CompChem-Database: compound details

CompChem-Database: details for selected entry

DB08581 (8197)

Formula C₁₈H₂₃BrN₂O₄

MW 411.29

InChIKey JSVSGWHGYIDZFX-ARKZRILENA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 48

Number_Heavy_Atoms 25

Number_Rings 2

Number_Bonds 49

Rotat_Bonds 8

Unbranched_Chain 2

Chiral_Centers 2

ONatoms 6

HB_Donor 2

HB_Acceptor 4

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 6

Lipinski_Violations 0

XLogP3 0

XLogP 2.26

logP 3.3814

PSA 86.71

MR 103.574

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -176.19096

PM7_Total_Energy_ev -4299.17821

PM7_Electronic_Energy_ev -33543.44233

PM7_Dipole_Debye 4.34885

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.126

PM7_LUMO_Energy_ev -0.78

PM7_COSMO_Area_square_ang 386.76

PM7_COSMO_Volue_cubic_ang 440.86

PM7_Electron_Affinity_ev 0.78

PM7_Ionization_Energy_ev 9.126

PM7_Energy_Gap_ev 8.346

PM7_Global_Hardness_ev 4.173

PM7_Global_Softness_ev 0.23963575365444525

PM7_Chemical_Potential_ev -4.953

PM7_Electronigativity_ev 4.953

PM7_Back_Donation_Energy_ev -1.04325

PM7_Electrophilicity_ev 2.939397196261682

OPENEYE_Name 4-[4-bromo-2-[(3~{R},5~{S})-3,5-dimethylpiperidine-1-carbonyl]anilino]-4-oxo-butanoic acid

SMILES c1cc(cc(c1NC(=O)CCC(=O)O)C(=O)N2CC(CC(C2)C)C)Br

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

InChI 1/C18H23BrN2O4/c1-11-7-12(2)10-21(9-11)18(25)14-8-13(19)3-4-15(14)20-16(22)5-6-17(23)24/h3-4,8,11-12H,5-7,9-10H2,1-2H3,(H,20,22)(H,23,24)/f/h20,23H

InChI_3D 1S/C18H23BrN2O4/c1-11-7-12(2)10-21(9-11)18(25)14-8-13(19)3-4-15(14)20-16(22)5-6-17(23)24/h3-4,8,11-12H,5-7,9-10H2,1-2H3,(H,20,22)(H,23,24)/t11-,12+

AuxInfo 1/1/N:15,16,2,1,17,18,10,3,11,12,13,14,6,4,5,8,9,7,25,20,19,22,23,24,21/E:(1,2)(9,10)(11,12)(23,24)/F:15,16,2,1,17,18,10,3,11,12,13,14,6,4,5,8,9,7,25,20,19,22,24,23,21/E:(1,2)(9,10)(11,12)/rA:48cCCCCCCCCCCCCCCCCCCNNOOOOBrHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;s3;s1d4;s2d3;s4;;;;;;s10s11;s10s12;s13;s14;s8;s9s17;s7s11s12;s5s8;d7;d8;d9;s9;s6;s1;s2;s3;s10;s10;s11;s11;s12;s12;s13;s14;s15;s15;s15;s16;s16;s16;s17;s17;s18;s18;s20;s24;/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;.6488,6.3842,0;-1.9515,7.8804,0;;-.8675,1.5027,0;.8675,1.5027,0;-.8675,.4975,0;.8675,.4975,0;-1.4629,-1.1481,0;2.5912,.7997,0;-.218,6.8829,0;-1.0847,7.3817,0;0,2.0104,0;.6502,5.3842,0;-.866,3.5104,0;1.5141,6.8854,0;-2.8168,7.3791,0;-1.9529,8.8804,0;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;-1.3597,1.4149,0;-1.0404,1.9719,0;1.0404,1.9719,0;1.3597,1.4149,0;-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;.0314,7.3163,0;-.4673,6.4495,0;-1.3341,6.9483,0;-.8353,7.815,0;.2176,5.1335,0;-2.3863,9.1298,0;

Duplicates DB08581

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008500-0000008749/DB08581.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008500-0000008749/DB08581.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008500-0000008749/DB08581.sdf

Formula	C₁₈H₂₃BrN₂O₄
MW	411.29
InChIKey	JSVSGWHGYIDZFX-ARKZRILENA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	48
Number_Heavy_Atoms	25
Number_Rings	2
Number_Bonds	49
Rotat_Bonds	8
Unbranched_Chain	2
Chiral_Centers	2
ONatoms	6
HB_Donor	2
HB_Acceptor	4
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	6
Lipinski_Violations	0
XLogP3	0
XLogP	2.26
logP	3.3814
PSA	86.71
MR	103.574
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-176.19096
PM7_Total_Energy_ev	-4299.17821
PM7_Electronic_Energy_ev	-33543.44233
PM7_Dipole_Debye	4.34885
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.126
PM7_LUMO_Energy_ev	-0.78
PM7_COSMO_Area_square_ang	386.76
PM7_COSMO_Volue_cubic_ang	440.86
PM7_Electron_Affinity_ev	0.78
PM7_Ionization_Energy_ev	9.126
PM7_Energy_Gap_ev	8.346
PM7_Global_Hardness_ev	4.173
PM7_Global_Softness_ev	0.23963575365444525
PM7_Chemical_Potential_ev	-4.953
PM7_Electronigativity_ev	4.953
PM7_Back_Donation_Energy_ev	-1.04325
PM7_Electrophilicity_ev	2.939397196261682
OPENEYE_Name	4-[4-bromo-2-[(3~{R},5~{S})-3,5-dimethylpiperidine-1-carbonyl]anilino]-4-oxo-butanoic acid
SMILES	c1cc(cc(c1NC(=O)CCC(=O)O)C(=O)N2CC(CC(C2)C)C)Br
Canonical_SMILES	C[C@@H]1C[C@H](C)CN(C1)C(=O)c1cc(Br)ccc1NC(=O)CCC(=O)O
InChI	1/C18H23BrN2O4/c1-11-7-12(2)10-21(9-11)18(25)14-8-13(19)3-4-15(14)20-16(22)5-6-17(23)24/h3-4,8,11-12H,5-7,9-10H2,1-2H3,(H,20,22)(H,23,24)/f/h20,23H
InChI_3D	1S/C18H23BrN2O4/c1-11-7-12(2)10-21(9-11)18(25)14-8-13(19)3-4-15(14)20-16(22)5-6-17(23)24/h3-4,8,11-12H,5-7,9-10H2,1-2H3,(H,20,22)(H,23,24)/t11-,12+
AuxInfo	1/1/N:15,16,2,1,17,18,10,3,11,12,13,14,6,4,5,8,9,7,25,20,19,22,23,24,21/E:(1,2)(9,10)(11,12)(23,24)/F:15,16,2,1,17,18,10,3,11,12,13,14,6,4,5,8,9,7,25,20,19,22,24,23,21/E:(1,2)(9,10)(11,12)/rA:48cCCCCCCCCCCCCCCCCCCNNOOOOBrHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;s3;s1d4;s2d3;s4;;;;;;s10s11;s10s12;s13;s14;s8;s9s17;s7s11s12;s5s8;d7;d8;d9;s9;s6;s1;s2;s3;s10;s10;s11;s11;s12;s12;s13;s14;s15;s15;s15;s16;s16;s16;s17;s17;s18;s18;s20;s24;/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;.6488,6.3842,0;-1.9515,7.8804,0;;-.8675,1.5027,0;.8675,1.5027,0;-.8675,.4975,0;.8675,.4975,0;-1.4629,-1.1481,0;2.5912,.7997,0;-.218,6.8829,0;-1.0847,7.3817,0;0,2.0104,0;.6502,5.3842,0;-.866,3.5104,0;1.5141,6.8854,0;-2.8168,7.3791,0;-1.9529,8.8804,0;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;-1.3597,1.4149,0;-1.0404,1.9719,0;1.0404,1.9719,0;1.3597,1.4149,0;-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;.0314,7.3163,0;-.4673,6.4495,0;-1.3341,6.9483,0;-.8353,7.815,0;.2176,5.1335,0;-2.3863,9.1298,0;
Duplicates	DB08581
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008500-0000008749/DB08581.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008500-0000008749/DB08581.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008500-0000008749/DB08581.sdf