CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5192066 (2534429)

Formula C₂₇H₃₆O₈

MW 488.58

InChIKey SKFADFPJLWIVNS-UHFFFAOYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 71

Number_Heavy_Atoms 35

Number_Rings 5

Number_Bonds 75

Rotat_Bonds 5

Unbranched_Chain 2

Chiral_Centers 9

ONatoms 8

HB_Donor 1

HB_Acceptor 5

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 5

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 8

Lipinski_Violations 0

XLogP3 0

XLogP 1.79

logP 2.7516

PSA 116.2

MR 124.814

ABS 0.55

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -324.43707

PM7_Total_Energy_ev -6164.74319

PM7_Electronic_Energy_ev -65362.92128

PM7_Dipole_Debye 5.37306

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.738

PM7_LUMO_Energy_ev -0.053

PM7_COSMO_Area_square_ang 415.55

PM7_COSMO_Volue_cubic_ang 589.75

PM7_Electron_Affinity_ev 0.053

PM7_Ionization_Energy_ev 9.738

PM7_Energy_Gap_ev 9.685

PM7_Global_Hardness_ev 4.8425

PM7_Global_Softness_ev 0.20650490449148168

PM7_Chemical_Potential_ev -4.8955

PM7_Electronigativity_ev 4.8955

PM7_Back_Donation_Energy_ev -1.210625

PM7_Electrophilicity_ev 2.4745400361383583

OPENEYE_Name methyl (1~{R},2~{R},5~{R},6~{S},8~{R},9~{S},11~{S},12~{R},14~{S})-14-acetoxy-6-hydroxy-4,5,6,9,13,13-hexamethyl-7,17-dioxo-18-oxapentacyclo[9.5.2.0^{1,12}.0^{2,9}.0^{5,8}]octadec-3-ene-8-carboxylate

SMILES C1=C(C2(C(C(=O)C2(C)O)(C3(C1C45C(=O)OC(C3)C4C(C(CC5)OC(=O)C)(C)C)C)C(=O)OC)C)C

Canonical_SMILES COC(=O)[C@]12C(=O)[C@@]([C@]2(C)C(=C[C@@H]2[C@]1(C)C[C@@H]1OC(=O)[C@]32[C@H]1C(C)(C)[C@H](CC3)OC(=O)C)C)(C)O

InChI 1/C27H36O8/c1-13-11-16-23(5,27(21(31)33-8)19(29)25(7,32)24(13,27)6)12-15-18-22(3,4)17(34-14(2)28)9-10-26(16,18)20(30)35-15/h11,15-18,32H,9-10,12H2,1-8H3

InChI_3D 1S/C27H36O8/c1-13-11-16-23(5,27(21(31)33-8)19(29)25(7,32)24(13,27)6)12-15-18-22(3,4)17(34-14(2)28)9-10-26(16,18)20(30)35-15/h11,15-18,32H,9-10,12H2,1-8H3/t15-,16+,17-,18+,23-,24-,25+,26+,27+/m0/s1

AuxInfo 1/0/N:20,21,25,26,24,22,23,27,7,8,1,9,2,6,12,10,13,11,3,4,5,19,18,14,16,17,15,31,28,29,30,33,34,35,32/E:(3,4)/rA:71cCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;;;;s7;;s1;;s9s11;s7;s2;s3s5s14;s3s14;s4s8s10s11;s9s10s15;s11s13;s2;s6;s14;s16;s18;s19;s19;;d3;d4;d5;d6;s4s12;s16;s5s27;s6s13;s1;s7;s7;s8;s8;s9;s9;s10;s11;s12;s13;s20;s20;s20;s21;s21;s21;s22;s22;s22;s23;s23;s23;s24;s24;s24;s25;s25;s25;s26;s26;s26;s27;s27;s27;s33;/rC:;-.5,-.866,0;1,-2.7321,0;1.191,1.8171,0;1,-3.4821,0;4.3181,-2.4494,0;1.5,-.866,0;1,0,0;2.5,-.866,0;1,0,0;2.5,.866,0;3,0,0;2.5,-.866,0;0,-1.7321,0;1,-1.7321,0;0,-2.7321,0;1.5,.866,0;1.5,-.866,0;3,0,0;-2.25,-.866,0;5.2578,-2.7914,0;-.9659,-1.9909,0;0,-4.4821,0;2.375,-2.3816,0;4.3406,1.1249,0;3.766,-.6428,0;1.866,-4.9821,0;1.7071,-3.4392,0;.2399,2.1261,0;.134,-3.9821,0;3.5521,-3.0922,0;2,2.4049,0;-1.75,-2.7321,0;1.866,-3.9821,0;4.1445,-1.4646,0;-.25,.433,0;1.5868,-1.3584,0;1.0302,-1.037,0;.617,-.3214,0;.617,.3214,0;2.9698,-1.037,0;2.4132,-1.3584,0;1.5,0,0;2.75,1.299,0;2.5,0,0;2.4132,-1.3584,0;-2.25,-1.366,0;-2.25,-.366,0;-2.75,-.866,0;5.4288,-2.3215,0;5.0868,-3.2612,0;5.7276,-2.9624,0;-.8365,-2.4738,0;-1.0953,-1.5079,0;-1.4489,-2.1203,0;.5,-4.4821,0;-.5,-4.4821,0;0,-4.9821,0;2.808,-2.1316,0;1.942,-2.6316,0;2.625,-2.8146,0;4.662,.7419,0;4.0192,1.5079,0;4.7236,1.4463,0;4.0874,-.2598,0;3.4447,-1.0258,0;4.1491,-.9642,0;1.366,-4.9821,0;2.366,-4.9821,0;1.866,-5.4821,0;-2,-3.1651,0;

Duplicates CHEMBL5192066

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005192000-0005192249/CHEMBL5192066.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005192000-0005192249/CHEMBL5192066.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005192000-0005192249/CHEMBL5192066.sdf

Formula	C₂₇H₃₆O₈
MW	488.58
InChIKey	SKFADFPJLWIVNS-UHFFFAOYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	71
Number_Heavy_Atoms	35
Number_Rings	5
Number_Bonds	75
Rotat_Bonds	5
Unbranched_Chain	2
Chiral_Centers	9
ONatoms	8
HB_Donor	1
HB_Acceptor	5
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	5
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	8
Lipinski_Violations	0
XLogP3	0
XLogP	1.79
logP	2.7516
PSA	116.2
MR	124.814
ABS	0.55
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-324.43707
PM7_Total_Energy_ev	-6164.74319
PM7_Electronic_Energy_ev	-65362.92128
PM7_Dipole_Debye	5.37306
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.738
PM7_LUMO_Energy_ev	-0.053
PM7_COSMO_Area_square_ang	415.55
PM7_COSMO_Volue_cubic_ang	589.75
PM7_Electron_Affinity_ev	0.053
PM7_Ionization_Energy_ev	9.738
PM7_Energy_Gap_ev	9.685
PM7_Global_Hardness_ev	4.8425
PM7_Global_Softness_ev	0.20650490449148168
PM7_Chemical_Potential_ev	-4.8955
PM7_Electronigativity_ev	4.8955
PM7_Back_Donation_Energy_ev	-1.210625
PM7_Electrophilicity_ev	2.4745400361383583
OPENEYE_Name	methyl (1~{R},2~{R},5~{R},6~{S},8~{R},9~{S},11~{S},12~{R},14~{S})-14-acetoxy-6-hydroxy-4,5,6,9,13,13-hexamethyl-7,17-dioxo-18-oxapentacyclo[9.5.2.0^{1,12}.0^{2,9}.0^{5,8}]octadec-3-ene-8-carboxylate
SMILES	C1=C(C2(C(C(=O)C2(C)O)(C3(C1C45C(=O)OC(C3)C4C(C(CC5)OC(=O)C)(C)C)C)C(=O)OC)C)C
Canonical_SMILES	COC(=O)[C@]12C(=O)[C@@]([C@]2(C)C(=C[C@@H]2[C@]1(C)C[C@@H]1OC(=O)[C@]32[C@H]1C(C)(C)[C@H](CC3)OC(=O)C)C)(C)O
InChI	1/C27H36O8/c1-13-11-16-23(5,27(21(31)33-8)19(29)25(7,32)24(13,27)6)12-15-18-22(3,4)17(34-14(2)28)9-10-26(16,18)20(30)35-15/h11,15-18,32H,9-10,12H2,1-8H3
InChI_3D	1S/C27H36O8/c1-13-11-16-23(5,27(21(31)33-8)19(29)25(7,32)24(13,27)6)12-15-18-22(3,4)17(34-14(2)28)9-10-26(16,18)20(30)35-15/h11,15-18,32H,9-10,12H2,1-8H3/t15-,16+,17-,18+,23-,24-,25+,26+,27+/m0/s1
AuxInfo	1/0/N:20,21,25,26,24,22,23,27,7,8,1,9,2,6,12,10,13,11,3,4,5,19,18,14,16,17,15,31,28,29,30,33,34,35,32/E:(3,4)/rA:71cCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;;;;s7;;s1;;s9s11;s7;s2;s3s5s14;s3s14;s4s8s10s11;s9s10s15;s11s13;s2;s6;s14;s16;s18;s19;s19;;d3;d4;d5;d6;s4s12;s16;s5s27;s6s13;s1;s7;s7;s8;s8;s9;s9;s10;s11;s12;s13;s20;s20;s20;s21;s21;s21;s22;s22;s22;s23;s23;s23;s24;s24;s24;s25;s25;s25;s26;s26;s26;s27;s27;s27;s33;/rC:;-.5,-.866,0;1,-2.7321,0;1.191,1.8171,0;1,-3.4821,0;4.3181,-2.4494,0;1.5,-.866,0;1,0,0;2.5,-.866,0;1,0,0;2.5,.866,0;3,0,0;2.5,-.866,0;0,-1.7321,0;1,-1.7321,0;0,-2.7321,0;1.5,.866,0;1.5,-.866,0;3,0,0;-2.25,-.866,0;5.2578,-2.7914,0;-.9659,-1.9909,0;0,-4.4821,0;2.375,-2.3816,0;4.3406,1.1249,0;3.766,-.6428,0;1.866,-4.9821,0;1.7071,-3.4392,0;.2399,2.1261,0;.134,-3.9821,0;3.5521,-3.0922,0;2,2.4049,0;-1.75,-2.7321,0;1.866,-3.9821,0;4.1445,-1.4646,0;-.25,.433,0;1.5868,-1.3584,0;1.0302,-1.037,0;.617,-.3214,0;.617,.3214,0;2.9698,-1.037,0;2.4132,-1.3584,0;1.5,0,0;2.75,1.299,0;2.5,0,0;2.4132,-1.3584,0;-2.25,-1.366,0;-2.25,-.366,0;-2.75,-.866,0;5.4288,-2.3215,0;5.0868,-3.2612,0;5.7276,-2.9624,0;-.8365,-2.4738,0;-1.0953,-1.5079,0;-1.4489,-2.1203,0;.5,-4.4821,0;-.5,-4.4821,0;0,-4.9821,0;2.808,-2.1316,0;1.942,-2.6316,0;2.625,-2.8146,0;4.662,.7419,0;4.0192,1.5079,0;4.7236,1.4463,0;4.0874,-.2598,0;3.4447,-1.0258,0;4.1491,-.9642,0;1.366,-4.9821,0;2.366,-4.9821,0;1.866,-5.4821,0;-2,-3.1651,0;
Duplicates	CHEMBL5192066
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005192000-0005192249/CHEMBL5192066.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005192000-0005192249/CHEMBL5192066.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005192000-0005192249/CHEMBL5192066.sdf