CompChem-Database: compound details

CompChem-Database: details for selected entry

DB06448 (5854)

Formula C₂₇H₃₁Br₂ClN₄O₂

MW 638.83

InChIKey DHMTURDWPRKSOA-KEAFGAQVNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 67

Number_Heavy_Atoms 36

Number_Rings 5

Number_Bonds 71

Rotat_Bonds 5

Unbranched_Chain 1

Chiral_Centers 1

ONatoms 6

HB_Donor 1

HB_Acceptor 3

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 6

Lipinski_Violations 1

XLogP3 0

XLogP 4.45

logP 6.486

PSA 79.53

MR 157.299

ABS 0.55

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -46.7993

PM7_Total_Energy_ev -5782.8648

PM7_Electronic_Energy_ev -55817.21675

PM7_Dipole_Debye 6.69412

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.021

PM7_LUMO_Energy_ev -0.841

PM7_COSMO_Area_square_ang 521.08

PM7_COSMO_Volue_cubic_ang 639.64

PM7_Electron_Affinity_ev 0.841

PM7_Ionization_Energy_ev 9.021

PM7_Energy_Gap_ev 8.18

PM7_Global_Hardness_ev 4.09

PM7_Global_Softness_ev 0.24449877750611246

PM7_Chemical_Potential_ev -4.931

PM7_Electronigativity_ev 4.931

PM7_Back_Donation_Energy_ev -1.0225

PM7_Electrophilicity_ev 2.97246466992665

OPENEYE_Name 4-[2-[4-[(2~{R})-6,15-dibromo-13-chloro-4-azatricyclo[9.4.0.0^{3,8}]pentadeca-1(15),3,5,7,11,13-hexaen-2-yl]-1-piperidyl]-2-oxo-ethyl]piperidine-1-carboxamide

SMILES c1c2c(c(cc1Cl)Br)C(c3c(cc(cn3)Br)CC2)C4CCN(CC4)C(=O)CC5CCN(CC5)C(=O)N

Canonical_SMILES Clc1cc(Br)c2c(c1)CCc1c([C@@H]2C2CCN(CC2)C(=O)CC2CCN(CC2)C(=O)N)ncc(c1)Br

InChI 1/C27H31Br2ClN4O2/c28-20-12-19-2-1-18-13-21(30)14-22(29)24(18)25(26(19)32-15-20)17-5-9-33(10-6-17)23(35)11-16-3-7-34(8-4-16)27(31)36/h12-17,25H,1-11H2,(H2,31,36)/f/h31H2

InChI_3D 1S/C27H31Br2ClN4O2/c28-20-12-19-2-1-18-13-21(30)14-22(29)24(18)25(26(19)32-15-20)17-5-9-33(10-6-17)23(35)11-16-3-7-34(8-4-16)27(31)36/h12-17,25H,1-11H2,(H2,31,36)/t25-/m1/s1

AuxInfo 1/1/N:14,15,18,19,16,17,22,23,20,21,27,2,1,3,4,26,25,5,6,9,8,10,12,7,24,11,13,35,36,34,31,28,29,30,32,33/E:(3,4)(5,6)(7,8)(9,10)/F:m/E:m/rA:67cCCCCCCCCCCCCCCCCCCCCCCCCCCCNNNNOOClBrBrHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;;;d1;d2;s5;s1d3;s2d4;s3d7;s6;;;s5;s6s14;;;;;s16;s17;s18;s19;s7s11;s16s17s24;s18s19;s12s26;s4d11;s12s20s21;s13s22s23;s13;d12;d13;s8;s9;s10;s1;s2;s3;s4;s14;s14;s15;s15;s16;s16;s17;s17;s18;s18;s19;s19;s20;s20;s21;s21;s22;s22;s23;s23;s24;s25;s26;s27;s27;s31;s31;/rC:-.7466,.6767,0;-4.9235,.647,0;-.2102,-.9833,0;-5.4299,-1.0265,0;-1.6992,.3634,0;-3.9613,.3569,0;-1.9095,-.62,0;;-5.6612,-.0428,0;-1.1671,-1.29,0;-3.73,-.6268,0;-1.7831,-5.4325,0;-7.1463,-6.1771,0;-2.3279,1.1516,0;-3.332,1.1502,0;-.8639,-2.9381,0;-2.5985,-2.9023,0;-4.848,-7.5133,0;-4.5132,-5.8109,0;-.8846,-3.943,0;-2.6193,-3.9072,0;-5.8344,-7.3193,0;-5.4995,-5.6169,0;-2.8166,-1.0582,0;-1.7209,-2.4228,0;-4.1925,-6.7581,0;-2.6592,-5.9145,0;-4.4609,-1.3206,0;-1.7624,-4.4327,0;-6.1651,-6.3701,0;-7.804,-6.9304,0;-.9275,-5.9503,0;-7.4698,-5.2309,0;.9517,.3069,0;-6.6183,.247,0;-1.3775,-2.2676,0;-.6427,1.1658,0;-5.0373,1.1339,0;.1605,-1.3188,0;-5.7945,-1.3686,0;-2.4396,1.639,0;-1.8775,1.3688,0;-3.783,1.3662,0;-3.2216,1.6379,0;-.6841,-2.4715,0;-.3733,-3.0345,0;-3.0927,-2.9784,0;-2.7589,-2.4287,0;-4.4195,-7.7709,0;-5.0278,-7.9798,0;-4.5029,-5.311,0;-4.0191,-5.7347,0;-.3907,-3.8654,0;-.7215,-4.4157,0;-2.8018,-4.3727,0;-3.1096,-3.8093,0;-5.8432,-7.8192,0;-6.3281,-7.3984,0;-5.9265,-5.3568,0;-5.3184,-5.1509,0;-3.1262,-1.4508,0;-1.3921,-2.0461,0;-3.8783,-7.1471,0;-2.4182,-6.3526,0;-2.9002,-5.4765,0;-7.6423,-7.4035,0;-8.2946,-6.8339,0;

Duplicates DB06448

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006250-0000006499/DB06448.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006250-0000006499/DB06448.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006250-0000006499/DB06448.sdf

Formula	C₂₇H₃₁Br₂ClN₄O₂
MW	638.83
InChIKey	DHMTURDWPRKSOA-KEAFGAQVNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	67
Number_Heavy_Atoms	36
Number_Rings	5
Number_Bonds	71
Rotat_Bonds	5
Unbranched_Chain	1
Chiral_Centers	1
ONatoms	6
HB_Donor	1
HB_Acceptor	3
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	6
Lipinski_Violations	1
XLogP3	0
XLogP	4.45
logP	6.486
PSA	79.53
MR	157.299
ABS	0.55
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-46.7993
PM7_Total_Energy_ev	-5782.8648
PM7_Electronic_Energy_ev	-55817.21675
PM7_Dipole_Debye	6.69412
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.021
PM7_LUMO_Energy_ev	-0.841
PM7_COSMO_Area_square_ang	521.08
PM7_COSMO_Volue_cubic_ang	639.64
PM7_Electron_Affinity_ev	0.841
PM7_Ionization_Energy_ev	9.021
PM7_Energy_Gap_ev	8.18
PM7_Global_Hardness_ev	4.09
PM7_Global_Softness_ev	0.24449877750611246
PM7_Chemical_Potential_ev	-4.931
PM7_Electronigativity_ev	4.931
PM7_Back_Donation_Energy_ev	-1.0225
PM7_Electrophilicity_ev	2.97246466992665
OPENEYE_Name	4-[2-[4-[(2~{R})-6,15-dibromo-13-chloro-4-azatricyclo[9.4.0.0^{3,8}]pentadeca-1(15),3,5,7,11,13-hexaen-2-yl]-1-piperidyl]-2-oxo-ethyl]piperidine-1-carboxamide
SMILES	c1c2c(c(cc1Cl)Br)C(c3c(cc(cn3)Br)CC2)C4CCN(CC4)C(=O)CC5CCN(CC5)C(=O)N
Canonical_SMILES	Clc1cc(Br)c2c(c1)CCc1c([C@@H]2C2CCN(CC2)C(=O)CC2CCN(CC2)C(=O)N)ncc(c1)Br
InChI	1/C27H31Br2ClN4O2/c28-20-12-19-2-1-18-13-21(30)14-22(29)24(18)25(26(19)32-15-20)17-5-9-33(10-6-17)23(35)11-16-3-7-34(8-4-16)27(31)36/h12-17,25H,1-11H2,(H2,31,36)/f/h31H2
InChI_3D	1S/C27H31Br2ClN4O2/c28-20-12-19-2-1-18-13-21(30)14-22(29)24(18)25(26(19)32-15-20)17-5-9-33(10-6-17)23(35)11-16-3-7-34(8-4-16)27(31)36/h12-17,25H,1-11H2,(H2,31,36)/t25-/m1/s1
AuxInfo	1/1/N:14,15,18,19,16,17,22,23,20,21,27,2,1,3,4,26,25,5,6,9,8,10,12,7,24,11,13,35,36,34,31,28,29,30,32,33/E:(3,4)(5,6)(7,8)(9,10)/F:m/E:m/rA:67cCCCCCCCCCCCCCCCCCCCCCCCCCCCNNNNOOClBrBrHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;;;d1;d2;s5;s1d3;s2d4;s3d7;s6;;;s5;s6s14;;;;;s16;s17;s18;s19;s7s11;s16s17s24;s18s19;s12s26;s4d11;s12s20s21;s13s22s23;s13;d12;d13;s8;s9;s10;s1;s2;s3;s4;s14;s14;s15;s15;s16;s16;s17;s17;s18;s18;s19;s19;s20;s20;s21;s21;s22;s22;s23;s23;s24;s25;s26;s27;s27;s31;s31;/rC:-.7466,.6767,0;-4.9235,.647,0;-.2102,-.9833,0;-5.4299,-1.0265,0;-1.6992,.3634,0;-3.9613,.3569,0;-1.9095,-.62,0;;-5.6612,-.0428,0;-1.1671,-1.29,0;-3.73,-.6268,0;-1.7831,-5.4325,0;-7.1463,-6.1771,0;-2.3279,1.1516,0;-3.332,1.1502,0;-.8639,-2.9381,0;-2.5985,-2.9023,0;-4.848,-7.5133,0;-4.5132,-5.8109,0;-.8846,-3.943,0;-2.6193,-3.9072,0;-5.8344,-7.3193,0;-5.4995,-5.6169,0;-2.8166,-1.0582,0;-1.7209,-2.4228,0;-4.1925,-6.7581,0;-2.6592,-5.9145,0;-4.4609,-1.3206,0;-1.7624,-4.4327,0;-6.1651,-6.3701,0;-7.804,-6.9304,0;-.9275,-5.9503,0;-7.4698,-5.2309,0;.9517,.3069,0;-6.6183,.247,0;-1.3775,-2.2676,0;-.6427,1.1658,0;-5.0373,1.1339,0;.1605,-1.3188,0;-5.7945,-1.3686,0;-2.4396,1.639,0;-1.8775,1.3688,0;-3.783,1.3662,0;-3.2216,1.6379,0;-.6841,-2.4715,0;-.3733,-3.0345,0;-3.0927,-2.9784,0;-2.7589,-2.4287,0;-4.4195,-7.7709,0;-5.0278,-7.9798,0;-4.5029,-5.311,0;-4.0191,-5.7347,0;-.3907,-3.8654,0;-.7215,-4.4157,0;-2.8018,-4.3727,0;-3.1096,-3.8093,0;-5.8432,-7.8192,0;-6.3281,-7.3984,0;-5.9265,-5.3568,0;-5.3184,-5.1509,0;-3.1262,-1.4508,0;-1.3921,-2.0461,0;-3.8783,-7.1471,0;-2.4182,-6.3526,0;-2.9002,-5.4765,0;-7.6423,-7.4035,0;-8.2946,-6.8339,0;
Duplicates	DB06448
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006250-0000006499/DB06448.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006250-0000006499/DB06448.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006250-0000006499/DB06448.sdf