CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL110319_p0 (11153)

Formula C₂₂H₂₃NO₂

MW 333.43

InChIKey YVMTWTZIAIUURI-UHFFFAOYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 48

Number_Heavy_Atoms 25

Number_Rings 4

Number_Bonds 51

Rotat_Bonds 3

Unbranched_Chain 1

Chiral_Centers 2

ONatoms 3

HB_Donor 1

HB_Acceptor 2

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 2

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 3

Lipinski_Violations 0

XLogP3 0

XLogP 3.44

logP 3.7185

PSA 40.54

MR 104.165

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -20.85859

PM7_Total_Energy_ev -3788.75864

PM7_Electronic_Energy_ev -31463.59743

PM7_Dipole_Debye 1.97384

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.764

PM7_LUMO_Energy_ev -0.294

PM7_COSMO_Area_square_ang 344.88

PM7_COSMO_Volue_cubic_ang 416.97

PM7_Electron_Affinity_ev 0.294

PM7_Ionization_Energy_ev 8.764

PM7_Energy_Gap_ev 8.47

PM7_Global_Hardness_ev 4.235

PM7_Global_Softness_ev 0.2361275088547816

PM7_Chemical_Potential_ev -4.529

PM7_Electronigativity_ev 4.529

PM7_Back_Donation_Energy_ev -1.05875

PM7_Electrophilicity_ev 2.4217049586776858

OPENEYE_Name (1~{S},2~{S},5~{S},8~{E})-8-benzylidene-5-(3-hydroxyphenyl)-2-methyl-2-azabicyclo[3.3.1]nonan-7-one

SMILES c1ccc(cc1)C=C2C(=O)CC3(CCN(C2C3)C)c4cccc(c4)O

Canonical_SMILES Oc1cccc(c1)[C@]12CCN([C@@H](C2)/C(=Cc2ccccc2)/C(=O)C1)C

InChI 1/C22H23NO2/c1-23-11-10-22(17-8-5-9-18(24)13-17)14-20(23)19(21(25)15-22)12-16-6-3-2-4-7-16/h2-9,12-13,20,24H,10-11,14-15H2,1H3

InChI_3D 1S/C22H23NO2/c1-23-11-10-22(17-8-5-9-18(24)13-17)14-20(23)19(21(25)15-22)12-16-6-3-2-4-7-16/h2-9,12-13,20,24H,10-11,14-15H2,1H3/b19-12+/t20-,22-/m0/s1

AuxInfo 1/0/N:22,1,2,3,4,5,6,7,8,17,19,15,9,18,16,10,11,12,13,20,14,21,23,25,24/E:(3,4)(6,7)/rA:48cCCCCCCCCCCCCCCCCCCCCCCNOOHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;s2;d3;d4;s4;;d5s6;s7d9;d8s9;;s13;s10w13;s14;;;s17;s13s18;s11s16s17s18;;s19s20s22;d14;s12;s1;s2;s3;s4;s5;s6;s7;s8;s9;s15;s16;s16;s17;s17;s18;s18;s19;s19;s20;s22;s22;s22;s25;/rC:-.5579,-5.272,0;-1.2799,-4.5801,0;.404,-4.9983,0;-2.261,3.7919,0;-1.0376,-3.6045,0;.6463,-4.0227,0;-2.2414,2.7921,0;-1.399,4.309,0;-.5065,2.8211,0;-.0733,-3.3209,0;-1.3685,2.3041,0;-.5174,3.8262,0;-.3714,-.9285,0;;.3486,-1.6225,0;-.4065,.9296,0;-2.2848,.9024,0;-.9657,-.0215,0;-2.6548,-.0422,0;-1.2989,-1.3396,0;-1.3533,1.3042,0;-2.9402,-1.6938,0;-2.2483,-.9718,0;.9999,.0159,0;.3402,4.3406,0;-.6784,-5.7573,0;-1.7602,-4.719,0;.7634,-5.3458,0;-2.6985,4.034,0;-1.3986,-3.2586,0;1.1272,-3.8859,0;-2.6702,2.5349,0;-1.4088,4.8089,0;-.0701,2.5771,0;.8291,-1.4843,0;-.3497,1.4264,0;.0879,1.0039,0;-2.7816,.9589,0;-2.3581,1.397,0;-.5619,.2734,0;-.5513,-.3013,0;-3.0455,-.3542,0;-3.0573,.2544,0;-1.287,-1.8395,0;-2.5792,-2.0398,0;-3.3012,-1.3479,0;-3.2861,-2.0548,0;.3318,4.8405,0;

Duplicates CHEMBL110319_p0;CHEMBL1969032_m1_p0;CHEMBL2005102_m1_p0;CHEMBL2008486_p0;CHEMBL2009148_p0;CHEMBL2111684_p0;CHEMBL3350264_p0

mol2_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000110250-0000110499/CHEMBL110319_p0.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000110250-0000110499/CHEMBL110319_p0.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000110250-0000110499/CHEMBL110319_p0.sdf

Formula	C₂₂H₂₃NO₂
MW	333.43
InChIKey	YVMTWTZIAIUURI-UHFFFAOYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	48
Number_Heavy_Atoms	25
Number_Rings	4
Number_Bonds	51
Rotat_Bonds	3
Unbranched_Chain	1
Chiral_Centers	2
ONatoms	3
HB_Donor	1
HB_Acceptor	2
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	2
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	3
Lipinski_Violations	0
XLogP3	0
XLogP	3.44
logP	3.7185
PSA	40.54
MR	104.165
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-20.85859
PM7_Total_Energy_ev	-3788.75864
PM7_Electronic_Energy_ev	-31463.59743
PM7_Dipole_Debye	1.97384
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.764
PM7_LUMO_Energy_ev	-0.294
PM7_COSMO_Area_square_ang	344.88
PM7_COSMO_Volue_cubic_ang	416.97
PM7_Electron_Affinity_ev	0.294
PM7_Ionization_Energy_ev	8.764
PM7_Energy_Gap_ev	8.47
PM7_Global_Hardness_ev	4.235
PM7_Global_Softness_ev	0.2361275088547816
PM7_Chemical_Potential_ev	-4.529
PM7_Electronigativity_ev	4.529
PM7_Back_Donation_Energy_ev	-1.05875
PM7_Electrophilicity_ev	2.4217049586776858
OPENEYE_Name	(1~{S},2~{S},5~{S},8~{E})-8-benzylidene-5-(3-hydroxyphenyl)-2-methyl-2-azabicyclo[3.3.1]nonan-7-one
SMILES	c1ccc(cc1)C=C2C(=O)CC3(CCN(C2C3)C)c4cccc(c4)O
Canonical_SMILES	Oc1cccc(c1)[C@]12CCN([C@@H](C2)/C(=Cc2ccccc2)/C(=O)C1)C
InChI	1/C22H23NO2/c1-23-11-10-22(17-8-5-9-18(24)13-17)14-20(23)19(21(25)15-22)12-16-6-3-2-4-7-16/h2-9,12-13,20,24H,10-11,14-15H2,1H3
InChI_3D	1S/C22H23NO2/c1-23-11-10-22(17-8-5-9-18(24)13-17)14-20(23)19(21(25)15-22)12-16-6-3-2-4-7-16/h2-9,12-13,20,24H,10-11,14-15H2,1H3/b19-12+/t20-,22-/m0/s1
AuxInfo	1/0/N:22,1,2,3,4,5,6,7,8,17,19,15,9,18,16,10,11,12,13,20,14,21,23,25,24/E:(3,4)(6,7)/rA:48cCCCCCCCCCCCCCCCCCCCCCCNOOHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;s2;d3;d4;s4;;d5s6;s7d9;d8s9;;s13;s10w13;s14;;;s17;s13s18;s11s16s17s18;;s19s20s22;d14;s12;s1;s2;s3;s4;s5;s6;s7;s8;s9;s15;s16;s16;s17;s17;s18;s18;s19;s19;s20;s22;s22;s22;s25;/rC:-.5579,-5.272,0;-1.2799,-4.5801,0;.404,-4.9983,0;-2.261,3.7919,0;-1.0376,-3.6045,0;.6463,-4.0227,0;-2.2414,2.7921,0;-1.399,4.309,0;-.5065,2.8211,0;-.0733,-3.3209,0;-1.3685,2.3041,0;-.5174,3.8262,0;-.3714,-.9285,0;;.3486,-1.6225,0;-.4065,.9296,0;-2.2848,.9024,0;-.9657,-.0215,0;-2.6548,-.0422,0;-1.2989,-1.3396,0;-1.3533,1.3042,0;-2.9402,-1.6938,0;-2.2483,-.9718,0;.9999,.0159,0;.3402,4.3406,0;-.6784,-5.7573,0;-1.7602,-4.719,0;.7634,-5.3458,0;-2.6985,4.034,0;-1.3986,-3.2586,0;1.1272,-3.8859,0;-2.6702,2.5349,0;-1.4088,4.8089,0;-.0701,2.5771,0;.8291,-1.4843,0;-.3497,1.4264,0;.0879,1.0039,0;-2.7816,.9589,0;-2.3581,1.397,0;-.5619,.2734,0;-.5513,-.3013,0;-3.0455,-.3542,0;-3.0573,.2544,0;-1.287,-1.8395,0;-2.5792,-2.0398,0;-3.3012,-1.3479,0;-3.2861,-2.0548,0;.3318,4.8405,0;
Duplicates	CHEMBL110319_p0;CHEMBL1969032_m1_p0;CHEMBL2005102_m1_p0;CHEMBL2008486_p0;CHEMBL2009148_p0;CHEMBL2111684_p0;CHEMBL3350264_p0
mol2_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000110250-0000110499/CHEMBL110319_p0.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000110250-0000110499/CHEMBL110319_p0.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000110250-0000110499/CHEMBL110319_p0.sdf