CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL105815_s0 (6056)

Formula C₂₀H₂₀Cl₂N₂O₄

MW 423.3

InChIKey FXUVEZHXPDSXIA-UHFFFAOYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 48

Number_Heavy_Atoms 28

Number_Rings 3

Number_Bonds 50

Rotat_Bonds 10

Unbranched_Chain 2

Chiral_Centers 2

ONatoms 6

HB_Donor 4

HB_Acceptor 4

OpenEye_HB_Donors 4

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 4

Lipinski_HB_Acceptors 6

Lipinski_Violations 0

XLogP3 0

XLogP 2.13

logP 2.6312

PSA 98.66

MR 109.504

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -126.34698

PM7_Total_Energy_ev -4813.59775

PM7_Electronic_Energy_ev -38292.2142

PM7_Dipole_Debye 1.6517

PM7_Point_Group C2

PM7_HOMO_Energy_ev -7.834

PM7_LUMO_Energy_ev -1.686

PM7_COSMO_Area_square_ang 403.23

PM7_COSMO_Volue_cubic_ang 463.24

PM7_Electron_Affinity_ev 1.686

PM7_Ionization_Energy_ev 7.834

PM7_Energy_Gap_ev 6.148

PM7_Global_Hardness_ev 3.074

PM7_Global_Softness_ev 0.32530904359141183

PM7_Chemical_Potential_ev -4.76

PM7_Electronigativity_ev 4.76

PM7_Back_Donation_Energy_ev -0.7685

PM7_Electrophilicity_ev 3.6853610930383867

OPENEYE_Name 1,4-bis[[(2~{R})-2-chloro-3-hydroxy-propyl]amino]anthracene-9,10-dione

SMILES c1ccc2c(c1)C(=O)c3c(c(ccc3NCC(CO)Cl)NCC(CO)Cl)C2=O

Canonical_SMILES OC[C@@H](CNc1ccc(c2c1C(=O)c1c(C2=O)cccc1)NC[C@H](CO)Cl)Cl

InChI 1/C20H20Cl2N2O4/c21-11(9-25)7-23-15-5-6-16(24-8-12(22)10-26)18-17(15)19(27)13-3-1-2-4-14(13)20(18)28/h1-6,11-12,23-26H,7-10H2

InChI_3D 1S/C20H20Cl2N2O4/c21-11(9-25)7-23-15-5-6-16(24-8-12(22)10-26)18-17(15)19(27)13-3-1-2-4-14(13)20(18)28/h1-6,11-12,23-26H,7-10H2/t11-,12-/m1/s1

AuxInfo 1/0/N:1,2,3,4,5,6,15,16,17,18,19,20,7,8,11,12,9,10,13,14,27,28,21,22,25,26,23,24/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)/rA:48cCCCCCCCCCCCCCCCCCCCCNNOOOOClClHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;;d5;d3;d4s7;;s9;s5d9;s6d10;s7s9;s8s10;;;;;s15s17;s16s18;s11s15;s12s16;d13;d14;s17;s18;s19;s20;s1;s2;s3;s4;s5;s6;s15;s15;s16;s16;s17;s17;s18;s18;s19;s20;s21;s22;s25;s26;/rC:;0,1.0056,0;.8679,-.4978,0;.8679,1.5134,0;5.2158,.0003,0;5.2154,1.0084,0;1.7371,0,0;1.7358,1.0056,0;3.4738,-.0003,0;3.4735,1.0078,0;4.3422,-.5013,0;4.3415,1.5149,0;2.6038,-.4989,0;2.6012,1.5123,0;5.2067,-2.0022,0;5.2049,3.0164,0;6.9377,-3.004,0;6.9352,4.0194,0;6.0722,-2.5031,0;6.0701,3.5179,0;4.3412,-1.5013,0;4.3398,2.5149,0;2.6028,-1.4989,0;2.5985,2.5123,0;7.8032,-3.5049,0;7.8004,4.5209,0;6.5731,-1.6376,0;6.5716,2.6527,0;-.4327,-.2506,0;-.4337,1.2543,0;.8677,-.9978,0;.8679,2.0134,0;5.6486,-.2501,0;5.6486,1.2581,0;4.9562,-2.4349,0;5.4571,-1.5694,0;4.9542,3.449,0;5.4557,2.5838,0;7.1881,-2.5712,0;6.6872,-3.4367,0;7.186,3.5868,0;6.6845,4.452,0;5.8217,-2.9358,0;5.8193,3.9505,0;3.9079,-1.7509,0;3.9063,2.7641,0;8.2365,-3.2553,0;8.2339,4.2716,0;

Duplicates CHEMBL105815_s0

mol2_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000105750-0000105999/CHEMBL105815_s0.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000105750-0000105999/CHEMBL105815_s0.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000105750-0000105999/CHEMBL105815_s0.sdf

Formula	C₂₀H₂₀Cl₂N₂O₄
MW	423.3
InChIKey	FXUVEZHXPDSXIA-UHFFFAOYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	48
Number_Heavy_Atoms	28
Number_Rings	3
Number_Bonds	50
Rotat_Bonds	10
Unbranched_Chain	2
Chiral_Centers	2
ONatoms	6
HB_Donor	4
HB_Acceptor	4
OpenEye_HB_Donors	4
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	4
Lipinski_HB_Acceptors	6
Lipinski_Violations	0
XLogP3	0
XLogP	2.13
logP	2.6312
PSA	98.66
MR	109.504
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-126.34698
PM7_Total_Energy_ev	-4813.59775
PM7_Electronic_Energy_ev	-38292.2142
PM7_Dipole_Debye	1.6517
PM7_Point_Group	C2
PM7_HOMO_Energy_ev	-7.834
PM7_LUMO_Energy_ev	-1.686
PM7_COSMO_Area_square_ang	403.23
PM7_COSMO_Volue_cubic_ang	463.24
PM7_Electron_Affinity_ev	1.686
PM7_Ionization_Energy_ev	7.834
PM7_Energy_Gap_ev	6.148
PM7_Global_Hardness_ev	3.074
PM7_Global_Softness_ev	0.32530904359141183
PM7_Chemical_Potential_ev	-4.76
PM7_Electronigativity_ev	4.76
PM7_Back_Donation_Energy_ev	-0.7685
PM7_Electrophilicity_ev	3.6853610930383867
OPENEYE_Name	1,4-bis[[(2~{R})-2-chloro-3-hydroxy-propyl]amino]anthracene-9,10-dione
SMILES	c1ccc2c(c1)C(=O)c3c(c(ccc3NCC(CO)Cl)NCC(CO)Cl)C2=O
Canonical_SMILES	OC[C@@H](CNc1ccc(c2c1C(=O)c1c(C2=O)cccc1)NC[C@H](CO)Cl)Cl
InChI	1/C20H20Cl2N2O4/c21-11(9-25)7-23-15-5-6-16(24-8-12(22)10-26)18-17(15)19(27)13-3-1-2-4-14(13)20(18)28/h1-6,11-12,23-26H,7-10H2
InChI_3D	1S/C20H20Cl2N2O4/c21-11(9-25)7-23-15-5-6-16(24-8-12(22)10-26)18-17(15)19(27)13-3-1-2-4-14(13)20(18)28/h1-6,11-12,23-26H,7-10H2/t11-,12-/m1/s1
AuxInfo	1/0/N:1,2,3,4,5,6,15,16,17,18,19,20,7,8,11,12,9,10,13,14,27,28,21,22,25,26,23,24/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)/rA:48cCCCCCCCCCCCCCCCCCCCCNNOOOOClClHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;;d5;d3;d4s7;;s9;s5d9;s6d10;s7s9;s8s10;;;;;s15s17;s16s18;s11s15;s12s16;d13;d14;s17;s18;s19;s20;s1;s2;s3;s4;s5;s6;s15;s15;s16;s16;s17;s17;s18;s18;s19;s20;s21;s22;s25;s26;/rC:;0,1.0056,0;.8679,-.4978,0;.8679,1.5134,0;5.2158,.0003,0;5.2154,1.0084,0;1.7371,0,0;1.7358,1.0056,0;3.4738,-.0003,0;3.4735,1.0078,0;4.3422,-.5013,0;4.3415,1.5149,0;2.6038,-.4989,0;2.6012,1.5123,0;5.2067,-2.0022,0;5.2049,3.0164,0;6.9377,-3.004,0;6.9352,4.0194,0;6.0722,-2.5031,0;6.0701,3.5179,0;4.3412,-1.5013,0;4.3398,2.5149,0;2.6028,-1.4989,0;2.5985,2.5123,0;7.8032,-3.5049,0;7.8004,4.5209,0;6.5731,-1.6376,0;6.5716,2.6527,0;-.4327,-.2506,0;-.4337,1.2543,0;.8677,-.9978,0;.8679,2.0134,0;5.6486,-.2501,0;5.6486,1.2581,0;4.9562,-2.4349,0;5.4571,-1.5694,0;4.9542,3.449,0;5.4557,2.5838,0;7.1881,-2.5712,0;6.6872,-3.4367,0;7.186,3.5868,0;6.6845,4.452,0;5.8217,-2.9358,0;5.8193,3.9505,0;3.9079,-1.7509,0;3.9063,2.7641,0;8.2365,-3.2553,0;8.2339,4.2716,0;
Duplicates	CHEMBL105815_s0
mol2_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000105750-0000105999/CHEMBL105815_s0.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000105750-0000105999/CHEMBL105815_s0.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000105750-0000105999/CHEMBL105815_s0.sdf