CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5185291_p0 (2527063)

Formula C₂₀H₂₀N₄O₃S

MW 396.46

InChIKey SYNKQHIIWHJPCL-VVKINWOJNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 48

Number_Heavy_Atoms 28

Number_Rings 4

Number_Bonds 51

Rotat_Bonds 4

Unbranched_Chain 3

Chiral_Centers 0

ONatoms 7

HB_Donor 3

HB_Acceptor 2

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 7

Lipinski_Violations 0

XLogP3 0

XLogP 1.9

logP 2.9872

PSA 120.88

MR 116.774

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -31.20506

PM7_Total_Energy_ev -4533.37029

PM7_Electronic_Energy_ev -35554.1576

PM7_Dipole_Debye 3.00761

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.638

PM7_LUMO_Energy_ev -1.066

PM7_COSMO_Area_square_ang 396.23

PM7_COSMO_Volue_cubic_ang 449.77

PM7_Electron_Affinity_ev 1.066

PM7_Ionization_Energy_ev 8.638

PM7_Energy_Gap_ev 7.572

PM7_Global_Hardness_ev 3.786

PM7_Global_Softness_ev 0.26413100898045433

PM7_Chemical_Potential_ev -4.852

PM7_Electronigativity_ev 4.852

PM7_Back_Donation_Energy_ev -0.9465

PM7_Electrophilicity_ev 3.1090734284204964

OPENEYE_Name (2~{E},5~{Z})-2-[2-(4-methoxyphenyl)ethylimino]-5-(8-oxo-1,5,6,7-tetrahydropyrrolo[2,3-c]azepin-4-ylidene)thiazolidin-4-one

SMILES c1cc(ccc1CCN=C2NC(=O)C(=C3c4cc[nH]c4C(=O)NCC3)S2)OC

Canonical_SMILES COc1ccc(cc1)CC/N=C/1NC(=O)/C(=C/2CCNC(=O)c3c2cc[nH]3)/S1

InChI 1/C20H20N4O3S/c1-27-13-4-2-12(3-5-13)6-9-23-20-24-19(26)17(28-20)15-8-11-22-18(25)16-14(15)7-10-21-16/h2-5,7,10,21H,6,8-9,11H2,1H3,(H,22,25)(H,23,24,26)/f/h22,24H

InChI_3D 1S/C20H20N4O3S/c1-27-13-4-2-12(3-5-13)6-9-23-20-24-19(26)17(28-20)15-8-11-22-18(25)16-14(15)7-10-21-16/h2-5,7,10,21H,6,8-9,11H2,1H3,(H,22,25)(H,23,24,26)/b17-15-

AuxInfo 1/1/N:18,1,2,3,4,19,5,16,20,6,17,8,9,7,11,10,13,12,14,15,22,23,21,24,25,26,27,28/E:(2,3)(4,5)/F:m/E:m/rA:48nCCCCCCCCCCCCCCCCCCCCNNNNOOOSHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;;d5;s5;s1d2;s3d4;d7;s7;s10;w11;s13;;s11;s16;;s8;s19;w15s20;s6s10;s12s17;s14s15;d12;d14;s9s18;s13s15;s1;s2;s3;s4;s5;s6;s16;s16;s17;s17;s18;s18;s18;s19;s19;s20;s20;s22;s23;s24;/rC:6.8029,3.8654,0;6.2478,2.2216,0;7.7552,3.5438,0;7.2001,1.9,0;3.1582,.8139,0;3.7428,.0008,0;2.2003,.5077,0;6.054,3.2026,0;7.9587,2.5594,0;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;;9.6569,2.9,0;5.1065,3.5226,0;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;8.9061,2.2395,0;2.5534,2.5017,0;6.7038,4.3555,0;5.8719,1.8919,0;8.1296,3.8752,0;7.297,1.4094,0;3.315,1.2887,0;4.2428,-.0017,0;-.0561,1.0176,0;.4302,1.4084,0;-.3907,-.3121,0;-.3918,.3106,0;9.3267,3.2754,0;9.9872,2.5246,0;10.0323,3.2303,0;5.2665,3.9963,0;4.9466,3.0489,0;4.3191,4.3162,0;3.9991,3.3688,0;3.3021,-1.2829,0;.1231,-1.2959,0;1.2853,4.1796,0;

Duplicates CHEMBL5185291_p0

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005185250-0005185499/CHEMBL5185291_p0.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005185250-0005185499/CHEMBL5185291_p0.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005185250-0005185499/CHEMBL5185291_p0.sdf

Formula	C₂₀H₂₀N₄O₃S
MW	396.46
InChIKey	SYNKQHIIWHJPCL-VVKINWOJNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	48
Number_Heavy_Atoms	28
Number_Rings	4
Number_Bonds	51
Rotat_Bonds	4
Unbranched_Chain	3
Chiral_Centers	0
ONatoms	7
HB_Donor	3
HB_Acceptor	2
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	7
Lipinski_Violations	0
XLogP3	0
XLogP	1.9
logP	2.9872
PSA	120.88
MR	116.774
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-31.20506
PM7_Total_Energy_ev	-4533.37029
PM7_Electronic_Energy_ev	-35554.1576
PM7_Dipole_Debye	3.00761
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.638
PM7_LUMO_Energy_ev	-1.066
PM7_COSMO_Area_square_ang	396.23
PM7_COSMO_Volue_cubic_ang	449.77
PM7_Electron_Affinity_ev	1.066
PM7_Ionization_Energy_ev	8.638
PM7_Energy_Gap_ev	7.572
PM7_Global_Hardness_ev	3.786
PM7_Global_Softness_ev	0.26413100898045433
PM7_Chemical_Potential_ev	-4.852
PM7_Electronigativity_ev	4.852
PM7_Back_Donation_Energy_ev	-0.9465
PM7_Electrophilicity_ev	3.1090734284204964
OPENEYE_Name	(2~{E},5~{Z})-2-[2-(4-methoxyphenyl)ethylimino]-5-(8-oxo-1,5,6,7-tetrahydropyrrolo[2,3-c]azepin-4-ylidene)thiazolidin-4-one
SMILES	c1cc(ccc1CCN=C2NC(=O)C(=C3c4cc[nH]c4C(=O)NCC3)S2)OC
Canonical_SMILES	COc1ccc(cc1)CC/N=C/1NC(=O)/C(=C/2CCNC(=O)c3c2cc[nH]3)/S1
InChI	1/C20H20N4O3S/c1-27-13-4-2-12(3-5-13)6-9-23-20-24-19(26)17(28-20)15-8-11-22-18(25)16-14(15)7-10-21-16/h2-5,7,10,21H,6,8-9,11H2,1H3,(H,22,25)(H,23,24,26)/f/h22,24H
InChI_3D	1S/C20H20N4O3S/c1-27-13-4-2-12(3-5-13)6-9-23-20-24-19(26)17(28-20)15-8-11-22-18(25)16-14(15)7-10-21-16/h2-5,7,10,21H,6,8-9,11H2,1H3,(H,22,25)(H,23,24,26)/b17-15-
AuxInfo	1/1/N:18,1,2,3,4,19,5,16,20,6,17,8,9,7,11,10,13,12,14,15,22,23,21,24,25,26,27,28/E:(2,3)(4,5)/F:m/E:m/rA:48nCCCCCCCCCCCCCCCCCCCCNNNNOOOSHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;;d5;s5;s1d2;s3d4;d7;s7;s10;w11;s13;;s11;s16;;s8;s19;w15s20;s6s10;s12s17;s14s15;d12;d14;s9s18;s13s15;s1;s2;s3;s4;s5;s6;s16;s16;s17;s17;s18;s18;s18;s19;s19;s20;s20;s22;s23;s24;/rC:6.8029,3.8654,0;6.2478,2.2216,0;7.7552,3.5438,0;7.2001,1.9,0;3.1582,.8139,0;3.7428,.0008,0;2.2003,.5077,0;6.054,3.2026,0;7.9587,2.5594,0;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;;9.6569,2.9,0;5.1065,3.5226,0;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;8.9061,2.2395,0;2.5534,2.5017,0;6.7038,4.3555,0;5.8719,1.8919,0;8.1296,3.8752,0;7.297,1.4094,0;3.315,1.2887,0;4.2428,-.0017,0;-.0561,1.0176,0;.4302,1.4084,0;-.3907,-.3121,0;-.3918,.3106,0;9.3267,3.2754,0;9.9872,2.5246,0;10.0323,3.2303,0;5.2665,3.9963,0;4.9466,3.0489,0;4.3191,4.3162,0;3.9991,3.3688,0;3.3021,-1.2829,0;.1231,-1.2959,0;1.2853,4.1796,0;
Duplicates	CHEMBL5185291_p0
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005185250-0005185499/CHEMBL5185291_p0.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005185250-0005185499/CHEMBL5185291_p0.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005185250-0005185499/CHEMBL5185291_p0.sdf