CompChem-Database: compound details

CompChem-Database: details for selected entry

DB02106_s0_p0 (2361)

Formula C₂₃H₂₃Br₂NO₅

MW 553.25

InChIKey KIRQJXNQGZAKGR-UHFFFAOYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 54

Number_Heavy_Atoms 31

Number_Rings 3

Number_Bonds 56

Rotat_Bonds 13

Unbranched_Chain 3

Chiral_Centers 1

ONatoms 6

HB_Donor 5

HB_Acceptor 4

OpenEye_HB_Donors 5

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 5

Lipinski_HB_Acceptors 6

Lipinski_Violations 1

XLogP3 0

XLogP 4.57

logP 4.7768

PSA 102.18

MR 125.508

ABS 0.55

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -139.98822

PM7_Total_Energy_ev -5242.22088

PM7_Electronic_Energy_ev -46060.04563

PM7_Dipole_Debye 1.97526

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.021

PM7_LUMO_Energy_ev -0.772

PM7_COSMO_Area_square_ang 428.46

PM7_COSMO_Volue_cubic_ang 555.19

PM7_Electron_Affinity_ev 0.772

PM7_Ionization_Energy_ev 9.021

PM7_Energy_Gap_ev 8.249

PM7_Global_Hardness_ev 4.1245

PM7_Global_Softness_ev 0.24245363074312037

PM7_Chemical_Potential_ev -4.8965

PM7_Electronigativity_ev 4.8965

PM7_Back_Donation_Energy_ev -1.031125

PM7_Electrophilicity_ev 2.906499242332404

OPENEYE_Name 2-[3,5-dibromo-4-[4-hydroxy-3-[(~{R})-hydroxy-(2-phenylethylamino)methyl]phenoxy]phenyl]ethane-1,1-diol

SMILES c1ccc(cc1)CCNC(c2cc(ccc2O)Oc3c(cc(cc3Br)CC(O)O)Br)O

Canonical_SMILES OC(Cc1cc(Br)c(c(c1)Br)Oc1ccc(c(c1)[C@H](NCCc1ccccc1)O)O)O

InChI 1/C23H23Br2NO5/c24-18-10-15(12-21(28)29)11-19(25)22(18)31-16-6-7-20(27)17(13-16)23(30)26-9-8-14-4-2-1-3-5-14/h1-7,10-11,13,21,23,26-30H,8-9,12H2

InChI_3D 1S/C23H23Br2NO5/c24-18-10-15(12-21(28)29)11-19(25)22(18)31-16-6-7-20(27)17(13-16)23(30)26-9-8-14-4-2-1-3-5-14/h1-7,10-11,13,21,23,26-30H,8-9,12H2/t23-/m1/s1

AuxInfo 1/0/N:1,2,3,4,5,6,7,19,21,9,10,20,8,11,13,14,12,17,18,15,23,16,22,30,31,24,25,27,28,26,29/E:(2,3)(4,5)(10,11)(18,19)(24,25)(28,29)/rA:54cCCCCCCCCCCCCCCCCCCCCCCCNOOOOOBrBrHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;;d6;;;;d4s5;s8;d9s10;s6d8;s7d12;;s9d16;d10s16;s11;s13;s19;s12;s20;s21s22;s15;s22;s23;s23;s14s16;s17;s18;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s19;s19;s20;s20;s21;s21;s22;s23;s24;s25;s26;s27;s28;/rC:;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;1.0038,8.7669,0;1.509,7.8979,0;-.4962,7.895,0;-3.3732,9.3946,0;-3.3833,11.1297,0;0,2.0104,0;.009,7.0259,0;-3.8808,10.2562,0;.0038,8.7611,0;1.0141,7.023,0;-1.8757,10.2711,0;-2.3731,9.3976,0;-2.3783,11.1415,0;0,3.0104,0;-4.8808,10.2489,0;0,4.0104,0;-.866,5.5104,0;-5.8807,10.2415,0;0,5.0104,0;1.5167,6.1584,0;-1.7321,6.0104,0;-5.8734,9.2415,0;-5.8881,11.2415,0;-.8757,10.274,0;-1.8693,8.5338,0;-1.8834,12.0105,0;0,-.5,0;-1.3001,.2469,0;1.3001,.2469,0;-1.3012,1.7514,0;1.3012,1.7514,0;1.2519,9.201,0;2.009,7.9008,0;-.9962,7.8942,0;-3.6206,8.9601,0;-3.6372,11.5605,0;-.5,3.0104,0;.5,3.0104,0;-4.8771,9.7489,0;-4.8844,10.7488,0;-.5,4.0104,0;.5,4.0104,0;-1.116,5.0774,0;-6.3807,10.2378,0;.433,5.2604,0;2.0167,6.1599,0;-2.1651,5.7604,0;-6.3045,8.9883,0;-6.3229,11.4883,0;

Duplicates DB02106_s0_p0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002000-0000002249/DB02106_s0_p0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002000-0000002249/DB02106_s0_p0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002000-0000002249/DB02106_s0_p0.sdf

Formula	C₂₃H₂₃Br₂NO₅
MW	553.25
InChIKey	KIRQJXNQGZAKGR-UHFFFAOYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	54
Number_Heavy_Atoms	31
Number_Rings	3
Number_Bonds	56
Rotat_Bonds	13
Unbranched_Chain	3
Chiral_Centers	1
ONatoms	6
HB_Donor	5
HB_Acceptor	4
OpenEye_HB_Donors	5
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	5
Lipinski_HB_Acceptors	6
Lipinski_Violations	1
XLogP3	0
XLogP	4.57
logP	4.7768
PSA	102.18
MR	125.508
ABS	0.55
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-139.98822
PM7_Total_Energy_ev	-5242.22088
PM7_Electronic_Energy_ev	-46060.04563
PM7_Dipole_Debye	1.97526
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.021
PM7_LUMO_Energy_ev	-0.772
PM7_COSMO_Area_square_ang	428.46
PM7_COSMO_Volue_cubic_ang	555.19
PM7_Electron_Affinity_ev	0.772
PM7_Ionization_Energy_ev	9.021
PM7_Energy_Gap_ev	8.249
PM7_Global_Hardness_ev	4.1245
PM7_Global_Softness_ev	0.24245363074312037
PM7_Chemical_Potential_ev	-4.8965
PM7_Electronigativity_ev	4.8965
PM7_Back_Donation_Energy_ev	-1.031125
PM7_Electrophilicity_ev	2.906499242332404
OPENEYE_Name	2-[3,5-dibromo-4-[4-hydroxy-3-[(~{R})-hydroxy-(2-phenylethylamino)methyl]phenoxy]phenyl]ethane-1,1-diol
SMILES	c1ccc(cc1)CCNC(c2cc(ccc2O)Oc3c(cc(cc3Br)CC(O)O)Br)O
Canonical_SMILES	OC(Cc1cc(Br)c(c(c1)Br)Oc1ccc(c(c1)[C@H](NCCc1ccccc1)O)O)O
InChI	1/C23H23Br2NO5/c24-18-10-15(12-21(28)29)11-19(25)22(18)31-16-6-7-20(27)17(13-16)23(30)26-9-8-14-4-2-1-3-5-14/h1-7,10-11,13,21,23,26-30H,8-9,12H2
InChI_3D	1S/C23H23Br2NO5/c24-18-10-15(12-21(28)29)11-19(25)22(18)31-16-6-7-20(27)17(13-16)23(30)26-9-8-14-4-2-1-3-5-14/h1-7,10-11,13,21,23,26-30H,8-9,12H2/t23-/m1/s1
AuxInfo	1/0/N:1,2,3,4,5,6,7,19,21,9,10,20,8,11,13,14,12,17,18,15,23,16,22,30,31,24,25,27,28,26,29/E:(2,3)(4,5)(10,11)(18,19)(24,25)(28,29)/rA:54cCCCCCCCCCCCCCCCCCCCCCCCNOOOOOBrBrHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;;d6;;;;d4s5;s8;d9s10;s6d8;s7d12;;s9d16;d10s16;s11;s13;s19;s12;s20;s21s22;s15;s22;s23;s23;s14s16;s17;s18;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s19;s19;s20;s20;s21;s21;s22;s23;s24;s25;s26;s27;s28;/rC:;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;1.0038,8.7669,0;1.509,7.8979,0;-.4962,7.895,0;-3.3732,9.3946,0;-3.3833,11.1297,0;0,2.0104,0;.009,7.0259,0;-3.8808,10.2562,0;.0038,8.7611,0;1.0141,7.023,0;-1.8757,10.2711,0;-2.3731,9.3976,0;-2.3783,11.1415,0;0,3.0104,0;-4.8808,10.2489,0;0,4.0104,0;-.866,5.5104,0;-5.8807,10.2415,0;0,5.0104,0;1.5167,6.1584,0;-1.7321,6.0104,0;-5.8734,9.2415,0;-5.8881,11.2415,0;-.8757,10.274,0;-1.8693,8.5338,0;-1.8834,12.0105,0;0,-.5,0;-1.3001,.2469,0;1.3001,.2469,0;-1.3012,1.7514,0;1.3012,1.7514,0;1.2519,9.201,0;2.009,7.9008,0;-.9962,7.8942,0;-3.6206,8.9601,0;-3.6372,11.5605,0;-.5,3.0104,0;.5,3.0104,0;-4.8771,9.7489,0;-4.8844,10.7488,0;-.5,4.0104,0;.5,4.0104,0;-1.116,5.0774,0;-6.3807,10.2378,0;.433,5.2604,0;2.0167,6.1599,0;-2.1651,5.7604,0;-6.3045,8.9883,0;-6.3229,11.4883,0;
Duplicates	DB02106_s0_p0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002000-0000002249/DB02106_s0_p0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002000-0000002249/DB02106_s0_p0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002000-0000002249/DB02106_s0_p0.sdf