CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5198775_p0 (2541709)

Formula C₂₀H₂₀N₄O₃S

MW 396.46

InChIKey VAUHSMKTBCNDGD-NPQUBYNZNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 48

Number_Heavy_Atoms 28

Number_Rings 4

Number_Bonds 51

Rotat_Bonds 3

Unbranched_Chain 2

Chiral_Centers 0

ONatoms 7

HB_Donor 2

HB_Acceptor 2

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 7

Lipinski_Violations 0

XLogP3 0

XLogP 1.96

logP 2.9551

PSA 110.02

MR 116.868

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -23.71798

PM7_Total_Energy_ev -4533.05684

PM7_Electronic_Energy_ev -35247.24054

PM7_Dipole_Debye 1.60112

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.592

PM7_LUMO_Energy_ev -1.001

PM7_COSMO_Area_square_ang 397

PM7_COSMO_Volue_cubic_ang 445.77

PM7_Electron_Affinity_ev 1.001

PM7_Ionization_Energy_ev 8.592

PM7_Energy_Gap_ev 7.591

PM7_Global_Hardness_ev 3.7955

PM7_Global_Softness_ev 0.26346989856408903

PM7_Chemical_Potential_ev -4.7965

PM7_Electronigativity_ev 4.7965

PM7_Back_Donation_Energy_ev -0.948875

PM7_Electrophilicity_ev 3.030748550915558

OPENEYE_Name (2~{E},5~{Z})-2-[(4-methoxyphenyl)methylimino]-5-(1-methyl-8-oxo-6,7-dihydro-5~{H}-pyrrolo[2,3-c]azepin-4-ylidene)thiazolidin-4-one

SMILES c1cc(ccc1CN=C2NC(=O)C(=C3c4ccn(c4C(=O)NCC3)C)S2)OC

Canonical_SMILES COc1ccc(cc1)C/N=C/1NC(=O)/C(=C/2CCNC(=O)c3c2ccn3C)/S1

InChI 1/C20H20N4O3S/c1-24-10-8-14-15(7-9-21-18(25)16(14)24)17-19(26)23-20(28-17)22-11-12-3-5-13(27-2)6-4-12/h3-6,8,10H,7,9,11H2,1-2H3,(H,21,25)(H,22,23,26)/f/h21,23H

InChI_3D 1S/C20H20N4O3S/c1-24-10-8-14-15(7-9-21-18(25)16(14)24)17-19(26)23-20(28-17)22-11-12-3-5-13(27-2)6-4-12/h3-6,8,10H,7,9,11H2,1-2H3,(H,21,25)(H,22,23,26)/b17-15-

AuxInfo 1/1/N:18,19,1,2,3,4,16,5,17,6,20,8,9,7,11,10,13,12,14,15,23,21,24,22,25,26,27,28/E:(3,4)(5,6)/F:m/E:m/rA:48nCCCCCCCCCCCCCCCCCCCCNNNNOOOSHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;;d5;s5;s1d2;s3d4;d7;s7;s10;w11;s13;;s11;s16;;;s8;w15s20;s6s10s18;s12s17;s14s15;d12;d14;s9s19;s13s15;s1;s2;s3;s4;s5;s6;s16;s16;s17;s17;s18;s18;s18;s19;s19;s19;s20;s20;s23;s24;/rC:5.8554,4.1853,0;5.3003,2.5415,0;6.8078,3.8637,0;6.2527,2.2199,0;3.1582,.8139,0;3.7428,.0008,0;2.2003,.5077,0;5.1065,3.5226,0;7.0113,2.8794,0;2.1989,-.4923,0;1.4123,1.1345,0;1.4131,-1.1217,0;1.6331,2.1098,0;.9716,2.8598,0;2.4609,3.5019,0;.4318,.9084,0;;3.4543,-1.7592,0;8.7095,3.22,0;4.1591,3.8425,0;3.2116,4.1625,0;3.15,-.8066,0;.434,-.9043,0;1.4834,3.7205,0;1.6395,-2.0957,0;-.0241,2.7667,0;7.9587,2.5594,0;2.5534,2.5017,0;5.7564,4.6754,0;4.9245,2.2118,0;7.1822,4.1951,0;6.3496,1.7294,0;3.315,1.2887,0;4.2428,-.0017,0;-.0561,1.0176,0;.4302,1.4084,0;-.3907,-.3121,0;-.3918,.3106,0;3.9306,-1.6071,0;2.978,-1.9113,0;3.6064,-2.2355,0;8.3792,3.5954,0;9.0398,2.8446,0;9.0849,3.5503,0;4.3191,4.3162,0;3.9991,3.3688,0;.1231,-1.2959,0;1.2853,4.1796,0;

Duplicates CHEMBL5198775_p0

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005198750-0005198999/CHEMBL5198775_p0.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005198750-0005198999/CHEMBL5198775_p0.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005198750-0005198999/CHEMBL5198775_p0.sdf

Formula	C₂₀H₂₀N₄O₃S
MW	396.46
InChIKey	VAUHSMKTBCNDGD-NPQUBYNZNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	48
Number_Heavy_Atoms	28
Number_Rings	4
Number_Bonds	51
Rotat_Bonds	3
Unbranched_Chain	2
Chiral_Centers	0
ONatoms	7
HB_Donor	2
HB_Acceptor	2
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	7
Lipinski_Violations	0
XLogP3	0
XLogP	1.96
logP	2.9551
PSA	110.02
MR	116.868
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-23.71798
PM7_Total_Energy_ev	-4533.05684
PM7_Electronic_Energy_ev	-35247.24054
PM7_Dipole_Debye	1.60112
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.592
PM7_LUMO_Energy_ev	-1.001
PM7_COSMO_Area_square_ang	397
PM7_COSMO_Volue_cubic_ang	445.77
PM7_Electron_Affinity_ev	1.001
PM7_Ionization_Energy_ev	8.592
PM7_Energy_Gap_ev	7.591
PM7_Global_Hardness_ev	3.7955
PM7_Global_Softness_ev	0.26346989856408903
PM7_Chemical_Potential_ev	-4.7965
PM7_Electronigativity_ev	4.7965
PM7_Back_Donation_Energy_ev	-0.948875
PM7_Electrophilicity_ev	3.030748550915558
OPENEYE_Name	(2~{E},5~{Z})-2-[(4-methoxyphenyl)methylimino]-5-(1-methyl-8-oxo-6,7-dihydro-5~{H}-pyrrolo[2,3-c]azepin-4-ylidene)thiazolidin-4-one
SMILES	c1cc(ccc1CN=C2NC(=O)C(=C3c4ccn(c4C(=O)NCC3)C)S2)OC
Canonical_SMILES	COc1ccc(cc1)C/N=C/1NC(=O)/C(=C/2CCNC(=O)c3c2ccn3C)/S1
InChI	1/C20H20N4O3S/c1-24-10-8-14-15(7-9-21-18(25)16(14)24)17-19(26)23-20(28-17)22-11-12-3-5-13(27-2)6-4-12/h3-6,8,10H,7,9,11H2,1-2H3,(H,21,25)(H,22,23,26)/f/h21,23H
InChI_3D	1S/C20H20N4O3S/c1-24-10-8-14-15(7-9-21-18(25)16(14)24)17-19(26)23-20(28-17)22-11-12-3-5-13(27-2)6-4-12/h3-6,8,10H,7,9,11H2,1-2H3,(H,21,25)(H,22,23,26)/b17-15-
AuxInfo	1/1/N:18,19,1,2,3,4,16,5,17,6,20,8,9,7,11,10,13,12,14,15,23,21,24,22,25,26,27,28/E:(3,4)(5,6)/F:m/E:m/rA:48nCCCCCCCCCCCCCCCCCCCCNNNNOOOSHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;;d5;s5;s1d2;s3d4;d7;s7;s10;w11;s13;;s11;s16;;;s8;w15s20;s6s10s18;s12s17;s14s15;d12;d14;s9s19;s13s15;s1;s2;s3;s4;s5;s6;s16;s16;s17;s17;s18;s18;s18;s19;s19;s19;s20;s20;s23;s24;/rC:5.8554,4.1853,0;5.3003,2.5415,0;6.8078,3.8637,0;6.2527,2.2199,0;3.1582,.8139,0;3.7428,.0008,0;2.2003,.5077,0;5.1065,3.5226,0;7.0113,2.8794,0;2.1989,-.4923,0;1.4123,1.1345,0;1.4131,-1.1217,0;1.6331,2.1098,0;.9716,2.8598,0;2.4609,3.5019,0;.4318,.9084,0;;3.4543,-1.7592,0;8.7095,3.22,0;4.1591,3.8425,0;3.2116,4.1625,0;3.15,-.8066,0;.434,-.9043,0;1.4834,3.7205,0;1.6395,-2.0957,0;-.0241,2.7667,0;7.9587,2.5594,0;2.5534,2.5017,0;5.7564,4.6754,0;4.9245,2.2118,0;7.1822,4.1951,0;6.3496,1.7294,0;3.315,1.2887,0;4.2428,-.0017,0;-.0561,1.0176,0;.4302,1.4084,0;-.3907,-.3121,0;-.3918,.3106,0;3.9306,-1.6071,0;2.978,-1.9113,0;3.6064,-2.2355,0;8.3792,3.5954,0;9.0398,2.8446,0;9.0849,3.5503,0;4.3191,4.3162,0;3.9991,3.3688,0;.1231,-1.2959,0;1.2853,4.1796,0;
Duplicates	CHEMBL5198775_p0
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005198750-0005198999/CHEMBL5198775_p0.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005198750-0005198999/CHEMBL5198775_p0.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005198750-0005198999/CHEMBL5198775_p0.sdf