CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL100171_p0 (185)

Formula C₂₄H₂₅Br₂N₃O₉

MW 659.28

InChIKey BINUTMHKGWHCLL-PVANZQSZNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 63

Number_Heavy_Atoms 38

Number_Rings 5

Number_Bonds 67

Rotat_Bonds 10

Unbranched_Chain 3

Chiral_Centers 0

ONatoms 12

HB_Donor 3

HB_Acceptor 3

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 12

Lipinski_Violations 2

XLogP3 0

XLogP 2.37

logP 3.344

PSA 137.05

MR 147.792

ABS 0.17

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -235.92718

PM7_Total_Energy_ev -6943.14459

PM7_Electronic_Energy_ev -68322.11481

PM7_Dipole_Debye 6.6775

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.826

PM7_LUMO_Energy_ev -0.752

PM7_COSMO_Area_square_ang 479.61

PM7_COSMO_Volue_cubic_ang 619.67

PM7_Electron_Affinity_ev 0.752

PM7_Ionization_Energy_ev 8.826

PM7_Energy_Gap_ev 8.074

PM7_Global_Hardness_ev 4.037

PM7_Global_Softness_ev 0.24770869457517958

PM7_Chemical_Potential_ev -4.789

PM7_Electronigativity_ev 4.789

PM7_Back_Donation_Energy_ev -1.00925

PM7_Electrophilicity_ev 2.840540128808521

OPENEYE_Name 6-bromo-4-[6-bromo-7-methoxy-5-(2-piperazin-1-ylethylcarbamoyl)-1,3-benzodioxol-4-yl]-7-methoxy-1,3-benzodioxole-5-carboxylic acid

SMILES c1(c(c(c(c2c1OCO2)OC)Br)C(=O)NCCN3CCNCC3)c4c(c(c(c5c4OCO5)OC)Br)C(=O)O

Canonical_SMILES COc1c(Br)c(C(=O)NCCN2CCNCC2)c(c2c1OCO2)c1c(C(=O)O)c(Br)c(c2c1OCO2)OC

InChI 1/C24H25Br2N3O9/c1-33-19-15(25)13(23(30)28-5-8-29-6-3-27-4-7-29)11(17-21(19)37-9-35-17)12-14(24(31)32)16(26)20(34-2)22-18(12)36-10-38-22/h27H,3-10H2,1-2H3,(H,28,30)(H,31,32)/f/h28,31H

InChI_3D 1S/C24H25Br2N3O9/c1-33-19-15(25)13(23(30)28-5-8-29-6-3-27-4-7-29)11(17-21(19)37-9-35-17)12-14(24(31)32)16(26)20(34-2)22-18(12)36-10-38-22/h27H,3-10H2,1-2H3,(H,28,30)(H,31,32)

AuxInfo 1/1/N:21,22,15,16,24,17,18,23,19,20,1,2,3,4,11,12,5,6,9,10,7,8,13,14,37,38,25,27,26,28,29,34,35,36,30,31,32,33/E:(3,4)(6,7)(31,32)/F:21,22,15,16,24,17,18,23,19,20,1,2,3,4,11,12,5,6,9,10,7,8,13,14,37,38,25,27,26,28,34,29,35,36,30,31,32,33/E:(3,4)(6,7)/rA:63nCCCCCCCCCCCCCCCCCCCCCCCCNNNOOOOOOOOOBrBrHHHHHHHHHHHHHHHHHHHHHHHHH/rB:s1;d1;d2;s1;s2;d5;d6;s7;s8;s3d9;s4d10;s3;s4;;;s15;s16;;;;;;s23;s15s16;s17s18s23;s13s24;d13;d14;s5s19;s6s20;s7s19;s8s20;s14;s9s21;s10s22;s11;s12;s15;s15;s16;s16;s17;s17;s18;s18;s19;s19;s20;s20;s21;s21;s21;s22;s22;s22;s23;s23;s24;s24;s25;s27;s34;/rC:2.6058,6.5129,0;4.1239,5.6423,0;1.7334,6.0126,0;4.9963,6.1426,0;2.597,7.5185,0;4.1327,4.6367,0;1.7234,8.0195,0;5.0063,4.1357,0;.8608,7.5136,0;5.8689,4.6416,0;.8609,6.513,0;5.8688,5.6423,0;1.7334,5.0126,0;4.9963,7.1426,0;;1.7348,0,0;0,1.0051,0;1.7348,1.0051,0;2.9312,9.1135,0;3.7986,3.0417,0;-.0104,9.0106,0;6.7402,3.1446,0;.8674,2.5126,0;.8674,3.5126,0;.8674,-.4976,0;.8674,1.5126,0;.8674,4.5126,0;2.5995,4.5126,0;4.1303,7.6426,0;3.3433,8.1947,0;3.3864,3.9605,0;1.9298,9.0053,0;4.7999,3.1499,0;5.8623,7.6426,0;-.0069,8.0106,0;6.7367,4.1446,0;-.0044,6.0117,0;6.7341,6.1436,0;-.1701,-.4702,0;-.4925,.0864,0;2.2273,.0864,0;1.9049,-.4702,0;-.4922,.9173,0;-.1728,1.4743,0;1.9076,1.4743,0;2.227,.9173,0;3.4063,9.2693,0;2.8258,9.6023,0;3.3235,2.8859,0;3.9039,2.553,0;.4896,9.0123,0;-.5104,9.0089,0;-.0122,9.5106,0;6.2402,3.1429,0;7.2402,3.1463,0;6.7419,2.6446,0;1.3674,2.5126,0;.3674,2.5126,0;1.3674,3.5126,0;.3674,3.5126,0;.8674,-.9976,0;.4344,4.7626,0;5.8623,8.1426,0;

Duplicates CHEMBL100171_p0

mol2_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000100000-0000100249/CHEMBL100171_p0.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000100000-0000100249/CHEMBL100171_p0.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000100000-0000100249/CHEMBL100171_p0.sdf

Formula	C₂₄H₂₅Br₂N₃O₉
MW	659.28
InChIKey	BINUTMHKGWHCLL-PVANZQSZNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	63
Number_Heavy_Atoms	38
Number_Rings	5
Number_Bonds	67
Rotat_Bonds	10
Unbranched_Chain	3
Chiral_Centers	0
ONatoms	12
HB_Donor	3
HB_Acceptor	3
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	12
Lipinski_Violations	2
XLogP3	0
XLogP	2.37
logP	3.344
PSA	137.05
MR	147.792
ABS	0.17
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-235.92718
PM7_Total_Energy_ev	-6943.14459
PM7_Electronic_Energy_ev	-68322.11481
PM7_Dipole_Debye	6.6775
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.826
PM7_LUMO_Energy_ev	-0.752
PM7_COSMO_Area_square_ang	479.61
PM7_COSMO_Volue_cubic_ang	619.67
PM7_Electron_Affinity_ev	0.752
PM7_Ionization_Energy_ev	8.826
PM7_Energy_Gap_ev	8.074
PM7_Global_Hardness_ev	4.037
PM7_Global_Softness_ev	0.24770869457517958
PM7_Chemical_Potential_ev	-4.789
PM7_Electronigativity_ev	4.789
PM7_Back_Donation_Energy_ev	-1.00925
PM7_Electrophilicity_ev	2.840540128808521
OPENEYE_Name	6-bromo-4-[6-bromo-7-methoxy-5-(2-piperazin-1-ylethylcarbamoyl)-1,3-benzodioxol-4-yl]-7-methoxy-1,3-benzodioxole-5-carboxylic acid
SMILES	c1(c(c(c(c2c1OCO2)OC)Br)C(=O)NCCN3CCNCC3)c4c(c(c(c5c4OCO5)OC)Br)C(=O)O
Canonical_SMILES	COc1c(Br)c(C(=O)NCCN2CCNCC2)c(c2c1OCO2)c1c(C(=O)O)c(Br)c(c2c1OCO2)OC
InChI	1/C24H25Br2N3O9/c1-33-19-15(25)13(23(30)28-5-8-29-6-3-27-4-7-29)11(17-21(19)37-9-35-17)12-14(24(31)32)16(26)20(34-2)22-18(12)36-10-38-22/h27H,3-10H2,1-2H3,(H,28,30)(H,31,32)/f/h28,31H
InChI_3D	1S/C24H25Br2N3O9/c1-33-19-15(25)13(23(30)28-5-8-29-6-3-27-4-7-29)11(17-21(19)37-9-35-17)12-14(24(31)32)16(26)20(34-2)22-18(12)36-10-38-22/h27H,3-10H2,1-2H3,(H,28,30)(H,31,32)
AuxInfo	1/1/N:21,22,15,16,24,17,18,23,19,20,1,2,3,4,11,12,5,6,9,10,7,8,13,14,37,38,25,27,26,28,29,34,35,36,30,31,32,33/E:(3,4)(6,7)(31,32)/F:21,22,15,16,24,17,18,23,19,20,1,2,3,4,11,12,5,6,9,10,7,8,13,14,37,38,25,27,26,28,34,29,35,36,30,31,32,33/E:(3,4)(6,7)/rA:63nCCCCCCCCCCCCCCCCCCCCCCCCNNNOOOOOOOOOBrBrHHHHHHHHHHHHHHHHHHHHHHHHH/rB:s1;d1;d2;s1;s2;d5;d6;s7;s8;s3d9;s4d10;s3;s4;;;s15;s16;;;;;;s23;s15s16;s17s18s23;s13s24;d13;d14;s5s19;s6s20;s7s19;s8s20;s14;s9s21;s10s22;s11;s12;s15;s15;s16;s16;s17;s17;s18;s18;s19;s19;s20;s20;s21;s21;s21;s22;s22;s22;s23;s23;s24;s24;s25;s27;s34;/rC:2.6058,6.5129,0;4.1239,5.6423,0;1.7334,6.0126,0;4.9963,6.1426,0;2.597,7.5185,0;4.1327,4.6367,0;1.7234,8.0195,0;5.0063,4.1357,0;.8608,7.5136,0;5.8689,4.6416,0;.8609,6.513,0;5.8688,5.6423,0;1.7334,5.0126,0;4.9963,7.1426,0;;1.7348,0,0;0,1.0051,0;1.7348,1.0051,0;2.9312,9.1135,0;3.7986,3.0417,0;-.0104,9.0106,0;6.7402,3.1446,0;.8674,2.5126,0;.8674,3.5126,0;.8674,-.4976,0;.8674,1.5126,0;.8674,4.5126,0;2.5995,4.5126,0;4.1303,7.6426,0;3.3433,8.1947,0;3.3864,3.9605,0;1.9298,9.0053,0;4.7999,3.1499,0;5.8623,7.6426,0;-.0069,8.0106,0;6.7367,4.1446,0;-.0044,6.0117,0;6.7341,6.1436,0;-.1701,-.4702,0;-.4925,.0864,0;2.2273,.0864,0;1.9049,-.4702,0;-.4922,.9173,0;-.1728,1.4743,0;1.9076,1.4743,0;2.227,.9173,0;3.4063,9.2693,0;2.8258,9.6023,0;3.3235,2.8859,0;3.9039,2.553,0;.4896,9.0123,0;-.5104,9.0089,0;-.0122,9.5106,0;6.2402,3.1429,0;7.2402,3.1463,0;6.7419,2.6446,0;1.3674,2.5126,0;.3674,2.5126,0;1.3674,3.5126,0;.3674,3.5126,0;.8674,-.9976,0;.4344,4.7626,0;5.8623,8.1426,0;
Duplicates	CHEMBL100171_p0
mol2_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000100000-0000100249/CHEMBL100171_p0.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000100000-0000100249/CHEMBL100171_p0.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000100000-0000100249/CHEMBL100171_p0.sdf