CompChem-Database: compound details

CompChem-Database: details for selected entry

DB08546_s0_p7_t0 (8160)

Formula C₂₄H₂₆N₄O₅

MW 450.49

InChIKey CETLUACQMGBMFH-KMZZISQXNA-P

Entry_Date 2023-09-01

Net_Charge 2

Number_Atoms 59

Number_Heavy_Atoms 33

Number_Rings 6

Number_Bonds 64

Rotat_Bonds 5

Unbranched_Chain 1

Chiral_Centers 5

ONatoms 9

HB_Donor 3

HB_Acceptor 3

OpenEye_HB_Donors 6

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 4

Lipinski_HB_Acceptors 9

Lipinski_Violations 0

XLogP3 0

XLogP -0.38

logP 2.0949

PSA 132.55

MR 127.252

ABS 0.55

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol 260.56143

PM7_Total_Energy_ev -5502.84613

PM7_Electronic_Energy_ev -50917.27856

PM7_Dipole_Debye 25.782

PM7_Point_Group C1

PM7_HOMO_Energy_ev -12.763

PM7_LUMO_Energy_ev -7.609

PM7_COSMO_Area_square_ang 420.68

PM7_COSMO_Volue_cubic_ang 518.2

PM7_Electron_Affinity_ev 7.609

PM7_Ionization_Energy_ev 12.763

PM7_Energy_Gap_ev 5.154

PM7_Global_Hardness_ev 2.577

PM7_Global_Softness_ev 0.38804811796662786

PM7_Chemical_Potential_ev -10.186

PM7_Electronigativity_ev 10.186

PM7_Back_Donation_Energy_ev -0.64425

PM7_Electrophilicity_ev 20.130887854093906

OPENEYE_Name [[4-[(3~{a}~{S},4~{R},5~{R},7~{R},8~{a}~{R},8~{b}~{S})-2-(1,3-benzodioxol-5-ylmethyl)-7-hydroxy-1,3-dioxo-3~{a},4,5,6,7,8,8~{a},8~{b}-octahydropyrrolo[3,4-a]pyrrolizin-5-ium-4-yl]phenyl]-amino-methylene]ammonium

SMILES c1cc(ccc1C(=[NH2+])N)C2C3C(=O)N(C(=O)C3C4[NH+]2CC(C4)O)Cc5ccc6c(c5)OCO6

Canonical_SMILES O[C@H]1C[N@@H+]2[C@H](C1)[C@@H]1[C@@H]([C@@H]2c2ccc(cc2)C(=[NH2])N)C(=O)N(C1=O)Cc1ccc2c(c1)OCO2

InChI 1/C24H24N4O5/c25-22(26)14-4-2-13(3-5-14)21-20-19(16-8-15(29)10-27(16)21)23(30)28(24(20)31)9-12-1-6-17-18(7-12)33-11-32-17/h1-7,15-16,19-21,29H,8-11H2,(H3,25,26)/p+2/fC24H26N4O5/h27H,25-26H2/q+2

InChI_3D 1S/C24H25N4O5/c25-22(26)14-4-2-13(3-5-14)21-20-19(16-8-15(29)10-27(16)21)23(30)28(24(20)31)9-12-1-6-17-18(7-12)33-11-32-17/h1-7,15-16,19-21,29H,8-11,25-26H2/p+1/t15-,16-,19-,20+,21+/m1/s1

AuxInfo 1/1/N:5,3,4,1,2,6,7,16,24,17,18,10,9,8,23,22,11,12,21,20,19,15,14,13,25,28,27,26,33,30,29,31,32/E:(2,3)(4,5)(25,26)/F:m/E:m/rA:59cCCCCCCCCCCCCCCCCCCCCCCCCN+NN+NOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;;d5;;s1d2;s3d4;s5d7;s6;s7d11;;;s8;;;;s9;s13s19;s14s20;s16s21;s16s17;s10;d15;s13s14s24;s17s19s22;s15;d13;d14;s11s18;s12s18;s23;s1;s2;s3;s4;s5;s6;s7;s16;s16;s17;s17;s18;s18;s19;s20;s21;s22;s23;s24;s24;s25;s28;s28;s33;s25;s27;/rC:-3.6759,4.5495,0;-4.961,3.3838,0;-3.0005,3.805,0;-4.2856,2.6393,0;-6.3645,-1.5842,0;-7.3207,-1.8957,0;-6.8927,.0698,0;-4.6527,4.3351,0;-3.3019,2.8461,0;-6.1505,-.6014,0;-8.0608,-1.2148,0;-7.8465,-.2307,0;-3.9337,.9598,0;-3.4392,-.5809,0;-5.3246,5.0757,0;-.8135,-.5882,0;-.308,.9554,0;-9.4679,-.3929,0;-2.1261,1.55,0;-2.9336,.9561,0;-2.628,.0038,0;-1.6243,.0038,0;;-5.1984,-.2958,0;-5.0192,6.0279,0;-4.2462,.0098,0;-1.3119,.9579,0;-6.302,4.8642,0;-4.5185,1.771,0;-3.4429,-1.5809,0;-9.0628,-1.3148,0;-8.7161,.2773,0;1.6003,.7081,0;-3.5239,5.0258,0;-5.4498,3.2787,0;-2.5122,3.9122,0;-4.4397,2.1636,0;-5.9937,-1.9195,0;-7.4271,-2.3843,0;-6.786,.5583,0;-.4798,-.9605,0;-1.1489,-.959,0;-.3591,1.4528,0;.1813,1.0582,0;-9.9022,-.6408,0;-9.7598,.0131,0;-1.7921,1.9221,0;-3.0886,1.4315,0;-3.103,.1601,0;-1.7794,-.4715,0;.249,-.4336,0;-5.3512,.1803,0;-5.0456,-.7719,0;-5.3551,6.3983,0;-6.4547,4.3881,0;-6.6379,5.2345,0;2.0042,.4133,0;-4.5305,6.1337,0;-1.019,.5527,0;

Duplicates DB08546_s0_p7_t0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008500-0000008749/DB08546_s0_p7_t0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008500-0000008749/DB08546_s0_p7_t0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008500-0000008749/DB08546_s0_p7_t0.sdf

Formula	C₂₄H₂₆N₄O₅
MW	450.49
InChIKey	CETLUACQMGBMFH-KMZZISQXNA-P
Entry_Date	2023-09-01
Net_Charge	2
Number_Atoms	59
Number_Heavy_Atoms	33
Number_Rings	6
Number_Bonds	64
Rotat_Bonds	5
Unbranched_Chain	1
Chiral_Centers	5
ONatoms	9
HB_Donor	3
HB_Acceptor	3
OpenEye_HB_Donors	6
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	4
Lipinski_HB_Acceptors	9
Lipinski_Violations	0
XLogP3	0
XLogP	-0.38
logP	2.0949
PSA	132.55
MR	127.252
ABS	0.55
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	260.56143
PM7_Total_Energy_ev	-5502.84613
PM7_Electronic_Energy_ev	-50917.27856
PM7_Dipole_Debye	25.782
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-12.763
PM7_LUMO_Energy_ev	-7.609
PM7_COSMO_Area_square_ang	420.68
PM7_COSMO_Volue_cubic_ang	518.2
PM7_Electron_Affinity_ev	7.609
PM7_Ionization_Energy_ev	12.763
PM7_Energy_Gap_ev	5.154
PM7_Global_Hardness_ev	2.577
PM7_Global_Softness_ev	0.38804811796662786
PM7_Chemical_Potential_ev	-10.186
PM7_Electronigativity_ev	10.186
PM7_Back_Donation_Energy_ev	-0.64425
PM7_Electrophilicity_ev	20.130887854093906
OPENEYE_Name	[[4-[(3~{a}~{S},4~{R},5~{R},7~{R},8~{a}~{R},8~{b}~{S})-2-(1,3-benzodioxol-5-ylmethyl)-7-hydroxy-1,3-dioxo-3~{a},4,5,6,7,8,8~{a},8~{b}-octahydropyrrolo[3,4-a]pyrrolizin-5-ium-4-yl]phenyl]-amino-methylene]ammonium
SMILES	c1cc(ccc1C(=[NH2+])N)C2C3C(=O)N(C(=O)C3C4[NH+]2CC(C4)O)Cc5ccc6c(c5)OCO6
Canonical_SMILES	O[C@H]1C[N@@H+]2[C@H](C1)[C@@H]1[C@@H]([C@@H]2c2ccc(cc2)C(=[NH2])N)C(=O)N(C1=O)Cc1ccc2c(c1)OCO2
InChI	1/C24H24N4O5/c25-22(26)14-4-2-13(3-5-14)21-20-19(16-8-15(29)10-27(16)21)23(30)28(24(20)31)9-12-1-6-17-18(7-12)33-11-32-17/h1-7,15-16,19-21,29H,8-11H2,(H3,25,26)/p+2/fC24H26N4O5/h27H,25-26H2/q+2
InChI_3D	1S/C24H25N4O5/c25-22(26)14-4-2-13(3-5-14)21-20-19(16-8-15(29)10-27(16)21)23(30)28(24(20)31)9-12-1-6-17-18(7-12)33-11-32-17/h1-7,15-16,19-21,29H,8-11,25-26H2/p+1/t15-,16-,19-,20+,21+/m1/s1
AuxInfo	1/1/N:5,3,4,1,2,6,7,16,24,17,18,10,9,8,23,22,11,12,21,20,19,15,14,13,25,28,27,26,33,30,29,31,32/E:(2,3)(4,5)(25,26)/F:m/E:m/rA:59cCCCCCCCCCCCCCCCCCCCCCCCCN+NN+NOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;;d5;;s1d2;s3d4;s5d7;s6;s7d11;;;s8;;;;s9;s13s19;s14s20;s16s21;s16s17;s10;d15;s13s14s24;s17s19s22;s15;d13;d14;s11s18;s12s18;s23;s1;s2;s3;s4;s5;s6;s7;s16;s16;s17;s17;s18;s18;s19;s20;s21;s22;s23;s24;s24;s25;s28;s28;s33;s25;s27;/rC:-3.6759,4.5495,0;-4.961,3.3838,0;-3.0005,3.805,0;-4.2856,2.6393,0;-6.3645,-1.5842,0;-7.3207,-1.8957,0;-6.8927,.0698,0;-4.6527,4.3351,0;-3.3019,2.8461,0;-6.1505,-.6014,0;-8.0608,-1.2148,0;-7.8465,-.2307,0;-3.9337,.9598,0;-3.4392,-.5809,0;-5.3246,5.0757,0;-.8135,-.5882,0;-.308,.9554,0;-9.4679,-.3929,0;-2.1261,1.55,0;-2.9336,.9561,0;-2.628,.0038,0;-1.6243,.0038,0;;-5.1984,-.2958,0;-5.0192,6.0279,0;-4.2462,.0098,0;-1.3119,.9579,0;-6.302,4.8642,0;-4.5185,1.771,0;-3.4429,-1.5809,0;-9.0628,-1.3148,0;-8.7161,.2773,0;1.6003,.7081,0;-3.5239,5.0258,0;-5.4498,3.2787,0;-2.5122,3.9122,0;-4.4397,2.1636,0;-5.9937,-1.9195,0;-7.4271,-2.3843,0;-6.786,.5583,0;-.4798,-.9605,0;-1.1489,-.959,0;-.3591,1.4528,0;.1813,1.0582,0;-9.9022,-.6408,0;-9.7598,.0131,0;-1.7921,1.9221,0;-3.0886,1.4315,0;-3.103,.1601,0;-1.7794,-.4715,0;.249,-.4336,0;-5.3512,.1803,0;-5.0456,-.7719,0;-5.3551,6.3983,0;-6.4547,4.3881,0;-6.6379,5.2345,0;2.0042,.4133,0;-4.5305,6.1337,0;-1.019,.5527,0;
Duplicates	DB08546_s0_p7_t0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008500-0000008749/DB08546_s0_p7_t0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008500-0000008749/DB08546_s0_p7_t0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008500-0000008749/DB08546_s0_p7_t0.sdf