CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI182643 (97669)

Formula C₂₁H₂₈O₅

MW 360.45

InChIKey ZMZWVJLMOBCSEP-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 54

Number_Heavy_Atoms 26

Number_Rings 3

Number_Bonds 56

Rotat_Bonds 5

Unbranched_Chain 5

Chiral_Centers 4

ONatoms 5

HB_Donor 1

HB_Acceptor 3

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 5

Lipinski_Violations 0

XLogP3 0

XLogP 3.72

logP 3.091

PSA 72.83

MR 98.5468

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -186.4309

PM7_Total_Energy_ev -4433.40817

PM7_Electronic_Energy_ev -38286.1585

PM7_Dipole_Debye 4.57633

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.766

PM7_LUMO_Energy_ev -0.754

PM7_COSMO_Area_square_ang 364.13

PM7_COSMO_Volue_cubic_ang 445.24

PM7_Electron_Affinity_ev 0.754

PM7_Ionization_Energy_ev 9.766

PM7_Energy_Gap_ev 9.012

PM7_Global_Hardness_ev 4.506

PM7_Global_Softness_ev 0.22192632046160674

PM7_Chemical_Potential_ev -5.26

PM7_Electronigativity_ev 5.26

PM7_Back_Donation_Energy_ev -1.1265

PM7_Electrophilicity_ev 3.0700843320017754

OPENEYE_Name [(5~{R},5~{a}~{S},9~{a}~{S},9~{b}~{S})-9~{b}-hydroxy-6,6,9~{a}-trimethyl-1-oxo-3,5,5~{a},7,8,9-hexahydrobenzo[e]isobenzofuran-5-yl] (2~{E},4~{E})-hexa-2,4-dienoate

SMILES C1=C2COC(=O)C2(C3(CCCC(C3C1OC(=O)C=CC=CC)(C)C)C)O

Canonical_SMILES C/C=C/C=C/C(=O)O[C@@H]1C=C2COC(=O)[C@@]2([C@@]2([C@@H]1C(C)(C)CCC2)C)O

InChI 1/C21H28O5/c1-5-6-7-9-16(22)26-15-12-14-13-25-18(23)21(14,24)20(4)11-8-10-19(2,3)17(15)20/h5-7,9,12,15,17,24H,8,10-11,13H2,1-4H3

InChI_3D 1S/C21H28O5/c1-5-6-7-9-16(22)26-15-12-14-13-25-18(23)21(14,24)20(4)11-8-10-19(2,3)17(15)20/h5-7,9,12,15,17,24H,8,10-11,13H2,1-4H3/b6-5+,9-7+/t15-,17+,20+,21+/m1/s1

AuxInfo 1/0/N:18,20,21,19,7,6,4,10,5,12,11,1,9,2,13,8,14,3,17,16,15,23,22,25,24,26/E:(2,3)/rA:54cCCCCCCCCCCCCCCCCCCCCCOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;w4;s4;w6;s5;s2;;s10;s10;s1;s13;s2s3;s11s14s15;s12s14;s7;s16;s17;s17;d3;d8;s3s9;s15;s8s13;s1;s4;s5;s6;s7;s9;s9;s10;s10;s11;s11;s12;s12;s13;s14;s18;s18;s18;s19;s19;s19;s20;s20;s20;s21;s21;s21;s25;/rC:3.4748,.0022,0;3.4726,1.0054,0;2.814,2.4976,0;3.6851,-4.4855,0;4.0277,-3.5461,0;2.7002,-4.6586,0;2.3576,-5.5981,0;3.3853,-2.7796,0;4.224,1.6775,0;0,1.0056,0;.8679,1.5134,0;;2.6038,-.4989,0;1.7371,0,0;2.6012,1.5124,0;1.7358,1.0056,0;.8679,-.4978,0;1.3727,-5.7712,0;1.7355,2.7556,0;1.5096,-1.2647,0;-.256,-1.8392,0;2.1472,3.2429,0;2.4004,-2.9527,0;3.817,2.5999,0;2.6026,.5124,0;3.7279,-1.8401,0;3.9079,-.2477,0;4.0062,-4.8688,0;4.5201,-3.4595,0;2.379,-4.2754,0;2.6788,-5.9813,0;4.6578,1.9261,0;4.5166,1.272,0;-.4922,.9178,0;-.1728,1.4748,0;.5458,1.8958,0;1.19,1.8958,0;-.1701,-.4702,0;-.4925,.0864,0;2.2825,-.882,0;1.3044,.2505,0;1.2862,-5.2787,0;.8802,-5.8577,0;1.4592,-6.2636,0;1.2355,2.7555,0;2.2355,2.7557,0;1.7354,3.2556,0;1.1262,-1.5856,0;1.8305,-1.6482,0;1.8931,-.9439,0;.1273,-2.1603,0;-.5771,-2.2225,0;-.6393,-1.5181,0;3.036,.263,0;

Duplicates ChEBI182643

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000182500-0000182749/ChEBI182643.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000182500-0000182749/ChEBI182643.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000182500-0000182749/ChEBI182643.sdf

Formula	C₂₁H₂₈O₅
MW	360.45
InChIKey	ZMZWVJLMOBCSEP-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	54
Number_Heavy_Atoms	26
Number_Rings	3
Number_Bonds	56
Rotat_Bonds	5
Unbranched_Chain	5
Chiral_Centers	4
ONatoms	5
HB_Donor	1
HB_Acceptor	3
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	5
Lipinski_Violations	0
XLogP3	0
XLogP	3.72
logP	3.091
PSA	72.83
MR	98.5468
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-186.4309
PM7_Total_Energy_ev	-4433.40817
PM7_Electronic_Energy_ev	-38286.1585
PM7_Dipole_Debye	4.57633
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.766
PM7_LUMO_Energy_ev	-0.754
PM7_COSMO_Area_square_ang	364.13
PM7_COSMO_Volue_cubic_ang	445.24
PM7_Electron_Affinity_ev	0.754
PM7_Ionization_Energy_ev	9.766
PM7_Energy_Gap_ev	9.012
PM7_Global_Hardness_ev	4.506
PM7_Global_Softness_ev	0.22192632046160674
PM7_Chemical_Potential_ev	-5.26
PM7_Electronigativity_ev	5.26
PM7_Back_Donation_Energy_ev	-1.1265
PM7_Electrophilicity_ev	3.0700843320017754
OPENEYE_Name	[(5~{R},5~{a}~{S},9~{a}~{S},9~{b}~{S})-9~{b}-hydroxy-6,6,9~{a}-trimethyl-1-oxo-3,5,5~{a},7,8,9-hexahydrobenzo[e]isobenzofuran-5-yl] (2~{E},4~{E})-hexa-2,4-dienoate
SMILES	C1=C2COC(=O)C2(C3(CCCC(C3C1OC(=O)C=CC=CC)(C)C)C)O
Canonical_SMILES	C/C=C/C=C/C(=O)O[C@@H]1C=C2COC(=O)[C@@]2([C@@]2([C@@H]1C(C)(C)CCC2)C)O
InChI	1/C21H28O5/c1-5-6-7-9-16(22)26-15-12-14-13-25-18(23)21(14,24)20(4)11-8-10-19(2,3)17(15)20/h5-7,9,12,15,17,24H,8,10-11,13H2,1-4H3
InChI_3D	1S/C21H28O5/c1-5-6-7-9-16(22)26-15-12-14-13-25-18(23)21(14,24)20(4)11-8-10-19(2,3)17(15)20/h5-7,9,12,15,17,24H,8,10-11,13H2,1-4H3/b6-5+,9-7+/t15-,17+,20+,21+/m1/s1
AuxInfo	1/0/N:18,20,21,19,7,6,4,10,5,12,11,1,9,2,13,8,14,3,17,16,15,23,22,25,24,26/E:(2,3)/rA:54cCCCCCCCCCCCCCCCCCCCCCOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;w4;s4;w6;s5;s2;;s10;s10;s1;s13;s2s3;s11s14s15;s12s14;s7;s16;s17;s17;d3;d8;s3s9;s15;s8s13;s1;s4;s5;s6;s7;s9;s9;s10;s10;s11;s11;s12;s12;s13;s14;s18;s18;s18;s19;s19;s19;s20;s20;s20;s21;s21;s21;s25;/rC:3.4748,.0022,0;3.4726,1.0054,0;2.814,2.4976,0;3.6851,-4.4855,0;4.0277,-3.5461,0;2.7002,-4.6586,0;2.3576,-5.5981,0;3.3853,-2.7796,0;4.224,1.6775,0;0,1.0056,0;.8679,1.5134,0;;2.6038,-.4989,0;1.7371,0,0;2.6012,1.5124,0;1.7358,1.0056,0;.8679,-.4978,0;1.3727,-5.7712,0;1.7355,2.7556,0;1.5096,-1.2647,0;-.256,-1.8392,0;2.1472,3.2429,0;2.4004,-2.9527,0;3.817,2.5999,0;2.6026,.5124,0;3.7279,-1.8401,0;3.9079,-.2477,0;4.0062,-4.8688,0;4.5201,-3.4595,0;2.379,-4.2754,0;2.6788,-5.9813,0;4.6578,1.9261,0;4.5166,1.272,0;-.4922,.9178,0;-.1728,1.4748,0;.5458,1.8958,0;1.19,1.8958,0;-.1701,-.4702,0;-.4925,.0864,0;2.2825,-.882,0;1.3044,.2505,0;1.2862,-5.2787,0;.8802,-5.8577,0;1.4592,-6.2636,0;1.2355,2.7555,0;2.2355,2.7557,0;1.7354,3.2556,0;1.1262,-1.5856,0;1.8305,-1.6482,0;1.8931,-.9439,0;.1273,-2.1603,0;-.5771,-2.2225,0;-.6393,-1.5181,0;3.036,.263,0;
Duplicates	ChEBI182643
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000182500-0000182749/ChEBI182643.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000182500-0000182749/ChEBI182643.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000182500-0000182749/ChEBI182643.sdf