CompChem-Database: compound details

CompChem-Database: details for selected entry

DB12744 (10533)

Formula C₂₂H₂₀BrN₅O₂

MW 466.34

InChIKey ZXBFYBLSJMEBEP-LCNYUBJKNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 50

Number_Heavy_Atoms 30

Number_Rings 4

Number_Bonds 53

Rotat_Bonds 7

Unbranched_Chain 2

Chiral_Centers 0

ONatoms 7

HB_Donor 3

HB_Acceptor 2

OpenEye_HB_Donors 4

OpenEye_HB_Acceptors 2

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 7

Lipinski_Violations 0

XLogP3 0

XLogP 3.66

logP 5.8091

PSA 94.2

MR 122.8

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol 32.83104

PM7_Total_Energy_ev -4715.20197

PM7_Electronic_Energy_ev -38022.04213

PM7_Dipole_Debye 7.17477

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.085

PM7_LUMO_Energy_ev -0.34

PM7_COSMO_Area_square_ang 432.85

PM7_COSMO_Volue_cubic_ang 483.63

PM7_Electron_Affinity_ev 0.34

PM7_Ionization_Energy_ev 8.085

PM7_Energy_Gap_ev 7.745

PM7_Global_Hardness_ev 3.8725

PM7_Global_Softness_ev 0.2582311168495804

PM7_Chemical_Potential_ev -4.2125

PM7_Electronigativity_ev 4.2125

PM7_Back_Donation_Energy_ev -0.968125

PM7_Electrophilicity_ev 2.291175758553906

OPENEYE_Name 1-[1-[(2-amino-4-pyridyl)methyl]indol-4-yl]-3-(5-bromo-2-methoxy-phenyl)urea

SMILES c1cc2c(ccn2Cc3ccnc(c3)N)c(c1)NC(=O)Nc4cc(ccc4OC)Br

Canonical_SMILES COc1ccc(cc1NC(=O)Nc1cccc2c1ccn2Cc1ccnc(c1)N)Br

InChI 1/C22H20BrN5O2/c1-30-20-6-5-15(23)12-18(20)27-22(29)26-17-3-2-4-19-16(17)8-10-28(19)13-14-7-9-25-21(24)11-14/h2-12H,13H2,1H3,(H2,24,25)(H2,26,27,29)/f/h26-27H,24H2

InChI_3D 1S/C22H20BrN5O2/c1-30-20-6-5-15(23)12-18(20)27-22(29)26-17-3-2-4-19-16(17)8-10-28(19)13-14-7-9-25-21(24)11-14/h2-12H,13H2,1H3,(H2,24,25)(H2,26,27,29)

AuxInfo 1/1/N:21,1,3,2,5,4,6,7,10,11,8,9,22,13,18,12,15,16,14,17,19,20,30,25,23,26,27,24,28,29/F:m/rA:50nCCCCCCCCCCCCCCCCCCCCCCNNNNNOOBrHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;d4;;;;;d6;d7;s7;s6d8;s2d12;d3s12;s9;s4d16;s5d9;s8;;;s13;s10d19;s11s14s22;s19;s15s20;s16s20;d20;s17s21;s18;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s11;s21;s21;s21;s22;s22;s25;s25;s26;s27;/rC:0,1.0058,0;.868,1.5138,0;;-1.7317,-5.0003,0;-2.6027,-4.4985,0;2.6405,3.9602,0;2.6938,-.3125,0;4.2906,3.4241,0;-1.7366,-2.9951,0;2.9511,4.9162,0;3.2858,.5023,0;1.736,-.0012,0;3.3118,3.219,0;1.736,1.0058,0;.868,-.4978,0;-.8656,-3.4969,0;-.8676,-4.4969,0;-2.6096,-3.4933,0;4.6012,4.3801,0;.0012,-1.9973,0;.8645,-4.4953,0;3.0028,2.268,0;3.933,5.131,0;2.6938,1.3169,0;5.58,4.5852,0;.8675,-1.4978,0;.0007,-2.9973,0;-.8646,-1.4969,0;-.0011,-4.9961,0;-3.4761,-2.9942,0;-.4337,1.2545,0;.868,2.0138,0;-.4327,-.2506,0;-1.7305,-5.5003,0;-3.0348,-4.7501,0;2.1516,3.8556,0;2.8483,-.788,0;4.6246,3.0521,0;-1.7356,-2.4951,0;2.6154,5.2868,0;3.7858,.5023,0;1.1149,-4.9281,0;.6141,-4.0625,0;1.2972,-4.2449,0;3.4783,2.1135,0;2.5273,2.4225,0;5.7359,5.0602,0;5.9134,4.2126,0;1.3004,-1.748,0;.4336,-3.2476,0;

Duplicates DB12744

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012500-0000012749/DB12744.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012500-0000012749/DB12744.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012500-0000012749/DB12744.sdf

Formula	C₂₂H₂₀BrN₅O₂
MW	466.34
InChIKey	ZXBFYBLSJMEBEP-LCNYUBJKNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	50
Number_Heavy_Atoms	30
Number_Rings	4
Number_Bonds	53
Rotat_Bonds	7
Unbranched_Chain	2
Chiral_Centers	0
ONatoms	7
HB_Donor	3
HB_Acceptor	2
OpenEye_HB_Donors	4
OpenEye_HB_Acceptors	2
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	7
Lipinski_Violations	0
XLogP3	0
XLogP	3.66
logP	5.8091
PSA	94.2
MR	122.8
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	32.83104
PM7_Total_Energy_ev	-4715.20197
PM7_Electronic_Energy_ev	-38022.04213
PM7_Dipole_Debye	7.17477
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.085
PM7_LUMO_Energy_ev	-0.34
PM7_COSMO_Area_square_ang	432.85
PM7_COSMO_Volue_cubic_ang	483.63
PM7_Electron_Affinity_ev	0.34
PM7_Ionization_Energy_ev	8.085
PM7_Energy_Gap_ev	7.745
PM7_Global_Hardness_ev	3.8725
PM7_Global_Softness_ev	0.2582311168495804
PM7_Chemical_Potential_ev	-4.2125
PM7_Electronigativity_ev	4.2125
PM7_Back_Donation_Energy_ev	-0.968125
PM7_Electrophilicity_ev	2.291175758553906
OPENEYE_Name	1-[1-[(2-amino-4-pyridyl)methyl]indol-4-yl]-3-(5-bromo-2-methoxy-phenyl)urea
SMILES	c1cc2c(ccn2Cc3ccnc(c3)N)c(c1)NC(=O)Nc4cc(ccc4OC)Br
Canonical_SMILES	COc1ccc(cc1NC(=O)Nc1cccc2c1ccn2Cc1ccnc(c1)N)Br
InChI	1/C22H20BrN5O2/c1-30-20-6-5-15(23)12-18(20)27-22(29)26-17-3-2-4-19-16(17)8-10-28(19)13-14-7-9-25-21(24)11-14/h2-12H,13H2,1H3,(H2,24,25)(H2,26,27,29)/f/h26-27H,24H2
InChI_3D	1S/C22H20BrN5O2/c1-30-20-6-5-15(23)12-18(20)27-22(29)26-17-3-2-4-19-16(17)8-10-28(19)13-14-7-9-25-21(24)11-14/h2-12H,13H2,1H3,(H2,24,25)(H2,26,27,29)
AuxInfo	1/1/N:21,1,3,2,5,4,6,7,10,11,8,9,22,13,18,12,15,16,14,17,19,20,30,25,23,26,27,24,28,29/F:m/rA:50nCCCCCCCCCCCCCCCCCCCCCCNNNNNOOBrHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;d4;;;;;d6;d7;s7;s6d8;s2d12;d3s12;s9;s4d16;s5d9;s8;;;s13;s10d19;s11s14s22;s19;s15s20;s16s20;d20;s17s21;s18;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s11;s21;s21;s21;s22;s22;s25;s25;s26;s27;/rC:0,1.0058,0;.868,1.5138,0;;-1.7317,-5.0003,0;-2.6027,-4.4985,0;2.6405,3.9602,0;2.6938,-.3125,0;4.2906,3.4241,0;-1.7366,-2.9951,0;2.9511,4.9162,0;3.2858,.5023,0;1.736,-.0012,0;3.3118,3.219,0;1.736,1.0058,0;.868,-.4978,0;-.8656,-3.4969,0;-.8676,-4.4969,0;-2.6096,-3.4933,0;4.6012,4.3801,0;.0012,-1.9973,0;.8645,-4.4953,0;3.0028,2.268,0;3.933,5.131,0;2.6938,1.3169,0;5.58,4.5852,0;.8675,-1.4978,0;.0007,-2.9973,0;-.8646,-1.4969,0;-.0011,-4.9961,0;-3.4761,-2.9942,0;-.4337,1.2545,0;.868,2.0138,0;-.4327,-.2506,0;-1.7305,-5.5003,0;-3.0348,-4.7501,0;2.1516,3.8556,0;2.8483,-.788,0;4.6246,3.0521,0;-1.7356,-2.4951,0;2.6154,5.2868,0;3.7858,.5023,0;1.1149,-4.9281,0;.6141,-4.0625,0;1.2972,-4.2449,0;3.4783,2.1135,0;2.5273,2.4225,0;5.7359,5.0602,0;5.9134,4.2126,0;1.3004,-1.748,0;.4336,-3.2476,0;
Duplicates	DB12744
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012500-0000012749/DB12744.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012500-0000012749/DB12744.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012500-0000012749/DB12744.sdf