CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5196491 (2539284)

Formula C₂₇H₃₃NO₆

MW 467.56

InChIKey LHQGKHUOORPFOF-UHFFFAOYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 67

Number_Heavy_Atoms 34

Number_Rings 6

Number_Bonds 72

Rotat_Bonds 6

Unbranched_Chain 2

Chiral_Centers 8

ONatoms 7

HB_Donor 3

HB_Acceptor 4

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 5

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 7

Lipinski_Violations 0

XLogP3 0

XLogP 3.33

logP 2.9972

PSA 108.85

MR 124.938

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -200.5936

PM7_Total_Energy_ev -5718.93312

PM7_Electronic_Energy_ev -57671.95614

PM7_Dipole_Debye 4.83918

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.876

PM7_LUMO_Energy_ev -0.534

PM7_COSMO_Area_square_ang 433.49

PM7_COSMO_Volue_cubic_ang 552.24

PM7_Electron_Affinity_ev 0.534

PM7_Ionization_Energy_ev 8.876

PM7_Energy_Gap_ev 8.342

PM7_Global_Hardness_ev 4.171

PM7_Global_Softness_ev 0.2397506593143131

PM7_Chemical_Potential_ev -4.705

PM7_Electronigativity_ev 4.705

PM7_Back_Donation_Energy_ev -1.04275

PM7_Electrophilicity_ev 2.653683169503716

OPENEYE_Name [(1~{R},2~{S},5~{S},8~{R},9~{S},10~{S},11~{R},18~{R})-9,10-dihydroxy-12,12-dimethyl-6-methylene-7-oxo-17-oxapentacyclo[7.6.2.1^{5,8}.0^{1,11}.0^{2,8}]octadecan-18-yl] (~{E})-3-(1~{H}-pyrrol-2-yl)prop-2-enoate

SMILES c1cc([nH]c1)C=CC(=O)OC2C3C(=C)C(=O)C24C(CC3)C56CCCC(C5C(C4(OC6)O)O)(C)C

Canonical_SMILES O=C(O[C@@H]1[C@H]2CC[C@@H]3[C@@]1(C(=O)C2=C)[C@]1(O)OC[C@@]23CCCC([C@H]2[C@@H]1O)(C)C)/C=C/c1ccc[nH]1

InChI 1/C27H33NO6/c1-15-17-8-9-18-25-12-5-11-24(2,3)20(25)22(31)27(32,33-14-25)26(18,21(15)30)23(17)34-19(29)10-7-16-6-4-13-28-16/h4,6-7,10,13,17-18,20,22-23,28,31-32H,1,5,8-9,11-12,14H2,2-3H3

InChI_3D 1S/C27H33NO6/c1-15-17-8-9-18-25-12-5-11-24(2,3)20(25)22(31)27(32,33-14-25)26(18,21(15)30)23(17)34-19(29)10-7-16-6-4-13-28-16/h4,6-7,10,13,17-18,20,22-23,28,31-32H,1,5,8-9,11-12,14H2,2-3H3/b10-7+/t17-,18-,20+,22-,23+,25+,26-,27+/m0/s1

AuxInfo 1/0/N:7,26,27,1,11,2,8,12,13,9,15,14,3,16,5,4,17,18,10,19,6,21,20,24,23,22,25,28,30,29,32,33,31,34/E:(2,3)/rA:67cCCCCCCCCCCCCCCCCCCCCCCCCCCCNOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:s1;d1;d2;;s5;d5;s4;w8;s9;;;s12;s11;s11;;s5s12;s13;;s17;s19;s6s18s20;s14s16s18s19;s15s19;s21s22;s24;s24;s3s4;d6;d10;s16s25;s21;s25;s10s20;s1;s2;s3;s7;s7;s8;s9;s11;s11;s12;s12;s13;s13;s14;s14;s15;s15;s16;s16;s17;s18;s19;s20;s21;s26;s26;s26;s27;s27;s27;s28;s32;s33;/rC:;1.0015,0,0;-.3065,.9518,0;1.3133,.9518,0;7.418,2.5782,0;8.2834,2.077,0;7.3149,3.5729,0;2.9784,1.4902,0;3.7206,.8201,0;4.6721,1.1278,0;6.7853,-.058,0;5.9693,.3126,0;6.827,-.2015,0;7.7637,.1485,0;6.4749,-1.0086,0;4.8284,-.4711,0;6.674,1.9101,0;7.7637,.1485,0;8.1215,-1.5462,0;7.0794,.996,0;7.143,-1.7527,0;8.0741,1.0992,0;8.4318,-.5955,0;7.143,-1.7527,0;6.4749,-1.0086,0;5.6576,-2.678,0;7.7963,-3.3762,0;.5008,1.5426,0;9.1975,2.4825,0;4.8814,2.1056,0;5.4965,-1.2152,0;6.2942,-2.2814,0;7.4534,-.8021,0;5.4143,.4576,0;-.2944,-.4041,0;1.2949,-.4049,0;-.7821,1.1061,0;7.7198,3.8662,0;6.8584,3.7769,0;3.083,1.9792,0;3.616,.3311,0;6.7685,.4417,0;6.2903,.0123,0;5.4713,.3581,0;5.8141,-.1627,0;6.481,-.5624,0;7.1019,-.6192,0;8.1881,.4129,0;7.5771,.6124,0;6.0338,-.7733,0;6.1666,-1.4022,0;4.3873,-.2357,0;4.52,-.8646,0;6.2116,2.1004,0;8.2529,.2518,0;8.4555,-1.9182,0;7.1827,.5068,0;7.3297,-2.2166,0;5.3933,-2.2536,0;5.922,-3.1024,0;5.2333,-2.9423,0;7.3325,-3.5628,0;8.2602,-3.1895,0;7.983,-3.84,0;.5,2.0426,0;6.311,-2.7811,0;7.7874,-1.1741,0;

Duplicates CHEMBL5196491

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005196250-0005196499/CHEMBL5196491.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005196250-0005196499/CHEMBL5196491.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005196250-0005196499/CHEMBL5196491.sdf

Formula	C₂₇H₃₃NO₆
MW	467.56
InChIKey	LHQGKHUOORPFOF-UHFFFAOYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	67
Number_Heavy_Atoms	34
Number_Rings	6
Number_Bonds	72
Rotat_Bonds	6
Unbranched_Chain	2
Chiral_Centers	8
ONatoms	7
HB_Donor	3
HB_Acceptor	4
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	5
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	7
Lipinski_Violations	0
XLogP3	0
XLogP	3.33
logP	2.9972
PSA	108.85
MR	124.938
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-200.5936
PM7_Total_Energy_ev	-5718.93312
PM7_Electronic_Energy_ev	-57671.95614
PM7_Dipole_Debye	4.83918
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.876
PM7_LUMO_Energy_ev	-0.534
PM7_COSMO_Area_square_ang	433.49
PM7_COSMO_Volue_cubic_ang	552.24
PM7_Electron_Affinity_ev	0.534
PM7_Ionization_Energy_ev	8.876
PM7_Energy_Gap_ev	8.342
PM7_Global_Hardness_ev	4.171
PM7_Global_Softness_ev	0.2397506593143131
PM7_Chemical_Potential_ev	-4.705
PM7_Electronigativity_ev	4.705
PM7_Back_Donation_Energy_ev	-1.04275
PM7_Electrophilicity_ev	2.653683169503716
OPENEYE_Name	[(1~{R},2~{S},5~{S},8~{R},9~{S},10~{S},11~{R},18~{R})-9,10-dihydroxy-12,12-dimethyl-6-methylene-7-oxo-17-oxapentacyclo[7.6.2.1^{5,8}.0^{1,11}.0^{2,8}]octadecan-18-yl] (~{E})-3-(1~{H}-pyrrol-2-yl)prop-2-enoate
SMILES	c1cc([nH]c1)C=CC(=O)OC2C3C(=C)C(=O)C24C(CC3)C56CCCC(C5C(C4(OC6)O)O)(C)C
Canonical_SMILES	O=C(O[C@@H]1[C@H]2CC[C@@H]3[C@@]1(C(=O)C2=C)[C@]1(O)OC[C@@]23CCCC([C@H]2[C@@H]1O)(C)C)/C=C/c1ccc[nH]1
InChI	1/C27H33NO6/c1-15-17-8-9-18-25-12-5-11-24(2,3)20(25)22(31)27(32,33-14-25)26(18,21(15)30)23(17)34-19(29)10-7-16-6-4-13-28-16/h4,6-7,10,13,17-18,20,22-23,28,31-32H,1,5,8-9,11-12,14H2,2-3H3
InChI_3D	1S/C27H33NO6/c1-15-17-8-9-18-25-12-5-11-24(2,3)20(25)22(31)27(32,33-14-25)26(18,21(15)30)23(17)34-19(29)10-7-16-6-4-13-28-16/h4,6-7,10,13,17-18,20,22-23,28,31-32H,1,5,8-9,11-12,14H2,2-3H3/b10-7+/t17-,18-,20+,22-,23+,25+,26-,27+/m0/s1
AuxInfo	1/0/N:7,26,27,1,11,2,8,12,13,9,15,14,3,16,5,4,17,18,10,19,6,21,20,24,23,22,25,28,30,29,32,33,31,34/E:(2,3)/rA:67cCCCCCCCCCCCCCCCCCCCCCCCCCCCNOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:s1;d1;d2;;s5;d5;s4;w8;s9;;;s12;s11;s11;;s5s12;s13;;s17;s19;s6s18s20;s14s16s18s19;s15s19;s21s22;s24;s24;s3s4;d6;d10;s16s25;s21;s25;s10s20;s1;s2;s3;s7;s7;s8;s9;s11;s11;s12;s12;s13;s13;s14;s14;s15;s15;s16;s16;s17;s18;s19;s20;s21;s26;s26;s26;s27;s27;s27;s28;s32;s33;/rC:;1.0015,0,0;-.3065,.9518,0;1.3133,.9518,0;7.418,2.5782,0;8.2834,2.077,0;7.3149,3.5729,0;2.9784,1.4902,0;3.7206,.8201,0;4.6721,1.1278,0;6.7853,-.058,0;5.9693,.3126,0;6.827,-.2015,0;7.7637,.1485,0;6.4749,-1.0086,0;4.8284,-.4711,0;6.674,1.9101,0;7.7637,.1485,0;8.1215,-1.5462,0;7.0794,.996,0;7.143,-1.7527,0;8.0741,1.0992,0;8.4318,-.5955,0;7.143,-1.7527,0;6.4749,-1.0086,0;5.6576,-2.678,0;7.7963,-3.3762,0;.5008,1.5426,0;9.1975,2.4825,0;4.8814,2.1056,0;5.4965,-1.2152,0;6.2942,-2.2814,0;7.4534,-.8021,0;5.4143,.4576,0;-.2944,-.4041,0;1.2949,-.4049,0;-.7821,1.1061,0;7.7198,3.8662,0;6.8584,3.7769,0;3.083,1.9792,0;3.616,.3311,0;6.7685,.4417,0;6.2903,.0123,0;5.4713,.3581,0;5.8141,-.1627,0;6.481,-.5624,0;7.1019,-.6192,0;8.1881,.4129,0;7.5771,.6124,0;6.0338,-.7733,0;6.1666,-1.4022,0;4.3873,-.2357,0;4.52,-.8646,0;6.2116,2.1004,0;8.2529,.2518,0;8.4555,-1.9182,0;7.1827,.5068,0;7.3297,-2.2166,0;5.3933,-2.2536,0;5.922,-3.1024,0;5.2333,-2.9423,0;7.3325,-3.5628,0;8.2602,-3.1895,0;7.983,-3.84,0;.5,2.0426,0;6.311,-2.7811,0;7.7874,-1.1741,0;
Duplicates	CHEMBL5196491
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005196250-0005196499/CHEMBL5196491.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005196250-0005196499/CHEMBL5196491.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005196250-0005196499/CHEMBL5196491.sdf