CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5190053 (2532222)

Formula C₂₂H₃₂O₅

MW 376.49

InChIKey PTAHXVJYOLFJAH-UHFFFAOYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 59

Number_Heavy_Atoms 27

Number_Rings 4

Number_Bonds 62

Rotat_Bonds 6

Unbranched_Chain 2

Chiral_Centers 7

ONatoms 5

HB_Donor 3

HB_Acceptor 4

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 5

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 5

Lipinski_Violations 0

XLogP3 0

XLogP 0.8

logP 2.146

PSA 90.29

MR 102.752

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -183.66983

PM7_Total_Energy_ev -4609.62719

PM7_Electronic_Energy_ev -41789.69194

PM7_Dipole_Debye 4.17009

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.327

PM7_LUMO_Energy_ev -0.066

PM7_COSMO_Area_square_ang 370.36

PM7_COSMO_Volue_cubic_ang 469.11

PM7_Electron_Affinity_ev 0.066

PM7_Ionization_Energy_ev 9.327

PM7_Energy_Gap_ev 9.261

PM7_Global_Hardness_ev 4.6305

PM7_Global_Softness_ev 0.21595939963286903

PM7_Chemical_Potential_ev -4.6965

PM7_Electronigativity_ev 4.6965

PM7_Back_Donation_Energy_ev -1.157625

PM7_Electrophilicity_ev 2.3817203595724004

OPENEYE_Name (4~{a}~{R},5~{S},8~{a}~{R})-5-[[(1~{S},2~{R},5~{R},6~{R})-2,5-dihydroxy-4-(hydroxymethyl)-7-oxabicyclo[4.1.0]hept-3-en-1-yl]methyl]-1,1,4~{a},6-tetramethyl-4,5,8,8~{a}-tetrahydro-3~{H}-naphthalen-2-one

SMILES C1=C(C(C2(CCC(=O)C(C2C1)(C)C)C)CC34C(C=C(C(C3O4)O)CO)O)C

Canonical_SMILES OCC1=C[C@@H](O)[C@]2([C@@H]([C@@H]1O)O2)C[C@H]1C(=CC[C@@H]2[C@]1(C)CCC(=O)C2(C)C)C

InChI 1/C22H32O5/c1-12-5-6-15-20(2,3)16(24)7-8-21(15,4)14(12)10-22-17(25)9-13(11-23)18(26)19(22)27-22/h5,9,14-15,17-19,23,25-26H,6-8,10-11H2,1-4H3

InChI_3D 1S/C22H32O5/c1-12-5-6-15-20(2,3)16(24)7-8-21(15,4)14(12)10-22-17(25)9-13(11-23)18(26)19(22)27-22/h5,9,14-15,17-19,23,25-26H,6-8,10-11H2,1-4H3/t14-,15-,17+,18+,19+,21+,22-/m0/s1

AuxInfo 1/0/N:17,18,19,20,1,6,7,8,2,22,21,3,4,10,12,5,9,11,13,14,15,16,27,23,25,26,24/E:(2,3)/rA:59cCCCCCCCCCCCCCCCCCCCCCCOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;d2;;s1;s5;s7;s2;s3;s4;s6;s11;s5s12;s8s10s12;s9s13;s3;s14;s14;s15;s4;s10s16;d5;s13s16;s9;s11;s21;s1;s2;s6;s6;s7;s7;s8;s8;s9;s10;s11;s12;s13;s17;s17;s17;s18;s18;s18;s19;s19;s19;s20;s20;s20;s21;s21;s22;s22;s25;s26;s27;/rC:5.2115,2.7197,0;;4.2648,2.3803,0;0,-1.0052,0;4.0369,5.9899,0;5.3872,3.7046,0;3.0906,5.6493,0;2.91,4.6579,0;.8675,.5077,0;3.4939,3.0259,0;.8675,-1.5027,0;4.6253,4.3549,0;1.735,-1.0009,0;4.8025,5.3391,0;3.679,4.0143,0;1.735,0,0;3.9575,.6575,0;5.6857,6.8498,0;6.4442,4.7331,0;3.8538,4.9989,0;-.8653,-1.5065,0;2.6144,1.513,0;4.2154,6.9738,0;2.6018,-.5004,0;.2232,1.2725,0;1.9944,-2.8416,0;-1.7306,-2.0077,0;5.5934,2.397,0;-.4337,.2487,0;5.6399,4.1361,0;5.8564,3.5317,0;2.5906,5.6518,0;3.0059,6.1421,0;2.6596,4.2252,0;2.4408,4.8305,0;1.1896,.8901,0;3.0252,3.2001,0;.547,-1.8864,0;4.5356,3.863,0;1.9852,-1.4338,0;4.4497,.5697,0;3.4653,.7453,0;3.8697,.1653,0;5.2541,7.1022,0;6.1174,6.5975,0;5.9381,7.2815,0;6.6174,5.2022,0;6.2711,4.2641,0;6.9133,4.56,0;3.3615,5.0863,0;4.3461,4.9115,0;3.9412,5.4912,0;-.6147,-1.9391,0;-1.1159,-1.0738,0;3.0467,1.2617,0;2.1822,1.7642,0;.3933,1.7427,0;1.8241,-3.3117,0;-1.7299,-2.5077,0;

Duplicates CHEMBL5190053

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005190000-0005190249/CHEMBL5190053.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005190000-0005190249/CHEMBL5190053.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005190000-0005190249/CHEMBL5190053.sdf

Formula	C₂₂H₃₂O₅
MW	376.49
InChIKey	PTAHXVJYOLFJAH-UHFFFAOYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	59
Number_Heavy_Atoms	27
Number_Rings	4
Number_Bonds	62
Rotat_Bonds	6
Unbranched_Chain	2
Chiral_Centers	7
ONatoms	5
HB_Donor	3
HB_Acceptor	4
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	5
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	5
Lipinski_Violations	0
XLogP3	0
XLogP	0.8
logP	2.146
PSA	90.29
MR	102.752
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-183.66983
PM7_Total_Energy_ev	-4609.62719
PM7_Electronic_Energy_ev	-41789.69194
PM7_Dipole_Debye	4.17009
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.327
PM7_LUMO_Energy_ev	-0.066
PM7_COSMO_Area_square_ang	370.36
PM7_COSMO_Volue_cubic_ang	469.11
PM7_Electron_Affinity_ev	0.066
PM7_Ionization_Energy_ev	9.327
PM7_Energy_Gap_ev	9.261
PM7_Global_Hardness_ev	4.6305
PM7_Global_Softness_ev	0.21595939963286903
PM7_Chemical_Potential_ev	-4.6965
PM7_Electronigativity_ev	4.6965
PM7_Back_Donation_Energy_ev	-1.157625
PM7_Electrophilicity_ev	2.3817203595724004
OPENEYE_Name	(4~{a}~{R},5~{S},8~{a}~{R})-5-[[(1~{S},2~{R},5~{R},6~{R})-2,5-dihydroxy-4-(hydroxymethyl)-7-oxabicyclo[4.1.0]hept-3-en-1-yl]methyl]-1,1,4~{a},6-tetramethyl-4,5,8,8~{a}-tetrahydro-3~{H}-naphthalen-2-one
SMILES	C1=C(C(C2(CCC(=O)C(C2C1)(C)C)C)CC34C(C=C(C(C3O4)O)CO)O)C
Canonical_SMILES	OCC1=C[C@@H](O)[C@]2([C@@H]([C@@H]1O)O2)C[C@H]1C(=CC[C@@H]2[C@]1(C)CCC(=O)C2(C)C)C
InChI	1/C22H32O5/c1-12-5-6-15-20(2,3)16(24)7-8-21(15,4)14(12)10-22-17(25)9-13(11-23)18(26)19(22)27-22/h5,9,14-15,17-19,23,25-26H,6-8,10-11H2,1-4H3
InChI_3D	1S/C22H32O5/c1-12-5-6-15-20(2,3)16(24)7-8-21(15,4)14(12)10-22-17(25)9-13(11-23)18(26)19(22)27-22/h5,9,14-15,17-19,23,25-26H,6-8,10-11H2,1-4H3/t14-,15-,17+,18+,19+,21+,22-/m0/s1
AuxInfo	1/0/N:17,18,19,20,1,6,7,8,2,22,21,3,4,10,12,5,9,11,13,14,15,16,27,23,25,26,24/E:(2,3)/rA:59cCCCCCCCCCCCCCCCCCCCCCCOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;d2;;s1;s5;s7;s2;s3;s4;s6;s11;s5s12;s8s10s12;s9s13;s3;s14;s14;s15;s4;s10s16;d5;s13s16;s9;s11;s21;s1;s2;s6;s6;s7;s7;s8;s8;s9;s10;s11;s12;s13;s17;s17;s17;s18;s18;s18;s19;s19;s19;s20;s20;s20;s21;s21;s22;s22;s25;s26;s27;/rC:5.2115,2.7197,0;;4.2648,2.3803,0;0,-1.0052,0;4.0369,5.9899,0;5.3872,3.7046,0;3.0906,5.6493,0;2.91,4.6579,0;.8675,.5077,0;3.4939,3.0259,0;.8675,-1.5027,0;4.6253,4.3549,0;1.735,-1.0009,0;4.8025,5.3391,0;3.679,4.0143,0;1.735,0,0;3.9575,.6575,0;5.6857,6.8498,0;6.4442,4.7331,0;3.8538,4.9989,0;-.8653,-1.5065,0;2.6144,1.513,0;4.2154,6.9738,0;2.6018,-.5004,0;.2232,1.2725,0;1.9944,-2.8416,0;-1.7306,-2.0077,0;5.5934,2.397,0;-.4337,.2487,0;5.6399,4.1361,0;5.8564,3.5317,0;2.5906,5.6518,0;3.0059,6.1421,0;2.6596,4.2252,0;2.4408,4.8305,0;1.1896,.8901,0;3.0252,3.2001,0;.547,-1.8864,0;4.5356,3.863,0;1.9852,-1.4338,0;4.4497,.5697,0;3.4653,.7453,0;3.8697,.1653,0;5.2541,7.1022,0;6.1174,6.5975,0;5.9381,7.2815,0;6.6174,5.2022,0;6.2711,4.2641,0;6.9133,4.56,0;3.3615,5.0863,0;4.3461,4.9115,0;3.9412,5.4912,0;-.6147,-1.9391,0;-1.1159,-1.0738,0;3.0467,1.2617,0;2.1822,1.7642,0;.3933,1.7427,0;1.8241,-3.3117,0;-1.7299,-2.5077,0;
Duplicates	CHEMBL5190053
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005190000-0005190249/CHEMBL5190053.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005190000-0005190249/CHEMBL5190053.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005190000-0005190249/CHEMBL5190053.sdf