190955.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000190750-0000190999/ChEBI190955.sdf

Formula	C₂₃H₃₂O₅
MW	388.5
InChIKey	OFISZERSIOETNK-LELJVTLKNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	60
Number_Heavy_Atoms	28
Number_Rings	2
Number_Bonds	61
Rotat_Bonds	15
Unbranched_Chain	6
Chiral_Centers	4
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	1.68
logP	3.5276
PSA	94.83
MR	110.027
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-229.32275
PM7_Total_Energy_ev	-4734.60261
PM7_Electronic_Energy_ev	-40617.48342
PM7_Dipole_Debye	3.11115
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.592
PM7_LUMO_Energy_ev	0.193
PM7_COSMO_Area_square_ang	416.86
PM7_COSMO_Volue_cubic_ang	503.99
PM7_Electron_Affinity_ev	-0.193
PM7_Ionization_Energy_ev	9.592
PM7_Energy_Gap_ev	9.785
PM7_Global_Hardness_ev	4.8925
PM7_Global_Softness_ev	0.20439448134900357
PM7_Chemical_Potential_ev	-4.6995
PM7_Electronigativity_ev	4.6995
PM7_Back_Donation_Energy_ev	-1.223125
PM7_Electrophilicity_ev	2.2570567450178847
OPENEYE_Name	(~{Z})-7-[(1~{R},2~{R},3~{R},5~{S})-3,5-dihydroxy-2-(3-oxo-5-phenyl-pentyl)cyclopentyl]hept-5-enoic acid
SMILES	c1ccc(cc1)CCC(=O)CCC2C(C(CC2O)O)CC=CCCCC(=O)O
Canonical_SMILES	O=C(CCc1ccccc1)CC[C@H]1[C@H](O)C[C@@H]([C@@H]1C/C=CCCCC(=O)O)O
InChI	1/C23H32O5/c24-18(13-12-17-8-4-3-5-9-17)14-15-20-19(21(25)16-22(20)26)10-6-1-2-7-11-23(27)28/h1,3-6,8-9,19-22,25-26H,2,7,10-16H2,(H,27,28)/f/h27H
InChI_3D	1S/C23H32O5/c24-18(13-12-17-8-4-3-5-9-17)14-15-20-19(21(25)16-22(20)26)10-6-1-2-7-11-23(27)28/h1,3-6,8-9,19-22,25-26H,2,7,10-16H2,(H,27,28)/b6-1-/t19-,20-,21+,22-/m1/s1
AuxInfo	1/1/N:8,18,1,2,3,7,23,4,5,17,21,16,19,20,22,11,6,9,12,13,14,15,10,24,27,28,25,26/E:(4,5)(8,9)(27,28)/F:8,18,1,2,3,7,23,4,5,17,21,16,19,20,22,11,6,9,12,13,14,15,10,24,27,28,26,25/E:(4,5)(8,9)/rA:60cCCCCCCCCCCCCCCCCCCCCCCCOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;d4s5;;w7;;;;;s12;s11s12;s11s13;s6;s7s12;s8;s9s16;s9;s10;s13s20;s18s21;d9;d10;s10;s14;s15;s1;s2;s3;s4;s5;s7;s8;s11;s11;s12;s13;s14;s15;s16;s16;s17;s17;s18;s18;s19;s19;s20;s20;s21;s21;s22;s22;s23;s23;s26;s27;s28;/rC:;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;0,2.0104,0;-.6149,9.5349,0;.336,9.2252,0;0,5.0104,0;3.3103,11.8999,0;-4.2024,8.1963,0;-2.6597,7.6961,0;-3.2476,6.8854,0;-3.2473,8.5072,0;-4.1981,7.1961,0;0,3.0104,0;-1.3585,8.8662,0;1.0796,9.8939,0;0,4.0104,0;-.866,5.5104,0;2.5667,11.2312,0;-1.7321,6.0104,0;1.8231,10.5626,0;.866,5.5104,0;4.2611,11.5902,0;3.103,12.8781,0;-3.9589,10.106,0;-4.5615,5.4843,0;0,-.5,0;-1.3001,.2469,0;1.3001,.2469,0;-1.3012,1.7514,0;1.3012,1.7514,0;-.7185,10.024,0;.4396,8.7361,0;-4.6995,8.1426,0;-4.3073,8.6852,0;-2.2881,7.3616,0;-3.4514,6.4288,0;-2.8141,8.7569,0;-4.6955,7.2472,0;-.5,3.0104,0;.5,3.0104,0;-1.0241,8.4944,0;-1.6928,9.238,0;.7452,10.2657,0;1.4139,9.5221,0;.5,4.0104,0;-.5,4.0104,0;-1.116,5.0774,0;-.616,5.9434,0;2.901,10.8594,0;2.2324,11.603,0;-1.4821,6.4434,0;-1.9821,5.5774,0;1.4888,10.9343,0;2.1575,10.1908,0;3.4748,13.2125,0;-3.665,10.5105,0;-5.037,5.3296,0;
Duplicates	ChEBI190955
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000190750-0000190999/ChEBI190955.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000190750-0000190999/ChEBI190955.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000190750-0000190999/ChEBI190955.sdf