CompChem-Database: compound details

CompChem-Database: details for selected entry

DB12959 (10724)

Formula C₂₂H₁₅Br₂N₃O₄

MW 545.19

InChIKey DSFNLJXHXBIKDS-LNNLXFCONA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 46

Number_Heavy_Atoms 31

Number_Rings 4

Number_Bonds 49

Rotat_Bonds 8

Unbranched_Chain 2

Chiral_Centers 0

ONatoms 7

HB_Donor 2

HB_Acceptor 4

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 7

Lipinski_Violations 2

XLogP3 0

XLogP 5.54

logP 6.0804

PSA 97.48

MR 121.156

ABS 0.17

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol 8.15252

PM7_Total_Energy_ev -5086.02142

PM7_Electronic_Energy_ev -39134.58795

PM7_Dipole_Debye 3.47894

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.283

PM7_LUMO_Energy_ev -1.582

PM7_COSMO_Area_square_ang 451.21

PM7_COSMO_Volue_cubic_ang 502.28

PM7_Electron_Affinity_ev 1.582

PM7_Ionization_Energy_ev 9.283

PM7_Energy_Gap_ev 7.701

PM7_Global_Hardness_ev 3.8505

PM7_Global_Softness_ev 0.2597065316192702

PM7_Chemical_Potential_ev -5.4325

PM7_Electronigativity_ev 5.4325

PM7_Back_Donation_Energy_ev -0.962625

PM7_Electrophilicity_ev 3.832236884820153

OPENEYE_Name 3-(3,5-dibromo-4-hydroxy-phenyl)-~{N}-[(4-phenoxyphenyl)methyl]-1,2,4-oxadiazole-5-carboxamide

SMILES c1ccc(cc1)Oc2ccc(cc2)CNC(=O)c3nc(no3)c4cc(c(c(c4)Br)O)Br

Canonical_SMILES O=C(c1onc(n1)c1cc(Br)c(c(c1)Br)O)NCc1ccc(cc1)Oc1ccccc1

InChI 1/C22H15Br2N3O4/c23-17-10-14(11-18(24)19(17)28)20-26-22(31-27-20)21(29)25-12-13-6-8-16(9-7-13)30-15-4-2-1-3-5-15/h1-11,28H,12H2,(H,25,29)/f/h25H

InChI_3D 1S/C22H15Br2N3O4/c23-17-10-14(11-18(24)19(17)28)20-26-22(31-27-20)21(29)25-12-13-6-8-16(9-7-13)30-15-4-2-1-3-5-15/h1-11,28H,12H2,(H,25,29)

AuxInfo 1/1/N:1,2,3,6,7,4,5,8,9,10,11,22,13,12,14,15,17,18,16,19,21,20,30,31,25,23,24,28,26,29,27/E:(2,3)(4,5)(6,7)(8,9)(10,11)(17,18)(23,24)/F:m/E:m/rA:46nCCCCCCCCCCCCCCCCCCCCCCNNNOOOOBrBrHHHHHHHHHHHHHHH/rB:d1;s1;;;s2;d3;d4;s5;;;d10s11;s4d5;d6s7;s8d9;;s10d16;d11s16;s12;;s20;s13;s19d20;d19;s21s22;d21;s20s24;s16;s14s15;s17;s18;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s11;s22;s22;s25;s28;/rC:-8.5512,5.8152,0;-7.5991,5.5094,0;-9.296,5.1479,0;-5.6454,.5366,0;-5.1099,2.1869,0;-7.3897,4.5262,0;-9.0866,4.1648,0;-6.6015,.8469,0;-6.066,2.4972,0;.1803,-1.7234,0;1.5868,-.7073,0;.5868,-.8097,0;-4.9044,1.2082,0;-8.1324,3.8489,0;-6.8167,1.8287,0;1.7635,-2.4333,0;.7636,-2.5357,0;2.1802,-1.5186,0;;-1.308,.9518,0;-2.2592,1.2604,0;-3.9532,.8996,0;-1.0015,0,0;.3118,.9518,0;-3.0021,.591,0;-2.4675,2.2385,0;-.5007,1.5426,0;2.3468,-3.2456,0;-7.7679,2.1373,0;.3531,-3.4476,0;3.175,-1.4167,0;-8.6554,6.3043,0;-7.2282,5.8446,0;-9.7714,5.3029,0;-5.5405,.0478,0;-4.738,2.5211,0;-6.9137,4.3733,0;-9.4591,3.8312,0;-6.9719,.511,0;-6.1687,2.9865,0;-.3171,-1.7743,0;1.79,-.2505,0;-3.7989,1.3752,0;-4.1075,.424,0;-2.8979,.102,0;2.8443,-3.1961,0;

Duplicates DB12959

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012750-0000012999/DB12959.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012750-0000012999/DB12959.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012750-0000012999/DB12959.sdf

Formula	C₂₂H₁₅Br₂N₃O₄
MW	545.19
InChIKey	DSFNLJXHXBIKDS-LNNLXFCONA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	46
Number_Heavy_Atoms	31
Number_Rings	4
Number_Bonds	49
Rotat_Bonds	8
Unbranched_Chain	2
Chiral_Centers	0
ONatoms	7
HB_Donor	2
HB_Acceptor	4
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	7
Lipinski_Violations	2
XLogP3	0
XLogP	5.54
logP	6.0804
PSA	97.48
MR	121.156
ABS	0.17
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	8.15252
PM7_Total_Energy_ev	-5086.02142
PM7_Electronic_Energy_ev	-39134.58795
PM7_Dipole_Debye	3.47894
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.283
PM7_LUMO_Energy_ev	-1.582
PM7_COSMO_Area_square_ang	451.21
PM7_COSMO_Volue_cubic_ang	502.28
PM7_Electron_Affinity_ev	1.582
PM7_Ionization_Energy_ev	9.283
PM7_Energy_Gap_ev	7.701
PM7_Global_Hardness_ev	3.8505
PM7_Global_Softness_ev	0.2597065316192702
PM7_Chemical_Potential_ev	-5.4325
PM7_Electronigativity_ev	5.4325
PM7_Back_Donation_Energy_ev	-0.962625
PM7_Electrophilicity_ev	3.832236884820153
OPENEYE_Name	3-(3,5-dibromo-4-hydroxy-phenyl)-~{N}-[(4-phenoxyphenyl)methyl]-1,2,4-oxadiazole-5-carboxamide
SMILES	c1ccc(cc1)Oc2ccc(cc2)CNC(=O)c3nc(no3)c4cc(c(c(c4)Br)O)Br
Canonical_SMILES	O=C(c1onc(n1)c1cc(Br)c(c(c1)Br)O)NCc1ccc(cc1)Oc1ccccc1
InChI	1/C22H15Br2N3O4/c23-17-10-14(11-18(24)19(17)28)20-26-22(31-27-20)21(29)25-12-13-6-8-16(9-7-13)30-15-4-2-1-3-5-15/h1-11,28H,12H2,(H,25,29)/f/h25H
InChI_3D	1S/C22H15Br2N3O4/c23-17-10-14(11-18(24)19(17)28)20-26-22(31-27-20)21(29)25-12-13-6-8-16(9-7-13)30-15-4-2-1-3-5-15/h1-11,28H,12H2,(H,25,29)
AuxInfo	1/1/N:1,2,3,6,7,4,5,8,9,10,11,22,13,12,14,15,17,18,16,19,21,20,30,31,25,23,24,28,26,29,27/E:(2,3)(4,5)(6,7)(8,9)(10,11)(17,18)(23,24)/F:m/E:m/rA:46nCCCCCCCCCCCCCCCCCCCCCCNNNOOOOBrBrHHHHHHHHHHHHHHH/rB:d1;s1;;;s2;d3;d4;s5;;;d10s11;s4d5;d6s7;s8d9;;s10d16;d11s16;s12;;s20;s13;s19d20;d19;s21s22;d21;s20s24;s16;s14s15;s17;s18;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s11;s22;s22;s25;s28;/rC:-8.5512,5.8152,0;-7.5991,5.5094,0;-9.296,5.1479,0;-5.6454,.5366,0;-5.1099,2.1869,0;-7.3897,4.5262,0;-9.0866,4.1648,0;-6.6015,.8469,0;-6.066,2.4972,0;.1803,-1.7234,0;1.5868,-.7073,0;.5868,-.8097,0;-4.9044,1.2082,0;-8.1324,3.8489,0;-6.8167,1.8287,0;1.7635,-2.4333,0;.7636,-2.5357,0;2.1802,-1.5186,0;;-1.308,.9518,0;-2.2592,1.2604,0;-3.9532,.8996,0;-1.0015,0,0;.3118,.9518,0;-3.0021,.591,0;-2.4675,2.2385,0;-.5007,1.5426,0;2.3468,-3.2456,0;-7.7679,2.1373,0;.3531,-3.4476,0;3.175,-1.4167,0;-8.6554,6.3043,0;-7.2282,5.8446,0;-9.7714,5.3029,0;-5.5405,.0478,0;-4.738,2.5211,0;-6.9137,4.3733,0;-9.4591,3.8312,0;-6.9719,.511,0;-6.1687,2.9865,0;-.3171,-1.7743,0;1.79,-.2505,0;-3.7989,1.3752,0;-4.1075,.424,0;-2.8979,.102,0;2.8443,-3.1961,0;
Duplicates	DB12959
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012750-0000012999/DB12959.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012750-0000012999/DB12959.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012750-0000012999/DB12959.sdf