CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5185245 (2527004)

Formula C₂₂H₂₇BrN₂O₄

MW 463.37

InChIKey CJABFFHRRJSPMO-UHFFFAOYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 56

Number_Heavy_Atoms 29

Number_Rings 5

Number_Bonds 60

Rotat_Bonds 2

Unbranched_Chain 2

Chiral_Centers 7

ONatoms 6

HB_Donor 0

HB_Acceptor 1

OpenEye_HB_Donors 0

OpenEye_HB_Acceptors 5

Lipinski_HB_Donors 0

Lipinski_HB_Acceptors 6

Lipinski_Violations 1

XLogP3 0

XLogP 6.53

logP 4.4148

PSA 60.36

MR 116.784

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -61.2872

PM7_Total_Energy_ev -4839.77983

PM7_Electronic_Energy_ev -44685.01288

PM7_Dipole_Debye 5.95338

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.796

PM7_LUMO_Energy_ev -0.569

PM7_COSMO_Area_square_ang 396.81

PM7_COSMO_Volue_cubic_ang 490.94

PM7_Electron_Affinity_ev 0.569

PM7_Ionization_Energy_ev 8.796

PM7_Energy_Gap_ev 8.227

PM7_Global_Hardness_ev 4.1135

PM7_Global_Softness_ev 0.24310198128114743

PM7_Chemical_Potential_ev -4.6825

PM7_Electronigativity_ev 4.6825

PM7_Back_Donation_Energy_ev -1.028375

PM7_Electrophilicity_ev 2.665103470280783

OPENEYE_Name (1~{R},4~{S},5~{R},8~{S},9~{R},12~{R},13~{R})-11-[(~{E})-(4-bromophenyl)methyleneamino]-1,5,9-trimethyl-14,15,16-trioxa-11-azatetracyclo[10.3.1.0^{4,13}.0^{8,13}]hexadecan-10-one

SMILES c1cc(ccc1C=NN2C(=O)C(C3CCC(C4C35C2OC(CC4)(OO5)C)C)C)Br

Canonical_SMILES C[C@@H]1CC[C@@H]2[C@@]34[C@H]1CC[C@@](OO3)(O[C@H]4N(C(=O)[C@@H]2C)/N=C/c1ccc(cc1)Br)C

InChI 1/C22H27BrN2O4/c1-13-4-9-18-14(2)19(26)25(24-12-15-5-7-16(23)8-6-15)20-22(18)17(13)10-11-21(3,27-20)28-29-22/h5-8,12-14,17-18,20H,4,9-11H2,1-3H3

InChI_3D 1S/C22H27BrN2O4/c1-13-4-9-18-14(2)19(26)25(24-12-15-5-7-16(23)8-6-15)20-22(18)17(13)10-11-21(3,27-20)28-29-22/h5-8,12-14,17-18,20H,4,9-11H2,1-3H3/b24-12+/t13-,14-,17+,18+,20-,21-,22-/m1/s1

AuxInfo 1/0/N:21,20,22,11,1,2,3,4,9,10,12,8,16,13,5,6,15,14,7,17,19,18,29,23,24,25,26,28,27/E:(5,6)(7,8)/rA:56cCCCCCCCCCCCCCCCCCCCCCCNNOOOOBrHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;s1d2;s3d4;;s5;;;s9;s10;s7;s9s13;s10;s11s15;;s14s15s17;s12;s13;s16;s19;w8;s7s17s23;d7;s17s19;s18;s19s27;s6;s1;s2;s3;s4;s8;s9;s9;s10;s10;s11;s11;s12;s12;s13;s14;s15;s16;s17;s20;s20;s20;s21;s21;s21;s22;s22;s22;/rC:-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;;0,2.0104,0;0,-3,0;0,-1,0;-.866,-5.5,0;-3.5289,-4.1347,0;-1.732,-6,0;-3.8237,-3.1791,0;0,-4,0;-.866,-4.5,0;-2.5981,-4.5,0;-2.5981,-5.5,0;-1.583,-3.0112,0;-1.7321,-4,0;-3.2604,-2.3528,0;.9848,-3.8264,0;-2.9401,-6.4397,0;-4.9908,-2.092,0;-.866,-1.5,0;-.866,-2.5,0;.866,-2.5,0;-2.2632,-2.2781,0;-.866,-4.5,0;-.717,-5.4888,0;0,3.0104,0;-1.3001,.2469,0;1.3001,.2469,0;-1.3012,1.7514,0;1.3012,1.7514,0;.433,-1.25,0;-.695,-5.9698,0;-.3736,-5.4132,0;-4.0276,-4.172,0;-3.6035,-4.6291,0;-2.0534,-6.383,0;-1.4107,-6.383,0;-4.1638,-2.8126,0;-4.2567,-3.4291,0;.171,-4.4698,0;-.866,-4,0;-2.6354,-4.0014,0;-3.0905,-5.4132,0;-2.0608,-3.1585,0;1.0716,-4.3188,0;.898,-3.3339,0;1.4772,-3.7395,0;-3.4099,-6.2687,0;-2.4702,-6.6107,0;-3.1111,-6.9095,0;-4.9163,-1.5976,0;-5.0654,-2.5864,0;-5.4853,-2.0175,0;

Duplicates CHEMBL5185245

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005185000-0005185249/CHEMBL5185245.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005185000-0005185249/CHEMBL5185245.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005185000-0005185249/CHEMBL5185245.sdf

Formula	C₂₂H₂₇BrN₂O₄
MW	463.37
InChIKey	CJABFFHRRJSPMO-UHFFFAOYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	56
Number_Heavy_Atoms	29
Number_Rings	5
Number_Bonds	60
Rotat_Bonds	2
Unbranched_Chain	2
Chiral_Centers	7
ONatoms	6
HB_Donor	0
HB_Acceptor	1
OpenEye_HB_Donors	0
OpenEye_HB_Acceptors	5
Lipinski_HB_Donors	0
Lipinski_HB_Acceptors	6
Lipinski_Violations	1
XLogP3	0
XLogP	6.53
logP	4.4148
PSA	60.36
MR	116.784
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-61.2872
PM7_Total_Energy_ev	-4839.77983
PM7_Electronic_Energy_ev	-44685.01288
PM7_Dipole_Debye	5.95338
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.796
PM7_LUMO_Energy_ev	-0.569
PM7_COSMO_Area_square_ang	396.81
PM7_COSMO_Volue_cubic_ang	490.94
PM7_Electron_Affinity_ev	0.569
PM7_Ionization_Energy_ev	8.796
PM7_Energy_Gap_ev	8.227
PM7_Global_Hardness_ev	4.1135
PM7_Global_Softness_ev	0.24310198128114743
PM7_Chemical_Potential_ev	-4.6825
PM7_Electronigativity_ev	4.6825
PM7_Back_Donation_Energy_ev	-1.028375
PM7_Electrophilicity_ev	2.665103470280783
OPENEYE_Name	(1~{R},4~{S},5~{R},8~{S},9~{R},12~{R},13~{R})-11-[(~{E})-(4-bromophenyl)methyleneamino]-1,5,9-trimethyl-14,15,16-trioxa-11-azatetracyclo[10.3.1.0^{4,13}.0^{8,13}]hexadecan-10-one
SMILES	c1cc(ccc1C=NN2C(=O)C(C3CCC(C4C35C2OC(CC4)(OO5)C)C)C)Br
Canonical_SMILES	C[C@@H]1CC[C@@H]2[C@@]34[C@H]1CC[C@@](OO3)(O[C@H]4N(C(=O)[C@@H]2C)/N=C/c1ccc(cc1)Br)C
InChI	1/C22H27BrN2O4/c1-13-4-9-18-14(2)19(26)25(24-12-15-5-7-16(23)8-6-15)20-22(18)17(13)10-11-21(3,27-20)28-29-22/h5-8,12-14,17-18,20H,4,9-11H2,1-3H3
InChI_3D	1S/C22H27BrN2O4/c1-13-4-9-18-14(2)19(26)25(24-12-15-5-7-16(23)8-6-15)20-22(18)17(13)10-11-21(3,27-20)28-29-22/h5-8,12-14,17-18,20H,4,9-11H2,1-3H3/b24-12+/t13-,14-,17+,18+,20-,21-,22-/m1/s1
AuxInfo	1/0/N:21,20,22,11,1,2,3,4,9,10,12,8,16,13,5,6,15,14,7,17,19,18,29,23,24,25,26,28,27/E:(5,6)(7,8)/rA:56cCCCCCCCCCCCCCCCCCCCCCCNNOOOOBrHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;s1d2;s3d4;;s5;;;s9;s10;s7;s9s13;s10;s11s15;;s14s15s17;s12;s13;s16;s19;w8;s7s17s23;d7;s17s19;s18;s19s27;s6;s1;s2;s3;s4;s8;s9;s9;s10;s10;s11;s11;s12;s12;s13;s14;s15;s16;s17;s20;s20;s20;s21;s21;s21;s22;s22;s22;/rC:-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;;0,2.0104,0;0,-3,0;0,-1,0;-.866,-5.5,0;-3.5289,-4.1347,0;-1.732,-6,0;-3.8237,-3.1791,0;0,-4,0;-.866,-4.5,0;-2.5981,-4.5,0;-2.5981,-5.5,0;-1.583,-3.0112,0;-1.7321,-4,0;-3.2604,-2.3528,0;.9848,-3.8264,0;-2.9401,-6.4397,0;-4.9908,-2.092,0;-.866,-1.5,0;-.866,-2.5,0;.866,-2.5,0;-2.2632,-2.2781,0;-.866,-4.5,0;-.717,-5.4888,0;0,3.0104,0;-1.3001,.2469,0;1.3001,.2469,0;-1.3012,1.7514,0;1.3012,1.7514,0;.433,-1.25,0;-.695,-5.9698,0;-.3736,-5.4132,0;-4.0276,-4.172,0;-3.6035,-4.6291,0;-2.0534,-6.383,0;-1.4107,-6.383,0;-4.1638,-2.8126,0;-4.2567,-3.4291,0;.171,-4.4698,0;-.866,-4,0;-2.6354,-4.0014,0;-3.0905,-5.4132,0;-2.0608,-3.1585,0;1.0716,-4.3188,0;.898,-3.3339,0;1.4772,-3.7395,0;-3.4099,-6.2687,0;-2.4702,-6.6107,0;-3.1111,-6.9095,0;-4.9163,-1.5976,0;-5.0654,-2.5864,0;-5.4853,-2.0175,0;
Duplicates	CHEMBL5185245
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005185000-0005185249/CHEMBL5185245.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005185000-0005185249/CHEMBL5185245.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005185000-0005185249/CHEMBL5185245.sdf