CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5185005 (2526759)

Formula C₂₈H₃₃NO₅

MW 463.57

InChIKey BWDIISJAFKFSEA-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 5

Unbranched_Chain 2

Chiral_Centers 7

ONatoms 6

HB_Donor 1

HB_Acceptor 4

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 5

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 6

Lipinski_Violations 0

XLogP3 0

XLogP 4.32

logP 4.0933

PSA 85.72

MR 127.221

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -153.54571

PM7_Total_Energy_ev -5546.68792

PM7_Electronic_Energy_ev -55490.99439

PM7_Dipole_Debye 4.00078

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.647

PM7_LUMO_Energy_ev -0.9

PM7_COSMO_Area_square_ang 441.98

PM7_COSMO_Volue_cubic_ang 559.51

PM7_Electron_Affinity_ev 0.9

PM7_Ionization_Energy_ev 9.647

PM7_Energy_Gap_ev 8.747

PM7_Global_Hardness_ev 4.3735

PM7_Global_Softness_ev 0.22864982279638732

PM7_Chemical_Potential_ev -5.2735

PM7_Electronigativity_ev 5.2735

PM7_Back_Donation_Energy_ev -1.093375

PM7_Electrophilicity_ev 3.179353178232537

OPENEYE_Name [(1~{S},2~{S},5~{S},8~{R},9~{R},11~{R},18~{R})-9-hydroxy-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-(3-pyridyl)prop-2-enoate

SMILES c1cc(cnc1)C=CC(=O)OC2C3C(=C)C(=O)C24C(CC3)C56CCCC(C5CC4(OC6)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]2C1)(C)C)/C=C/c1cccnc1

InChI 1/C28H33NO5/c1-17-19-8-9-20-26-12-5-11-25(2,3)21(26)14-27(32,33-16-26)28(20,23(17)31)24(19)34-22(30)10-7-18-6-4-13-29-15-18/h4,6-7,10,13,15,19-21,24,32H,1,5,8-9,11-12,14,16H2,2-3H3

InChI_3D 1S/C28H33NO5/c1-17-19-8-9-20-26-12-5-11-25(2,3)21(26)14-27(32,33-16-26)28(20,23(17)31)24(19)34-22(30)10-7-18-6-4-13-29-15-18/h4,6-7,10,13,15,19-21,24,32H,1,5,8-9,11-12,14,16H2,2-3H3/b10-7+/t19-,20-,21+,24+,26+,27+,28-/m0/s1

AuxInfo 1/0/N:8,27,28,1,12,2,9,13,14,10,16,15,3,17,4,18,6,5,19,20,21,11,7,22,25,24,26,23,29,31,30,33,32,34/E:(2,3)/rA:67cCCCCCCCCCCCCCCCCCCCCCCCCCCCCNOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;s2d4;;s6;d6;s5;w9;s10;;;s13;s12;s12;;;s6s13;s14;s17;s19;s7s20s22;s15s18s20s21;s16s21;s17s23;s25;s25;d3s4;d7;d11;s18s26;s26;s11s22;s1;s2;s3;s4;s8;s8;s9;s10;s12;s12;s13;s13;s14;s14;s15;s15;s16;s16;s17;s17;s18;s18;s19;s20;s21;s22;s27;s27;s27;s28;s28;s28;s33;/rC:-.8675,.4975,0;;-.8675,1.5027,0;.8675,1.5027,0;.8675,.4975,0;-1.4048,-2.9402,0;-1.6141,-3.918,0;-2.0728,-2.1961,0;2.3818,-.3797,0;2.3803,-1.3797,0;1.5136,-1.8784,0;.974,-4.2407,0;1.2471,-3.3871,0;1.0524,-4.368,0;.1642,-4.8274,0;1.887,-4.6488,0;1.9901,-5.6435,0;2.5938,-3.0675,0;-.4101,-2.8371,0;.1642,-4.8274,0;1.1802,-6.2301,0;-.0047,-3.7512,0;-.7488,-4.4193,0;.2672,-5.822,0;1.9901,-5.6435,0;1.887,-4.6488,0;3.673,-5.1635,0;2.7549,-7.2175,0;0,2.0104,0;-2.5282,-4.3234,0;.6483,-1.3772,0;2.6968,-4.0622,0;1.0771,-5.2354,0;1.5121,-2.8784,0;-1.3001,.2469,0;0,-.5,0;-1.3012,1.7514,0;1.3012,1.7514,0;-2.562,-2.2993,0;-1.9176,-1.7208,0;2.8151,-.1303,0;2.813,-1.6303,0;.6149,-3.8929,0;1.2542,-3.8266,0;1.5476,-2.9875,0;1.7036,-3.5912,0;1.5522,-4.3538,0;1.1775,-4.8521,0;-.3167,-4.9645,0;-.0544,-4.3776,0;2.0086,-4.1638,0;2.3857,-4.6844,0;2.4709,-5.5064,0;2.2086,-6.0932,0;2.7154,-2.5825,0;3.0925,-3.1031,0;-.2408,-2.3667,0;-.2408,-5.1207,0;1.2317,-6.7274,0;.2886,-4.1562,0;3.5358,-4.6827,0;3.8101,-5.6444,0;4.1538,-5.0264,0;3.2046,-6.9989,0;2.3052,-7.436,0;2.9735,-7.6672,0;1.1287,-5.7327,0;

Duplicates CHEMBL5185005

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005185000-0005185249/CHEMBL5185005.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005185000-0005185249/CHEMBL5185005.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005185000-0005185249/CHEMBL5185005.sdf

Formula	C₂₈H₃₃NO₅
MW	463.57
InChIKey	BWDIISJAFKFSEA-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	5
Unbranched_Chain	2
Chiral_Centers	7
ONatoms	6
HB_Donor	1
HB_Acceptor	4
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	5
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	6
Lipinski_Violations	0
XLogP3	0
XLogP	4.32
logP	4.0933
PSA	85.72
MR	127.221
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-153.54571
PM7_Total_Energy_ev	-5546.68792
PM7_Electronic_Energy_ev	-55490.99439
PM7_Dipole_Debye	4.00078
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.647
PM7_LUMO_Energy_ev	-0.9
PM7_COSMO_Area_square_ang	441.98
PM7_COSMO_Volue_cubic_ang	559.51
PM7_Electron_Affinity_ev	0.9
PM7_Ionization_Energy_ev	9.647
PM7_Energy_Gap_ev	8.747
PM7_Global_Hardness_ev	4.3735
PM7_Global_Softness_ev	0.22864982279638732
PM7_Chemical_Potential_ev	-5.2735
PM7_Electronigativity_ev	5.2735
PM7_Back_Donation_Energy_ev	-1.093375
PM7_Electrophilicity_ev	3.179353178232537
OPENEYE_Name	[(1~{S},2~{S},5~{S},8~{R},9~{R},11~{R},18~{R})-9-hydroxy-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-(3-pyridyl)prop-2-enoate
SMILES	c1cc(cnc1)C=CC(=O)OC2C3C(=C)C(=O)C24C(CC3)C56CCCC(C5CC4(OC6)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]2C1)(C)C)/C=C/c1cccnc1
InChI	1/C28H33NO5/c1-17-19-8-9-20-26-12-5-11-25(2,3)21(26)14-27(32,33-16-26)28(20,23(17)31)24(19)34-22(30)10-7-18-6-4-13-29-15-18/h4,6-7,10,13,15,19-21,24,32H,1,5,8-9,11-12,14,16H2,2-3H3
InChI_3D	1S/C28H33NO5/c1-17-19-8-9-20-26-12-5-11-25(2,3)21(26)14-27(32,33-16-26)28(20,23(17)31)24(19)34-22(30)10-7-18-6-4-13-29-15-18/h4,6-7,10,13,15,19-21,24,32H,1,5,8-9,11-12,14,16H2,2-3H3/b10-7+/t19-,20-,21+,24+,26+,27+,28-/m0/s1
AuxInfo	1/0/N:8,27,28,1,12,2,9,13,14,10,16,15,3,17,4,18,6,5,19,20,21,11,7,22,25,24,26,23,29,31,30,33,32,34/E:(2,3)/rA:67cCCCCCCCCCCCCCCCCCCCCCCCCCCCCNOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;s2d4;;s6;d6;s5;w9;s10;;;s13;s12;s12;;;s6s13;s14;s17;s19;s7s20s22;s15s18s20s21;s16s21;s17s23;s25;s25;d3s4;d7;d11;s18s26;s26;s11s22;s1;s2;s3;s4;s8;s8;s9;s10;s12;s12;s13;s13;s14;s14;s15;s15;s16;s16;s17;s17;s18;s18;s19;s20;s21;s22;s27;s27;s27;s28;s28;s28;s33;/rC:-.8675,.4975,0;;-.8675,1.5027,0;.8675,1.5027,0;.8675,.4975,0;-1.4048,-2.9402,0;-1.6141,-3.918,0;-2.0728,-2.1961,0;2.3818,-.3797,0;2.3803,-1.3797,0;1.5136,-1.8784,0;.974,-4.2407,0;1.2471,-3.3871,0;1.0524,-4.368,0;.1642,-4.8274,0;1.887,-4.6488,0;1.9901,-5.6435,0;2.5938,-3.0675,0;-.4101,-2.8371,0;.1642,-4.8274,0;1.1802,-6.2301,0;-.0047,-3.7512,0;-.7488,-4.4193,0;.2672,-5.822,0;1.9901,-5.6435,0;1.887,-4.6488,0;3.673,-5.1635,0;2.7549,-7.2175,0;0,2.0104,0;-2.5282,-4.3234,0;.6483,-1.3772,0;2.6968,-4.0622,0;1.0771,-5.2354,0;1.5121,-2.8784,0;-1.3001,.2469,0;0,-.5,0;-1.3012,1.7514,0;1.3012,1.7514,0;-2.562,-2.2993,0;-1.9176,-1.7208,0;2.8151,-.1303,0;2.813,-1.6303,0;.6149,-3.8929,0;1.2542,-3.8266,0;1.5476,-2.9875,0;1.7036,-3.5912,0;1.5522,-4.3538,0;1.1775,-4.8521,0;-.3167,-4.9645,0;-.0544,-4.3776,0;2.0086,-4.1638,0;2.3857,-4.6844,0;2.4709,-5.5064,0;2.2086,-6.0932,0;2.7154,-2.5825,0;3.0925,-3.1031,0;-.2408,-2.3667,0;-.2408,-5.1207,0;1.2317,-6.7274,0;.2886,-4.1562,0;3.5358,-4.6827,0;3.8101,-5.6444,0;4.1538,-5.0264,0;3.2046,-6.9989,0;2.3052,-7.436,0;2.9735,-7.6672,0;1.1287,-5.7327,0;
Duplicates	CHEMBL5185005
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005185000-0005185249/CHEMBL5185005.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005185000-0005185249/CHEMBL5185005.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005185000-0005185249/CHEMBL5185005.sdf