CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI195583_s0_p0_t0 (108618)

Formula C₂₁H₂₁ClN₂O₈

MW 464.86

InChIKey GUXHBMASAHGULD-TWSYTRIPNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 53

Number_Heavy_Atoms 32

Number_Rings 4

Number_Bonds 56

Rotat_Bonds 7

Unbranched_Chain 1

Chiral_Centers 5

ONatoms 10

HB_Donor 6

HB_Acceptor 8

OpenEye_HB_Donors 7

OpenEye_HB_Acceptors 6

Lipinski_HB_Donors 6

Lipinski_HB_Acceptors 10

Lipinski_Violations 1

XLogP3 0

XLogP -1.37

logP 0.8086

PSA 181.62

MR 111.109

ABS 0.55

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -264.91542

PM7_Total_Energy_ev -5863.3707

PM7_Electronic_Energy_ev -51678.27835

PM7_Dipole_Debye 7.36546

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.973

PM7_LUMO_Energy_ev -1.457

PM7_COSMO_Area_square_ang 394.07

PM7_COSMO_Volue_cubic_ang 491.18

PM7_Electron_Affinity_ev 1.457

PM7_Ionization_Energy_ev 8.973

PM7_Energy_Gap_ev 7.516

PM7_Global_Hardness_ev 3.758

PM7_Global_Softness_ev 0.2660989888238425

PM7_Chemical_Potential_ev -5.215

PM7_Electronigativity_ev 5.215

PM7_Back_Donation_Energy_ev -0.9395

PM7_Electrophilicity_ev 3.618443986162853

OPENEYE_Name (4~{R},4~{a}~{S},5~{a}~{S},6~{R},12~{a}~{S})-7-chloro-4-(dimethylamino)-1,6,10,11,12~{a}-pentahydroxy-3,12-dioxo-4~{a},5,5~{a},6-tetrahydro-4~{H}-tetracene-2-carboxamide

SMILES c1cc(c2c(c1O)C(=C3C(=O)C4(C(=C(C(=O)C(C4CC3C2O)N(C)C)C(=O)N)O)O)O)Cl

Canonical_SMILES CN([C@H]1C(=O)C(=C([C@]2([C@H]1C[C@H]1C(=C(O)c3c([C@@H]1O)c(Cl)ccc3O)C2=O)O)O)C(=O)N)C

InChI 1/C21H21ClN2O8/c1-24(2)14-7-5-6-10(16(27)12-9(25)4-3-8(22)11(12)15(6)26)18(29)21(7,32)19(30)13(17(14)28)20(23)31/h3-4,6-7,14-15,25-27,30,32H,5H2,1-2H3,(H2,23,31)/f/h23H2

InChI_3D 1S/C21H21ClN2O8/c1-24(2)14-7-5-6-10(16(27)12-9(25)4-3-8(22)11(12)15(6)26)18(29)21(7,32)19(30)13(17(14)28)20(23)31/h3-4,6-7,14-15,25-27,30,32H,5H2,1-2H3,(H2,23,31)/t6-,7-,14+,15+,21+/m0/s1

AuxInfo 1/1/N:20,21,2,1,14,16,18,6,5,9,4,3,8,17,15,7,11,12,10,13,19,32,22,23,27,30,28,24,25,29,26,31/E:(1,2)/F:m/E:m/rA:53cCCCCCCCCCCCCCCCCCCCCCNNOOOOOOOOClHHHHHHHHHHHHHHHHHHHHH/rB:d1;;s3;s1d3;s2d4;s3;;d7;d8;s8;s9;s8;;s4;s9s14s15;s11;s14s17;s10s12s18;;;s13;s17s20s21;d11;d12;d13;s5;s7;s10;s15;s19;s6;s1;s2;s14;s14;s15;s16;s17;s18;s20;s20;s20;s21;s21;s21;s22;s22;s27;s28;s29;s30;s31;/rC:;0,1.0056,0;1.7371,0,0;1.7358,1.0056,0;.8679,-.4978,0;.8679,1.5134,0;2.6038,-.4989,0;6.9531,-.0086,0;3.4738,-.0002,0;6.0765,-.5057,0;6.958,.9998,0;4.3422,-.5012,0;7.816,-.514,0;4.3415,1.5149,0;2.6012,1.5123,0;3.4735,1.0078,0;6.0865,1.5111,0;5.2154,1.0084,0;5.2104,0,0;6.8801,3.7877,0;8.2017,2.6681,0;7.8097,-1.514,0;7.2177,2.8464,0;7.827,1.4947,0;4.3423,-1.5012,0;8.6851,-.0195,0;.8676,-1.4978,0;2.6029,-1.4989,0;6.0702,-1.5057,0;1.9555,2.2759,0;4.3456,.5022,0;.8679,2.5134,0;-.4327,-.2506,0;-.4337,1.2543,0;4.019,1.897,0;4.6627,1.8981,0;2.922,1.8958,0;3.0404,.7579,0;5.766,1.8949,0;5.6478,.7573,0;6.4095,3.6189,0;7.3508,3.9564,0;6.7113,4.2583,0;8.1125,2.1761,0;8.2908,3.1601,0;8.6937,2.5789,0;7.3751,-1.7613,0;8.2411,-1.7667,0;1.3005,-1.7479,0;3.0357,-1.7493,0;5.6356,-1.7529,0;2.1247,2.7464,0;3.912,.2533,0;

Duplicates ChEBI195583_s0_p0_t0

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000195500-0000195749/ChEBI195583_s0_p0_t0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000195500-0000195749/ChEBI195583_s0_p0_t0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000195500-0000195749/ChEBI195583_s0_p0_t0.sdf

Formula	C₂₁H₂₁ClN₂O₈
MW	464.86
InChIKey	GUXHBMASAHGULD-TWSYTRIPNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	53
Number_Heavy_Atoms	32
Number_Rings	4
Number_Bonds	56
Rotat_Bonds	7
Unbranched_Chain	1
Chiral_Centers	5
ONatoms	10
HB_Donor	6
HB_Acceptor	8
OpenEye_HB_Donors	7
OpenEye_HB_Acceptors	6
Lipinski_HB_Donors	6
Lipinski_HB_Acceptors	10
Lipinski_Violations	1
XLogP3	0
XLogP	-1.37
logP	0.8086
PSA	181.62
MR	111.109
ABS	0.55
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-264.91542
PM7_Total_Energy_ev	-5863.3707
PM7_Electronic_Energy_ev	-51678.27835
PM7_Dipole_Debye	7.36546
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.973
PM7_LUMO_Energy_ev	-1.457
PM7_COSMO_Area_square_ang	394.07
PM7_COSMO_Volue_cubic_ang	491.18
PM7_Electron_Affinity_ev	1.457
PM7_Ionization_Energy_ev	8.973
PM7_Energy_Gap_ev	7.516
PM7_Global_Hardness_ev	3.758
PM7_Global_Softness_ev	0.2660989888238425
PM7_Chemical_Potential_ev	-5.215
PM7_Electronigativity_ev	5.215
PM7_Back_Donation_Energy_ev	-0.9395
PM7_Electrophilicity_ev	3.618443986162853
OPENEYE_Name	(4~{R},4~{a}~{S},5~{a}~{S},6~{R},12~{a}~{S})-7-chloro-4-(dimethylamino)-1,6,10,11,12~{a}-pentahydroxy-3,12-dioxo-4~{a},5,5~{a},6-tetrahydro-4~{H}-tetracene-2-carboxamide
SMILES	c1cc(c2c(c1O)C(=C3C(=O)C4(C(=C(C(=O)C(C4CC3C2O)N(C)C)C(=O)N)O)O)O)Cl
Canonical_SMILES	CN([C@H]1C(=O)C(=C([C@]2([C@H]1C[C@H]1C(=C(O)c3c([C@@H]1O)c(Cl)ccc3O)C2=O)O)O)C(=O)N)C
InChI	1/C21H21ClN2O8/c1-24(2)14-7-5-6-10(16(27)12-9(25)4-3-8(22)11(12)15(6)26)18(29)21(7,32)19(30)13(17(14)28)20(23)31/h3-4,6-7,14-15,25-27,30,32H,5H2,1-2H3,(H2,23,31)/f/h23H2
InChI_3D	1S/C21H21ClN2O8/c1-24(2)14-7-5-6-10(16(27)12-9(25)4-3-8(22)11(12)15(6)26)18(29)21(7,32)19(30)13(17(14)28)20(23)31/h3-4,6-7,14-15,25-27,30,32H,5H2,1-2H3,(H2,23,31)/t6-,7-,14+,15+,21+/m0/s1
AuxInfo	1/1/N:20,21,2,1,14,16,18,6,5,9,4,3,8,17,15,7,11,12,10,13,19,32,22,23,27,30,28,24,25,29,26,31/E:(1,2)/F:m/E:m/rA:53cCCCCCCCCCCCCCCCCCCCCCNNOOOOOOOOClHHHHHHHHHHHHHHHHHHHHH/rB:d1;;s3;s1d3;s2d4;s3;;d7;d8;s8;s9;s8;;s4;s9s14s15;s11;s14s17;s10s12s18;;;s13;s17s20s21;d11;d12;d13;s5;s7;s10;s15;s19;s6;s1;s2;s14;s14;s15;s16;s17;s18;s20;s20;s20;s21;s21;s21;s22;s22;s27;s28;s29;s30;s31;/rC:;0,1.0056,0;1.7371,0,0;1.7358,1.0056,0;.8679,-.4978,0;.8679,1.5134,0;2.6038,-.4989,0;6.9531,-.0086,0;3.4738,-.0002,0;6.0765,-.5057,0;6.958,.9998,0;4.3422,-.5012,0;7.816,-.514,0;4.3415,1.5149,0;2.6012,1.5123,0;3.4735,1.0078,0;6.0865,1.5111,0;5.2154,1.0084,0;5.2104,0,0;6.8801,3.7877,0;8.2017,2.6681,0;7.8097,-1.514,0;7.2177,2.8464,0;7.827,1.4947,0;4.3423,-1.5012,0;8.6851,-.0195,0;.8676,-1.4978,0;2.6029,-1.4989,0;6.0702,-1.5057,0;1.9555,2.2759,0;4.3456,.5022,0;.8679,2.5134,0;-.4327,-.2506,0;-.4337,1.2543,0;4.019,1.897,0;4.6627,1.8981,0;2.922,1.8958,0;3.0404,.7579,0;5.766,1.8949,0;5.6478,.7573,0;6.4095,3.6189,0;7.3508,3.9564,0;6.7113,4.2583,0;8.1125,2.1761,0;8.2908,3.1601,0;8.6937,2.5789,0;7.3751,-1.7613,0;8.2411,-1.7667,0;1.3005,-1.7479,0;3.0357,-1.7493,0;5.6356,-1.7529,0;2.1247,2.7464,0;3.912,.2533,0;
Duplicates	ChEBI195583_s0_p0_t0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000195500-0000195749/ChEBI195583_s0_p0_t0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000195500-0000195749/ChEBI195583_s0_p0_t0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000195500-0000195749/ChEBI195583_s0_p0_t0.sdf