CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5196581 (2539386)

Formula C₂₃H₂₁NO₆

MW 407.42

InChIKey JSBOBCBQXAOGOG-HXTKINSTNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 51

Number_Heavy_Atoms 30

Number_Rings 3

Number_Bonds 53

Rotat_Bonds 8

Unbranched_Chain 3

Chiral_Centers 0

ONatoms 7

HB_Donor 1

HB_Acceptor 4

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 7

Lipinski_Violations 0

XLogP3 0

XLogP 2.99

logP 3.7257

PSA 93.14

MR 114.386

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -172.29939

PM7_Total_Energy_ev -5065.81702

PM7_Electronic_Energy_ev -40528.49426

PM7_Dipole_Debye 7.61292

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.95

PM7_LUMO_Energy_ev -1.186

PM7_COSMO_Area_square_ang 419.72

PM7_COSMO_Volue_cubic_ang 476.34

PM7_Electron_Affinity_ev 1.186

PM7_Ionization_Energy_ev 8.95

PM7_Energy_Gap_ev 7.764

PM7_Global_Hardness_ev 3.882

PM7_Global_Softness_ev 0.2575991756826378

PM7_Chemical_Potential_ev -5.068

PM7_Electronigativity_ev 5.068

PM7_Back_Donation_Energy_ev -0.9705

PM7_Electrophilicity_ev 3.3081689850592477

OPENEYE_Name 4-[(~{Z})-[4-ethoxycarbonyl-1-(3-methoxyphenyl)-5-methyl-2-oxo-pyrrol-3-ylidene]methyl]benzoic acid

SMILES c1cc(cc(c1)OC)N2C(=C(C(=Cc3ccc(cc3)C(=O)O)C2=O)C(=O)OCC)C

Canonical_SMILES CCOC(=O)C1=C(C)N(C(=O)/C/1=Cc1ccc(cc1)C(=O)O)c1cccc(c1)OC

InChI 1/C23H21NO6/c1-4-30-23(28)20-14(2)24(17-6-5-7-18(13-17)29-3)21(25)19(20)12-15-8-10-16(11-9-15)22(26)27/h5-13H,4H2,1-3H3,(H,26,27)/f/h26H

InChI_3D 1S/C23H21NO6/c1-4-30-23(28)20-14(2)24(17-6-5-7-18(13-17)29-3)21(25)19(20)12-15-8-10-16(11-9-15)22(26)27/h5-13H,4H2,1-3H3,(H,26,27)/b19-12-

AuxInfo 1/1/N:21,20,22,23,1,6,7,2,3,4,5,17,8,14,9,10,11,12,15,13,16,18,19,24,25,26,28,27,29,30/E:(8,9)(10,11)(26,27)/F:21,20,22,23,1,6,7,2,3,4,5,17,8,14,9,10,11,12,15,13,16,18,19,24,25,28,26,27,29,30/E:(8,9)(10,11)/rA:51nCCCCCCCCCCCCCCCCCCCCCCCNOOOOOOHHHHHHHHHHHHHHHHHHHHH/rB:;;d2;s3;d1;s1;;s2d3;s4d5;s6d8;d7s8;;d13;s13;s15;s9w15;s10;s13;s14;;;s21;s11s14s16;d16;d18;d19;s18;s12s22;s19s23;s1;s2;s3;s4;s5;s6;s7;s8;s17;s20;s20;s20;s21;s21;s21;s22;s22;s22;s23;s23;s28;/rC:1.3667,4.0452,0;3.9134,-1.4404,0;3.7341,.2854,0;4.9132,-1.3365,0;4.734,.3892,0;1.3638,3.0452,0;.4961,4.5478,0;-.3713,3.0451,0;3.3289,-.6289,0;5.3286,-.4212,0;.4993,2.5426,0;-.3773,4.0503,0;;-.3065,.9518,0;1.0015,0,0;1.3133,.9518,0;1.5883,-.8097,0;6.3232,-.3178,0;-.5888,-.8082,0;-1.2577,1.2604,0;-2.7609,-2.3189,0;-1.2434,5.5502,0;-2.1721,-1.5107,0;.5008,1.5426,0;2.2648,1.2595,0;6.7311,.5952,0;-.1833,-1.7223,0;6.91,-1.1276,0;-1.2434,4.5502,0;-1.5832,-.7024,0;1.8,4.2946,0;3.7088,-1.8966,0;3.4402,.6898,0;5.2054,-1.7422,0;4.9365,.8464,0;1.7969,2.7952,0;.4975,5.0478,0;-.8036,2.7938,0;1.3844,-1.2663,0;-1.412,.7848,0;-1.1034,1.736,0;-1.7333,1.4147,0;-3.165,-2.0245,0;-2.3568,-2.6133,0;-3.0553,-2.723,0;-.7434,5.5502,0;-1.7434,5.5502,0;-1.2435,6.0502,0;-1.768,-1.8051,0;-2.5762,-1.2162,0;7.4074,-1.0759,0;

Duplicates CHEMBL5196581

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005196500-0005196749/CHEMBL5196581.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005196500-0005196749/CHEMBL5196581.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005196500-0005196749/CHEMBL5196581.sdf

Formula	C₂₃H₂₁NO₆
MW	407.42
InChIKey	JSBOBCBQXAOGOG-HXTKINSTNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	51
Number_Heavy_Atoms	30
Number_Rings	3
Number_Bonds	53
Rotat_Bonds	8
Unbranched_Chain	3
Chiral_Centers	0
ONatoms	7
HB_Donor	1
HB_Acceptor	4
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	7
Lipinski_Violations	0
XLogP3	0
XLogP	2.99
logP	3.7257
PSA	93.14
MR	114.386
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-172.29939
PM7_Total_Energy_ev	-5065.81702
PM7_Electronic_Energy_ev	-40528.49426
PM7_Dipole_Debye	7.61292
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.95
PM7_LUMO_Energy_ev	-1.186
PM7_COSMO_Area_square_ang	419.72
PM7_COSMO_Volue_cubic_ang	476.34
PM7_Electron_Affinity_ev	1.186
PM7_Ionization_Energy_ev	8.95
PM7_Energy_Gap_ev	7.764
PM7_Global_Hardness_ev	3.882
PM7_Global_Softness_ev	0.2575991756826378
PM7_Chemical_Potential_ev	-5.068
PM7_Electronigativity_ev	5.068
PM7_Back_Donation_Energy_ev	-0.9705
PM7_Electrophilicity_ev	3.3081689850592477
OPENEYE_Name	4-[(~{Z})-[4-ethoxycarbonyl-1-(3-methoxyphenyl)-5-methyl-2-oxo-pyrrol-3-ylidene]methyl]benzoic acid
SMILES	c1cc(cc(c1)OC)N2C(=C(C(=Cc3ccc(cc3)C(=O)O)C2=O)C(=O)OCC)C
Canonical_SMILES	CCOC(=O)C1=C(C)N(C(=O)/C/1=Cc1ccc(cc1)C(=O)O)c1cccc(c1)OC
InChI	1/C23H21NO6/c1-4-30-23(28)20-14(2)24(17-6-5-7-18(13-17)29-3)21(25)19(20)12-15-8-10-16(11-9-15)22(26)27/h5-13H,4H2,1-3H3,(H,26,27)/f/h26H
InChI_3D	1S/C23H21NO6/c1-4-30-23(28)20-14(2)24(17-6-5-7-18(13-17)29-3)21(25)19(20)12-15-8-10-16(11-9-15)22(26)27/h5-13H,4H2,1-3H3,(H,26,27)/b19-12-
AuxInfo	1/1/N:21,20,22,23,1,6,7,2,3,4,5,17,8,14,9,10,11,12,15,13,16,18,19,24,25,26,28,27,29,30/E:(8,9)(10,11)(26,27)/F:21,20,22,23,1,6,7,2,3,4,5,17,8,14,9,10,11,12,15,13,16,18,19,24,25,28,26,27,29,30/E:(8,9)(10,11)/rA:51nCCCCCCCCCCCCCCCCCCCCCCCNOOOOOOHHHHHHHHHHHHHHHHHHHHH/rB:;;d2;s3;d1;s1;;s2d3;s4d5;s6d8;d7s8;;d13;s13;s15;s9w15;s10;s13;s14;;;s21;s11s14s16;d16;d18;d19;s18;s12s22;s19s23;s1;s2;s3;s4;s5;s6;s7;s8;s17;s20;s20;s20;s21;s21;s21;s22;s22;s22;s23;s23;s28;/rC:1.3667,4.0452,0;3.9134,-1.4404,0;3.7341,.2854,0;4.9132,-1.3365,0;4.734,.3892,0;1.3638,3.0452,0;.4961,4.5478,0;-.3713,3.0451,0;3.3289,-.6289,0;5.3286,-.4212,0;.4993,2.5426,0;-.3773,4.0503,0;;-.3065,.9518,0;1.0015,0,0;1.3133,.9518,0;1.5883,-.8097,0;6.3232,-.3178,0;-.5888,-.8082,0;-1.2577,1.2604,0;-2.7609,-2.3189,0;-1.2434,5.5502,0;-2.1721,-1.5107,0;.5008,1.5426,0;2.2648,1.2595,0;6.7311,.5952,0;-.1833,-1.7223,0;6.91,-1.1276,0;-1.2434,4.5502,0;-1.5832,-.7024,0;1.8,4.2946,0;3.7088,-1.8966,0;3.4402,.6898,0;5.2054,-1.7422,0;4.9365,.8464,0;1.7969,2.7952,0;.4975,5.0478,0;-.8036,2.7938,0;1.3844,-1.2663,0;-1.412,.7848,0;-1.1034,1.736,0;-1.7333,1.4147,0;-3.165,-2.0245,0;-2.3568,-2.6133,0;-3.0553,-2.723,0;-.7434,5.5502,0;-1.7434,5.5502,0;-1.2435,6.0502,0;-1.768,-1.8051,0;-2.5762,-1.2162,0;7.4074,-1.0759,0;
Duplicates	CHEMBL5196581
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005196500-0005196749/CHEMBL5196581.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005196500-0005196749/CHEMBL5196581.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005196500-0005196749/CHEMBL5196581.sdf