CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL105840 (6085)

Formula C₂₀H₂₁NO₅

MW 355.39

InChIKey LWZNLMWVHJPSGV-LQFNOIFHNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 47

Number_Heavy_Atoms 26

Number_Rings 2

Number_Bonds 48

Rotat_Bonds 8

Unbranched_Chain 3

Chiral_Centers 0

ONatoms 6

HB_Donor 1

HB_Acceptor 5

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 6

Lipinski_Violations 0

XLogP3 0

XLogP 1.1

logP 2.804

PSA 93.56

MR 96.2218

ABS 0.55

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -136.38658

PM7_Total_Energy_ev -4401.51997

PM7_Electronic_Energy_ev -33974.089

PM7_Dipole_Debye 4.56873

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.98

PM7_LUMO_Energy_ev -2.03

PM7_COSMO_Area_square_ang 369.2

PM7_COSMO_Volue_cubic_ang 431.31

PM7_Electron_Affinity_ev 2.03

PM7_Ionization_Energy_ev 9.98

PM7_Energy_Gap_ev 7.95

PM7_Global_Hardness_ev 3.975

PM7_Global_Softness_ev 0.25157232704402516

PM7_Chemical_Potential_ev -6.005

PM7_Electronigativity_ev 6.005

PM7_Back_Donation_Energy_ev -0.99375

PM7_Electrophilicity_ev 4.535852201257861

OPENEYE_Name (2~{E})-2-[(4-methoxy-2,5-dimethyl-3,6-dioxo-cyclohexa-1,4-dien-1-yl)methylene]-5-(3-pyridyl)pentanoic acid

SMILES c1cc(cnc1)CCCC(=CC2=C(C(=O)C(=C(C2=O)C)OC)C)C(=O)O

Canonical_SMILES COC1=C(C)C(=O)C(=C(C1=O)C)/C=C(/C(=O)O)CCCc1cccnc1

InChI 1/C20H21NO5/c1-12-16(17(22)13(2)19(26-3)18(12)23)10-15(20(24)25)8-4-6-14-7-5-9-21-11-14/h5,7,9-11H,4,6,8H2,1-3H3,(H,24,25)/f/h24H

InChI_3D 1S/C20H21NO5/c1-12-16(17(22)13(2)19(26-3)18(12)23)10-15(20(24)25)8-4-6-14-7-5-9-21-11-14/h5,7,9-11H,4,6,8H2,1-3H3,(H,24,25)/b15-10+

AuxInfo 1/1/N:15,16,17,20,1,18,2,19,3,12,4,7,8,5,13,6,10,11,9,14,21,22,23,24,25,26/E:(24,25)/F:15,16,17,20,1,18,2,19,3,12,4,7,8,5,13,6,10,11,9,14,21,22,23,25,24,26/rA:47nCCCCCCCCCCCCCCCCCCCCNOOOOOHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;s2d4;;d6;;d8;s6s8;s7s9;s6;w12;s13;s7;s8;;s5;s13;s18s19;d3s4;d10;d11;d14;s14;s9s17;s1;s2;s3;s4;s12;s15;s15;s15;s16;s16;s16;s17;s17;s17;s18;s18;s19;s19;s20;s20;s25;/rC:-.8675,.4975,0;;-.8675,1.5027,0;.8675,1.5027,0;.8675,.4975,0;1.0849,-3.3844,0;.0797,-3.3844,0;1.0849,-5.1194,0;.0797,-5.1194,0;1.5824,-4.2519,0;-.428,-4.2519,0;1.9621,-1.8701,0;2.9621,-1.8716,0;3.4609,-2.7383,0;-.4177,-2.5169,0;1.5862,-5.9847,0;-1.4177,-5.9898,0;1.7328,-.0038,0;3.4634,-1.0063,0;2.5981,-.505,0;0,2.0104,0;2.5824,-4.2519,0;-1.428,-4.2519,0;2.9596,-3.6036,0;4.4609,-2.7398,0;-.4177,-5.9869,0;-1.3001,.2469,0;0,-.5,0;-1.3012,1.7514,0;1.3012,1.7514,0;1.7128,-1.4367,0;.0161,-2.2682,0;-.8514,-2.7656,0;-.6664,-2.0831,0;2.0189,-5.7341,0;1.1536,-6.2353,0;1.8368,-6.4173,0;-1.4192,-5.4898,0;-1.4162,-6.4898,0;-1.9177,-5.9913,0;1.4822,-.4364,0;1.9834,.4289,0;3.714,-.5736,0;3.896,-1.2569,0;2.3475,-.9377,0;2.8487,-.0724,0;4.7103,-3.1731,0;

Duplicates CHEMBL105840

mol2_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000105750-0000105999/CHEMBL105840.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000105750-0000105999/CHEMBL105840.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000105750-0000105999/CHEMBL105840.sdf

Formula	C₂₀H₂₁NO₅
MW	355.39
InChIKey	LWZNLMWVHJPSGV-LQFNOIFHNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	47
Number_Heavy_Atoms	26
Number_Rings	2
Number_Bonds	48
Rotat_Bonds	8
Unbranched_Chain	3
Chiral_Centers	0
ONatoms	6
HB_Donor	1
HB_Acceptor	5
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	6
Lipinski_Violations	0
XLogP3	0
XLogP	1.1
logP	2.804
PSA	93.56
MR	96.2218
ABS	0.55
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-136.38658
PM7_Total_Energy_ev	-4401.51997
PM7_Electronic_Energy_ev	-33974.089
PM7_Dipole_Debye	4.56873
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.98
PM7_LUMO_Energy_ev	-2.03
PM7_COSMO_Area_square_ang	369.2
PM7_COSMO_Volue_cubic_ang	431.31
PM7_Electron_Affinity_ev	2.03
PM7_Ionization_Energy_ev	9.98
PM7_Energy_Gap_ev	7.95
PM7_Global_Hardness_ev	3.975
PM7_Global_Softness_ev	0.25157232704402516
PM7_Chemical_Potential_ev	-6.005
PM7_Electronigativity_ev	6.005
PM7_Back_Donation_Energy_ev	-0.99375
PM7_Electrophilicity_ev	4.535852201257861
OPENEYE_Name	(2~{E})-2-[(4-methoxy-2,5-dimethyl-3,6-dioxo-cyclohexa-1,4-dien-1-yl)methylene]-5-(3-pyridyl)pentanoic acid
SMILES	c1cc(cnc1)CCCC(=CC2=C(C(=O)C(=C(C2=O)C)OC)C)C(=O)O
Canonical_SMILES	COC1=C(C)C(=O)C(=C(C1=O)C)/C=C(/C(=O)O)CCCc1cccnc1
InChI	1/C20H21NO5/c1-12-16(17(22)13(2)19(26-3)18(12)23)10-15(20(24)25)8-4-6-14-7-5-9-21-11-14/h5,7,9-11H,4,6,8H2,1-3H3,(H,24,25)/f/h24H
InChI_3D	1S/C20H21NO5/c1-12-16(17(22)13(2)19(26-3)18(12)23)10-15(20(24)25)8-4-6-14-7-5-9-21-11-14/h5,7,9-11H,4,6,8H2,1-3H3,(H,24,25)/b15-10+
AuxInfo	1/1/N:15,16,17,20,1,18,2,19,3,12,4,7,8,5,13,6,10,11,9,14,21,22,23,24,25,26/E:(24,25)/F:15,16,17,20,1,18,2,19,3,12,4,7,8,5,13,6,10,11,9,14,21,22,23,25,24,26/rA:47nCCCCCCCCCCCCCCCCCCCCNOOOOOHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;s2d4;;d6;;d8;s6s8;s7s9;s6;w12;s13;s7;s8;;s5;s13;s18s19;d3s4;d10;d11;d14;s14;s9s17;s1;s2;s3;s4;s12;s15;s15;s15;s16;s16;s16;s17;s17;s17;s18;s18;s19;s19;s20;s20;s25;/rC:-.8675,.4975,0;;-.8675,1.5027,0;.8675,1.5027,0;.8675,.4975,0;1.0849,-3.3844,0;.0797,-3.3844,0;1.0849,-5.1194,0;.0797,-5.1194,0;1.5824,-4.2519,0;-.428,-4.2519,0;1.9621,-1.8701,0;2.9621,-1.8716,0;3.4609,-2.7383,0;-.4177,-2.5169,0;1.5862,-5.9847,0;-1.4177,-5.9898,0;1.7328,-.0038,0;3.4634,-1.0063,0;2.5981,-.505,0;0,2.0104,0;2.5824,-4.2519,0;-1.428,-4.2519,0;2.9596,-3.6036,0;4.4609,-2.7398,0;-.4177,-5.9869,0;-1.3001,.2469,0;0,-.5,0;-1.3012,1.7514,0;1.3012,1.7514,0;1.7128,-1.4367,0;.0161,-2.2682,0;-.8514,-2.7656,0;-.6664,-2.0831,0;2.0189,-5.7341,0;1.1536,-6.2353,0;1.8368,-6.4173,0;-1.4192,-5.4898,0;-1.4162,-6.4898,0;-1.9177,-5.9913,0;1.4822,-.4364,0;1.9834,.4289,0;3.714,-.5736,0;3.896,-1.2569,0;2.3475,-.9377,0;2.8487,-.0724,0;4.7103,-3.1731,0;
Duplicates	CHEMBL105840
mol2_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000105750-0000105999/CHEMBL105840.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000105750-0000105999/CHEMBL105840.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000105750-0000105999/CHEMBL105840.sdf