CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5187307 (2529202)

Formula C₂₁H₂₃BrN₂O₅

MW 463.33

InChIKey NLVQBQDPVQFHRY-NKDUXHERNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 52

Number_Heavy_Atoms 29

Number_Rings 2

Number_Bonds 53

Rotat_Bonds 13

Unbranched_Chain 2

Chiral_Centers 1

ONatoms 7

HB_Donor 3

HB_Acceptor 4

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 7

Lipinski_Violations 0

XLogP3 0

XLogP 2.35

logP 3.448

PSA 104.73

MR 111.511

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -182.88751

PM7_Total_Energy_ev -4962.02744

PM7_Electronic_Energy_ev -41881.69292

PM7_Dipole_Debye 2.61867

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.946

PM7_LUMO_Energy_ev -0.437

PM7_COSMO_Area_square_ang 395.41

PM7_COSMO_Volue_cubic_ang 512.27

PM7_Electron_Affinity_ev 0.437

PM7_Ionization_Energy_ev 8.946

PM7_Energy_Gap_ev 8.509

PM7_Global_Hardness_ev 4.2545

PM7_Global_Softness_ev 0.2350452462098954

PM7_Chemical_Potential_ev -4.6915

PM7_Electronigativity_ev 4.6915

PM7_Back_Donation_Energy_ev -1.063625

PM7_Electrophilicity_ev 2.586693177811729

OPENEYE_Name (4~{S})-4-[[2-(4-bromophenyl)acetyl]amino]-5-[(4-methoxyphenyl)methylamino]-5-oxo-pentanoic acid

SMILES c1cc(ccc1CNC(=O)C(CCC(=O)O)NC(=O)Cc2ccc(cc2)Br)OC

Canonical_SMILES COc1ccc(cc1)CNC(=O)[C@@H](NC(=O)Cc1ccc(cc1)Br)CCC(=O)O

InChI 1/C21H23BrN2O5/c1-29-17-8-4-15(5-9-17)13-23-21(28)18(10-11-20(26)27)24-19(25)12-14-2-6-16(22)7-3-14/h2-9,18H,10-13H2,1H3,(H,23,28)(H,24,25)(H,26,27)/f/h23-24,26H

InChI_3D 1S/C21H23BrN2O5/c1-29-17-8-4-15(5-9-17)13-23-21(28)18(10-11-20(26)27)24-19(25)12-14-2-6-16(22)7-3-14/h2-9,18H,10-13H2,1H3,(H,23,28)(H,24,25)(H,26,27)/t18-/m0/s1

AuxInfo 1/1/N:16,3,4,1,2,7,8,5,6,20,19,17,18,9,10,12,11,21,13,15,14,29,22,23,24,26,27,25,28/E:(2,3)(4,5)(6,7)(8,9)(26,27)/F:16,3,4,1,2,7,8,5,6,20,19,17,18,9,10,12,11,21,13,15,14,29,22,23,24,27,26,25,28/E:(2,3)(4,5)(6,7)(8,9)/rA:52cCCCCCCCCCCCCCCCCCCCCCNNOOOOOBrHHHHHHHHHHHHHHHHHHHHHHH/rB:;;;d1;s2;d3;s4;s3d4;s1d2;s5d6;s7d8;;;;;s9s13;s10;s15;s19;s14s20;s14s18;s13s21;d13;d14;d15;s15;s11s16;s12;s1;s2;s3;s4;s5;s6;s7;s8;s16;s16;s16;s17;s17;s18;s18;s19;s19;s20;s20;s21;s22;s23;s27;/rC:-.8675,.4975,0;.8675,.4975,0;-.8675,-7.4975,0;.8675,-7.4975,0;-.8675,1.5027,0;.8675,1.5027,0;-.8675,-8.5027,0;.8675,-8.5027,0;0,-7,0;;0,2.0104,0;0,-9.0104,0;0,-5,0;.866,-2.5,0;3.866,-3.5,0;-.866,3.5104,0;0,-6,0;0,-1,0;2.866,-3.5,0;1.866,-3.5,0;.866,-3.5,0;0,-2,0;.866,-4.5,0;-.866,-4.5,0;1.7321,-2,0;4.366,-4.366,0;4.366,-2.634,0;0,3.0104,0;0,-10.0104,0;-1.3001,.2469,0;1.3001,.2469,0;-1.3001,-7.2469,0;1.3001,-7.2469,0;-1.3012,1.7514,0;1.3012,1.7514,0;-1.3012,-8.7514,0;1.3012,-8.7514,0;-1.116,3.0774,0;-.616,3.9434,0;-1.299,3.7604,0;.5,-6,0;-.5,-6,0;.5,-1,0;-.5,-1,0;2.866,-4,0;2.866,-3,0;1.866,-4,0;1.866,-3,0;.366,-3.5,0;-.433,-2.25,0;1.299,-4.75,0;4.866,-2.634,0;

Duplicates CHEMBL5187307

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005187250-0005187499/CHEMBL5187307.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005187250-0005187499/CHEMBL5187307.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005187250-0005187499/CHEMBL5187307.sdf

Formula	C₂₁H₂₃BrN₂O₅
MW	463.33
InChIKey	NLVQBQDPVQFHRY-NKDUXHERNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	52
Number_Heavy_Atoms	29
Number_Rings	2
Number_Bonds	53
Rotat_Bonds	13
Unbranched_Chain	2
Chiral_Centers	1
ONatoms	7
HB_Donor	3
HB_Acceptor	4
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	7
Lipinski_Violations	0
XLogP3	0
XLogP	2.35
logP	3.448
PSA	104.73
MR	111.511
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-182.88751
PM7_Total_Energy_ev	-4962.02744
PM7_Electronic_Energy_ev	-41881.69292
PM7_Dipole_Debye	2.61867
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.946
PM7_LUMO_Energy_ev	-0.437
PM7_COSMO_Area_square_ang	395.41
PM7_COSMO_Volue_cubic_ang	512.27
PM7_Electron_Affinity_ev	0.437
PM7_Ionization_Energy_ev	8.946
PM7_Energy_Gap_ev	8.509
PM7_Global_Hardness_ev	4.2545
PM7_Global_Softness_ev	0.2350452462098954
PM7_Chemical_Potential_ev	-4.6915
PM7_Electronigativity_ev	4.6915
PM7_Back_Donation_Energy_ev	-1.063625
PM7_Electrophilicity_ev	2.586693177811729
OPENEYE_Name	(4~{S})-4-[[2-(4-bromophenyl)acetyl]amino]-5-[(4-methoxyphenyl)methylamino]-5-oxo-pentanoic acid
SMILES	c1cc(ccc1CNC(=O)C(CCC(=O)O)NC(=O)Cc2ccc(cc2)Br)OC
Canonical_SMILES	COc1ccc(cc1)CNC(=O)[C@@H](NC(=O)Cc1ccc(cc1)Br)CCC(=O)O
InChI	1/C21H23BrN2O5/c1-29-17-8-4-15(5-9-17)13-23-21(28)18(10-11-20(26)27)24-19(25)12-14-2-6-16(22)7-3-14/h2-9,18H,10-13H2,1H3,(H,23,28)(H,24,25)(H,26,27)/f/h23-24,26H
InChI_3D	1S/C21H23BrN2O5/c1-29-17-8-4-15(5-9-17)13-23-21(28)18(10-11-20(26)27)24-19(25)12-14-2-6-16(22)7-3-14/h2-9,18H,10-13H2,1H3,(H,23,28)(H,24,25)(H,26,27)/t18-/m0/s1
AuxInfo	1/1/N:16,3,4,1,2,7,8,5,6,20,19,17,18,9,10,12,11,21,13,15,14,29,22,23,24,26,27,25,28/E:(2,3)(4,5)(6,7)(8,9)(26,27)/F:16,3,4,1,2,7,8,5,6,20,19,17,18,9,10,12,11,21,13,15,14,29,22,23,24,27,26,25,28/E:(2,3)(4,5)(6,7)(8,9)/rA:52cCCCCCCCCCCCCCCCCCCCCCNNOOOOOBrHHHHHHHHHHHHHHHHHHHHHHH/rB:;;;d1;s2;d3;s4;s3d4;s1d2;s5d6;s7d8;;;;;s9s13;s10;s15;s19;s14s20;s14s18;s13s21;d13;d14;d15;s15;s11s16;s12;s1;s2;s3;s4;s5;s6;s7;s8;s16;s16;s16;s17;s17;s18;s18;s19;s19;s20;s20;s21;s22;s23;s27;/rC:-.8675,.4975,0;.8675,.4975,0;-.8675,-7.4975,0;.8675,-7.4975,0;-.8675,1.5027,0;.8675,1.5027,0;-.8675,-8.5027,0;.8675,-8.5027,0;0,-7,0;;0,2.0104,0;0,-9.0104,0;0,-5,0;.866,-2.5,0;3.866,-3.5,0;-.866,3.5104,0;0,-6,0;0,-1,0;2.866,-3.5,0;1.866,-3.5,0;.866,-3.5,0;0,-2,0;.866,-4.5,0;-.866,-4.5,0;1.7321,-2,0;4.366,-4.366,0;4.366,-2.634,0;0,3.0104,0;0,-10.0104,0;-1.3001,.2469,0;1.3001,.2469,0;-1.3001,-7.2469,0;1.3001,-7.2469,0;-1.3012,1.7514,0;1.3012,1.7514,0;-1.3012,-8.7514,0;1.3012,-8.7514,0;-1.116,3.0774,0;-.616,3.9434,0;-1.299,3.7604,0;.5,-6,0;-.5,-6,0;.5,-1,0;-.5,-1,0;2.866,-4,0;2.866,-3,0;1.866,-4,0;1.866,-3,0;.366,-3.5,0;-.433,-2.25,0;1.299,-4.75,0;4.866,-2.634,0;
Duplicates	CHEMBL5187307
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005187250-0005187499/CHEMBL5187307.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005187250-0005187499/CHEMBL5187307.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005187250-0005187499/CHEMBL5187307.sdf