CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL101811_s0 (1946)

Formula C₂₂H₂₄N₂O₄

MW 380.44

InChIKey BUOHVHKECJWLHK-ORKIEBPJNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 52

Number_Heavy_Atoms 28

Number_Rings 2

Number_Bonds 53

Rotat_Bonds 12

Unbranched_Chain 5

Chiral_Centers 1

ONatoms 6

HB_Donor 3

HB_Acceptor 4

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 6

Lipinski_Violations 0

XLogP3 0

XLogP 3.33

logP 3.9536

PSA 95.5

MR 107.632

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -124.64514

PM7_Total_Energy_ev -4580.22347

PM7_Electronic_Energy_ev -35798.91985

PM7_Dipole_Debye 4.37006

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.782

PM7_LUMO_Energy_ev -1.185

PM7_COSMO_Area_square_ang 416.49

PM7_COSMO_Volue_cubic_ang 477.14

PM7_Electron_Affinity_ev 1.185

PM7_Ionization_Energy_ev 9.782

PM7_Energy_Gap_ev 8.597

PM7_Global_Hardness_ev 4.2985

PM7_Global_Softness_ev 0.23263929277654996

PM7_Chemical_Potential_ev -5.4835

PM7_Electronigativity_ev 5.4835

PM7_Back_Donation_Energy_ev -1.074625

PM7_Electrophilicity_ev 3.4975889554495754

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

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

Canonical_SMILES CCCCNC(=O)[C@@H](c1ccccc1)NC(=O)c1ccc(cc1)/C=C/C(=O)O

InChI 1/C22H24N2O4/c1-2-3-15-23-22(28)20(17-7-5-4-6-8-17)24-21(27)18-12-9-16(10-13-18)11-14-19(25)26/h4-14,20H,2-3,15H2,1H3,(H,23,28)(H,24,27)(H,25,26)/f/h23-25H

InChI_3D 1S/C22H24N2O4/c1-2-3-15-23-22(28)20(17-7-5-4-6-8-17)24-21(27)18-12-9-16(10-13-18)11-14-19(25)26/h4-14,20H,2-3,15H2,1H3,(H,23,28)(H,24,27)(H,25,26)/b14-11+/t20-/m1/s1

AuxInfo 1/1/N:18,19,20,1,2,3,8,9,4,5,13,6,7,14,21,10,12,11,16,22,15,17,24,23,26,28,25,27/E:(5,6)(7,8)(9,10)(12,13)(25,26)/F:18,19,20,1,2,3,8,9,4,5,13,6,7,14,21,10,12,11,16,22,15,17,24,23,28,26,25,27/E:(5,6)(7,8)(9,10)(12,13)/rA:52cCCCCCCCCCCCCCCCCCCCCCCNNOOOOHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;;d4;s5;s2;d3;s4d5;s6d7;d8s9;s10;w13;s11;s14;;;s18;s19;s20;s12s17;s15s22;s17s21;d15;d16;d17;s16;s1;s2;s3;s4;s5;s6;s7;s8;s9;s13;s14;s18;s18;s18;s19;s19;s20;s20;s21;s21;s22;s23;s24;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;4.3301,3.2604,0;3.4641,3.7604,0;2.5981,4.2604,0;1.7321,4.7604,0;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;-7.5104,6.3585,0;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;4.5801,3.6934,0;4.0801,2.8274,0;4.7631,3.0104,0;3.2141,3.3274,0;3.7141,4.1934,0;2.3481,3.8274,0;2.8481,4.6934,0;1.4821,4.3274,0;1.9821,5.1934,0;.5,3.7604,0;-1.25,3.3274,0;.866,5.7604,0;-8.0104,6.3585,0;

Duplicates CHEMBL101811_s0

mol2_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000101750-0000101999/CHEMBL101811_s0.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000101750-0000101999/CHEMBL101811_s0.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000101750-0000101999/CHEMBL101811_s0.sdf

Formula	C₂₂H₂₄N₂O₄
MW	380.44
InChIKey	BUOHVHKECJWLHK-ORKIEBPJNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	52
Number_Heavy_Atoms	28
Number_Rings	2
Number_Bonds	53
Rotat_Bonds	12
Unbranched_Chain	5
Chiral_Centers	1
ONatoms	6
HB_Donor	3
HB_Acceptor	4
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	6
Lipinski_Violations	0
XLogP3	0
XLogP	3.33
logP	3.9536
PSA	95.5
MR	107.632
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-124.64514
PM7_Total_Energy_ev	-4580.22347
PM7_Electronic_Energy_ev	-35798.91985
PM7_Dipole_Debye	4.37006
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.782
PM7_LUMO_Energy_ev	-1.185
PM7_COSMO_Area_square_ang	416.49
PM7_COSMO_Volue_cubic_ang	477.14
PM7_Electron_Affinity_ev	1.185
PM7_Ionization_Energy_ev	9.782
PM7_Energy_Gap_ev	8.597
PM7_Global_Hardness_ev	4.2985
PM7_Global_Softness_ev	0.23263929277654996
PM7_Chemical_Potential_ev	-5.4835
PM7_Electronigativity_ev	5.4835
PM7_Back_Donation_Energy_ev	-1.074625
PM7_Electrophilicity_ev	3.4975889554495754
OPENEYE_Name	(~{E})-3-[4-[[(1~{R})-2-(butylamino)-2-oxo-1-phenyl-ethyl]carbamoyl]phenyl]prop-2-enoic acid
SMILES	c1ccc(cc1)C(C(=O)NCCCC)NC(=O)c2ccc(cc2)C=CC(=O)O
Canonical_SMILES	CCCCNC(=O)[C@@H](c1ccccc1)NC(=O)c1ccc(cc1)/C=C/C(=O)O
InChI	1/C22H24N2O4/c1-2-3-15-23-22(28)20(17-7-5-4-6-8-17)24-21(27)18-12-9-16(10-13-18)11-14-19(25)26/h4-14,20H,2-3,15H2,1H3,(H,23,28)(H,24,27)(H,25,26)/f/h23-25H
InChI_3D	1S/C22H24N2O4/c1-2-3-15-23-22(28)20(17-7-5-4-6-8-17)24-21(27)18-12-9-16(10-13-18)11-14-19(25)26/h4-14,20H,2-3,15H2,1H3,(H,23,28)(H,24,27)(H,25,26)/b14-11+/t20-/m1/s1
AuxInfo	1/1/N:18,19,20,1,2,3,8,9,4,5,13,6,7,14,21,10,12,11,16,22,15,17,24,23,26,28,25,27/E:(5,6)(7,8)(9,10)(12,13)(25,26)/F:18,19,20,1,2,3,8,9,4,5,13,6,7,14,21,10,12,11,16,22,15,17,24,23,28,26,25,27/E:(5,6)(7,8)(9,10)(12,13)/rA:52cCCCCCCCCCCCCCCCCCCCCCCNNOOOOHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;;d4;s5;s2;d3;s4d5;s6d7;d8s9;s10;w13;s11;s14;;;s18;s19;s20;s12s17;s15s22;s17s21;d15;d16;d17;s16;s1;s2;s3;s4;s5;s6;s7;s8;s9;s13;s14;s18;s18;s18;s19;s19;s20;s20;s21;s21;s22;s23;s24;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;4.3301,3.2604,0;3.4641,3.7604,0;2.5981,4.2604,0;1.7321,4.7604,0;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;-7.5104,6.3585,0;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;4.5801,3.6934,0;4.0801,2.8274,0;4.7631,3.0104,0;3.2141,3.3274,0;3.7141,4.1934,0;2.3481,3.8274,0;2.8481,4.6934,0;1.4821,4.3274,0;1.9821,5.1934,0;.5,3.7604,0;-1.25,3.3274,0;.866,5.7604,0;-8.0104,6.3585,0;
Duplicates	CHEMBL101811_s0
mol2_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000101750-0000101999/CHEMBL101811_s0.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000101750-0000101999/CHEMBL101811_s0.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000101750-0000101999/CHEMBL101811_s0.sdf