CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL101441_s0 (1520)

Formula C₂₀H₁₈N₂O₆

MW 382.37

InChIKey DGMKXZKBGLDTJM-MRLDKVGVNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 46

Number_Heavy_Atoms 28

Number_Rings 2

Number_Bonds 47

Rotat_Bonds 12

Unbranched_Chain 2

Chiral_Centers 1

ONatoms 8

HB_Donor 4

HB_Acceptor 6

OpenEye_HB_Donors 4

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 4

Lipinski_HB_Acceptors 8

Lipinski_Violations 0

XLogP3 0

XLogP 0.78

logP 2.2381

PSA 132.8

MR 99.7895

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -191.13595

PM7_Total_Energy_ev -4844.01386

PM7_Electronic_Energy_ev -35481.74086

PM7_Dipole_Debye 3.51415

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.829

PM7_LUMO_Energy_ev -1.235

PM7_COSMO_Area_square_ang 399.08

PM7_COSMO_Volue_cubic_ang 444.2

PM7_Electron_Affinity_ev 1.235

PM7_Ionization_Energy_ev 9.829

PM7_Energy_Gap_ev 8.594

PM7_Global_Hardness_ev 4.297

PM7_Global_Softness_ev 0.23272050267628577

PM7_Chemical_Potential_ev -5.532

PM7_Electronigativity_ev 5.532

PM7_Back_Donation_Energy_ev -1.07425

PM7_Electrophilicity_ev 3.560975564347219

OPENEYE_Name (~{E})-3-[4-[[(1~{R})-2-(carboxymethylamino)-2-oxo-1-phenyl-ethyl]carbamoyl]phenyl]prop-2-enoic acid

SMILES c1ccc(cc1)C(C(=O)NCC(=O)O)NC(=O)c2ccc(cc2)C=CC(=O)O

Canonical_SMILES OC(=O)CNC(=O)[C@@H](c1ccccc1)NC(=O)c1ccc(cc1)/C=CC(=O)O

InChI 1/C20H18N2O6/c23-16(24)11-8-13-6-9-15(10-7-13)19(27)22-18(14-4-2-1-3-5-14)20(28)21-12-17(25)26/h1-11,18H,12H2,(H,21,28)(H,22,27)(H,23,24)(H,25,26)/f/h21-23,25H

InChI_3D 1S/C20H18N2O6/c23-16(24)11-8-13-6-9-15(10-7-13)19(27)22-18(14-4-2-1-3-5-14)20(28)21-12-17(25)26/h1-11,18H,12H2,(H,21,28)(H,22,27)(H,23,24)(H,25,26)/b11-8+/t18-/m1/s1

AuxInfo 1/1/N:1,2,3,8,9,4,5,13,6,7,14,19,10,12,11,16,18,20,15,17,22,21,24,27,26,28,23,25/E:(2,3)(4,5)(6,7)(9,10)(23,24)(25,26)/F:1,2,3,8,9,4,5,13,6,7,14,19,10,12,11,16,18,20,15,17,22,21,27,24,28,26,23,25/E:(2,3)(4,5)(6,7)(9,10)/rA:46cCCCCCCCCCCCCCCCCCCCCNNOOOOOOHHHHHHHHHHHHHHHHHH/rB:d1;s1;;;d4;s5;s2;d3;s4d5;s6d7;d8s9;s10;w13;s11;s14;;;s18;s12s17;s15s20;s17s19;d15;d16;d17;d18;s16;s18;s1;s2;s3;s4;s5;s6;s7;s8;s9;s13;s14;s19;s19;s20;s21;s22;s27;s28;/rC:;-.8675,.4975,0;.8675,.4975,0;-4.0129,3.7589,0;-4.0129,5.4939,0;-3.0077,3.7589,0;-3.0077,5.4939,0;-.8675,1.5027,0;.8675,1.5027,0;-4.5104,4.6264,0;-2.5,4.6264,0;0,2.0104,0;-5.5104,4.6264,0;-6.0104,5.4925,0;-1.5,4.6264,0;-7.0104,5.4925,0;0,4.7604,0;.866,7.2604,0;.866,6.2604,0;0,3.7604,0;-1,3.7604,0;.866,5.2604,0;-1,5.4925,0;-7.5104,4.6264,0;-.866,5.2604,0;0,7.7604,0;-7.5104,6.3585,0;1.732,7.7604,0;0,-.5,0;-1.3001,.2469,0;1.3001,.2469,0;-4.2635,3.3263,0;-4.2635,5.9266,0;-2.759,3.3252,0;-2.759,5.9277,0;-1.3012,1.7514,0;1.3012,1.7514,0;-5.7604,4.1934,0;-5.7604,5.9255,0;.366,6.2604,0;1.366,6.2604,0;.5,3.7604,0;-1.25,3.3274,0;1.299,5.0104,0;-8.0104,6.3585,0;1.732,8.2604,0;

Duplicates CHEMBL101441_s0

mol2_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000101250-0000101499/CHEMBL101441_s0.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000101250-0000101499/CHEMBL101441_s0.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000101250-0000101499/CHEMBL101441_s0.sdf

Formula	C₂₀H₁₈N₂O₆
MW	382.37
InChIKey	DGMKXZKBGLDTJM-MRLDKVGVNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	46
Number_Heavy_Atoms	28
Number_Rings	2
Number_Bonds	47
Rotat_Bonds	12
Unbranched_Chain	2
Chiral_Centers	1
ONatoms	8
HB_Donor	4
HB_Acceptor	6
OpenEye_HB_Donors	4
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	4
Lipinski_HB_Acceptors	8
Lipinski_Violations	0
XLogP3	0
XLogP	0.78
logP	2.2381
PSA	132.8
MR	99.7895
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-191.13595
PM7_Total_Energy_ev	-4844.01386
PM7_Electronic_Energy_ev	-35481.74086
PM7_Dipole_Debye	3.51415
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.829
PM7_LUMO_Energy_ev	-1.235
PM7_COSMO_Area_square_ang	399.08
PM7_COSMO_Volue_cubic_ang	444.2
PM7_Electron_Affinity_ev	1.235
PM7_Ionization_Energy_ev	9.829
PM7_Energy_Gap_ev	8.594
PM7_Global_Hardness_ev	4.297
PM7_Global_Softness_ev	0.23272050267628577
PM7_Chemical_Potential_ev	-5.532
PM7_Electronigativity_ev	5.532
PM7_Back_Donation_Energy_ev	-1.07425
PM7_Electrophilicity_ev	3.560975564347219
OPENEYE_Name	(~{E})-3-[4-[[(1~{R})-2-(carboxymethylamino)-2-oxo-1-phenyl-ethyl]carbamoyl]phenyl]prop-2-enoic acid
SMILES	c1ccc(cc1)C(C(=O)NCC(=O)O)NC(=O)c2ccc(cc2)C=CC(=O)O
Canonical_SMILES	OC(=O)CNC(=O)[C@@H](c1ccccc1)NC(=O)c1ccc(cc1)/C=CC(=O)O
InChI	1/C20H18N2O6/c23-16(24)11-8-13-6-9-15(10-7-13)19(27)22-18(14-4-2-1-3-5-14)20(28)21-12-17(25)26/h1-11,18H,12H2,(H,21,28)(H,22,27)(H,23,24)(H,25,26)/f/h21-23,25H
InChI_3D	1S/C20H18N2O6/c23-16(24)11-8-13-6-9-15(10-7-13)19(27)22-18(14-4-2-1-3-5-14)20(28)21-12-17(25)26/h1-11,18H,12H2,(H,21,28)(H,22,27)(H,23,24)(H,25,26)/b11-8+/t18-/m1/s1
AuxInfo	1/1/N:1,2,3,8,9,4,5,13,6,7,14,19,10,12,11,16,18,20,15,17,22,21,24,27,26,28,23,25/E:(2,3)(4,5)(6,7)(9,10)(23,24)(25,26)/F:1,2,3,8,9,4,5,13,6,7,14,19,10,12,11,16,18,20,15,17,22,21,27,24,28,26,23,25/E:(2,3)(4,5)(6,7)(9,10)/rA:46cCCCCCCCCCCCCCCCCCCCCNNOOOOOOHHHHHHHHHHHHHHHHHH/rB:d1;s1;;;d4;s5;s2;d3;s4d5;s6d7;d8s9;s10;w13;s11;s14;;;s18;s12s17;s15s20;s17s19;d15;d16;d17;d18;s16;s18;s1;s2;s3;s4;s5;s6;s7;s8;s9;s13;s14;s19;s19;s20;s21;s22;s27;s28;/rC:;-.8675,.4975,0;.8675,.4975,0;-4.0129,3.7589,0;-4.0129,5.4939,0;-3.0077,3.7589,0;-3.0077,5.4939,0;-.8675,1.5027,0;.8675,1.5027,0;-4.5104,4.6264,0;-2.5,4.6264,0;0,2.0104,0;-5.5104,4.6264,0;-6.0104,5.4925,0;-1.5,4.6264,0;-7.0104,5.4925,0;0,4.7604,0;.866,7.2604,0;.866,6.2604,0;0,3.7604,0;-1,3.7604,0;.866,5.2604,0;-1,5.4925,0;-7.5104,4.6264,0;-.866,5.2604,0;0,7.7604,0;-7.5104,6.3585,0;1.732,7.7604,0;0,-.5,0;-1.3001,.2469,0;1.3001,.2469,0;-4.2635,3.3263,0;-4.2635,5.9266,0;-2.759,3.3252,0;-2.759,5.9277,0;-1.3012,1.7514,0;1.3012,1.7514,0;-5.7604,4.1934,0;-5.7604,5.9255,0;.366,6.2604,0;1.366,6.2604,0;.5,3.7604,0;-1.25,3.3274,0;1.299,5.0104,0;-8.0104,6.3585,0;1.732,8.2604,0;
Duplicates	CHEMBL101441_s0
mol2_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000101250-0000101499/CHEMBL101441_s0.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000101250-0000101499/CHEMBL101441_s0.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000101250-0000101499/CHEMBL101441_s0.sdf