CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5188661_t1 (2530650)

Formula C₂₅H₂₁NO₃

MW 383.45

InChIKey OKICLEKWXQGUPU-UHFFFAOYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 50

Number_Heavy_Atoms 29

Number_Rings 5

Number_Bonds 54

Rotat_Bonds 6

Unbranched_Chain 2

Chiral_Centers 2

ONatoms 4

HB_Donor 2

HB_Acceptor 3

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 1

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 4

Lipinski_Violations 0

XLogP3 0

XLogP 4.64

logP 5.2337

PSA 62.46

MR 114.239

ABS 0.55

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol 31.59464

PM7_Total_Energy_ev -4422.71967

PM7_Electronic_Energy_ev -34758.27327

PM7_Dipole_Debye 5.2298

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.297

PM7_LUMO_Energy_ev -1.168

PM7_COSMO_Area_square_ang 408.36

PM7_COSMO_Volue_cubic_ang 453.52

PM7_Electron_Affinity_ev 1.168

PM7_Ionization_Energy_ev 8.297

PM7_Energy_Gap_ev 7.129

PM7_Global_Hardness_ev 3.5645

PM7_Global_Softness_ev 0.28054425585636134

PM7_Chemical_Potential_ev -4.7325

PM7_Electronigativity_ev 4.7325

PM7_Back_Donation_Energy_ev -0.891125

PM7_Electrophilicity_ev 3.141612603450694

OPENEYE_Name (~{E})-1-[4-[(1~{S},7~{R})-3,5-dihydroxy-4-azatricyclo[5.2.1.0^{2,6}]deca-2,5,8-trien-4-yl]phenyl]-3-(p-tolyl)prop-2-en-1-one

SMILES c1cc(ccc1C=CC(=O)c2ccc(cc2)n3c(c4c(c3O)C5C=CC4C5)O)C

Canonical_SMILES O=C(c1ccc(cc1)n1c(O)c2c(c1O)[C@@H]1C[C@H]2C=C1)/C=C/c1ccc(cc1)C

InChI 1/C25H21NO3/c1-15-2-4-16(5-3-15)6-13-21(27)17-9-11-20(12-10-17)26-24(28)22-18-7-8-19(14-18)23(22)25(26)29/h2-13,18-19,28-29H,14H2,1H3

InChI_3D 1S/C25H21NO3/c1-15-2-4-16(5-3-15)6-13-21(27)17-9-11-20(12-10-17)26-24(28)22-18-7-8-19(14-18)23(22)25(26)29/h2-13,18-19,28-29H,14H2,1H3/b13-6+/t18-,19+

AuxInfo 1/0/N:25,5,6,1,2,17,13,14,3,4,7,8,18,20,11,9,10,21,22,12,19,23,24,15,16,26,29,27,28/E:(2,3)(4,5)(7,8)(9,10)(11,12)(18,19)(22,23)(24,25)(28,29)/rA:50cCCCCCCCCCCCCCCCCCCCCCCCCCNOOOHHHHHHHHHHHHHHHHHHHHH/rB:;;;d1;s2;d3;s4;s1d2;s3d4;s5d6;s7d8;;d13;;;s9;w17;s10s18;;s13s20;s14s20;d15s21;d16s22s23;s11;s12s15s16;s15;s16;d19;s1;s2;s3;s4;s5;s6;s7;s8;s13;s14;s17;s18;s20;s20;s21;s22;s25;s25;s25;s27;s28;/rC:7.0015,-1.7649,0;5.4946,-2.6247,0;2.5084,-.8803,0;2.5173,.8547,0;7.4997,-2.6379,0;5.9927,-3.4978,0;1.5033,-.8752,0;1.5121,.8598,0;6.0015,-1.7627,0;3.0104,-.0153,0;6.9978,-3.5088,0;1,-.0051,0;-3.2852,-.4992,0;-3.2856,.5069,0;-.5982,-.8144,0;-.5899,.8205,0;5.5059,-.8941,0;4.5059,-.889,0;4.0103,-.0204,0;-2.9659,-.0171,0;-2.4251,-1.0122,0;-2.4139,1.0074,0;-1.5469,-.4983,0;-1.5474,.5076,0;7.4934,-4.3774,0;;-.2952,-1.7674,0;-.2793,1.771,0;4.5148,.843,0;7.2531,-1.3328,0;4.9946,-2.6214,0;2.7569,-1.3142,0;2.7701,1.286,0;7.9997,-2.639,0;5.7392,-3.9288,0;1.2523,-1.3076,0;1.2656,1.2948,0;-3.7199,-.7462,0;-3.7184,.7573,0;5.7581,-.4624,0;4.2537,-1.3207,0;-3.3513,-.3357,0;-3.3524,.3001,0;-2.4272,-1.5122,0;-2.4134,1.5074,0;7.9277,-4.1296,0;7.0591,-4.6252,0;7.7412,-4.8117,0;.1932,-1.8744,0;-.6133,2.1432,0;

Duplicates CHEMBL5188661_t1

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005188500-0005188749/CHEMBL5188661_t1.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005188500-0005188749/CHEMBL5188661_t1.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005188500-0005188749/CHEMBL5188661_t1.sdf

Formula	C₂₅H₂₁NO₃
MW	383.45
InChIKey	OKICLEKWXQGUPU-UHFFFAOYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	50
Number_Heavy_Atoms	29
Number_Rings	5
Number_Bonds	54
Rotat_Bonds	6
Unbranched_Chain	2
Chiral_Centers	2
ONatoms	4
HB_Donor	2
HB_Acceptor	3
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	1
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	4
Lipinski_Violations	0
XLogP3	0
XLogP	4.64
logP	5.2337
PSA	62.46
MR	114.239
ABS	0.55
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	31.59464
PM7_Total_Energy_ev	-4422.71967
PM7_Electronic_Energy_ev	-34758.27327
PM7_Dipole_Debye	5.2298
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.297
PM7_LUMO_Energy_ev	-1.168
PM7_COSMO_Area_square_ang	408.36
PM7_COSMO_Volue_cubic_ang	453.52
PM7_Electron_Affinity_ev	1.168
PM7_Ionization_Energy_ev	8.297
PM7_Energy_Gap_ev	7.129
PM7_Global_Hardness_ev	3.5645
PM7_Global_Softness_ev	0.28054425585636134
PM7_Chemical_Potential_ev	-4.7325
PM7_Electronigativity_ev	4.7325
PM7_Back_Donation_Energy_ev	-0.891125
PM7_Electrophilicity_ev	3.141612603450694
OPENEYE_Name	(~{E})-1-[4-[(1~{S},7~{R})-3,5-dihydroxy-4-azatricyclo[5.2.1.0^{2,6}]deca-2,5,8-trien-4-yl]phenyl]-3-(p-tolyl)prop-2-en-1-one
SMILES	c1cc(ccc1C=CC(=O)c2ccc(cc2)n3c(c4c(c3O)C5C=CC4C5)O)C
Canonical_SMILES	O=C(c1ccc(cc1)n1c(O)c2c(c1O)[C@@H]1C[C@H]2C=C1)/C=C/c1ccc(cc1)C
InChI	1/C25H21NO3/c1-15-2-4-16(5-3-15)6-13-21(27)17-9-11-20(12-10-17)26-24(28)22-18-7-8-19(14-18)23(22)25(26)29/h2-13,18-19,28-29H,14H2,1H3
InChI_3D	1S/C25H21NO3/c1-15-2-4-16(5-3-15)6-13-21(27)17-9-11-20(12-10-17)26-24(28)22-18-7-8-19(14-18)23(22)25(26)29/h2-13,18-19,28-29H,14H2,1H3/b13-6+/t18-,19+
AuxInfo	1/0/N:25,5,6,1,2,17,13,14,3,4,7,8,18,20,11,9,10,21,22,12,19,23,24,15,16,26,29,27,28/E:(2,3)(4,5)(7,8)(9,10)(11,12)(18,19)(22,23)(24,25)(28,29)/rA:50cCCCCCCCCCCCCCCCCCCCCCCCCCNOOOHHHHHHHHHHHHHHHHHHHHH/rB:;;;d1;s2;d3;s4;s1d2;s3d4;s5d6;s7d8;;d13;;;s9;w17;s10s18;;s13s20;s14s20;d15s21;d16s22s23;s11;s12s15s16;s15;s16;d19;s1;s2;s3;s4;s5;s6;s7;s8;s13;s14;s17;s18;s20;s20;s21;s22;s25;s25;s25;s27;s28;/rC:7.0015,-1.7649,0;5.4946,-2.6247,0;2.5084,-.8803,0;2.5173,.8547,0;7.4997,-2.6379,0;5.9927,-3.4978,0;1.5033,-.8752,0;1.5121,.8598,0;6.0015,-1.7627,0;3.0104,-.0153,0;6.9978,-3.5088,0;1,-.0051,0;-3.2852,-.4992,0;-3.2856,.5069,0;-.5982,-.8144,0;-.5899,.8205,0;5.5059,-.8941,0;4.5059,-.889,0;4.0103,-.0204,0;-2.9659,-.0171,0;-2.4251,-1.0122,0;-2.4139,1.0074,0;-1.5469,-.4983,0;-1.5474,.5076,0;7.4934,-4.3774,0;;-.2952,-1.7674,0;-.2793,1.771,0;4.5148,.843,0;7.2531,-1.3328,0;4.9946,-2.6214,0;2.7569,-1.3142,0;2.7701,1.286,0;7.9997,-2.639,0;5.7392,-3.9288,0;1.2523,-1.3076,0;1.2656,1.2948,0;-3.7199,-.7462,0;-3.7184,.7573,0;5.7581,-.4624,0;4.2537,-1.3207,0;-3.3513,-.3357,0;-3.3524,.3001,0;-2.4272,-1.5122,0;-2.4134,1.5074,0;7.9277,-4.1296,0;7.0591,-4.6252,0;7.7412,-4.8117,0;.1932,-1.8744,0;-.6133,2.1432,0;
Duplicates	CHEMBL5188661_t1
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005188500-0005188749/CHEMBL5188661_t1.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005188500-0005188749/CHEMBL5188661_t1.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005188500-0005188749/CHEMBL5188661_t1.sdf