CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5191356_s0 (2533671)

Formula C₂₇H₃₂O₄

MW 420.55

InChIKey QQQBQNOATCLNST-UHFFFAOYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 63

Number_Heavy_Atoms 31

Number_Rings 3

Number_Bonds 65

Rotat_Bonds 9

Unbranched_Chain 2

Chiral_Centers 3

ONatoms 4

HB_Donor 2

HB_Acceptor 3

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 2

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 4

Lipinski_Violations 0

XLogP3 0

XLogP 3.82

logP 5.24

PSA 66.76

MR 124.798

ABS 0.55

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -133.51316

PM7_Total_Energy_ev -4929.34387

PM7_Electronic_Energy_ev -45978.14497

PM7_Dipole_Debye 2.44889

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.925

PM7_LUMO_Energy_ev -0.06

PM7_COSMO_Area_square_ang 446.38

PM7_COSMO_Volue_cubic_ang 548.01

PM7_Electron_Affinity_ev 0.06

PM7_Ionization_Energy_ev 8.925

PM7_Energy_Gap_ev 8.865

PM7_Global_Hardness_ev 4.4325

PM7_Global_Softness_ev 0.22560631697687536

PM7_Chemical_Potential_ev -4.4925

PM7_Electronigativity_ev 4.4925

PM7_Back_Donation_Energy_ev -1.108125

PM7_Electrophilicity_ev 2.2766560913705582

OPENEYE_Name (3~{R},4~{R},5~{R})-3-hydroxy-5-[[4-hydroxy-3-(3-methylbut-2-enyl)phenyl]methyl]-5-(3-methylbut-2-enyl)-4-phenyl-tetrahydrofuran-2-one

SMILES c1ccc(cc1)C2C(C(=O)OC2(Cc3ccc(c(c3)CC=C(C)C)O)CC=C(C)C)O

Canonical_SMILES CC(=CC[C@@]1(OC(=O)[C@@H]([C@H]1c1ccccc1)O)Cc1ccc(c(c1)CC=C(C)C)O)C

InChI 1/C27H32O4/c1-18(2)10-12-22-16-20(11-13-23(22)28)17-27(15-14-19(3)4)24(25(29)26(30)31-27)21-8-6-5-7-9-21/h5-11,13-14,16,24-25,28-29H,12,15,17H2,1-4H3

InChI_3D 1S/C27H32O4/c1-18(2)10-12-22-16-20(11-13-23(22)28)17-27(15-14-19(3)4)24(25(29)26(30)31-27)21-8-6-5-7-9-21/h5-11,13-14,16,24-25,28-29H,12,15,17H2,1-4H3/t24-,25-,27-/m1/s1

AuxInfo 1/0/N:21,22,23,24,1,2,3,4,5,14,6,25,7,15,27,8,26,16,17,10,9,11,12,18,19,13,20,30,31,28,29/E:(1,2)(3,4)(6,7)(8,9)/rA:63cCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;;d6;;d4s5;s6d8;s8;s7d11;;;;d14;d15;s9;s13s18;s18;s16;s16;s17;s17;s11s14;s10s20;s15s20;d13;s13s20;s12;s19;s1;s2;s3;s4;s5;s6;s7;s8;s14;s15;s18;s19;s21;s21;s21;s22;s22;s22;s23;s23;s23;s24;s24;s24;s25;s25;s26;s26;s27;s27;s30;s31;/rC:-.3961,-3.7395,0;-1.2064,-3.1534,0;.519,-3.3361,0;-1.1005,-2.1538,0;.6249,-2.3365,0;2.3137,2.6788,0;2.8172,3.5488,0;.812,3.5479,0;-.1843,-1.7403,0;1.3136,2.6828,0;1.3156,4.4179,0;2.3207,4.4228,0;-1.308,.9518,0;.3123,6.1481,0;2.8221,-.1711,0;-.6877,6.1462,0;3.6321,.4153,0;;-1.0015,0,0;.3118,.9518,0;-1.1893,7.0113,0;-1.1861,5.2792,0;4.545,.007,0;3.5293,1.41,0;.8139,5.283,0;.8127,1.8173,0;1.9093,.2372,0;-2.2592,1.2604,0;-.5007,1.5426,0;2.8216,5.2883,0;-1.98,-.2062,0;-.4487,-4.2367,0;-1.663,-3.357,0;.9228,-3.6309,0;-1.5056,-1.8607,0;1.0824,-2.1349,0;2.5626,2.2452,0;3.3172,3.5468,0;.312,3.5477,0;.5615,6.5816,0;2.8735,-.6684,0;.4889,-.1047,0;-.9497,-.4973,0;-.7568,7.2621,0;-1.6219,6.7605,0;-1.4401,7.4438,0;-1.6195,5.5284,0;-.7526,5.03,0;-1.4352,4.8457,0;4.7491,.4634,0;4.3408,-.4495,0;5.0014,-.1972,0;3.032,1.3586,0;4.0267,1.4614,0;3.4779,1.9073,0;1.2465,5.5338,0;.3814,5.0322,0;.38,2.0678,0;1.2455,1.5668,0;1.7051,-.2192,0;2.1134,.6937,0;3.3216,5.2877,0;-2.3139,.166,0;

Duplicates CHEMBL5191356_s0

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005191250-0005191499/CHEMBL5191356_s0.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005191250-0005191499/CHEMBL5191356_s0.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005191250-0005191499/CHEMBL5191356_s0.sdf

Formula	C₂₇H₃₂O₄
MW	420.55
InChIKey	QQQBQNOATCLNST-UHFFFAOYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	63
Number_Heavy_Atoms	31
Number_Rings	3
Number_Bonds	65
Rotat_Bonds	9
Unbranched_Chain	2
Chiral_Centers	3
ONatoms	4
HB_Donor	2
HB_Acceptor	3
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	2
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	4
Lipinski_Violations	0
XLogP3	0
XLogP	3.82
logP	5.24
PSA	66.76
MR	124.798
ABS	0.55
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-133.51316
PM7_Total_Energy_ev	-4929.34387
PM7_Electronic_Energy_ev	-45978.14497
PM7_Dipole_Debye	2.44889
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.925
PM7_LUMO_Energy_ev	-0.06
PM7_COSMO_Area_square_ang	446.38
PM7_COSMO_Volue_cubic_ang	548.01
PM7_Electron_Affinity_ev	0.06
PM7_Ionization_Energy_ev	8.925
PM7_Energy_Gap_ev	8.865
PM7_Global_Hardness_ev	4.4325
PM7_Global_Softness_ev	0.22560631697687536
PM7_Chemical_Potential_ev	-4.4925
PM7_Electronigativity_ev	4.4925
PM7_Back_Donation_Energy_ev	-1.108125
PM7_Electrophilicity_ev	2.2766560913705582
OPENEYE_Name	(3~{R},4~{R},5~{R})-3-hydroxy-5-[[4-hydroxy-3-(3-methylbut-2-enyl)phenyl]methyl]-5-(3-methylbut-2-enyl)-4-phenyl-tetrahydrofuran-2-one
SMILES	c1ccc(cc1)C2C(C(=O)OC2(Cc3ccc(c(c3)CC=C(C)C)O)CC=C(C)C)O
Canonical_SMILES	CC(=CC[C@@]1(OC(=O)[C@@H]([C@H]1c1ccccc1)O)Cc1ccc(c(c1)CC=C(C)C)O)C
InChI	1/C27H32O4/c1-18(2)10-12-22-16-20(11-13-23(22)28)17-27(15-14-19(3)4)24(25(29)26(30)31-27)21-8-6-5-7-9-21/h5-11,13-14,16,24-25,28-29H,12,15,17H2,1-4H3
InChI_3D	1S/C27H32O4/c1-18(2)10-12-22-16-20(11-13-23(22)28)17-27(15-14-19(3)4)24(25(29)26(30)31-27)21-8-6-5-7-9-21/h5-11,13-14,16,24-25,28-29H,12,15,17H2,1-4H3/t24-,25-,27-/m1/s1
AuxInfo	1/0/N:21,22,23,24,1,2,3,4,5,14,6,25,7,15,27,8,26,16,17,10,9,11,12,18,19,13,20,30,31,28,29/E:(1,2)(3,4)(6,7)(8,9)/rA:63cCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;;d6;;d4s5;s6d8;s8;s7d11;;;;d14;d15;s9;s13s18;s18;s16;s16;s17;s17;s11s14;s10s20;s15s20;d13;s13s20;s12;s19;s1;s2;s3;s4;s5;s6;s7;s8;s14;s15;s18;s19;s21;s21;s21;s22;s22;s22;s23;s23;s23;s24;s24;s24;s25;s25;s26;s26;s27;s27;s30;s31;/rC:-.3961,-3.7395,0;-1.2064,-3.1534,0;.519,-3.3361,0;-1.1005,-2.1538,0;.6249,-2.3365,0;2.3137,2.6788,0;2.8172,3.5488,0;.812,3.5479,0;-.1843,-1.7403,0;1.3136,2.6828,0;1.3156,4.4179,0;2.3207,4.4228,0;-1.308,.9518,0;.3123,6.1481,0;2.8221,-.1711,0;-.6877,6.1462,0;3.6321,.4153,0;;-1.0015,0,0;.3118,.9518,0;-1.1893,7.0113,0;-1.1861,5.2792,0;4.545,.007,0;3.5293,1.41,0;.8139,5.283,0;.8127,1.8173,0;1.9093,.2372,0;-2.2592,1.2604,0;-.5007,1.5426,0;2.8216,5.2883,0;-1.98,-.2062,0;-.4487,-4.2367,0;-1.663,-3.357,0;.9228,-3.6309,0;-1.5056,-1.8607,0;1.0824,-2.1349,0;2.5626,2.2452,0;3.3172,3.5468,0;.312,3.5477,0;.5615,6.5816,0;2.8735,-.6684,0;.4889,-.1047,0;-.9497,-.4973,0;-.7568,7.2621,0;-1.6219,6.7605,0;-1.4401,7.4438,0;-1.6195,5.5284,0;-.7526,5.03,0;-1.4352,4.8457,0;4.7491,.4634,0;4.3408,-.4495,0;5.0014,-.1972,0;3.032,1.3586,0;4.0267,1.4614,0;3.4779,1.9073,0;1.2465,5.5338,0;.3814,5.0322,0;.38,2.0678,0;1.2455,1.5668,0;1.7051,-.2192,0;2.1134,.6937,0;3.3216,5.2877,0;-2.3139,.166,0;
Duplicates	CHEMBL5191356_s0
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005191250-0005191499/CHEMBL5191356_s0.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005191250-0005191499/CHEMBL5191356_s0.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005191250-0005191499/CHEMBL5191356_s0.sdf