CompChem-Database: compound details

CompChem-Database: details for selected entry

DB02089 (2348)

Formula C₂₄H₂₄Cl₂N₄O₄

MW 503.38

InChIKey MWWXABBBAPKJDX-VEORKLDJNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 58

Number_Heavy_Atoms 34

Number_Rings 4

Number_Bonds 61

Rotat_Bonds 13

Unbranched_Chain 10

Chiral_Centers 0

ONatoms 8

HB_Donor 4

HB_Acceptor 2

OpenEye_HB_Donors 4

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 4

Lipinski_HB_Acceptors 8

Lipinski_Violations 1

XLogP3 0

XLogP 3.02

logP 4.9308

PSA 108.24

MR 131.894

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -94.69649

PM7_Total_Energy_ev -5730.59365

PM7_Electronic_Energy_ev -53989.5349

PM7_Dipole_Debye 10.30969

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.781

PM7_LUMO_Energy_ev -0.796

PM7_COSMO_Area_square_ang 429.27

PM7_COSMO_Volue_cubic_ang 591.07

PM7_Electron_Affinity_ev 0.796

PM7_Ionization_Energy_ev 8.781

PM7_Energy_Gap_ev 7.985

PM7_Global_Hardness_ev 3.9925

PM7_Global_Softness_ev 0.25046963055729493

PM7_Chemical_Potential_ev -4.7885

PM7_Electronigativity_ev 4.7885

PM7_Back_Donation_Energy_ev -0.998125

PM7_Electrophilicity_ev 2.8716007827175956

OPENEYE_Name 5-chloro-~{N}-[2-[2-[2-[(5-chloro-1~{H}-indole-2-carbonyl)amino]ethoxy]ethoxy]ethyl]-1~{H}-indole-2-carboxamide

SMILES c1cc(cc2c1[nH]c(c2)C(=O)NCCOCCOCCNC(=O)c3cc4cc(ccc4[nH]3)Cl)Cl

Canonical_SMILES Clc1ccc2c(c1)cc([nH]2)C(=O)NCCOCCOCCNC(=O)c1cc2c([nH]1)ccc(c2)Cl

InChI 1/C24H24Cl2N4O4/c25-17-1-3-19-15(11-17)13-21(29-19)23(31)27-5-7-33-9-10-34-8-6-28-24(32)22-14-16-12-18(26)2-4-20(16)30-22/h1-4,11-14,29-30H,5-10H2,(H,27,31)(H,28,32)/f/h27-28H

InChI_3D 1S/C24H24Cl2N4O4/c25-17-1-3-19-15(11-17)13-21(29-19)23(31)27-5-7-33-9-10-34-8-6-28-24(32)22-14-16-12-18(26)2-4-20(16)30-22/h1-4,11-14,29-30H,5-10H2,(H,27,31)(H,28,32)

AuxInfo 1/1/N:3,4,1,2,19,20,21,22,23,24,5,6,7,8,9,10,13,14,11,12,15,16,17,18,33,34,27,28,25,26,29,30,31,32/E:(1,2)(3,4)(5,6)(7,8)(9,10)(11,12)(13,14)(15,16)(17,18)(19,20)(21,22)(23,24)(25,26)(27,28)(29,30)(31,32)(33,34)/gE:(1,2)/F:m/E:m/rA:58nCCCCCCCCCCCCCCCCCCCCCCCCNNNNOOOOClClHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;d2;;;;;s5s7;s6s8;s1d9;s2d10;s3d5;s4d6;d7;d8;s15;s16;;;s19;s20;;s23;s11s15;s12s16;s17s19;s18s20;d17;d18;s21s23;s22s24;s13;s14;s1;s2;s3;s4;s5;s6;s7;s8;s19;s19;s20;s20;s21;s21;s22;s22;s23;s23;s24;s24;s25;s26;s27;s28;/rC:.868,1.5138,0;17.7035,1.2235,0;0,1.0058,0;18.5715,1.7315,0;.868,-.4978,0;17.7035,3.2351,0;2.6938,-.3125,0;15.8777,3.0498,0;1.736,-.0012,0;16.8355,2.7385,0;1.736,1.0058,0;16.8355,1.7315,0;;18.5715,2.7373,0;3.2858,.5023,0;15.2857,2.235,0;4.2858,.5024,0;14.2857,2.235,0;5.7857,1.3685,0;12.7857,1.3689,0;6.7857,1.3685,0;11.7857,1.3688,0;8.7857,1.3686,0;9.7857,1.3687,0;2.6938,1.3169,0;15.8777,1.4204,0;4.7857,1.3684,0;13.7857,1.3689,0;4.7859,-.3636,0;13.7856,3.101,0;7.7857,1.3686,0;10.7857,1.3688,0;-.8653,-.5013,0;19.4368,3.2386,0;.868,2.0138,0;17.7035,.7235,0;-.4337,1.2545,0;19.0052,1.4828,0;.8677,-.9978,0;17.7038,3.7351,0;2.8483,-.788,0;15.7232,3.5254,0;5.7858,.8685,0;5.7857,1.8685,0;12.7857,1.8689,0;12.7858,.8689,0;6.7857,1.8685,0;6.7858,.8685,0;11.7858,.8688,0;11.7857,1.8688,0;8.7858,.8686,0;8.7857,1.8686,0;9.7857,1.8687,0;9.7858,.8687,0;2.8483,1.7924,0;15.7232,.9449,0;4.5357,1.8014,0;14.0358,.9359,0;

Duplicates DB02089

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002000-0000002249/DB02089.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002000-0000002249/DB02089.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002000-0000002249/DB02089.sdf

Formula	C₂₄H₂₄Cl₂N₄O₄
MW	503.38
InChIKey	MWWXABBBAPKJDX-VEORKLDJNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	58
Number_Heavy_Atoms	34
Number_Rings	4
Number_Bonds	61
Rotat_Bonds	13
Unbranched_Chain	10
Chiral_Centers	0
ONatoms	8
HB_Donor	4
HB_Acceptor	2
OpenEye_HB_Donors	4
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	4
Lipinski_HB_Acceptors	8
Lipinski_Violations	1
XLogP3	0
XLogP	3.02
logP	4.9308
PSA	108.24
MR	131.894
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-94.69649
PM7_Total_Energy_ev	-5730.59365
PM7_Electronic_Energy_ev	-53989.5349
PM7_Dipole_Debye	10.30969
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.781
PM7_LUMO_Energy_ev	-0.796
PM7_COSMO_Area_square_ang	429.27
PM7_COSMO_Volue_cubic_ang	591.07
PM7_Electron_Affinity_ev	0.796
PM7_Ionization_Energy_ev	8.781
PM7_Energy_Gap_ev	7.985
PM7_Global_Hardness_ev	3.9925
PM7_Global_Softness_ev	0.25046963055729493
PM7_Chemical_Potential_ev	-4.7885
PM7_Electronigativity_ev	4.7885
PM7_Back_Donation_Energy_ev	-0.998125
PM7_Electrophilicity_ev	2.8716007827175956
OPENEYE_Name	5-chloro-~{N}-[2-[2-[2-[(5-chloro-1~{H}-indole-2-carbonyl)amino]ethoxy]ethoxy]ethyl]-1~{H}-indole-2-carboxamide
SMILES	c1cc(cc2c1[nH]c(c2)C(=O)NCCOCCOCCNC(=O)c3cc4cc(ccc4[nH]3)Cl)Cl
Canonical_SMILES	Clc1ccc2c(c1)cc([nH]2)C(=O)NCCOCCOCCNC(=O)c1cc2c([nH]1)ccc(c2)Cl
InChI	1/C24H24Cl2N4O4/c25-17-1-3-19-15(11-17)13-21(29-19)23(31)27-5-7-33-9-10-34-8-6-28-24(32)22-14-16-12-18(26)2-4-20(16)30-22/h1-4,11-14,29-30H,5-10H2,(H,27,31)(H,28,32)/f/h27-28H
InChI_3D	1S/C24H24Cl2N4O4/c25-17-1-3-19-15(11-17)13-21(29-19)23(31)27-5-7-33-9-10-34-8-6-28-24(32)22-14-16-12-18(26)2-4-20(16)30-22/h1-4,11-14,29-30H,5-10H2,(H,27,31)(H,28,32)
AuxInfo	1/1/N:3,4,1,2,19,20,21,22,23,24,5,6,7,8,9,10,13,14,11,12,15,16,17,18,33,34,27,28,25,26,29,30,31,32/E:(1,2)(3,4)(5,6)(7,8)(9,10)(11,12)(13,14)(15,16)(17,18)(19,20)(21,22)(23,24)(25,26)(27,28)(29,30)(31,32)(33,34)/gE:(1,2)/F:m/E:m/rA:58nCCCCCCCCCCCCCCCCCCCCCCCCNNNNOOOOClClHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;d2;;;;;s5s7;s6s8;s1d9;s2d10;s3d5;s4d6;d7;d8;s15;s16;;;s19;s20;;s23;s11s15;s12s16;s17s19;s18s20;d17;d18;s21s23;s22s24;s13;s14;s1;s2;s3;s4;s5;s6;s7;s8;s19;s19;s20;s20;s21;s21;s22;s22;s23;s23;s24;s24;s25;s26;s27;s28;/rC:.868,1.5138,0;17.7035,1.2235,0;0,1.0058,0;18.5715,1.7315,0;.868,-.4978,0;17.7035,3.2351,0;2.6938,-.3125,0;15.8777,3.0498,0;1.736,-.0012,0;16.8355,2.7385,0;1.736,1.0058,0;16.8355,1.7315,0;;18.5715,2.7373,0;3.2858,.5023,0;15.2857,2.235,0;4.2858,.5024,0;14.2857,2.235,0;5.7857,1.3685,0;12.7857,1.3689,0;6.7857,1.3685,0;11.7857,1.3688,0;8.7857,1.3686,0;9.7857,1.3687,0;2.6938,1.3169,0;15.8777,1.4204,0;4.7857,1.3684,0;13.7857,1.3689,0;4.7859,-.3636,0;13.7856,3.101,0;7.7857,1.3686,0;10.7857,1.3688,0;-.8653,-.5013,0;19.4368,3.2386,0;.868,2.0138,0;17.7035,.7235,0;-.4337,1.2545,0;19.0052,1.4828,0;.8677,-.9978,0;17.7038,3.7351,0;2.8483,-.788,0;15.7232,3.5254,0;5.7858,.8685,0;5.7857,1.8685,0;12.7857,1.8689,0;12.7858,.8689,0;6.7857,1.8685,0;6.7858,.8685,0;11.7858,.8688,0;11.7857,1.8688,0;8.7858,.8686,0;8.7857,1.8686,0;9.7857,1.8687,0;9.7858,.8687,0;2.8483,1.7924,0;15.7232,.9449,0;4.5357,1.8014,0;14.0358,.9359,0;
Duplicates	DB02089
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002000-0000002249/DB02089.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002000-0000002249/DB02089.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002000-0000002249/DB02089.sdf