CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI17233_t0 (6240)

Formula C₂₀H₂₂N₂O₃

MW 338.41

InChIKey HLDTVPRYVAHRIQ-QWOVJGMINA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 47

Number_Heavy_Atoms 25

Number_Rings 3

Number_Bonds 49

Rotat_Bonds 5

Unbranched_Chain 2

Chiral_Centers 1

ONatoms 5

HB_Donor 3

HB_Acceptor 3

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 2

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 5

Lipinski_Violations 0

XLogP3 0

XLogP 2.35

logP 3.4474

PSA 82.19

MR 101.927

ABS 0.55

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -87.52774

PM7_Total_Energy_ev -4012.06959

PM7_Electronic_Energy_ev -32788.04469

PM7_Dipole_Debye 3.14828

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.405

PM7_LUMO_Energy_ev -0.493

PM7_COSMO_Area_square_ang 341.41

PM7_COSMO_Volue_cubic_ang 417.89

PM7_Electron_Affinity_ev 0.493

PM7_Ionization_Energy_ev 8.405

PM7_Energy_Gap_ev 7.912

PM7_Global_Hardness_ev 3.956

PM7_Global_Softness_ev 0.2527805864509606

PM7_Chemical_Potential_ev -4.449

PM7_Electronigativity_ev 4.449

PM7_Back_Donation_Energy_ev -0.989

PM7_Electrophilicity_ev 2.50171903437816

OPENEYE_Name (3~{Z},5~{S})-3-(1-hydroxyethylidene)-5-[[4-(3-methylbut-2-enyl)-1~{H}-indol-3-yl]methyl]pyrrolidine-2,4-dione

SMILES c1cc(c2c(c[nH]c2c1)CC3C(=O)C(=C(C)O)C(=O)N3)CC=C(C)C

Canonical_SMILES CC(=CCc1cccc2c1c(c[nH]2)C[C@@H]1NC(=O)/C(=C(O)/C)/C1=O)C

InChI 1/C20H22N2O3/c1-11(2)7-8-13-5-4-6-15-18(13)14(10-21-15)9-16-19(24)17(12(3)23)20(25)22-16/h4-7,10,16,21,23H,8-9H2,1-3H3,(H,22,25)/f/h22H

InChI_3D 1S/C20H22N2O3/c1-11(2)7-8-13-5-4-6-15-18(13)14(10-21-15)9-16-19(24)17(12(3)23)20(25)22-16/h4-7,10,16,21,23H,8-9H2,1-3H3,(H,22,25)/b17-12-/t16-/m0/s1

AuxInfo 1/1/N:17,18,16,1,2,3,12,19,20,4,14,13,6,7,8,15,9,5,10,11,21,22,25,23,24/E:(1,2)/F:m/E:m/rA:47cCCCCCCCCCCCCCCCCCCCCNNOOOHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;;s2d5;d4s5;d3s5;;s9;s9;;w9;d12;s10;s13;s14;s14;s6s12;s7s15;s4s8;s11s15;d10;d11;s13;s1;s2;s3;s4;s12;s15;s16;s16;s16;s17;s17;s17;s18;s18;s18;s19;s19;s20;s20;s21;s22;s25;/rC:0,1.0058,0;;.868,1.5138,0;3.2858,.5023,0;1.736,-.0012,0;.868,-.4978,0;2.6938,-.3125,0;1.736,1.0058,0;4.6288,-4.1332,0;3.6495,-3.9239,0;5.1275,-3.2665,0;.867,-2.4978,0;5.0358,-5.0467,0;.0007,-2.9973,0;3.5435,-2.9279,0;6.0303,-5.151,0;.0002,-3.9973,0;-.8651,-2.4969,0;.8675,-1.4978,0;3.0028,-1.2636,0;2.6938,1.3169,0;4.4615,-2.52,0;2.9064,-4.5931,0;6.1222,-3.1635,0;4.4481,-5.8558,0;-.4337,1.2545,0;-.4327,-.2506,0;.868,2.0138,0;3.7858,.5023,0;1.2998,-2.748,0;3.0545,-3.0322,0;6.0825,-4.6537,0;5.9781,-5.6483,0;6.5276,-5.2032,0;.5002,-3.9976,0;-.4998,-3.9971,0;-.0001,-4.4973,0;-1.1153,-2.9298,0;-.6149,-2.064,0;-1.298,-2.2467,0;1.3675,-1.4981,0;.3675,-1.4975,0;2.5272,-1.4181,0;3.4783,-1.1091,0;2.8483,1.7924,0;4.5667,-2.0312,0;3.9509,-5.8036,0;

Duplicates ChEBI17233_t0

mol2_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000017000-0000017249/ChEBI17233_t0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000017000-0000017249/ChEBI17233_t0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000017000-0000017249/ChEBI17233_t0.sdf

Formula	C₂₀H₂₂N₂O₃
MW	338.41
InChIKey	HLDTVPRYVAHRIQ-QWOVJGMINA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	47
Number_Heavy_Atoms	25
Number_Rings	3
Number_Bonds	49
Rotat_Bonds	5
Unbranched_Chain	2
Chiral_Centers	1
ONatoms	5
HB_Donor	3
HB_Acceptor	3
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	2
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	5
Lipinski_Violations	0
XLogP3	0
XLogP	2.35
logP	3.4474
PSA	82.19
MR	101.927
ABS	0.55
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-87.52774
PM7_Total_Energy_ev	-4012.06959
PM7_Electronic_Energy_ev	-32788.04469
PM7_Dipole_Debye	3.14828
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.405
PM7_LUMO_Energy_ev	-0.493
PM7_COSMO_Area_square_ang	341.41
PM7_COSMO_Volue_cubic_ang	417.89
PM7_Electron_Affinity_ev	0.493
PM7_Ionization_Energy_ev	8.405
PM7_Energy_Gap_ev	7.912
PM7_Global_Hardness_ev	3.956
PM7_Global_Softness_ev	0.2527805864509606
PM7_Chemical_Potential_ev	-4.449
PM7_Electronigativity_ev	4.449
PM7_Back_Donation_Energy_ev	-0.989
PM7_Electrophilicity_ev	2.50171903437816
OPENEYE_Name	(3~{Z},5~{S})-3-(1-hydroxyethylidene)-5-[[4-(3-methylbut-2-enyl)-1~{H}-indol-3-yl]methyl]pyrrolidine-2,4-dione
SMILES	c1cc(c2c(c[nH]c2c1)CC3C(=O)C(=C(C)O)C(=O)N3)CC=C(C)C
Canonical_SMILES	CC(=CCc1cccc2c1c(c[nH]2)C[C@@H]1NC(=O)/C(=C(O)/C)/C1=O)C
InChI	1/C20H22N2O3/c1-11(2)7-8-13-5-4-6-15-18(13)14(10-21-15)9-16-19(24)17(12(3)23)20(25)22-16/h4-7,10,16,21,23H,8-9H2,1-3H3,(H,22,25)/f/h22H
InChI_3D	1S/C20H22N2O3/c1-11(2)7-8-13-5-4-6-15-18(13)14(10-21-15)9-16-19(24)17(12(3)23)20(25)22-16/h4-7,10,16,21,23H,8-9H2,1-3H3,(H,22,25)/b17-12-/t16-/m0/s1
AuxInfo	1/1/N:17,18,16,1,2,3,12,19,20,4,14,13,6,7,8,15,9,5,10,11,21,22,25,23,24/E:(1,2)/F:m/E:m/rA:47cCCCCCCCCCCCCCCCCCCCCNNOOOHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;;s2d5;d4s5;d3s5;;s9;s9;;w9;d12;s10;s13;s14;s14;s6s12;s7s15;s4s8;s11s15;d10;d11;s13;s1;s2;s3;s4;s12;s15;s16;s16;s16;s17;s17;s17;s18;s18;s18;s19;s19;s20;s20;s21;s22;s25;/rC:0,1.0058,0;;.868,1.5138,0;3.2858,.5023,0;1.736,-.0012,0;.868,-.4978,0;2.6938,-.3125,0;1.736,1.0058,0;4.6288,-4.1332,0;3.6495,-3.9239,0;5.1275,-3.2665,0;.867,-2.4978,0;5.0358,-5.0467,0;.0007,-2.9973,0;3.5435,-2.9279,0;6.0303,-5.151,0;.0002,-3.9973,0;-.8651,-2.4969,0;.8675,-1.4978,0;3.0028,-1.2636,0;2.6938,1.3169,0;4.4615,-2.52,0;2.9064,-4.5931,0;6.1222,-3.1635,0;4.4481,-5.8558,0;-.4337,1.2545,0;-.4327,-.2506,0;.868,2.0138,0;3.7858,.5023,0;1.2998,-2.748,0;3.0545,-3.0322,0;6.0825,-4.6537,0;5.9781,-5.6483,0;6.5276,-5.2032,0;.5002,-3.9976,0;-.4998,-3.9971,0;-.0001,-4.4973,0;-1.1153,-2.9298,0;-.6149,-2.064,0;-1.298,-2.2467,0;1.3675,-1.4981,0;.3675,-1.4975,0;2.5272,-1.4181,0;3.4783,-1.1091,0;2.8483,1.7924,0;4.5667,-2.0312,0;3.9509,-5.8036,0;
Duplicates	ChEBI17233_t0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000017000-0000017249/ChEBI17233_t0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000017000-0000017249/ChEBI17233_t0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000017000-0000017249/ChEBI17233_t0.sdf