CompChem-Database: compound details

CompChem-Database: details for selected entry

DB00453_p0 (468)

Formula C₂₃H₂₅ClN₂O₉

MW 508.91

InChIKey GJGDLRSSCNAKGL-LNNLXFCONA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 60

Number_Heavy_Atoms 35

Number_Rings 4

Number_Bonds 63

Rotat_Bonds 10

Unbranched_Chain 3

Chiral_Centers 5

ONatoms 11

HB_Donor 7

HB_Acceptor 9

OpenEye_HB_Donors 7

OpenEye_HB_Acceptors 7

Lipinski_HB_Donors 7

Lipinski_HB_Acceptors 11

Lipinski_Violations 3

XLogP3 0

XLogP -1.08

logP 0.4106

PSA 187.86

MR 121.291

ABS 0.17

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -327.17956

PM7_Total_Energy_ev -6458.82497

PM7_Electronic_Energy_ev -60880.80507

PM7_Dipole_Debye 9.42183

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.441

PM7_LUMO_Energy_ev -1.537

PM7_COSMO_Area_square_ang 431.96

PM7_COSMO_Volue_cubic_ang 536.46

PM7_Electron_Affinity_ev 1.537

PM7_Ionization_Energy_ev 9.441

PM7_Energy_Gap_ev 7.904

PM7_Global_Hardness_ev 3.952

PM7_Global_Softness_ev 0.25303643724696356

PM7_Chemical_Potential_ev -5.489

PM7_Electronigativity_ev 5.489

PM7_Back_Donation_Energy_ev -0.988

PM7_Electrophilicity_ev 3.811882717611336

OPENEYE_Name (4~{S},4~{a}~{S},5~{a}~{S},6~{S},12~{a}~{S})-7-chloro-4-(dimethylamino)-3,6,10,12,12~{a}-pentahydroxy-~{N}-(hydroxymethyl)-6-methyl-1,11-dioxo-4,4~{a},5,5~{a}-tetrahydrotetracene-2-carboxamide

SMILES c1cc(c2c(c1O)C(=O)C3=C(C4(C(=O)C(=C(C(C4CC3C2(C)O)N(C)C)O)C(=O)NCO)O)O)Cl

Canonical_SMILES OCNC(=O)C1=C(O)[C@@H](N(C)C)[C@H]2[C@](C1=O)(O)C(=C1[C@H](C2)[C@](C)(O)c2c(C1=O)c(O)ccc2Cl)O

InChI 1/C23H25ClN2O9/c1-22(34)8-6-9-16(26(2)3)18(30)14(21(33)25-7-27)20(32)23(9,35)19(31)12(8)17(29)13-11(28)5-4-10(24)15(13)22/h4-5,8-9,16,27-28,30-31,34-35H,6-7H2,1-3H3,(H,25,33)/f/h25H

InChI_3D 1S/C23H25ClN2O9/c1-22(34)8-6-9-16(26(2)3)18(30)14(21(33)25-7-27)20(32)23(9,35)19(31)12(8)17(29)13-11(28)5-4-10(24)15(13)22/h4-5,8-9,16,27-28,30-31,34-35H,6-7H2,1-3H3,(H,25,33)/t8-,9-,16-,22-,23-/m0/s1

AuxInfo 1/1/N:20,21,22,2,1,14,23,15,17,6,5,9,3,8,4,16,7,10,11,12,13,18,19,35,24,25,34,29,26,30,31,27,28,32,33/E:(2,3)/F:m/E:m/rA:60cCCCCCCCCCCCCCCCCCCCCCCCNNOOOOOOOOOClHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;s3;s1d3;s2d4;s3;;s7;d8;d9;s8;s8;;s9s14;s10;s14s16;s4s15;s11s12s17;s18;;;;s13s23;s16s21s22;d7;d12;d13;s5;s10;s11;s18;s19;s23;s6;s1;s2;s14;s14;s15;s16;s17;s20;s20;s20;s21;s21;s21;s22;s22;s22;s23;s23;s24;s29;s30;s31;s32;s33;s34;/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;6.958,.9998,0;4.3422,-.5012,0;6.0765,-.5057,0;7.816,-.514,0;4.3415,1.5149,0;3.4735,1.0078,0;6.0865,1.5111,0;5.2154,1.0084,0;2.6012,1.5123,0;5.2104,0,0;1.9555,2.2759,0;8.2017,2.6681,0;6.8801,3.7877,0;8.6725,-2.0195,0;7.8097,-1.514,0;7.2177,2.8464,0;2.6029,-1.4989,0;6.0702,-1.5057,0;8.6851,-.0195,0;.8676,-1.4978,0;7.827,1.4947,0;4.3423,-1.5012,0;3.724,2.8546,0;4.3456,.5022,0;9.5354,-2.5249,0;.8679,2.5134,0;-.4327,-.2506,0;-.4337,1.2543,0;4.019,1.897,0;4.6627,1.8981,0;3.0404,.7579,0;5.766,1.8949,0;5.6478,.7573,0;2.3373,2.5987,0;1.5737,1.953,0;1.6326,2.6577,0;8.1125,2.1761,0;8.2908,3.1601,0;8.6937,2.5789,0;7.3508,3.9564,0;6.4095,3.6189,0;6.7113,4.2583,0;8.4198,-2.4509,0;8.9252,-1.588,0;7.3751,-1.7613,0;1.3005,-1.7479,0;8.2585,1.2421,0;3.9094,-1.7513,0;3.5523,3.3242,0;3.912,.2533,0;9.5322,-3.0249,0;

Duplicates DB00453_p0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000000250-0000000499/DB00453_p0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000000250-0000000499/DB00453_p0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000000250-0000000499/DB00453_p0.sdf

Formula	C₂₃H₂₅ClN₂O₉
MW	508.91
InChIKey	GJGDLRSSCNAKGL-LNNLXFCONA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	60
Number_Heavy_Atoms	35
Number_Rings	4
Number_Bonds	63
Rotat_Bonds	10
Unbranched_Chain	3
Chiral_Centers	5
ONatoms	11
HB_Donor	7
HB_Acceptor	9
OpenEye_HB_Donors	7
OpenEye_HB_Acceptors	7
Lipinski_HB_Donors	7
Lipinski_HB_Acceptors	11
Lipinski_Violations	3
XLogP3	0
XLogP	-1.08
logP	0.4106
PSA	187.86
MR	121.291
ABS	0.17
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-327.17956
PM7_Total_Energy_ev	-6458.82497
PM7_Electronic_Energy_ev	-60880.80507
PM7_Dipole_Debye	9.42183
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.441
PM7_LUMO_Energy_ev	-1.537
PM7_COSMO_Area_square_ang	431.96
PM7_COSMO_Volue_cubic_ang	536.46
PM7_Electron_Affinity_ev	1.537
PM7_Ionization_Energy_ev	9.441
PM7_Energy_Gap_ev	7.904
PM7_Global_Hardness_ev	3.952
PM7_Global_Softness_ev	0.25303643724696356
PM7_Chemical_Potential_ev	-5.489
PM7_Electronigativity_ev	5.489
PM7_Back_Donation_Energy_ev	-0.988
PM7_Electrophilicity_ev	3.811882717611336
OPENEYE_Name	(4~{S},4~{a}~{S},5~{a}~{S},6~{S},12~{a}~{S})-7-chloro-4-(dimethylamino)-3,6,10,12,12~{a}-pentahydroxy-~{N}-(hydroxymethyl)-6-methyl-1,11-dioxo-4,4~{a},5,5~{a}-tetrahydrotetracene-2-carboxamide
SMILES	c1cc(c2c(c1O)C(=O)C3=C(C4(C(=O)C(=C(C(C4CC3C2(C)O)N(C)C)O)C(=O)NCO)O)O)Cl
Canonical_SMILES	OCNC(=O)C1=C(O)[C@@H](N(C)C)[C@H]2[C@](C1=O)(O)C(=C1[C@H](C2)[C@](C)(O)c2c(C1=O)c(O)ccc2Cl)O
InChI	1/C23H25ClN2O9/c1-22(34)8-6-9-16(26(2)3)18(30)14(21(33)25-7-27)20(32)23(9,35)19(31)12(8)17(29)13-11(28)5-4-10(24)15(13)22/h4-5,8-9,16,27-28,30-31,34-35H,6-7H2,1-3H3,(H,25,33)/f/h25H
InChI_3D	1S/C23H25ClN2O9/c1-22(34)8-6-9-16(26(2)3)18(30)14(21(33)25-7-27)20(32)23(9,35)19(31)12(8)17(29)13-11(28)5-4-10(24)15(13)22/h4-5,8-9,16,27-28,30-31,34-35H,6-7H2,1-3H3,(H,25,33)/t8-,9-,16-,22-,23-/m0/s1
AuxInfo	1/1/N:20,21,22,2,1,14,23,15,17,6,5,9,3,8,4,16,7,10,11,12,13,18,19,35,24,25,34,29,26,30,31,27,28,32,33/E:(2,3)/F:m/E:m/rA:60cCCCCCCCCCCCCCCCCCCCCCCCNNOOOOOOOOOClHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;s3;s1d3;s2d4;s3;;s7;d8;d9;s8;s8;;s9s14;s10;s14s16;s4s15;s11s12s17;s18;;;;s13s23;s16s21s22;d7;d12;d13;s5;s10;s11;s18;s19;s23;s6;s1;s2;s14;s14;s15;s16;s17;s20;s20;s20;s21;s21;s21;s22;s22;s22;s23;s23;s24;s29;s30;s31;s32;s33;s34;/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;6.958,.9998,0;4.3422,-.5012,0;6.0765,-.5057,0;7.816,-.514,0;4.3415,1.5149,0;3.4735,1.0078,0;6.0865,1.5111,0;5.2154,1.0084,0;2.6012,1.5123,0;5.2104,0,0;1.9555,2.2759,0;8.2017,2.6681,0;6.8801,3.7877,0;8.6725,-2.0195,0;7.8097,-1.514,0;7.2177,2.8464,0;2.6029,-1.4989,0;6.0702,-1.5057,0;8.6851,-.0195,0;.8676,-1.4978,0;7.827,1.4947,0;4.3423,-1.5012,0;3.724,2.8546,0;4.3456,.5022,0;9.5354,-2.5249,0;.8679,2.5134,0;-.4327,-.2506,0;-.4337,1.2543,0;4.019,1.897,0;4.6627,1.8981,0;3.0404,.7579,0;5.766,1.8949,0;5.6478,.7573,0;2.3373,2.5987,0;1.5737,1.953,0;1.6326,2.6577,0;8.1125,2.1761,0;8.2908,3.1601,0;8.6937,2.5789,0;7.3508,3.9564,0;6.4095,3.6189,0;6.7113,4.2583,0;8.4198,-2.4509,0;8.9252,-1.588,0;7.3751,-1.7613,0;1.3005,-1.7479,0;8.2585,1.2421,0;3.9094,-1.7513,0;3.5523,3.3242,0;3.912,.2533,0;9.5322,-3.0249,0;
Duplicates	DB00453_p0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000000250-0000000499/DB00453_p0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000000250-0000000499/DB00453_p0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000000250-0000000499/DB00453_p0.sdf