CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5187996_s0_t1 (2529936)

Formula C₂₂H₂₄Br₄N₄O₈

MW 792.07

InChIKey JWHRUJWCORCEFF-QOZITQDENA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 62

Number_Heavy_Atoms 38

Number_Rings 3

Number_Bonds 64

Rotat_Bonds 14

Unbranched_Chain 5

Chiral_Centers 2

ONatoms 12

HB_Donor 6

HB_Acceptor 4

OpenEye_HB_Donors 7

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 6

Lipinski_HB_Acceptors 12

Lipinski_Violations 3

XLogP3 0

XLogP 3.29

logP 5.5195

PSA 173.63

MR 152.531

ABS 0.17

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -187.16167

PM7_Total_Energy_ev -7019.47622

PM7_Electronic_Energy_ev -65742.2722

PM7_Dipole_Debye 5.13918

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.636

PM7_LUMO_Energy_ev -0.741

PM7_COSMO_Area_square_ang 513.46

PM7_COSMO_Volue_cubic_ang 680.83

PM7_Electron_Affinity_ev 0.741

PM7_Ionization_Energy_ev 8.636

PM7_Energy_Gap_ev 7.895

PM7_Global_Hardness_ev 3.9475

PM7_Global_Softness_ev 0.253324889170361

PM7_Chemical_Potential_ev -4.6885

PM7_Electronigativity_ev 4.6885

PM7_Back_Donation_Energy_ev -0.986875

PM7_Electrophilicity_ev 2.7842979417352756

OPENEYE_Name (5~{R})-7,9-dibromo-~{N}-[3-[2,6-dibromo-4-[(1~{S})-1-hydroxy-2-ureido-ethyl]phenoxy]propyl]-4-hydroxy-8-methoxy-1,11-dioxa-2-azaspiro[4.6]undeca-3,7,9-triene-3-carboxamide

SMILES c1c(cc(c(c1Br)OCCCNC(=O)C2=C(C3(CC(=C(C(=CO3)Br)OC)Br)ON2)O)Br)C(CNC(=O)N)O

Canonical_SMILES COC1=C(Br)C[C@@]2(OC=C1Br)ONC(=C2O)C(=O)NCCCOc1c(Br)cc(cc1Br)[C@@H](CNC(=O)N)O

InChI 1/C22H24Br4N4O8/c1-35-17-13(25)7-22(37-9-14(17)26)19(32)16(30-38-22)20(33)28-3-2-4-36-18-11(23)5-10(6-12(18)24)15(31)8-29-21(27)34/h5-6,9,15,30-32H,2-4,7-8H2,1H3,(H,28,33)(H3,27,29,34)/f/h28-29H,27H2

InChI_3D 1S/C22H24Br4N4O8/c1-35-17-13(25)7-22(37-9-14(17)26)19(32)16(30-38-22)20(33)28-3-2-4-36-18-11(23)5-10(6-12(18)24)15(31)8-29-21(27)34/h5-6,9,15,30-32H,2-4,7-8H2,1H3,(H,28,33)(H3,27,29,34)/t15-,22-/m1/s1

AuxInfo 1/1/N:17,18,19,21,1,2,14,20,7,3,5,6,10,9,22,11,8,4,15,12,13,16,35,36,38,37,24,25,26,23,32,31,27,28,34,33,29,30/E:(5,6)(11,12)(23,24)/F:m/E:m/rA:62cCCCCCCCCCCCCCCCCCCCCCCNNNNOOOOOOOOBrBrBrBrHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1s2;;s1d4;d2s4;;;d7s8;d8;;s11;;s10;d11;s14s15;;;s18;;s18;s3s20;s11;s13;s12s19;s13s20;d12;d13;s7s16;s16s23;s15;s22;s4s21;s8s17;s5;s6;s9;s10;s1;s2;s7;s14;s14;s17;s17;s17;s18;s18;s19;s19;s20;s20;s21;s21;s22;s23;s24;s24;s25;s26;s31;s32;/rC:;-.8675,1.5027,0;-.8675,.4975,0;.8675,1.5027,0;.8675,.4975,0;0,2.0104,0;3.1281,9.5143,0;2.2789,11.1036,0;3.0862,10.5134,0;1.3142,10.8404,0;.8852,7.5027,0;.8823,6.5027,0;-3.4619,-2.0063,0;.9185,9.922,0;1.6959,8.0881,0;1.3897,9.04,0;1.6995,12.7358,0;1.7409,4.0001,0;1.7438,5.0001,0;-2.5981,-.505,0;1.7379,3.0001,0;-1.7328,-.0038,0;.0779,8.0928,0;-4.3272,-2.5075,0;1.7468,6.0001,0;-3.4634,-1.0063,0;.0148,6.0052,0;-2.5952,-2.505,0;2.3731,8.8586,0;.3897,9.043,0;2.6461,7.7762,0;-1.2315,-.8691,0;1.735,2.0001,0;2.4604,12.087,0;1.7328,-.0038,0;0,3.0104,0;3.9682,10.9847,0;.6585,11.5954,0;0,-.5,0;-1.3012,1.7514,0;3.5873,9.3164,0;.541,9.5942,0;.5148,10.2171,0;1.3751,12.3554,0;2.0239,13.1163,0;1.319,13.0602,0;2.2409,3.9987,0;1.2409,4.0016,0;2.2438,4.9987,0;1.2438,5.0016,0;-2.3475,-.9377,0;-2.8487,-.0724,0;2.2379,2.9987,0;1.2379,3.0016,0;-1.9834,.4289,0;-.3981,7.9397,0;-4.3265,-3.0075,0;-4.7606,-2.2582,0;2.1805,6.2488,0;-3.8968,-.7569,0;2.7486,7.2869,0;-1.4809,-1.3024,0;

Duplicates CHEMBL5187996_s0_t1

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005187750-0005187999/CHEMBL5187996_s0_t1.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005187750-0005187999/CHEMBL5187996_s0_t1.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005187750-0005187999/CHEMBL5187996_s0_t1.sdf

Formula	C₂₂H₂₄Br₄N₄O₈
MW	792.07
InChIKey	JWHRUJWCORCEFF-QOZITQDENA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	62
Number_Heavy_Atoms	38
Number_Rings	3
Number_Bonds	64
Rotat_Bonds	14
Unbranched_Chain	5
Chiral_Centers	2
ONatoms	12
HB_Donor	6
HB_Acceptor	4
OpenEye_HB_Donors	7
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	6
Lipinski_HB_Acceptors	12
Lipinski_Violations	3
XLogP3	0
XLogP	3.29
logP	5.5195
PSA	173.63
MR	152.531
ABS	0.17
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-187.16167
PM7_Total_Energy_ev	-7019.47622
PM7_Electronic_Energy_ev	-65742.2722
PM7_Dipole_Debye	5.13918
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.636
PM7_LUMO_Energy_ev	-0.741
PM7_COSMO_Area_square_ang	513.46
PM7_COSMO_Volue_cubic_ang	680.83
PM7_Electron_Affinity_ev	0.741
PM7_Ionization_Energy_ev	8.636
PM7_Energy_Gap_ev	7.895
PM7_Global_Hardness_ev	3.9475
PM7_Global_Softness_ev	0.253324889170361
PM7_Chemical_Potential_ev	-4.6885
PM7_Electronigativity_ev	4.6885
PM7_Back_Donation_Energy_ev	-0.986875
PM7_Electrophilicity_ev	2.7842979417352756
OPENEYE_Name	(5~{R})-7,9-dibromo-~{N}-[3-[2,6-dibromo-4-[(1~{S})-1-hydroxy-2-ureido-ethyl]phenoxy]propyl]-4-hydroxy-8-methoxy-1,11-dioxa-2-azaspiro[4.6]undeca-3,7,9-triene-3-carboxamide
SMILES	c1c(cc(c(c1Br)OCCCNC(=O)C2=C(C3(CC(=C(C(=CO3)Br)OC)Br)ON2)O)Br)C(CNC(=O)N)O
Canonical_SMILES	COC1=C(Br)C[C@@]2(OC=C1Br)ONC(=C2O)C(=O)NCCCOc1c(Br)cc(cc1Br)[C@@H](CNC(=O)N)O
InChI	1/C22H24Br4N4O8/c1-35-17-13(25)7-22(37-9-14(17)26)19(32)16(30-38-22)20(33)28-3-2-4-36-18-11(23)5-10(6-12(18)24)15(31)8-29-21(27)34/h5-6,9,15,30-32H,2-4,7-8H2,1H3,(H,28,33)(H3,27,29,34)/f/h28-29H,27H2
InChI_3D	1S/C22H24Br4N4O8/c1-35-17-13(25)7-22(37-9-14(17)26)19(32)16(30-38-22)20(33)28-3-2-4-36-18-11(23)5-10(6-12(18)24)15(31)8-29-21(27)34/h5-6,9,15,30-32H,2-4,7-8H2,1H3,(H,28,33)(H3,27,29,34)/t15-,22-/m1/s1
AuxInfo	1/1/N:17,18,19,21,1,2,14,20,7,3,5,6,10,9,22,11,8,4,15,12,13,16,35,36,38,37,24,25,26,23,32,31,27,28,34,33,29,30/E:(5,6)(11,12)(23,24)/F:m/E:m/rA:62cCCCCCCCCCCCCCCCCCCCCCCNNNNOOOOOOOOBrBrBrBrHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1s2;;s1d4;d2s4;;;d7s8;d8;;s11;;s10;d11;s14s15;;;s18;;s18;s3s20;s11;s13;s12s19;s13s20;d12;d13;s7s16;s16s23;s15;s22;s4s21;s8s17;s5;s6;s9;s10;s1;s2;s7;s14;s14;s17;s17;s17;s18;s18;s19;s19;s20;s20;s21;s21;s22;s23;s24;s24;s25;s26;s31;s32;/rC:;-.8675,1.5027,0;-.8675,.4975,0;.8675,1.5027,0;.8675,.4975,0;0,2.0104,0;3.1281,9.5143,0;2.2789,11.1036,0;3.0862,10.5134,0;1.3142,10.8404,0;.8852,7.5027,0;.8823,6.5027,0;-3.4619,-2.0063,0;.9185,9.922,0;1.6959,8.0881,0;1.3897,9.04,0;1.6995,12.7358,0;1.7409,4.0001,0;1.7438,5.0001,0;-2.5981,-.505,0;1.7379,3.0001,0;-1.7328,-.0038,0;.0779,8.0928,0;-4.3272,-2.5075,0;1.7468,6.0001,0;-3.4634,-1.0063,0;.0148,6.0052,0;-2.5952,-2.505,0;2.3731,8.8586,0;.3897,9.043,0;2.6461,7.7762,0;-1.2315,-.8691,0;1.735,2.0001,0;2.4604,12.087,0;1.7328,-.0038,0;0,3.0104,0;3.9682,10.9847,0;.6585,11.5954,0;0,-.5,0;-1.3012,1.7514,0;3.5873,9.3164,0;.541,9.5942,0;.5148,10.2171,0;1.3751,12.3554,0;2.0239,13.1163,0;1.319,13.0602,0;2.2409,3.9987,0;1.2409,4.0016,0;2.2438,4.9987,0;1.2438,5.0016,0;-2.3475,-.9377,0;-2.8487,-.0724,0;2.2379,2.9987,0;1.2379,3.0016,0;-1.9834,.4289,0;-.3981,7.9397,0;-4.3265,-3.0075,0;-4.7606,-2.2582,0;2.1805,6.2488,0;-3.8968,-.7569,0;2.7486,7.2869,0;-1.4809,-1.3024,0;
Duplicates	CHEMBL5187996_s0_t1
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005187750-0005187999/CHEMBL5187996_s0_t1.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005187750-0005187999/CHEMBL5187996_s0_t1.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005187750-0005187999/CHEMBL5187996_s0_t1.sdf