CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5189138 (2531186)

Formula C₂₂H₂₉NO₅

MW 387.47

InChIKey LRAXFBCYSKSXFI-UHFFFAOYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 58

Number_Heavy_Atoms 28

Number_Rings 4

Number_Bonds 61

Rotat_Bonds 5

Unbranched_Chain 1

Chiral_Centers 6

ONatoms 6

HB_Donor 2

HB_Acceptor 3

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 5

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 6

Lipinski_Violations 0

XLogP3 0

XLogP 2.65

logP 2.8459

PSA 79.87

MR 105.589

ABS 0.55

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -152.84825

PM7_Total_Energy_ev -4754.82486

PM7_Electronic_Energy_ev -44305.901

PM7_Dipole_Debye 14.5637

PM7_Point_Group C1

PM7_HOMO_Energy_ev -7.722

PM7_LUMO_Energy_ev -2.029

PM7_COSMO_Area_square_ang 369.69

PM7_COSMO_Volue_cubic_ang 476.42

PM7_Electron_Affinity_ev 2.029

PM7_Ionization_Energy_ev 7.722

PM7_Energy_Gap_ev 5.693

PM7_Global_Hardness_ev 2.8465

PM7_Global_Softness_ev 0.35130862462673457

PM7_Chemical_Potential_ev -4.8755

PM7_Electronigativity_ev 4.8755

PM7_Back_Donation_Energy_ev -0.711625

PM7_Electrophilicity_ev 4.175390874758476

OPENEYE_Name (2~{R},6~{R},8~{R},10~{S})-8-[(~{S})-hydroxy-[(1~{R})-1-methyl-2,3-dihydro-1~{H}-indolizin-4-ium-5-yl]methyl]-10-methyl-4-methylene-1,7-dioxaspiro[5.5]undecane-2-carboxylate

SMILES c1cc2[n+](c(c1)C(C3CC(CC4(O3)CC(=C)CC(O4)C(=O)[O-])C)O)CCC2C

Canonical_SMILES C[C@H]1C[C@@H](O[C@@]2(C1)CC(=C)C[C@@H](O2)C(=O)O)[C@H](c1cccc2[n+]1CC[C@H]2C)O

InChI 1/C22H29NO5/c1-13-9-18(20(24)17-6-4-5-16-15(3)7-8-23(16)17)27-22(11-13)12-14(2)10-19(28-22)21(25)26/h4-6,13,15,18-20,24H,2,7-12H2,1,3H3

InChI_3D 1S/C22H29NO5/c1-13-9-18(20(24)17-6-4-5-16-15(3)7-8-23(16)17)27-22(11-13)12-14(2)10-19(28-22)21(25)26/h4-6,13,15,18-20,24H,2,7-12H2,1,3H3/p+1/t13-,15+,18+,19+,20-,22+/m0/s1

AuxInfo 1/0/N:21,7,20,1,2,3,11,14,12,9,13,10,17,6,15,4,5,18,16,22,8,19,23,28,24,25,27,26/E:(25,26)/CRV:23+1,25-1/rA:57cCCCCCCCCCCCCCCCCCCCCCCN+O-OOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;;d6;;s6;s6;;;;s11;s4s11;s8s9;s12s13;s12;s10s13;s15;s17;s5s18;d4s5s14;s8;d8;s16s19;s18s19;s22;s1;s2;s3;s7;s7;s9;s9;s10;s10;s11;s11;s12;s12;s13;s13;s14;s14;s15;s16;s17;s18;s20;s20;s20;s21;s21;s21;s22;s28;/rC:;.868,.5079,0;0,-1.0058,0;1.736,0,0;.868,-1.5037,0;1.4595,-7.6885,0;2.0988,-8.4575,0;-1.0399,-6.5762,0;.462,-7.8608,0;1.8102,-6.7412,0;3.2858,-.5036,0;1.8559,-4.0789,0;2.1555,-5.7973,0;2.6938,-1.3184,0;2.6938,.311,0;-.1775,-7.0824,0;2.5005,-4.8506,0;.8665,-4.2537,0;1.1667,-5.9644,0;2.2871,1.2246,0;4.0151,-5.7272,0;.8674,-2.5037,0;1.736,-1.0071,0;-1.0328,-5.5762,0;-1.9095,-7.07,0;.1733,-6.1351,0;.5222,-5.1926,0;-.1326,-2.5031,0;-.4337,.2487,0;.868,1.0079,0;-.4327,-1.2564,0;1.9256,-8.9265,0;2.5916,-8.3729,0;.027,-8.1073,0;.6303,-8.3316,0;2.2418,-6.9937,0;2.1339,-6.3601,0;3.6573,-.169,0;3.6574,-.8382,0;2.2893,-3.8295,0;1.6852,-3.609,0;2.153,-6.2973,0;2.6476,-5.8855,0;3.1268,-1.5684,0;2.4904,-1.7752,0;3.1268,.561,0;-.5023,-7.4626,0;2.8225,-4.4681,0;.3742,-4.1662,0;1.8304,1.0213,0;2.7439,1.4279,0;2.0838,1.6814,0;3.7647,-6.1599,0;4.2655,-5.2944,0;4.4479,-5.9776,0;1.3674,-2.504,0;-.3828,-2.936,0;

Duplicates CHEMBL5189138;CHEMBL5204185

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005189000-0005189249/CHEMBL5189138.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005189000-0005189249/CHEMBL5189138.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005189000-0005189249/CHEMBL5189138.sdf

Formula	C₂₂H₂₉NO₅
MW	387.47
InChIKey	LRAXFBCYSKSXFI-UHFFFAOYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	58
Number_Heavy_Atoms	28
Number_Rings	4
Number_Bonds	61
Rotat_Bonds	5
Unbranched_Chain	1
Chiral_Centers	6
ONatoms	6
HB_Donor	2
HB_Acceptor	3
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	5
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	6
Lipinski_Violations	0
XLogP3	0
XLogP	2.65
logP	2.8459
PSA	79.87
MR	105.589
ABS	0.55
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-152.84825
PM7_Total_Energy_ev	-4754.82486
PM7_Electronic_Energy_ev	-44305.901
PM7_Dipole_Debye	14.5637
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-7.722
PM7_LUMO_Energy_ev	-2.029
PM7_COSMO_Area_square_ang	369.69
PM7_COSMO_Volue_cubic_ang	476.42
PM7_Electron_Affinity_ev	2.029
PM7_Ionization_Energy_ev	7.722
PM7_Energy_Gap_ev	5.693
PM7_Global_Hardness_ev	2.8465
PM7_Global_Softness_ev	0.35130862462673457
PM7_Chemical_Potential_ev	-4.8755
PM7_Electronigativity_ev	4.8755
PM7_Back_Donation_Energy_ev	-0.711625
PM7_Electrophilicity_ev	4.175390874758476
OPENEYE_Name	(2~{R},6~{R},8~{R},10~{S})-8-[(~{S})-hydroxy-[(1~{R})-1-methyl-2,3-dihydro-1~{H}-indolizin-4-ium-5-yl]methyl]-10-methyl-4-methylene-1,7-dioxaspiro[5.5]undecane-2-carboxylate
SMILES	c1cc2[n+](c(c1)C(C3CC(CC4(O3)CC(=C)CC(O4)C(=O)[O-])C)O)CCC2C
Canonical_SMILES	C[C@H]1C[C@@H](O[C@@]2(C1)CC(=C)C[C@@H](O2)C(=O)O)[C@H](c1cccc2[n+]1CC[C@H]2C)O
InChI	1/C22H29NO5/c1-13-9-18(20(24)17-6-4-5-16-15(3)7-8-23(16)17)27-22(11-13)12-14(2)10-19(28-22)21(25)26/h4-6,13,15,18-20,24H,2,7-12H2,1,3H3
InChI_3D	1S/C22H29NO5/c1-13-9-18(20(24)17-6-4-5-16-15(3)7-8-23(16)17)27-22(11-13)12-14(2)10-19(28-22)21(25)26/h4-6,13,15,18-20,24H,2,7-12H2,1,3H3/p+1/t13-,15+,18+,19+,20-,22+/m0/s1
AuxInfo	1/0/N:21,7,20,1,2,3,11,14,12,9,13,10,17,6,15,4,5,18,16,22,8,19,23,28,24,25,27,26/E:(25,26)/CRV:23+1,25-1/rA:57cCCCCCCCCCCCCCCCCCCCCCCN+O-OOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;;d6;;s6;s6;;;;s11;s4s11;s8s9;s12s13;s12;s10s13;s15;s17;s5s18;d4s5s14;s8;d8;s16s19;s18s19;s22;s1;s2;s3;s7;s7;s9;s9;s10;s10;s11;s11;s12;s12;s13;s13;s14;s14;s15;s16;s17;s18;s20;s20;s20;s21;s21;s21;s22;s28;/rC:;.868,.5079,0;0,-1.0058,0;1.736,0,0;.868,-1.5037,0;1.4595,-7.6885,0;2.0988,-8.4575,0;-1.0399,-6.5762,0;.462,-7.8608,0;1.8102,-6.7412,0;3.2858,-.5036,0;1.8559,-4.0789,0;2.1555,-5.7973,0;2.6938,-1.3184,0;2.6938,.311,0;-.1775,-7.0824,0;2.5005,-4.8506,0;.8665,-4.2537,0;1.1667,-5.9644,0;2.2871,1.2246,0;4.0151,-5.7272,0;.8674,-2.5037,0;1.736,-1.0071,0;-1.0328,-5.5762,0;-1.9095,-7.07,0;.1733,-6.1351,0;.5222,-5.1926,0;-.1326,-2.5031,0;-.4337,.2487,0;.868,1.0079,0;-.4327,-1.2564,0;1.9256,-8.9265,0;2.5916,-8.3729,0;.027,-8.1073,0;.6303,-8.3316,0;2.2418,-6.9937,0;2.1339,-6.3601,0;3.6573,-.169,0;3.6574,-.8382,0;2.2893,-3.8295,0;1.6852,-3.609,0;2.153,-6.2973,0;2.6476,-5.8855,0;3.1268,-1.5684,0;2.4904,-1.7752,0;3.1268,.561,0;-.5023,-7.4626,0;2.8225,-4.4681,0;.3742,-4.1662,0;1.8304,1.0213,0;2.7439,1.4279,0;2.0838,1.6814,0;3.7647,-6.1599,0;4.2655,-5.2944,0;4.4479,-5.9776,0;1.3674,-2.504,0;-.3828,-2.936,0;
Duplicates	CHEMBL5189138;CHEMBL5204185
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005189000-0005189249/CHEMBL5189138.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005189000-0005189249/CHEMBL5189138.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005189000-0005189249/CHEMBL5189138.sdf