CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5189692_p0_t1 (2531793)

Formula C₂₆H₂₆Cl₂N₃O₆

MW 547.41

InChIKey ATYWDTNLIAFXGH-QASPFXHXNA-O

Entry_Date 2023-09-01

Net_Charge 1

Number_Atoms 63

Number_Heavy_Atoms 37

Number_Rings 4

Number_Bonds 66

Rotat_Bonds 11

Unbranched_Chain 3

Chiral_Centers 0

ONatoms 9

HB_Donor 3

HB_Acceptor 4

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 2

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 9

Lipinski_Violations 1

XLogP3 0

XLogP 2.47

logP 1.7976

PSA 113.1

MR 150.868

ABS 0.55

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol 35.81181

PM7_Total_Energy_ev -6398.63587

PM7_Electronic_Energy_ev -56966.2781

PM7_Dipole_Debye 17.43404

PM7_Point_Group C1

PM7_HOMO_Energy_ev -10.748

PM7_LUMO_Energy_ev -3.843

PM7_COSMO_Area_square_ang 516.73

PM7_COSMO_Volue_cubic_ang 612.89

PM7_Electron_Affinity_ev 3.843

PM7_Ionization_Energy_ev 10.748

PM7_Energy_Gap_ev 6.905

PM7_Global_Hardness_ev 3.4525

PM7_Global_Softness_ev 0.28964518464880523

PM7_Chemical_Potential_ev -7.2955

PM7_Electronigativity_ev 7.2955

PM7_Back_Donation_Energy_ev -0.863125

PM7_Electrophilicity_ev 7.708084033309197

OPENEYE_Name ~{O}4-[2-[4-[2,5-dichloro-3,6-dihydroxy-4-(2-methyleneindol-3-yl)phenyl]piperazin-1-ium-1-yl]ethyl] ~{O}1-methyl (~{E})-but-2-enedioate

SMILES c1(c(c(c(c(c1Cl)O)N2CC[NH+](CC2)CCOC(=O)C=CC(=O)OC)Cl)O)C3=c4ccccc4=NC3=C

Canonical_SMILES COC(=O)/C=C/C(=O)OCC[N@@H+]1CCN(CC1)c1c(Cl)c(O)c(c(c1O)Cl)C1=c2ccccc2=NC1=C

InChI 1/C26H25Cl2N3O6/c1-15-20(16-5-3-4-6-17(16)29-15)21-22(27)26(35)24(23(28)25(21)34)31-11-9-30(10-12-31)13-14-37-19(33)8-7-18(32)36-2/h3-8,34-35H,1,9-14H2,2H3/p+1/fC26H26Cl2N3O6/h30H/q+1

InChI_3D 1S/C26H25Cl2N3O6/c1-15-20(16-5-3-4-6-17(16)29-15)21-22(27)26(35)24(23(28)25(21)34)31-11-9-30(10-12-31)13-14-37-19(33)8-7-18(32)36-2/h3-8,34-35H,1,9-14H2,2H3/p+1/b8-7+

AuxInfo 1/1/N:15,24,7,8,9,10,16,17,22,23,20,21,25,26,14,12,13,18,19,11,1,5,6,2,3,4,36,37,27,29,28,30,31,32,33,34,35/E:(9,10)(11,12)/F:m/E:m/rA:63nCCCCCCCCCCCCCCCCCCCCCCCCCCNNN+OOOOOOClClHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;s1d4;d2s3;;s7;d7;d8;s1;s9d11;s10s12;s11;d14;;w16;s16;s17;;;s20;s21;;;s25;d13s14;s2s20s21;s22s23s25;d18;d19;s3;s4;s18s24;s19s26;s5;s6;s7;s8;s9;s10;s15;s15;s16;s17;s20;s20;s21;s21;s22;s22;s23;s23;s24;s24;s24;s25;s25;s26;s26;s29;s32;s33;/rC:3.2345,-1.9769,0;3.8539,-3.884,0;2.5629,-2.7248,0;4.5255,-3.136,0;4.2124,-2.1863,0;2.8692,-3.6822,0;;0,1.0058,0;.868,-.4978,0;.868,1.5138,0;2.6938,-.3125,0;1.736,-.0012,0;1.736,1.0058,0;3.2858,.5023,0;4.2858,.5024,0;4.263,-12.7242,0;3.6455,-11.9377,0;3.8907,-13.6523,0;4.0178,-11.0096,0;3.4991,-5.5779,0;5.1467,-5.0346,0;3.8139,-6.5324,0;5.4614,-5.9891,0;4.1359,-15.3669,0;4.145,-8.3669,0;3.7726,-9.295,0;2.6938,1.3169,0;4.1671,-4.8337,0;4.7966,-6.7428,0;2.9008,-13.7939,0;5.0077,-10.868,0;1.5851,-2.5154,0;5.5042,-3.3411,0;4.5082,-14.4388,0;3.4002,-10.2231,0;4.8805,-1.4422,0;2.2012,-4.4262,0;-.4327,-.2506,0;-.4337,1.2545,0;.8677,-.9978,0;.868,2.0138,0;4.5358,.9354,0;4.5358,.0694,0;4.758,-12.6534,0;3.1505,-12.0085,0;3.1903,-5.1846,0;3.0585,-5.8141,0;5.6414,-4.9624,0;5.161,-4.5348,0;3.3189,-6.6032,0;3.7967,-7.0321,0;5.7725,-6.3806,0;5.9014,-5.7516,0;3.6718,-15.1807,0;4.5999,-15.5531,0;3.9497,-15.8309,0;4.609,-8.5531,0;3.6809,-8.1807,0;3.3086,-9.1088,0;4.2366,-9.4812,0;5.2223,-7.005,0;1.25,-2.8865,0;5.8377,-2.9686,0;

Duplicates CHEMBL5189692_p0_t1;CHEMBL5189692_p7_t1

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005189500-0005189749/CHEMBL5189692_p0_t1.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005189500-0005189749/CHEMBL5189692_p0_t1.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005189500-0005189749/CHEMBL5189692_p0_t1.sdf

Formula	C₂₆H₂₆Cl₂N₃O₆
MW	547.41
InChIKey	ATYWDTNLIAFXGH-QASPFXHXNA-O
Entry_Date	2023-09-01
Net_Charge	1
Number_Atoms	63
Number_Heavy_Atoms	37
Number_Rings	4
Number_Bonds	66
Rotat_Bonds	11
Unbranched_Chain	3
Chiral_Centers	0
ONatoms	9
HB_Donor	3
HB_Acceptor	4
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	2
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	9
Lipinski_Violations	1
XLogP3	0
XLogP	2.47
logP	1.7976
PSA	113.1
MR	150.868
ABS	0.55
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	35.81181
PM7_Total_Energy_ev	-6398.63587
PM7_Electronic_Energy_ev	-56966.2781
PM7_Dipole_Debye	17.43404
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-10.748
PM7_LUMO_Energy_ev	-3.843
PM7_COSMO_Area_square_ang	516.73
PM7_COSMO_Volue_cubic_ang	612.89
PM7_Electron_Affinity_ev	3.843
PM7_Ionization_Energy_ev	10.748
PM7_Energy_Gap_ev	6.905
PM7_Global_Hardness_ev	3.4525
PM7_Global_Softness_ev	0.28964518464880523
PM7_Chemical_Potential_ev	-7.2955
PM7_Electronigativity_ev	7.2955
PM7_Back_Donation_Energy_ev	-0.863125
PM7_Electrophilicity_ev	7.708084033309197
OPENEYE_Name	~{O}4-[2-[4-[2,5-dichloro-3,6-dihydroxy-4-(2-methyleneindol-3-yl)phenyl]piperazin-1-ium-1-yl]ethyl] ~{O}1-methyl (~{E})-but-2-enedioate
SMILES	c1(c(c(c(c(c1Cl)O)N2CC[NH+](CC2)CCOC(=O)C=CC(=O)OC)Cl)O)C3=c4ccccc4=NC3=C
Canonical_SMILES	COC(=O)/C=C/C(=O)OCC[N@@H+]1CCN(CC1)c1c(Cl)c(O)c(c(c1O)Cl)C1=c2ccccc2=NC1=C
InChI	1/C26H25Cl2N3O6/c1-15-20(16-5-3-4-6-17(16)29-15)21-22(27)26(35)24(23(28)25(21)34)31-11-9-30(10-12-31)13-14-37-19(33)8-7-18(32)36-2/h3-8,34-35H,1,9-14H2,2H3/p+1/fC26H26Cl2N3O6/h30H/q+1
InChI_3D	1S/C26H25Cl2N3O6/c1-15-20(16-5-3-4-6-17(16)29-15)21-22(27)26(35)24(23(28)25(21)34)31-11-9-30(10-12-31)13-14-37-19(33)8-7-18(32)36-2/h3-8,34-35H,1,9-14H2,2H3/p+1/b8-7+
AuxInfo	1/1/N:15,24,7,8,9,10,16,17,22,23,20,21,25,26,14,12,13,18,19,11,1,5,6,2,3,4,36,37,27,29,28,30,31,32,33,34,35/E:(9,10)(11,12)/F:m/E:m/rA:63nCCCCCCCCCCCCCCCCCCCCCCCCCCNNN+OOOOOOClClHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;s1d4;d2s3;;s7;d7;d8;s1;s9d11;s10s12;s11;d14;;w16;s16;s17;;;s20;s21;;;s25;d13s14;s2s20s21;s22s23s25;d18;d19;s3;s4;s18s24;s19s26;s5;s6;s7;s8;s9;s10;s15;s15;s16;s17;s20;s20;s21;s21;s22;s22;s23;s23;s24;s24;s24;s25;s25;s26;s26;s29;s32;s33;/rC:3.2345,-1.9769,0;3.8539,-3.884,0;2.5629,-2.7248,0;4.5255,-3.136,0;4.2124,-2.1863,0;2.8692,-3.6822,0;;0,1.0058,0;.868,-.4978,0;.868,1.5138,0;2.6938,-.3125,0;1.736,-.0012,0;1.736,1.0058,0;3.2858,.5023,0;4.2858,.5024,0;4.263,-12.7242,0;3.6455,-11.9377,0;3.8907,-13.6523,0;4.0178,-11.0096,0;3.4991,-5.5779,0;5.1467,-5.0346,0;3.8139,-6.5324,0;5.4614,-5.9891,0;4.1359,-15.3669,0;4.145,-8.3669,0;3.7726,-9.295,0;2.6938,1.3169,0;4.1671,-4.8337,0;4.7966,-6.7428,0;2.9008,-13.7939,0;5.0077,-10.868,0;1.5851,-2.5154,0;5.5042,-3.3411,0;4.5082,-14.4388,0;3.4002,-10.2231,0;4.8805,-1.4422,0;2.2012,-4.4262,0;-.4327,-.2506,0;-.4337,1.2545,0;.8677,-.9978,0;.868,2.0138,0;4.5358,.9354,0;4.5358,.0694,0;4.758,-12.6534,0;3.1505,-12.0085,0;3.1903,-5.1846,0;3.0585,-5.8141,0;5.6414,-4.9624,0;5.161,-4.5348,0;3.3189,-6.6032,0;3.7967,-7.0321,0;5.7725,-6.3806,0;5.9014,-5.7516,0;3.6718,-15.1807,0;4.5999,-15.5531,0;3.9497,-15.8309,0;4.609,-8.5531,0;3.6809,-8.1807,0;3.3086,-9.1088,0;4.2366,-9.4812,0;5.2223,-7.005,0;1.25,-2.8865,0;5.8377,-2.9686,0;
Duplicates	CHEMBL5189692_p0_t1;CHEMBL5189692_p7_t1
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005189500-0005189749/CHEMBL5189692_p0_t1.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005189500-0005189749/CHEMBL5189692_p0_t1.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005189500-0005189749/CHEMBL5189692_p0_t1.sdf