CompChem-Database: compound details

CompChem-Database: details for selected entry

DB08582 (8198)

Formula C₂₂H₃₀BrN₃O₄

MW 480.4

InChIKey DELARNBPJXTDBD-LQFNOIFHNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 60

Number_Heavy_Atoms 30

Number_Rings 3

Number_Bonds 62

Rotat_Bonds 8

Unbranched_Chain 2

Chiral_Centers 2

ONatoms 7

HB_Donor 1

HB_Acceptor 3

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 7

Lipinski_Violations 0

XLogP3 0

XLogP 1.93

logP 3.0935

PSA 78.95

MR 127.012

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -163.07576

PM7_Total_Energy_ev -5070.79783

PM7_Electronic_Energy_ev -43663.95191

PM7_Dipole_Debye 3.85375

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.043

PM7_LUMO_Energy_ev -0.698

PM7_COSMO_Area_square_ang 458.69

PM7_COSMO_Volue_cubic_ang 533.83

PM7_Electron_Affinity_ev 0.698

PM7_Ionization_Energy_ev 9.043

PM7_Energy_Gap_ev 8.345

PM7_Global_Hardness_ev 4.1725

PM7_Global_Softness_ev 0.2396644697423607

PM7_Chemical_Potential_ev -4.8705

PM7_Electronigativity_ev 4.8705

PM7_Back_Donation_Energy_ev -1.043125

PM7_Electrophilicity_ev 2.8426327441581787

OPENEYE_Name ~{N}-[4-bromo-2-[(3~{S},5~{R})-3,5-dimethylpiperidine-1-carbonyl]phenyl]-4-morpholino-4-oxo-butanamide

SMILES c1cc(cc(c1NC(=O)CCC(=O)N2CCOCC2)C(=O)N3CC(CC(C3)C)C)Br

Canonical_SMILES C[C@@H]1C[C@H](C)CN(C1)C(=O)c1cc(Br)ccc1NC(=O)CCC(=O)N1CCOCC1

InChI 1/C22H30BrN3O4/c1-15-11-16(2)14-26(13-15)22(29)18-12-17(23)3-4-19(18)24-20(27)5-6-21(28)25-7-9-30-10-8-25/h3-4,12,15-16H,5-11,13-14H2,1-2H3,(H,24,27)/f/h24H

InChI_3D 1S/C22H30BrN3O4/c1-15-11-16(2)14-26(13-15)22(29)18-12-17(23)3-4-19(18)24-20(27)5-6-21(28)25-7-9-30-10-8-25/h3-4,12,15-16H,5-11,13-14H2,1-2H3,(H,24,27)/t15-,16+

AuxInfo 1/1/N:19,20,2,1,22,21,11,12,15,16,10,3,13,14,17,18,6,4,5,9,8,7,30,25,24,23,28,27,26,29/E:(1,2)(7,8)(9,10)(13,14)(15,16)/F:m/E:m/rA:60cCCCCCCCCCCCCCCCCCCCCCCNNNOOOOBrHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;s3;s1d4;s2d3;s4;;;;;;;;s11;s12;s10s13;s10s14;s17;s18;s8;s9s21;s7s13s14;s8s11s12;s5s9;d7;d8;d9;s15s16;s6;s1;s2;s3;s10;s10;s11;s11;s12;s12;s13;s13;s14;s14;s15;s15;s16;s16;s17;s18;s19;s19;s19;s20;s20;s20;s21;s21;s22;s22;s25;/rC:2.3809,5.3892,0;3.2521,4.8879,0;2.3868,3.3841,0;1.5155,3.8854,0;1.517,4.8854,0;3.2595,3.8828,0;0,3.0104,0;-1.9515,7.8804,0;.6488,6.3842,0;;-1.0861,9.3792,0;-2.8211,9.3766,0;-.8675,1.5027,0;.8675,1.5027,0;-1.0876,10.3844,0;-2.8226,10.3818,0;-.8675,.4975,0;.8675,.4975,0;-1.4629,-1.1481,0;2.5912,.7997,0;-1.0847,7.3817,0;-.218,6.8829,0;0,2.0104,0;-1.9529,8.8804,0;.6502,5.3842,0;-.866,3.5104,0;-2.8168,7.3791,0;1.5141,6.8854,0;-1.9558,10.8908,0;4.1263,3.384,0;2.3794,5.8892,0;3.684,5.1398,0;2.3861,2.8841,0;.321,-.3833,0;-.321,-.3833,0;-.9153,8.9092,0;-.5938,9.4662,0;-3.3137,9.4623,0;-2.9905,8.9062,0;-1.3597,1.4149,0;-1.0404,1.9719,0;1.0404,1.9719,0;1.3597,1.4149,0;-.5952,10.2973,0;-.9154,10.8538,0;-2.9961,10.8508,0;-3.3147,10.2933,0;-1.36,.5838,0;1.0376,.0273,0;-.9927,-1.3182,0;-1.633,-1.6183,0;-1.933,-.978,0;2.6776,.3072,0;3.0837,.8861,0;2.5049,1.2922,0;-1.3341,6.9483,0;-.8353,7.815,0;.0314,7.3163,0;-.4673,6.4495,0;.2176,5.1335,0;

Duplicates DB08582

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008500-0000008749/DB08582.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008500-0000008749/DB08582.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008500-0000008749/DB08582.sdf

Formula	C₂₂H₃₀BrN₃O₄
MW	480.4
InChIKey	DELARNBPJXTDBD-LQFNOIFHNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	60
Number_Heavy_Atoms	30
Number_Rings	3
Number_Bonds	62
Rotat_Bonds	8
Unbranched_Chain	2
Chiral_Centers	2
ONatoms	7
HB_Donor	1
HB_Acceptor	3
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	7
Lipinski_Violations	0
XLogP3	0
XLogP	1.93
logP	3.0935
PSA	78.95
MR	127.012
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-163.07576
PM7_Total_Energy_ev	-5070.79783
PM7_Electronic_Energy_ev	-43663.95191
PM7_Dipole_Debye	3.85375
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.043
PM7_LUMO_Energy_ev	-0.698
PM7_COSMO_Area_square_ang	458.69
PM7_COSMO_Volue_cubic_ang	533.83
PM7_Electron_Affinity_ev	0.698
PM7_Ionization_Energy_ev	9.043
PM7_Energy_Gap_ev	8.345
PM7_Global_Hardness_ev	4.1725
PM7_Global_Softness_ev	0.2396644697423607
PM7_Chemical_Potential_ev	-4.8705
PM7_Electronigativity_ev	4.8705
PM7_Back_Donation_Energy_ev	-1.043125
PM7_Electrophilicity_ev	2.8426327441581787
OPENEYE_Name	~{N}-[4-bromo-2-[(3~{S},5~{R})-3,5-dimethylpiperidine-1-carbonyl]phenyl]-4-morpholino-4-oxo-butanamide
SMILES	c1cc(cc(c1NC(=O)CCC(=O)N2CCOCC2)C(=O)N3CC(CC(C3)C)C)Br
Canonical_SMILES	C[C@@H]1C[C@H](C)CN(C1)C(=O)c1cc(Br)ccc1NC(=O)CCC(=O)N1CCOCC1
InChI	1/C22H30BrN3O4/c1-15-11-16(2)14-26(13-15)22(29)18-12-17(23)3-4-19(18)24-20(27)5-6-21(28)25-7-9-30-10-8-25/h3-4,12,15-16H,5-11,13-14H2,1-2H3,(H,24,27)/f/h24H
InChI_3D	1S/C22H30BrN3O4/c1-15-11-16(2)14-26(13-15)22(29)18-12-17(23)3-4-19(18)24-20(27)5-6-21(28)25-7-9-30-10-8-25/h3-4,12,15-16H,5-11,13-14H2,1-2H3,(H,24,27)/t15-,16+
AuxInfo	1/1/N:19,20,2,1,22,21,11,12,15,16,10,3,13,14,17,18,6,4,5,9,8,7,30,25,24,23,28,27,26,29/E:(1,2)(7,8)(9,10)(13,14)(15,16)/F:m/E:m/rA:60cCCCCCCCCCCCCCCCCCCCCCCNNNOOOOBrHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;s3;s1d4;s2d3;s4;;;;;;;;s11;s12;s10s13;s10s14;s17;s18;s8;s9s21;s7s13s14;s8s11s12;s5s9;d7;d8;d9;s15s16;s6;s1;s2;s3;s10;s10;s11;s11;s12;s12;s13;s13;s14;s14;s15;s15;s16;s16;s17;s18;s19;s19;s19;s20;s20;s20;s21;s21;s22;s22;s25;/rC:2.3809,5.3892,0;3.2521,4.8879,0;2.3868,3.3841,0;1.5155,3.8854,0;1.517,4.8854,0;3.2595,3.8828,0;0,3.0104,0;-1.9515,7.8804,0;.6488,6.3842,0;;-1.0861,9.3792,0;-2.8211,9.3766,0;-.8675,1.5027,0;.8675,1.5027,0;-1.0876,10.3844,0;-2.8226,10.3818,0;-.8675,.4975,0;.8675,.4975,0;-1.4629,-1.1481,0;2.5912,.7997,0;-1.0847,7.3817,0;-.218,6.8829,0;0,2.0104,0;-1.9529,8.8804,0;.6502,5.3842,0;-.866,3.5104,0;-2.8168,7.3791,0;1.5141,6.8854,0;-1.9558,10.8908,0;4.1263,3.384,0;2.3794,5.8892,0;3.684,5.1398,0;2.3861,2.8841,0;.321,-.3833,0;-.321,-.3833,0;-.9153,8.9092,0;-.5938,9.4662,0;-3.3137,9.4623,0;-2.9905,8.9062,0;-1.3597,1.4149,0;-1.0404,1.9719,0;1.0404,1.9719,0;1.3597,1.4149,0;-.5952,10.2973,0;-.9154,10.8538,0;-2.9961,10.8508,0;-3.3147,10.2933,0;-1.36,.5838,0;1.0376,.0273,0;-.9927,-1.3182,0;-1.633,-1.6183,0;-1.933,-.978,0;2.6776,.3072,0;3.0837,.8861,0;2.5049,1.2922,0;-1.3341,6.9483,0;-.8353,7.815,0;.0314,7.3163,0;-.4673,6.4495,0;.2176,5.1335,0;
Duplicates	DB08582
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008500-0000008749/DB08582.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008500-0000008749/DB08582.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008500-0000008749/DB08582.sdf