CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI10365_t0 (4721)

Formula C₂₀H₂₂N₂O₃

MW 338.41

InChIKey MVUXMIXDFMUPLL-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 6

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 2.01

logP 3.4474

PSA 82.19

MR 101.927

ABS 0.55

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -64.37787

PM7_Total_Energy_ev -4011.23075

PM7_Electronic_Energy_ev -32046.93706

PM7_Dipole_Debye 6.87891

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.613

PM7_LUMO_Energy_ev -0.643

PM7_COSMO_Area_square_ang 352.79

PM7_COSMO_Volue_cubic_ang 421.62

PM7_Electron_Affinity_ev 0.643

PM7_Ionization_Energy_ev 8.613

PM7_Energy_Gap_ev 7.97

PM7_Global_Hardness_ev 3.985

PM7_Global_Softness_ev 0.25094102885821834

PM7_Chemical_Potential_ev -4.628

PM7_Electronigativity_ev 4.628

PM7_Back_Donation_Energy_ev -0.99625

PM7_Electrophilicity_ev 2.687375658720201

OPENEYE_Name (2~{S})-4-acetyl-3-hydroxy-2-[[4-(3-methylbut-2-enyl)-1~{H}-indol-3-yl]methyl]-1,2-dihydropyrrol-5-one

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

Canonical_SMILES CC(=CCc1cccc2c1c(c[nH]2)C[C@@H]1NC(=O)C(=C1O)C(=O)C)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/h4-7,10,16,21,24H,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/h4-7,10,16,21,24H,8-9H2,1-3H3,(H,22,25)/t16-/m0/s1

AuxInfo 1/1/N:17,18,16,1,2,3,12,19,20,4,14,13,6,7,8,15,9,5,10,11,21,22,24,25,23/E:(1,2)/F:m/E:m/rA:47cCCCCCCCCCCCCCCCCCCCCNNOOOHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;;s2d5;d4s5;d3s5;;d9;s9;;s9;d12;s10;s13;s14;s14;s6s12;s7s15;s4s8;s11s15;d11;d13;s10;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;6.1222,-3.1635,0;4.4481,-5.8558,0;2.9064,-4.5931,0;-.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;2.4308,-4.4386,0;

Duplicates ChEBI10365_t0

mol2_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000010250-0000010499/ChEBI10365_t0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000010250-0000010499/ChEBI10365_t0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000010250-0000010499/ChEBI10365_t0.sdf

Formula	C₂₀H₂₂N₂O₃
MW	338.41
InChIKey	MVUXMIXDFMUPLL-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	6
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	2.01
logP	3.4474
PSA	82.19
MR	101.927
ABS	0.55
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-64.37787
PM7_Total_Energy_ev	-4011.23075
PM7_Electronic_Energy_ev	-32046.93706
PM7_Dipole_Debye	6.87891
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.613
PM7_LUMO_Energy_ev	-0.643
PM7_COSMO_Area_square_ang	352.79
PM7_COSMO_Volue_cubic_ang	421.62
PM7_Electron_Affinity_ev	0.643
PM7_Ionization_Energy_ev	8.613
PM7_Energy_Gap_ev	7.97
PM7_Global_Hardness_ev	3.985
PM7_Global_Softness_ev	0.25094102885821834
PM7_Chemical_Potential_ev	-4.628
PM7_Electronigativity_ev	4.628
PM7_Back_Donation_Energy_ev	-0.99625
PM7_Electrophilicity_ev	2.687375658720201
OPENEYE_Name	(2~{S})-4-acetyl-3-hydroxy-2-[[4-(3-methylbut-2-enyl)-1~{H}-indol-3-yl]methyl]-1,2-dihydropyrrol-5-one
SMILES	c1cc(c2c(c[nH]c2c1)CC3C(=C(C(=O)N3)C(=O)C)O)CC=C(C)C
Canonical_SMILES	CC(=CCc1cccc2c1c(c[nH]2)C[C@@H]1NC(=O)C(=C1O)C(=O)C)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/h4-7,10,16,21,24H,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/h4-7,10,16,21,24H,8-9H2,1-3H3,(H,22,25)/t16-/m0/s1
AuxInfo	1/1/N:17,18,16,1,2,3,12,19,20,4,14,13,6,7,8,15,9,5,10,11,21,22,24,25,23/E:(1,2)/F:m/E:m/rA:47cCCCCCCCCCCCCCCCCCCCCNNOOOHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;;s2d5;d4s5;d3s5;;d9;s9;;s9;d12;s10;s13;s14;s14;s6s12;s7s15;s4s8;s11s15;d11;d13;s10;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;6.1222,-3.1635,0;4.4481,-5.8558,0;2.9064,-4.5931,0;-.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;2.4308,-4.4386,0;
Duplicates	ChEBI10365_t0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000010250-0000010499/ChEBI10365_t0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000010250-0000010499/ChEBI10365_t0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000010250-0000010499/ChEBI10365_t0.sdf