CompChem-Database: compound details

CompChem-Database: details for selected entry

DB08365 (7959)

Formula C₂₀H₁₅BrClN₃O₄

MW 476.71

InChIKey XUAHLMVOYLUYSB-DVIAZDKANA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 44

Number_Heavy_Atoms 29

Number_Rings 4

Number_Bonds 47

Rotat_Bonds 6

Unbranched_Chain 4

Chiral_Centers 0

ONatoms 7

HB_Donor 3

HB_Acceptor 4

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 7

Lipinski_Violations 0

XLogP3 0

XLogP 2.41

logP 3.0137

PSA 104.19

MR 115.894

ABS 0.55

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -77.43798

PM7_Total_Energy_ev -4887.45468

PM7_Electronic_Energy_ev -38987.6222

PM7_Dipole_Debye 4.98873

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.013

PM7_LUMO_Energy_ev -1.793

PM7_COSMO_Area_square_ang 391.95

PM7_COSMO_Volue_cubic_ang 461.3

PM7_Electron_Affinity_ev 1.793

PM7_Ionization_Energy_ev 9.013

PM7_Energy_Gap_ev 7.22

PM7_Global_Hardness_ev 3.61

PM7_Global_Softness_ev 0.2770083102493075

PM7_Chemical_Potential_ev -5.403

PM7_Electronigativity_ev 5.403

PM7_Back_Donation_Energy_ev -0.9025

PM7_Electrophilicity_ev 4.043269944598338

OPENEYE_Name 8-bromo-4-(2-chlorophenyl)-~{N}-(2-hydroxyethyl)-6-methyl-1,3-dioxo-pyrrolo[3,4-e]indole-7-carboxamide

SMILES c1ccc(c(c1)c2cc3c(c4c2C(=O)NC4=O)c(c(n3C)C(=O)NCCO)Br)Cl

Canonical_SMILES OCCNC(=O)c1c(Br)c2c(n1C)cc(c1c2c(=O)[nH]c1=O)c1ccccc1Cl

InChI 1/C20H15BrClN3O4/c1-25-12-8-10(9-4-2-3-5-11(9)22)13-15(19(28)24-18(13)27)14(12)16(21)17(25)20(29)23-6-7-26/h2-5,8,26H,6-7H2,1H3,(H,23,29)(H,24,27,28)/f/h23-24H

InChI_3D 1S/C20H15BrClN3O4/c1-25-12-8-10(9-4-2-3-5-11(9)22)13-15(19(28)24-18(13)27)14(12)16(21)17(25)20(29)23-6-7-26/h2-5,8,26H,6-7H2,1H3,(H,23,29)(H,24,27,28)

AuxInfo 1/1/N:18,1,2,3,4,19,20,5,7,8,12,11,10,6,9,13,14,16,15,17,29,28,23,22,21,27,25,24,26/F:m/rA:44nCCCCCCCCCCCCCCCCCCCCNNNOOOOClBrHHHHHHHHHHHHHHH/rB:d1;s1;s2;;;d3;d5s7;s6;s8d9;s5d6;d4s7;s6;d13;s9;s10;s14;;;s19;s11s14s18;s15s16;s17s19;d15;d16;d17;s20;s12;s13;s1;s2;s3;s4;s5;s18;s18;s18;s19;s19;s20;s20;s22;s23;s27;/rC:4.9758,4.4571,0;4.4821,5.3268,0;4.4746,3.5918,0;3.4769,5.3311,0;1.584,2.0818,0;1.5812,.3442,0;3.4694,3.5961,0;2.5923,2.0818,0;2.5895,.3345,0;3.0937,1.2078,0;1.077,1.2078,0;2.9654,4.4658,0;.9156,-.4022,0;;3.2641,-.4148,0;4.0799,.9981,0;-.8636,-.5042,0;-.6464,1.6607,0;-1.7224,-2.0083,0;-2.586,-2.5125,0;.0999,.9951,0;4.1854,-.0047,0;-.8588,-1.5042,0;3.0561,-1.3929,0;4.823,1.6672,0;-1.732,-.0084,0;-3.4496,-3.0167,0;1.9655,4.4702,0;1.1283,-1.3793,0;5.4758,4.455,0;4.7346,5.7583,0;4.7233,3.1581,0;3.2301,5.7659,0;1.3344,2.5151,0;-.3137,2.0338,0;-1.0196,1.9935,0;-.9792,1.2875,0;-1.9745,-1.5765,0;-1.4703,-2.4401,0;-2.3339,-2.9443,0;-2.8381,-2.0807,0;4.6184,-.2547,0;-.4246,-1.7521,0;-3.4472,-3.5167,0;

Duplicates DB08365

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008250-0000008499/DB08365.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008250-0000008499/DB08365.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008250-0000008499/DB08365.sdf

Formula	C₂₀H₁₅BrClN₃O₄
MW	476.71
InChIKey	XUAHLMVOYLUYSB-DVIAZDKANA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	44
Number_Heavy_Atoms	29
Number_Rings	4
Number_Bonds	47
Rotat_Bonds	6
Unbranched_Chain	4
Chiral_Centers	0
ONatoms	7
HB_Donor	3
HB_Acceptor	4
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	7
Lipinski_Violations	0
XLogP3	0
XLogP	2.41
logP	3.0137
PSA	104.19
MR	115.894
ABS	0.55
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-77.43798
PM7_Total_Energy_ev	-4887.45468
PM7_Electronic_Energy_ev	-38987.6222
PM7_Dipole_Debye	4.98873
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.013
PM7_LUMO_Energy_ev	-1.793
PM7_COSMO_Area_square_ang	391.95
PM7_COSMO_Volue_cubic_ang	461.3
PM7_Electron_Affinity_ev	1.793
PM7_Ionization_Energy_ev	9.013
PM7_Energy_Gap_ev	7.22
PM7_Global_Hardness_ev	3.61
PM7_Global_Softness_ev	0.2770083102493075
PM7_Chemical_Potential_ev	-5.403
PM7_Electronigativity_ev	5.403
PM7_Back_Donation_Energy_ev	-0.9025
PM7_Electrophilicity_ev	4.043269944598338
OPENEYE_Name	8-bromo-4-(2-chlorophenyl)-~{N}-(2-hydroxyethyl)-6-methyl-1,3-dioxo-pyrrolo[3,4-e]indole-7-carboxamide
SMILES	c1ccc(c(c1)c2cc3c(c4c2C(=O)NC4=O)c(c(n3C)C(=O)NCCO)Br)Cl
Canonical_SMILES	OCCNC(=O)c1c(Br)c2c(n1C)cc(c1c2c(=O)[nH]c1=O)c1ccccc1Cl
InChI	1/C20H15BrClN3O4/c1-25-12-8-10(9-4-2-3-5-11(9)22)13-15(19(28)24-18(13)27)14(12)16(21)17(25)20(29)23-6-7-26/h2-5,8,26H,6-7H2,1H3,(H,23,29)(H,24,27,28)/f/h23-24H
InChI_3D	1S/C20H15BrClN3O4/c1-25-12-8-10(9-4-2-3-5-11(9)22)13-15(19(28)24-18(13)27)14(12)16(21)17(25)20(29)23-6-7-26/h2-5,8,26H,6-7H2,1H3,(H,23,29)(H,24,27,28)
AuxInfo	1/1/N:18,1,2,3,4,19,20,5,7,8,12,11,10,6,9,13,14,16,15,17,29,28,23,22,21,27,25,24,26/F:m/rA:44nCCCCCCCCCCCCCCCCCCCCNNNOOOOClBrHHHHHHHHHHHHHHH/rB:d1;s1;s2;;;d3;d5s7;s6;s8d9;s5d6;d4s7;s6;d13;s9;s10;s14;;;s19;s11s14s18;s15s16;s17s19;d15;d16;d17;s20;s12;s13;s1;s2;s3;s4;s5;s18;s18;s18;s19;s19;s20;s20;s22;s23;s27;/rC:4.9758,4.4571,0;4.4821,5.3268,0;4.4746,3.5918,0;3.4769,5.3311,0;1.584,2.0818,0;1.5812,.3442,0;3.4694,3.5961,0;2.5923,2.0818,0;2.5895,.3345,0;3.0937,1.2078,0;1.077,1.2078,0;2.9654,4.4658,0;.9156,-.4022,0;;3.2641,-.4148,0;4.0799,.9981,0;-.8636,-.5042,0;-.6464,1.6607,0;-1.7224,-2.0083,0;-2.586,-2.5125,0;.0999,.9951,0;4.1854,-.0047,0;-.8588,-1.5042,0;3.0561,-1.3929,0;4.823,1.6672,0;-1.732,-.0084,0;-3.4496,-3.0167,0;1.9655,4.4702,0;1.1283,-1.3793,0;5.4758,4.455,0;4.7346,5.7583,0;4.7233,3.1581,0;3.2301,5.7659,0;1.3344,2.5151,0;-.3137,2.0338,0;-1.0196,1.9935,0;-.9792,1.2875,0;-1.9745,-1.5765,0;-1.4703,-2.4401,0;-2.3339,-2.9443,0;-2.8381,-2.0807,0;4.6184,-.2547,0;-.4246,-1.7521,0;-3.4472,-3.5167,0;
Duplicates	DB08365
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008250-0000008499/DB08365.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008250-0000008499/DB08365.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008250-0000008499/DB08365.sdf