CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5188789_t0 (2530785)

Formula C₂₂H₁₅BrN₄O₄

MW 479.29

InChIKey APNNCYFFBYOLGG-LNNLXFCONA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 47

Number_Heavy_Atoms 31

Number_Rings 4

Number_Bonds 50

Rotat_Bonds 5

Unbranched_Chain 2

Chiral_Centers 0

ONatoms 8

HB_Donor 1

HB_Acceptor 4

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 5

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 8

Lipinski_Violations 0

XLogP3 0

XLogP 4.56

logP 4.9087

PSA 111.43

MR 122.267

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol 54.37299

PM7_Total_Energy_ev -5048.05941

PM7_Electronic_Energy_ev -40150.65986

PM7_Dipole_Debye 4.01792

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.14

PM7_LUMO_Energy_ev -1.743

PM7_COSMO_Area_square_ang 425.47

PM7_COSMO_Volue_cubic_ang 484.49

PM7_Electron_Affinity_ev 1.743

PM7_Ionization_Energy_ev 9.14

PM7_Energy_Gap_ev 7.397

PM7_Global_Hardness_ev 3.6985

PM7_Global_Softness_ev 0.27037988373665

PM7_Chemical_Potential_ev -5.4415

PM7_Electronigativity_ev 5.4415

PM7_Back_Donation_Energy_ev -0.924625

PM7_Electrophilicity_ev 4.002963667703123

OPENEYE_Name ~{N}-[(~{E})-(1-benzyl-5-bromo-2-oxo-indolin-3-ylidene)amino]-3-nitro-benzamide

SMILES c1ccc(cc1)CN2c3ccc(cc3C(=NNC(=O)c4cccc(c4)[N+](=O)[O-])C2=O)Br

Canonical_SMILES Brc1ccc2c(c1)/C(=NNC(=O)c1cccc(c1)[N](=O)O)/C(=O)N2Cc1ccccc1

InChI 1/C22H15BrN4O4/c23-16-9-10-19-18(12-16)20(22(29)26(19)13-14-5-2-1-3-6-14)24-25-21(28)15-7-4-8-17(11-15)27(30)31/h1-12H,13H2,(H,25,28)/f/h25H

InChI_3D 1S/C22H16BrN4O4/c23-16-9-10-19-18(12-16)20(22(29)26(19)13-14-5-2-1-3-6-14)24-25-21(28)15-7-4-8-17(11-15)27(30)31/h1-12H,13H2,(H,25,28)(H,30,31)/b24-20+

AuxInfo 1/1/N:1,2,3,4,6,7,5,9,10,8,12,11,22,15,14,18,17,13,16,19,21,20,31,23,25,24,26,29,28,27,30/E:(2,3)(5,6)(30,31)/F:m/E:m/CRV:27.5/rA:46nCCCCCCCCCCCCCCCCCCCCCCNNNN+O-OOOBrHHHHHHHHHHHHHHH/rB:d1;s1;;d4;s2;d3;;s4;d8;;;s11;s5d12;d6s7;s8d13;d9s12;s10d11;s13;s19;s14;s15;w19;s16s20s22;s21s23;s17;s26;d20;d21;d26;s18;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s11;s12;s22;s22;s25;/rC:3.933,5.131,0;4.6043,4.3898,0;2.9543,4.9259,0;1.6151,-5.3985,0;2.281,-4.6524,0;4.2937,3.4338,0;2.6436,3.9699,0;.868,1.5138,0;.6315,-5.1908,0;0,1.0058,0;.868,-.4978,0;.9899,-3.4933,0;1.736,-.0012,0;1.9734,-3.7009,0;3.3118,3.219,0;1.736,1.0058,0;.314,-4.2372,0;;2.6938,-.3125,0;3.2858,.5023,0;2.6426,-2.9578,0;3.0028,2.268,0;3.0028,-1.2636,0;2.6938,1.3169,0;2.3336,-2.0067,0;-.6645,-4.0306,0;-1.3326,-4.7747,0;4.2858,.5024,0;3.6207,-3.1657,0;-.9748,-3.08,0;-.8653,-.5013,0;4.0875,5.6066,0;5.0933,4.4945,0;2.6202,5.298,0;1.7709,-5.8735,0;2.7702,-4.7557,0;4.6294,3.0632,0;2.1543,3.8674,0;.868,2.0138,0;.2986,-5.5639,0;-.4337,1.2545,0;.8677,-.9978,0;.8361,-3.0175,0;3.4783,2.1135,0;2.5273,2.4225,0;1.8445,-1.9027,0;

Duplicates CHEMBL5188789_t0;CHEMBL5188789_t1

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005188750-0005188999/CHEMBL5188789_t0.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005188750-0005188999/CHEMBL5188789_t0.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005188750-0005188999/CHEMBL5188789_t0.sdf

Formula	C₂₂H₁₅BrN₄O₄
MW	479.29
InChIKey	APNNCYFFBYOLGG-LNNLXFCONA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	47
Number_Heavy_Atoms	31
Number_Rings	4
Number_Bonds	50
Rotat_Bonds	5
Unbranched_Chain	2
Chiral_Centers	0
ONatoms	8
HB_Donor	1
HB_Acceptor	4
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	5
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	8
Lipinski_Violations	0
XLogP3	0
XLogP	4.56
logP	4.9087
PSA	111.43
MR	122.267
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	54.37299
PM7_Total_Energy_ev	-5048.05941
PM7_Electronic_Energy_ev	-40150.65986
PM7_Dipole_Debye	4.01792
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.14
PM7_LUMO_Energy_ev	-1.743
PM7_COSMO_Area_square_ang	425.47
PM7_COSMO_Volue_cubic_ang	484.49
PM7_Electron_Affinity_ev	1.743
PM7_Ionization_Energy_ev	9.14
PM7_Energy_Gap_ev	7.397
PM7_Global_Hardness_ev	3.6985
PM7_Global_Softness_ev	0.27037988373665
PM7_Chemical_Potential_ev	-5.4415
PM7_Electronigativity_ev	5.4415
PM7_Back_Donation_Energy_ev	-0.924625
PM7_Electrophilicity_ev	4.002963667703123
OPENEYE_Name	~{N}-[(~{E})-(1-benzyl-5-bromo-2-oxo-indolin-3-ylidene)amino]-3-nitro-benzamide
SMILES	c1ccc(cc1)CN2c3ccc(cc3C(=NNC(=O)c4cccc(c4)[N+](=O)[O-])C2=O)Br
Canonical_SMILES	Brc1ccc2c(c1)/C(=NNC(=O)c1cccc(c1)[N](=O)O)/C(=O)N2Cc1ccccc1
InChI	1/C22H15BrN4O4/c23-16-9-10-19-18(12-16)20(22(29)26(19)13-14-5-2-1-3-6-14)24-25-21(28)15-7-4-8-17(11-15)27(30)31/h1-12H,13H2,(H,25,28)/f/h25H
InChI_3D	1S/C22H16BrN4O4/c23-16-9-10-19-18(12-16)20(22(29)26(19)13-14-5-2-1-3-6-14)24-25-21(28)15-7-4-8-17(11-15)27(30)31/h1-12H,13H2,(H,25,28)(H,30,31)/b24-20+
AuxInfo	1/1/N:1,2,3,4,6,7,5,9,10,8,12,11,22,15,14,18,17,13,16,19,21,20,31,23,25,24,26,29,28,27,30/E:(2,3)(5,6)(30,31)/F:m/E:m/CRV:27.5/rA:46nCCCCCCCCCCCCCCCCCCCCCCNNNN+O-OOOBrHHHHHHHHHHHHHHH/rB:d1;s1;;d4;s2;d3;;s4;d8;;;s11;s5d12;d6s7;s8d13;d9s12;s10d11;s13;s19;s14;s15;w19;s16s20s22;s21s23;s17;s26;d20;d21;d26;s18;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s11;s12;s22;s22;s25;/rC:3.933,5.131,0;4.6043,4.3898,0;2.9543,4.9259,0;1.6151,-5.3985,0;2.281,-4.6524,0;4.2937,3.4338,0;2.6436,3.9699,0;.868,1.5138,0;.6315,-5.1908,0;0,1.0058,0;.868,-.4978,0;.9899,-3.4933,0;1.736,-.0012,0;1.9734,-3.7009,0;3.3118,3.219,0;1.736,1.0058,0;.314,-4.2372,0;;2.6938,-.3125,0;3.2858,.5023,0;2.6426,-2.9578,0;3.0028,2.268,0;3.0028,-1.2636,0;2.6938,1.3169,0;2.3336,-2.0067,0;-.6645,-4.0306,0;-1.3326,-4.7747,0;4.2858,.5024,0;3.6207,-3.1657,0;-.9748,-3.08,0;-.8653,-.5013,0;4.0875,5.6066,0;5.0933,4.4945,0;2.6202,5.298,0;1.7709,-5.8735,0;2.7702,-4.7557,0;4.6294,3.0632,0;2.1543,3.8674,0;.868,2.0138,0;.2986,-5.5639,0;-.4337,1.2545,0;.8677,-.9978,0;.8361,-3.0175,0;3.4783,2.1135,0;2.5273,2.4225,0;1.8445,-1.9027,0;
Duplicates	CHEMBL5188789_t0;CHEMBL5188789_t1
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005188750-0005188999/CHEMBL5188789_t0.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005188750-0005188999/CHEMBL5188789_t0.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005188750-0005188999/CHEMBL5188789_t0.sdf