CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5191223 (2533520)

Formula C₂₁H₂₁NO₃S

MW 367.46

InChIKey XXBSNUZJKPQVHH-UHFFFAOYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 47

Number_Heavy_Atoms 26

Number_Rings 3

Number_Bonds 49

Rotat_Bonds 6

Unbranched_Chain 2

Chiral_Centers 0

ONatoms 4

HB_Donor 0

HB_Acceptor 1

OpenEye_HB_Donors 0

OpenEye_HB_Acceptors 1

Lipinski_HB_Donors 0

Lipinski_HB_Acceptors 4

Lipinski_Violations 0

XLogP3 0

XLogP 4.87

logP 4.8135

PSA 65.76

MR 107.712

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -23.50171

PM7_Total_Energy_ev -4109.75859

PM7_Electronic_Energy_ev -31384.6525

PM7_Dipole_Debye 5.31846

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.386

PM7_LUMO_Energy_ev -0.735

PM7_COSMO_Area_square_ang 394.71

PM7_COSMO_Volue_cubic_ang 440.99

PM7_Electron_Affinity_ev 0.735

PM7_Ionization_Energy_ev 8.386

PM7_Energy_Gap_ev 7.651

PM7_Global_Hardness_ev 3.8255

PM7_Global_Softness_ev 0.26140373807345446

PM7_Chemical_Potential_ev -4.5605

PM7_Electronigativity_ev 4.5605

PM7_Back_Donation_Energy_ev -0.956375

PM7_Electrophilicity_ev 2.718358417200366

OPENEYE_Name (~{E})-1-(3,4-dimethoxy-5-methylsulfanyl-phenyl)-3-(1-methylindol-3-yl)prop-2-en-1-one

SMILES c1ccc2c(c1)c(cn2C)C=CC(=O)c3cc(c(c(c3)SC)OC)OC

Canonical_SMILES COc1c(OC)cc(cc1SC)C(=O)/C=C/c1cn(c2c1cccc2)C

InChI 1/C21H21NO3S/c1-22-13-14(16-7-5-6-8-17(16)22)9-10-18(23)15-11-19(24-2)21(25-3)20(12-15)26-4/h5-13H,1-4H3

InChI_3D 1S/C21H21NO3S/c1-22-13-14(16-7-5-6-8-17(16)22)9-10-18(23)15-11-19(24-2)21(25-3)20(12-15)26-4/h5-13H,1-4H3/b10-9+

AuxInfo 1/0/N:18,19,20,21,1,2,3,4,15,16,5,6,7,10,9,8,11,17,12,14,13,22,23,24,25,26/rA:47nCCCCCCCCCCCCCCCCCCCCCNOOOSHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;;;;d3;d5s6;d7s8;d4s8;s5;d12;d6s13;s10;w15;s9s16;;;;;s7s11s18;d17;s12s19;s13s20;s14s21;s1;s2;s3;s4;s5;s6;s7;s15;s16;s18;s18;s18;s19;s19;s19;s20;s20;s20;s21;s21;s21;/rC:;0,1.0058,0;.868,-.4978,0;.868,1.5138,0;5.9383,-1.8884,0;5.58,-3.5861,0;3.2858,.5023,0;1.736,-.0012,0;5.268,-2.6306,0;2.6938,-.3125,0;1.736,1.0058,0;6.9173,-2.0921,0;7.2293,-3.0477,0;6.5622,-3.7995,0;3.0028,-1.2636,0;3.9809,-1.4715,0;4.2899,-2.4226,0;3.0028,2.268,0;8.5631,-1.5522,0;8.5215,-4.201,0;6.2045,-5.4942,0;2.6938,1.3169,0;3.6207,-3.1657,0;7.5844,-1.3471,0;8.2084,-3.2513,0;6.8726,-4.7502,0;-.4327,-.2506,0;-.4337,1.2545,0;.8677,-.9978,0;.868,2.0138,0;5.7831,-1.4131,0;5.2448,-3.9572,0;3.7858,.5023,0;2.6682,-1.6351,0;4.3155,-1.1,0;2.5273,2.4225,0;3.4783,2.1135,0;3.1573,2.7435,0;8.4605,-2.0415,0;8.6656,-1.0628,0;9.0525,-1.6547,0;8.0467,-4.3576,0;8.9964,-4.0444,0;8.6781,-4.6759,0;5.8324,-5.1602,0;6.5765,-5.8283,0;5.8704,-5.8663,0;

Duplicates CHEMBL5191223

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005191000-0005191249/CHEMBL5191223.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005191000-0005191249/CHEMBL5191223.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005191000-0005191249/CHEMBL5191223.sdf

Formula	C₂₁H₂₁NO₃S
MW	367.46
InChIKey	XXBSNUZJKPQVHH-UHFFFAOYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	47
Number_Heavy_Atoms	26
Number_Rings	3
Number_Bonds	49
Rotat_Bonds	6
Unbranched_Chain	2
Chiral_Centers	0
ONatoms	4
HB_Donor	0
HB_Acceptor	1
OpenEye_HB_Donors	0
OpenEye_HB_Acceptors	1
Lipinski_HB_Donors	0
Lipinski_HB_Acceptors	4
Lipinski_Violations	0
XLogP3	0
XLogP	4.87
logP	4.8135
PSA	65.76
MR	107.712
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-23.50171
PM7_Total_Energy_ev	-4109.75859
PM7_Electronic_Energy_ev	-31384.6525
PM7_Dipole_Debye	5.31846
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.386
PM7_LUMO_Energy_ev	-0.735
PM7_COSMO_Area_square_ang	394.71
PM7_COSMO_Volue_cubic_ang	440.99
PM7_Electron_Affinity_ev	0.735
PM7_Ionization_Energy_ev	8.386
PM7_Energy_Gap_ev	7.651
PM7_Global_Hardness_ev	3.8255
PM7_Global_Softness_ev	0.26140373807345446
PM7_Chemical_Potential_ev	-4.5605
PM7_Electronigativity_ev	4.5605
PM7_Back_Donation_Energy_ev	-0.956375
PM7_Electrophilicity_ev	2.718358417200366
OPENEYE_Name	(~{E})-1-(3,4-dimethoxy-5-methylsulfanyl-phenyl)-3-(1-methylindol-3-yl)prop-2-en-1-one
SMILES	c1ccc2c(c1)c(cn2C)C=CC(=O)c3cc(c(c(c3)SC)OC)OC
Canonical_SMILES	COc1c(OC)cc(cc1SC)C(=O)/C=C/c1cn(c2c1cccc2)C
InChI	1/C21H21NO3S/c1-22-13-14(16-7-5-6-8-17(16)22)9-10-18(23)15-11-19(24-2)21(25-3)20(12-15)26-4/h5-13H,1-4H3
InChI_3D	1S/C21H21NO3S/c1-22-13-14(16-7-5-6-8-17(16)22)9-10-18(23)15-11-19(24-2)21(25-3)20(12-15)26-4/h5-13H,1-4H3/b10-9+
AuxInfo	1/0/N:18,19,20,21,1,2,3,4,15,16,5,6,7,10,9,8,11,17,12,14,13,22,23,24,25,26/rA:47nCCCCCCCCCCCCCCCCCCCCCNOOOSHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;;;;d3;d5s6;d7s8;d4s8;s5;d12;d6s13;s10;w15;s9s16;;;;;s7s11s18;d17;s12s19;s13s20;s14s21;s1;s2;s3;s4;s5;s6;s7;s15;s16;s18;s18;s18;s19;s19;s19;s20;s20;s20;s21;s21;s21;/rC:;0,1.0058,0;.868,-.4978,0;.868,1.5138,0;5.9383,-1.8884,0;5.58,-3.5861,0;3.2858,.5023,0;1.736,-.0012,0;5.268,-2.6306,0;2.6938,-.3125,0;1.736,1.0058,0;6.9173,-2.0921,0;7.2293,-3.0477,0;6.5622,-3.7995,0;3.0028,-1.2636,0;3.9809,-1.4715,0;4.2899,-2.4226,0;3.0028,2.268,0;8.5631,-1.5522,0;8.5215,-4.201,0;6.2045,-5.4942,0;2.6938,1.3169,0;3.6207,-3.1657,0;7.5844,-1.3471,0;8.2084,-3.2513,0;6.8726,-4.7502,0;-.4327,-.2506,0;-.4337,1.2545,0;.8677,-.9978,0;.868,2.0138,0;5.7831,-1.4131,0;5.2448,-3.9572,0;3.7858,.5023,0;2.6682,-1.6351,0;4.3155,-1.1,0;2.5273,2.4225,0;3.4783,2.1135,0;3.1573,2.7435,0;8.4605,-2.0415,0;8.6656,-1.0628,0;9.0525,-1.6547,0;8.0467,-4.3576,0;8.9964,-4.0444,0;8.6781,-4.6759,0;5.8324,-5.1602,0;6.5765,-5.8283,0;5.8704,-5.8663,0;
Duplicates	CHEMBL5191223
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005191000-0005191249/CHEMBL5191223.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005191000-0005191249/CHEMBL5191223.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005191000-0005191249/CHEMBL5191223.sdf