CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI181157 (96825)

Formula C₂₂H₃₂O₅

MW 376.49

InChIKey UTRJNVUJZHUXNP-LNNLXFCONA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 59

Number_Heavy_Atoms 27

Number_Rings 2

Number_Bonds 60

Rotat_Bonds 8

Unbranched_Chain 2

Chiral_Centers 3

ONatoms 5

HB_Donor 1

HB_Acceptor 4

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 5

Lipinski_Violations 0

XLogP3 0

XLogP 3.39

logP 4.3185

PSA 80.67

MR 105.429

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -232.79174

PM7_Total_Energy_ev -4611.79124

PM7_Electronic_Energy_ev -40342.86466

PM7_Dipole_Debye 5.01995

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.481

PM7_LUMO_Energy_ev -0.807

PM7_COSMO_Area_square_ang 389.69

PM7_COSMO_Volue_cubic_ang 488.9

PM7_Electron_Affinity_ev 0.807

PM7_Ionization_Energy_ev 9.481

PM7_Energy_Gap_ev 8.674

PM7_Global_Hardness_ev 4.337

PM7_Global_Softness_ev 0.23057412958266083

PM7_Chemical_Potential_ev -5.144

PM7_Electronigativity_ev 5.144

PM7_Back_Donation_Energy_ev -1.08425

PM7_Electrophilicity_ev 3.050580585658289

OPENEYE_Name (~{E})-5-[(1~{R},4~{a}~{R},8~{a}~{S})-2,5,5,8~{a}-tetramethyl-4-oxo-4~{a},6,7,8-tetrahydro-1~{H}-naphthalen-1-yl]-3-(acetoxymethyl)pent-2-enoic acid

SMILES C1=C(C(C2(CCCC(C2C1=O)(C)C)C)CCC(=CC(=O)O)COC(=O)C)C

Canonical_SMILES CC(=O)OC/C(=C/C(=O)O)/CC[C@@H]1C(=CC(=O)[C@H]2[C@@]1(C)CCCC2(C)C)C

InChI 1/C22H32O5/c1-14-11-18(24)20-21(3,4)9-6-10-22(20,5)17(14)8-7-16(12-19(25)26)13-27-15(2)23/h11-12,17,20H,6-10,13H2,1-5H3,(H,25,26)/f/h25H

InChI_3D 1S/C22H32O5/c1-14-11-18(24)20-21(3,4)9-6-10-22(20,5)17(14)8-7-16(12-19(25)26)13-27-15(2)23/h11-12,17,20H,6-10,13H2,1-5H3,(H,25,26)/b16-12+/t17-,20-,22+/m1/s1

AuxInfo 1/1/N:15,16,18,19,17,8,20,22,10,9,1,4,21,2,7,5,11,3,6,12,14,13,25,23,24,26,27/E:(3,4)(25,26)/F:15,16,18,19,17,8,20,22,10,9,1,4,21,2,7,5,11,3,6,12,14,13,25,23,26,24,27/E:(3,4)/rA:59cCCCCCCCCCCCCCCCCCCCCCCOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;w4;s4;;;s8;s8;s2;s3;s9s11s12;s10s12;s2;s7;s13;s14;s14;s5;s5;s11s20;d3;d6;d7;s6;s7s21;s1;s4;s8;s8;s9;s9;s10;s10;s11;s12;s15;s15;s15;s16;s16;s16;s17;s17;s17;s18;s18;s18;s19;s19;s19;s20;s20;s21;s21;s22;s22;s26;/rC:0,-1.0057,0;;.8679,-1.5035,0;2.4605,3.7426,0;2.8007,2.8022,0;3.1047,4.5074,0;5.4139,3.2159,0;3.4735,.0022,0;2.6012,.5067,0;3.4748,-1.0035,0;.8679,.5078,0;1.7371,-1.0057,0;1.7358,0,0;2.6038,-1.5046,0;-.8675,.4975,0;6.3984,3.0404,0;2.6037,-.4968,0;3.7279,-2.8458,0;1.9613,-2.2709,0;2.1564,2.0374,0;3.7852,2.6267,0;1.5122,1.2726,0;.8676,-2.5035,0;4.0892,4.3318,0;5.0737,4.1563,0;2.7645,5.4477,0;4.7696,2.4511,0;-.4327,-1.2563,0;1.9682,3.8303,0;3.6445,.472,0;3.966,-.0843,0;2.2783,.8885,0;2.922,.8902,0;3.9672,-.9165,0;3.6455,-1.4734,0;.5458,.8902,0;1.3044,-.7552,0;-1.1162,.0638,0;-.6187,.9312,0;-1.3012,.7462,0;6.4861,3.5326,0;6.3106,2.5481,0;6.8906,2.9526,0;2.3553,-.9307,0;2.8521,-.0629,0;3.0376,-.7452,0;4.1111,-2.5247,0;3.3447,-3.167,0;4.0491,-3.229,0;2.3444,-2.5921,0;1.5781,-1.9496,0;1.64,-2.654,0;2.5388,1.7153,0;1.774,2.3595,0;3.8729,3.1189,0;3.6974,2.1344,0;1.1298,1.5947,0;1.8946,.9505,0;3.0867,5.8301,0;

Duplicates ChEBI181157

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000181000-0000181249/ChEBI181157.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000181000-0000181249/ChEBI181157.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000181000-0000181249/ChEBI181157.sdf

Formula	C₂₂H₃₂O₅
MW	376.49
InChIKey	UTRJNVUJZHUXNP-LNNLXFCONA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	59
Number_Heavy_Atoms	27
Number_Rings	2
Number_Bonds	60
Rotat_Bonds	8
Unbranched_Chain	2
Chiral_Centers	3
ONatoms	5
HB_Donor	1
HB_Acceptor	4
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	5
Lipinski_Violations	0
XLogP3	0
XLogP	3.39
logP	4.3185
PSA	80.67
MR	105.429
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-232.79174
PM7_Total_Energy_ev	-4611.79124
PM7_Electronic_Energy_ev	-40342.86466
PM7_Dipole_Debye	5.01995
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.481
PM7_LUMO_Energy_ev	-0.807
PM7_COSMO_Area_square_ang	389.69
PM7_COSMO_Volue_cubic_ang	488.9
PM7_Electron_Affinity_ev	0.807
PM7_Ionization_Energy_ev	9.481
PM7_Energy_Gap_ev	8.674
PM7_Global_Hardness_ev	4.337
PM7_Global_Softness_ev	0.23057412958266083
PM7_Chemical_Potential_ev	-5.144
PM7_Electronigativity_ev	5.144
PM7_Back_Donation_Energy_ev	-1.08425
PM7_Electrophilicity_ev	3.050580585658289
OPENEYE_Name	(~{E})-5-[(1~{R},4~{a}~{R},8~{a}~{S})-2,5,5,8~{a}-tetramethyl-4-oxo-4~{a},6,7,8-tetrahydro-1~{H}-naphthalen-1-yl]-3-(acetoxymethyl)pent-2-enoic acid
SMILES	C1=C(C(C2(CCCC(C2C1=O)(C)C)C)CCC(=CC(=O)O)COC(=O)C)C
Canonical_SMILES	CC(=O)OC/C(=C/C(=O)O)/CC[C@@H]1C(=CC(=O)[C@H]2[C@@]1(C)CCCC2(C)C)C
InChI	1/C22H32O5/c1-14-11-18(24)20-21(3,4)9-6-10-22(20,5)17(14)8-7-16(12-19(25)26)13-27-15(2)23/h11-12,17,20H,6-10,13H2,1-5H3,(H,25,26)/f/h25H
InChI_3D	1S/C22H32O5/c1-14-11-18(24)20-21(3,4)9-6-10-22(20,5)17(14)8-7-16(12-19(25)26)13-27-15(2)23/h11-12,17,20H,6-10,13H2,1-5H3,(H,25,26)/b16-12+/t17-,20-,22+/m1/s1
AuxInfo	1/1/N:15,16,18,19,17,8,20,22,10,9,1,4,21,2,7,5,11,3,6,12,14,13,25,23,24,26,27/E:(3,4)(25,26)/F:15,16,18,19,17,8,20,22,10,9,1,4,21,2,7,5,11,3,6,12,14,13,25,23,26,24,27/E:(3,4)/rA:59cCCCCCCCCCCCCCCCCCCCCCCOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;w4;s4;;;s8;s8;s2;s3;s9s11s12;s10s12;s2;s7;s13;s14;s14;s5;s5;s11s20;d3;d6;d7;s6;s7s21;s1;s4;s8;s8;s9;s9;s10;s10;s11;s12;s15;s15;s15;s16;s16;s16;s17;s17;s17;s18;s18;s18;s19;s19;s19;s20;s20;s21;s21;s22;s22;s26;/rC:0,-1.0057,0;;.8679,-1.5035,0;2.4605,3.7426,0;2.8007,2.8022,0;3.1047,4.5074,0;5.4139,3.2159,0;3.4735,.0022,0;2.6012,.5067,0;3.4748,-1.0035,0;.8679,.5078,0;1.7371,-1.0057,0;1.7358,0,0;2.6038,-1.5046,0;-.8675,.4975,0;6.3984,3.0404,0;2.6037,-.4968,0;3.7279,-2.8458,0;1.9613,-2.2709,0;2.1564,2.0374,0;3.7852,2.6267,0;1.5122,1.2726,0;.8676,-2.5035,0;4.0892,4.3318,0;5.0737,4.1563,0;2.7645,5.4477,0;4.7696,2.4511,0;-.4327,-1.2563,0;1.9682,3.8303,0;3.6445,.472,0;3.966,-.0843,0;2.2783,.8885,0;2.922,.8902,0;3.9672,-.9165,0;3.6455,-1.4734,0;.5458,.8902,0;1.3044,-.7552,0;-1.1162,.0638,0;-.6187,.9312,0;-1.3012,.7462,0;6.4861,3.5326,0;6.3106,2.5481,0;6.8906,2.9526,0;2.3553,-.9307,0;2.8521,-.0629,0;3.0376,-.7452,0;4.1111,-2.5247,0;3.3447,-3.167,0;4.0491,-3.229,0;2.3444,-2.5921,0;1.5781,-1.9496,0;1.64,-2.654,0;2.5388,1.7153,0;1.774,2.3595,0;3.8729,3.1189,0;3.6974,2.1344,0;1.1298,1.5947,0;1.8946,.9505,0;3.0867,5.8301,0;
Duplicates	ChEBI181157
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000181000-0000181249/ChEBI181157.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000181000-0000181249/ChEBI181157.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000181000-0000181249/ChEBI181157.sdf