CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5187054 (2528936)

Formula C₂₃H₂₀N₂O₂

MW 356.42

InChIKey JGVMFDKIXGPYES-UHFFFAOYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 47

Number_Heavy_Atoms 27

Number_Rings 4

Number_Bonds 50

Rotat_Bonds 4

Unbranched_Chain 3

Chiral_Centers 0

ONatoms 4

HB_Donor 1

HB_Acceptor 1

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 1

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 4

Lipinski_Violations 0

XLogP3 0

XLogP 4.17

logP 4.767

PSA 47.02

MR 111.052

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol 30.98282

PM7_Total_Energy_ev -4056.21351

PM7_Electronic_Energy_ev -33054.61313

PM7_Dipole_Debye 5.18365

PM7_Point_Group C1

PM7_HOMO_Energy_ev -7.997

PM7_LUMO_Energy_ev -0.435

PM7_COSMO_Area_square_ang 375.21

PM7_COSMO_Volue_cubic_ang 429.19

PM7_Electron_Affinity_ev 0.435

PM7_Ionization_Energy_ev 7.997

PM7_Energy_Gap_ev 7.562

PM7_Global_Hardness_ev 3.781

PM7_Global_Softness_ev 0.2644802962179318

PM7_Chemical_Potential_ev -4.216

PM7_Electronigativity_ev 4.216

PM7_Back_Donation_Energy_ev -0.94525

PM7_Electrophilicity_ev 2.350523142025919

OPENEYE_Name 5-[(~{E})-cinnamyl]-3-methoxy-11~{H}-benzo[b][1,4]benzodiazepin-6-one

SMILES c1ccc(cc1)C=CCN2c3cc(ccc3Nc4ccccc4C2=O)OC

Canonical_SMILES COc1ccc2c(c1)n(C/C=C/c1ccccc1)c(=O)c1c([nH]2)cccc1

InChI 1/C23H20N2O2/c1-27-18-13-14-21-22(16-18)25(15-7-10-17-8-3-2-4-9-17)23(26)19-11-5-6-12-20(19)24-21/h2-14,16,24H,15H2,1H3

InChI_3D 1S/C23H20N2O2/c1-27-18-13-14-21-22(16-18)25(15-7-10-17-8-3-2-4-9-17)23(26)19-11-5-6-12-20(19)24-21/h2-14,16,24H,15H2,1H3/b10-7+

AuxInfo 1/0/N:22,1,3,4,2,5,21,7,8,20,6,9,11,10,23,12,14,18,13,15,16,17,19,24,25,26,27/E:(3,4)(8,9)/rA:47nCCCCCCCCCCCCCCCCCCCCCCCNNOOHHHHHHHHHHHHHHHHHHHH/rB:;d1;s1;d2;s2;s3;d4;s5;;d10;;d6;d7s8;d9s13;s10;s12d16;s11d12;s13;s14;w20;;s21;s15s16;s17s19s23;d19;s18s22;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s11;s12;s20;s21;s22;s22;s22;s23;s23;s24;/rC:4.9399,6.5361,0;;5.5063,5.7119,0;3.9425,6.4635,0;.2313,-.9837,0;.7377,.6898,0;5.0708,4.8059,0;3.5071,5.5575,0;1.2003,-1.2778,0;4.4941,-1.2472,0;5.451,-.9405,0;4.9146,.7195,0;1.6999,.3997,0;4.069,4.7241,0;1.9312,-.584,0;3.7517,-.5772,0;3.962,.4062,0;5.6612,.0428,0;2.3292,1.193,0;3.6358,3.8228,0;4.1997,2.997,0;6.823,1.3274,0;3.7665,2.0957,0;2.8446,-1.0154,0;3.3333,1.1944,0;1.8935,2.0931,0;6.6129,.3497,0;5.1565,6.9867,0;-.4785,.1449,0;6.0048,5.7503,0;3.6612,6.8768,0;-.1333,-1.3258,0;.6239,1.1767,0;5.354,4.3938,0;3.0084,5.5212,0;1.3154,-1.7644,0;4.3889,-1.736,0;5.8217,-1.276,0;5.0185,1.2086,0;3.1372,3.7851,0;4.6983,3.0347,0;6.3342,1.4324,0;7.3119,1.2223,0;6.9281,1.8162,0;4.2172,1.8791,0;3.3159,2.3123,0;2.8468,-1.5154,0;

Duplicates CHEMBL5187054

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005187000-0005187249/CHEMBL5187054.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005187000-0005187249/CHEMBL5187054.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005187000-0005187249/CHEMBL5187054.sdf

Formula	C₂₃H₂₀N₂O₂
MW	356.42
InChIKey	JGVMFDKIXGPYES-UHFFFAOYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	47
Number_Heavy_Atoms	27
Number_Rings	4
Number_Bonds	50
Rotat_Bonds	4
Unbranched_Chain	3
Chiral_Centers	0
ONatoms	4
HB_Donor	1
HB_Acceptor	1
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	1
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	4
Lipinski_Violations	0
XLogP3	0
XLogP	4.17
logP	4.767
PSA	47.02
MR	111.052
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	30.98282
PM7_Total_Energy_ev	-4056.21351
PM7_Electronic_Energy_ev	-33054.61313
PM7_Dipole_Debye	5.18365
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-7.997
PM7_LUMO_Energy_ev	-0.435
PM7_COSMO_Area_square_ang	375.21
PM7_COSMO_Volue_cubic_ang	429.19
PM7_Electron_Affinity_ev	0.435
PM7_Ionization_Energy_ev	7.997
PM7_Energy_Gap_ev	7.562
PM7_Global_Hardness_ev	3.781
PM7_Global_Softness_ev	0.2644802962179318
PM7_Chemical_Potential_ev	-4.216
PM7_Electronigativity_ev	4.216
PM7_Back_Donation_Energy_ev	-0.94525
PM7_Electrophilicity_ev	2.350523142025919
OPENEYE_Name	5-[(~{E})-cinnamyl]-3-methoxy-11~{H}-benzo[b][1,4]benzodiazepin-6-one
SMILES	c1ccc(cc1)C=CCN2c3cc(ccc3Nc4ccccc4C2=O)OC
Canonical_SMILES	COc1ccc2c(c1)n(C/C=C/c1ccccc1)c(=O)c1c([nH]2)cccc1
InChI	1/C23H20N2O2/c1-27-18-13-14-21-22(16-18)25(15-7-10-17-8-3-2-4-9-17)23(26)19-11-5-6-12-20(19)24-21/h2-14,16,24H,15H2,1H3
InChI_3D	1S/C23H20N2O2/c1-27-18-13-14-21-22(16-18)25(15-7-10-17-8-3-2-4-9-17)23(26)19-11-5-6-12-20(19)24-21/h2-14,16,24H,15H2,1H3/b10-7+
AuxInfo	1/0/N:22,1,3,4,2,5,21,7,8,20,6,9,11,10,23,12,14,18,13,15,16,17,19,24,25,26,27/E:(3,4)(8,9)/rA:47nCCCCCCCCCCCCCCCCCCCCCCCNNOOHHHHHHHHHHHHHHHHHHHH/rB:;d1;s1;d2;s2;s3;d4;s5;;d10;;d6;d7s8;d9s13;s10;s12d16;s11d12;s13;s14;w20;;s21;s15s16;s17s19s23;d19;s18s22;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s11;s12;s20;s21;s22;s22;s22;s23;s23;s24;/rC:4.9399,6.5361,0;;5.5063,5.7119,0;3.9425,6.4635,0;.2313,-.9837,0;.7377,.6898,0;5.0708,4.8059,0;3.5071,5.5575,0;1.2003,-1.2778,0;4.4941,-1.2472,0;5.451,-.9405,0;4.9146,.7195,0;1.6999,.3997,0;4.069,4.7241,0;1.9312,-.584,0;3.7517,-.5772,0;3.962,.4062,0;5.6612,.0428,0;2.3292,1.193,0;3.6358,3.8228,0;4.1997,2.997,0;6.823,1.3274,0;3.7665,2.0957,0;2.8446,-1.0154,0;3.3333,1.1944,0;1.8935,2.0931,0;6.6129,.3497,0;5.1565,6.9867,0;-.4785,.1449,0;6.0048,5.7503,0;3.6612,6.8768,0;-.1333,-1.3258,0;.6239,1.1767,0;5.354,4.3938,0;3.0084,5.5212,0;1.3154,-1.7644,0;4.3889,-1.736,0;5.8217,-1.276,0;5.0185,1.2086,0;3.1372,3.7851,0;4.6983,3.0347,0;6.3342,1.4324,0;7.3119,1.2223,0;6.9281,1.8162,0;4.2172,1.8791,0;3.3159,2.3123,0;2.8468,-1.5154,0;
Duplicates	CHEMBL5187054
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005187000-0005187249/CHEMBL5187054.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005187000-0005187249/CHEMBL5187054.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005187000-0005187249/CHEMBL5187054.sdf