CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5186427_s0 (2528279)

Formula C₂₂H₂₃BrN₂O₃

MW 443.34

InChIKey JLHGAZUPVMQGMO-LNNLXFCONA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 51

Number_Heavy_Atoms 28

Number_Rings 3

Number_Bonds 53

Rotat_Bonds 8

Unbranched_Chain 1

Chiral_Centers 2

ONatoms 5

HB_Donor 1

HB_Acceptor 2

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 5

Lipinski_Violations 0

XLogP3 0

XLogP 4.54

logP 3.9545

PSA 67.76

MR 116.239

ABS 0.55

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -14.45583

PM7_Total_Energy_ev -4490.98956

PM7_Electronic_Energy_ev -38231.77559

PM7_Dipole_Debye 7.67167

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.58

PM7_LUMO_Energy_ev -1.104

PM7_COSMO_Area_square_ang 409.38

PM7_COSMO_Volue_cubic_ang 499.82

PM7_Electron_Affinity_ev 1.104

PM7_Ionization_Energy_ev 9.58

PM7_Energy_Gap_ev 8.476

PM7_Global_Hardness_ev 4.238

PM7_Global_Softness_ev 0.23596035865974516

PM7_Chemical_Potential_ev -5.342

PM7_Electronigativity_ev 5.342

PM7_Back_Donation_Energy_ev -1.0595

PM7_Electrophilicity_ev 3.366796130250118

OPENEYE_Name [(1~{S})-2-(~{tert}-butylamino)-2-oxo-1-(p-tolyl)ethyl] (2~{S})-3-(2-bromophenyl)-2~{H}-azirine-2-carboxylate

SMILES c1ccc(c(c1)C2=NC2C(=O)OC(c3ccc(cc3)C)C(=O)NC(C)(C)C)Br

Canonical_SMILES O=C([C@H](c1ccc(cc1)C)OC(=O)[C@H]1N=C1c1ccccc1Br)NC(C)(C)C

InChI 1/C22H23BrN2O3/c1-13-9-11-14(12-10-13)19(20(26)25-22(2,3)4)28-21(27)18-17(24-18)15-7-5-6-8-16(15)23/h5-12,18-19H,1-4H3,(H,25,26)/f/h25H

InChI_3D 1S/C22H23BrN2O3/c1-13-9-11-14(12-10-13)19(20(26)25-22(2,3)4)28-21(27)18-17(24-18)15-7-5-6-8-16(15)23/h5-12,18-19H,1-4H3,(H,25,26)/t18-,19-/m0/s1

AuxInfo 1/1/N:17,18,19,20,1,2,3,8,4,5,6,7,10,11,9,12,13,16,21,15,14,22,28,23,24,26,25,27/E:(2,3,4)(9,10)(11,12)/F:m/E:m/rA:51cCCCCCCCCCCCCCCCCCCCCCCNNOOOBrHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;;d4;s5;s2;d3;s4d5;s6d7;d8s9;s9;;;s13s14;s10;;;;s11s15;s18s19s20;d13s16;s15s22;d14;d15;s14s21;s12;s1;s2;s3;s4;s5;s6;s7;s8;s16;s17;s17;s17;s18;s18;s18;s19;s19;s19;s20;s20;s20;s21;s24;/rC:-1.728,-2.0062,0;-2.5972,-1.5117,0;-.8622,-1.5057,0;1.813,-4.0923,0;3.5214,-4.3949,0;1.9882,-3.1025,0;3.6967,-3.4051,0;-2.6007,-.5065,0;-.8658,-.5005,0;2.5804,-4.7335,0;2.931,-2.7539,0;-1.735,.0042,0;;2.6449,.5973,0;4.2208,-1.205,0;1,0,0;2.4061,-5.7182,0;6.8335,-.7882,0;5.6745,-1.5985,0;6.0232,.3709,0;3.2361,-1.0307,0;5.8488,-.6138,0;.5,.8682,0;4.8641,-.4395,0;2.8193,1.582,0;4.5621,-2.145,0;3.4105,-.046,0;-1.7385,1.0042,0;-1.7263,-2.5062,0;-3.029,-1.7639,0;-.4287,-1.7548,0;1.3433,-4.2637,0;3.9037,-4.7171,0;1.6045,-2.782,0;4.1671,-3.2358,0;-3.0354,-.2593,0;1.0866,-.4924,0;2.8984,-5.8053,0;1.9137,-5.631,0;2.3189,-6.2105,0;6.9207,-.2958,0;6.7463,-1.2805,0;7.3258,-.8754,0;6.1668,-1.6857,0;5.1821,-1.5113,0;5.5873,-2.0908,0;5.5308,.458,0;6.5155,.2837,0;6.1104,.8632,0;2.7438,-.9435,0;4.6935,.0305,0;

Duplicates CHEMBL5186427_s0

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005186250-0005186499/CHEMBL5186427_s0.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005186250-0005186499/CHEMBL5186427_s0.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005186250-0005186499/CHEMBL5186427_s0.sdf

Formula	C₂₂H₂₃BrN₂O₃
MW	443.34
InChIKey	JLHGAZUPVMQGMO-LNNLXFCONA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	51
Number_Heavy_Atoms	28
Number_Rings	3
Number_Bonds	53
Rotat_Bonds	8
Unbranched_Chain	1
Chiral_Centers	2
ONatoms	5
HB_Donor	1
HB_Acceptor	2
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	5
Lipinski_Violations	0
XLogP3	0
XLogP	4.54
logP	3.9545
PSA	67.76
MR	116.239
ABS	0.55
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-14.45583
PM7_Total_Energy_ev	-4490.98956
PM7_Electronic_Energy_ev	-38231.77559
PM7_Dipole_Debye	7.67167
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.58
PM7_LUMO_Energy_ev	-1.104
PM7_COSMO_Area_square_ang	409.38
PM7_COSMO_Volue_cubic_ang	499.82
PM7_Electron_Affinity_ev	1.104
PM7_Ionization_Energy_ev	9.58
PM7_Energy_Gap_ev	8.476
PM7_Global_Hardness_ev	4.238
PM7_Global_Softness_ev	0.23596035865974516
PM7_Chemical_Potential_ev	-5.342
PM7_Electronigativity_ev	5.342
PM7_Back_Donation_Energy_ev	-1.0595
PM7_Electrophilicity_ev	3.366796130250118
OPENEYE_Name	[(1~{S})-2-(~{tert}-butylamino)-2-oxo-1-(p-tolyl)ethyl] (2~{S})-3-(2-bromophenyl)-2~{H}-azirine-2-carboxylate
SMILES	c1ccc(c(c1)C2=NC2C(=O)OC(c3ccc(cc3)C)C(=O)NC(C)(C)C)Br
Canonical_SMILES	O=C([C@H](c1ccc(cc1)C)OC(=O)[C@H]1N=C1c1ccccc1Br)NC(C)(C)C
InChI	1/C22H23BrN2O3/c1-13-9-11-14(12-10-13)19(20(26)25-22(2,3)4)28-21(27)18-17(24-18)15-7-5-6-8-16(15)23/h5-12,18-19H,1-4H3,(H,25,26)/f/h25H
InChI_3D	1S/C22H23BrN2O3/c1-13-9-11-14(12-10-13)19(20(26)25-22(2,3)4)28-21(27)18-17(24-18)15-7-5-6-8-16(15)23/h5-12,18-19H,1-4H3,(H,25,26)/t18-,19-/m0/s1
AuxInfo	1/1/N:17,18,19,20,1,2,3,8,4,5,6,7,10,11,9,12,13,16,21,15,14,22,28,23,24,26,25,27/E:(2,3,4)(9,10)(11,12)/F:m/E:m/rA:51cCCCCCCCCCCCCCCCCCCCCCCNNOOOBrHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;;d4;s5;s2;d3;s4d5;s6d7;d8s9;s9;;;s13s14;s10;;;;s11s15;s18s19s20;d13s16;s15s22;d14;d15;s14s21;s12;s1;s2;s3;s4;s5;s6;s7;s8;s16;s17;s17;s17;s18;s18;s18;s19;s19;s19;s20;s20;s20;s21;s24;/rC:-1.728,-2.0062,0;-2.5972,-1.5117,0;-.8622,-1.5057,0;1.813,-4.0923,0;3.5214,-4.3949,0;1.9882,-3.1025,0;3.6967,-3.4051,0;-2.6007,-.5065,0;-.8658,-.5005,0;2.5804,-4.7335,0;2.931,-2.7539,0;-1.735,.0042,0;;2.6449,.5973,0;4.2208,-1.205,0;1,0,0;2.4061,-5.7182,0;6.8335,-.7882,0;5.6745,-1.5985,0;6.0232,.3709,0;3.2361,-1.0307,0;5.8488,-.6138,0;.5,.8682,0;4.8641,-.4395,0;2.8193,1.582,0;4.5621,-2.145,0;3.4105,-.046,0;-1.7385,1.0042,0;-1.7263,-2.5062,0;-3.029,-1.7639,0;-.4287,-1.7548,0;1.3433,-4.2637,0;3.9037,-4.7171,0;1.6045,-2.782,0;4.1671,-3.2358,0;-3.0354,-.2593,0;1.0866,-.4924,0;2.8984,-5.8053,0;1.9137,-5.631,0;2.3189,-6.2105,0;6.9207,-.2958,0;6.7463,-1.2805,0;7.3258,-.8754,0;6.1668,-1.6857,0;5.1821,-1.5113,0;5.5873,-2.0908,0;5.5308,.458,0;6.5155,.2837,0;6.1104,.8632,0;2.7438,-.9435,0;4.6935,.0305,0;
Duplicates	CHEMBL5186427_s0
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005186250-0005186499/CHEMBL5186427_s0.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005186250-0005186499/CHEMBL5186427_s0.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005186250-0005186499/CHEMBL5186427_s0.sdf