CompChem-Database: compound details

CompChem-Database: details for selected entry

DB03235_p0_t0 (3508)

Formula C₂₃H₃₇N₅O₉

MW 527.57

InChIKey UEIGEWJJVQHIAX-LNNLXFCONA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 75

Number_Heavy_Atoms 37

Number_Rings 3

Number_Bonds 77

Rotat_Bonds 16

Unbranched_Chain 4

Chiral_Centers 5

ONatoms 14

HB_Donor 6

HB_Acceptor 7

OpenEye_HB_Donors 7

OpenEye_HB_Acceptors 11

Lipinski_HB_Donors 6

Lipinski_HB_Acceptors 14

Lipinski_Violations 3

XLogP3 0

XLogP -3.2

logP -0.7586

PSA 210.64

MR 138.303

ABS 0.17

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -279.14719

PM7_Total_Energy_ev -6909.81623

PM7_Electronic_Energy_ev -71763.00744

PM7_Dipole_Debye 8.83551

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.878

PM7_LUMO_Energy_ev -1.455

PM7_COSMO_Area_square_ang 449.52

PM7_COSMO_Volue_cubic_ang 641.46

PM7_Electron_Affinity_ev 1.455

PM7_Ionization_Energy_ev 8.878

PM7_Energy_Gap_ev 7.423

PM7_Global_Hardness_ev 3.7115

PM7_Global_Softness_ev 0.269432843863667

PM7_Chemical_Potential_ev -5.1665

PM7_Electronigativity_ev 5.1665

PM7_Back_Donation_Energy_ev -0.927875

PM7_Electrophilicity_ev 3.59594803314024

OPENEYE_Name ~{N}-[3-[4-(3-aminopropyl)piperazin-1-yl]propyl]-3-nitro-5-[(2~{R},3~{R},4~{S},5~{R},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-benzamide

SMILES c1c(cc(cc1[N+](=O)[O-])OC2C(C(C(C(O2)CO)O)O)O)C(=O)NCCCN3CCN(CC3)CCCN

Canonical_SMILES NCCCN1CCN(CC1)CCCNC(=O)c1cc(O[C@H]2O[C@H](CO)[C@@H]([C@@H]([C@H]2O)O)O)cc(c1)[N](=O)O

InChI 1/C23H37N5O9/c24-3-1-5-26-7-9-27(10-8-26)6-2-4-25-22(33)15-11-16(28(34)35)13-17(12-15)36-23-21(32)20(31)19(30)18(14-29)37-23/h11-13,18-21,23,29-32H,1-10,14,24H2,(H,25,33)/f/h25H

InChI_3D 1S/C23H38N5O9/c24-3-1-5-26-7-9-27(10-8-26)6-2-4-25-22(33)15-11-16(28(34)35)13-17(12-15)36-23-21(32)20(31)19(30)18(14-29)37-23/h11-13,18-21,23,29-32H,1-10,14,24H2,(H,25,33)(H,34,35)/t18-,19+,20+,21-,23+/m1/s1

AuxInfo 1/1/N:18,19,22,23,20,21,8,9,10,11,1,2,3,17,4,5,6,15,13,12,14,7,16,26,27,24,25,28,36,34,33,35,30,29,31,37,32/E:(7,8)(9,10)(34,35)/F:m/E:m/CRV:28.5/rA:74cCCCCCCCCCCCCCCCCCCCCCCCNNNNN+O-OOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;;d1s2;s1d3;d2s3;s4;;;s8;s9;;s12;s12;s13;s14;s15;;;s18;s19;s18;s19;s8s9s20;s10s11s21;s22;s7s23;s5;s28;d7;d28;s15s16;s12;s13;s14;s17;s6s16;s1;s2;s3;s8;s8;s9;s9;s10;s10;s11;s11;s12;s13;s14;s15;s16;s17;s17;s18;s18;s19;s19;s20;s20;s21;s21;s22;s22;s23;s23;s26;s26;s27;s33;s34;s35;s36;/rC:.8667,7.5139,0;-.8684,7.5165,0;.0013,9.0178,0;.0014,7.0126,0;.8711,8.5139,0;-.8729,8.5216,0;.0014,6.0126,0;;1.7348,0,0;0,1.0051,0;1.7348,1.0051,0;-4.2339,7.9266,0;-4.581,8.8644,0;-3.2492,7.7525,0;-3.9368,9.636,0;-2.6049,8.5241,0;-3.3488,11.2843,0;.8674,-2.4976,0;.8674,3.5126,0;.8674,-1.4976,0;.8674,2.5126,0;.8674,-3.4976,0;.8674,4.5126,0;.8674,-.4976,0;.8674,1.5126,0;.8674,-4.4976,0;.8674,5.5126,0;1.7385,9.0114,0;1.7414,10.0114,0;-.8647,5.5126,0;2.6031,8.5089,0;-2.9455,9.4698,0;-4.2313,6.1766,0;-6.0927,7.9827,0;-2.3824,7.2538,0;-3.0128,12.2262,0;-1.7382,9.0229,0;1.2994,7.2632,0;-1.3011,7.2658,0;.0035,9.5178,0;-.1701,-.4702,0;-.4925,.0864,0;2.2273,.0864,0;1.9049,-.4702,0;-.4922,.9173,0;-.1728,1.4743,0;1.9076,1.4743,0;2.227,.9173,0;-4.726,7.838,0;-4.9037,9.2463,0;-3.4199,7.2825,0;-4.3709,9.8841,0;-2.2834,8.1413,0;-3.8198,11.4523,0;-2.8779,11.1163,0;1.3674,-2.4976,0;.3674,-2.4976,0;.3674,3.5126,0;1.3674,3.5126,0;.3674,-1.4976,0;1.3674,-1.4976,0;1.3674,2.5126,0;.3674,2.5126,0;1.3674,-3.4976,0;.3674,-3.4976,0;.3674,4.5126,0;1.3674,4.5126,0;1.3004,-4.7476,0;.4344,-4.7476,0;1.3004,5.7626,0;-4.6639,5.9259,0;-6.5268,8.2308,0;-2.3816,6.7538,0;-3.3367,12.6071,0;

Duplicates DB03235_p0_t0;DB04073_p0_t0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003000-0000003249/DB03235_p0_t0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003000-0000003249/DB03235_p0_t0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003000-0000003249/DB03235_p0_t0.sdf

Formula	C₂₃H₃₇N₅O₉
MW	527.57
InChIKey	UEIGEWJJVQHIAX-LNNLXFCONA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	75
Number_Heavy_Atoms	37
Number_Rings	3
Number_Bonds	77
Rotat_Bonds	16
Unbranched_Chain	4
Chiral_Centers	5
ONatoms	14
HB_Donor	6
HB_Acceptor	7
OpenEye_HB_Donors	7
OpenEye_HB_Acceptors	11
Lipinski_HB_Donors	6
Lipinski_HB_Acceptors	14
Lipinski_Violations	3
XLogP3	0
XLogP	-3.2
logP	-0.7586
PSA	210.64
MR	138.303
ABS	0.17
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-279.14719
PM7_Total_Energy_ev	-6909.81623
PM7_Electronic_Energy_ev	-71763.00744
PM7_Dipole_Debye	8.83551
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.878
PM7_LUMO_Energy_ev	-1.455
PM7_COSMO_Area_square_ang	449.52
PM7_COSMO_Volue_cubic_ang	641.46
PM7_Electron_Affinity_ev	1.455
PM7_Ionization_Energy_ev	8.878
PM7_Energy_Gap_ev	7.423
PM7_Global_Hardness_ev	3.7115
PM7_Global_Softness_ev	0.269432843863667
PM7_Chemical_Potential_ev	-5.1665
PM7_Electronigativity_ev	5.1665
PM7_Back_Donation_Energy_ev	-0.927875
PM7_Electrophilicity_ev	3.59594803314024
OPENEYE_Name	~{N}-[3-[4-(3-aminopropyl)piperazin-1-yl]propyl]-3-nitro-5-[(2~{R},3~{R},4~{S},5~{R},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-benzamide
SMILES	c1c(cc(cc1[N+](=O)[O-])OC2C(C(C(C(O2)CO)O)O)O)C(=O)NCCCN3CCN(CC3)CCCN
Canonical_SMILES	NCCCN1CCN(CC1)CCCNC(=O)c1cc(O[C@H]2O[C@H](CO)[C@@H]([C@@H]([C@H]2O)O)O)cc(c1)[N](=O)O
InChI	1/C23H37N5O9/c24-3-1-5-26-7-9-27(10-8-26)6-2-4-25-22(33)15-11-16(28(34)35)13-17(12-15)36-23-21(32)20(31)19(30)18(14-29)37-23/h11-13,18-21,23,29-32H,1-10,14,24H2,(H,25,33)/f/h25H
InChI_3D	1S/C23H38N5O9/c24-3-1-5-26-7-9-27(10-8-26)6-2-4-25-22(33)15-11-16(28(34)35)13-17(12-15)36-23-21(32)20(31)19(30)18(14-29)37-23/h11-13,18-21,23,29-32H,1-10,14,24H2,(H,25,33)(H,34,35)/t18-,19+,20+,21-,23+/m1/s1
AuxInfo	1/1/N:18,19,22,23,20,21,8,9,10,11,1,2,3,17,4,5,6,15,13,12,14,7,16,26,27,24,25,28,36,34,33,35,30,29,31,37,32/E:(7,8)(9,10)(34,35)/F:m/E:m/CRV:28.5/rA:74cCCCCCCCCCCCCCCCCCCCCCCCNNNNN+O-OOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;;d1s2;s1d3;d2s3;s4;;;s8;s9;;s12;s12;s13;s14;s15;;;s18;s19;s18;s19;s8s9s20;s10s11s21;s22;s7s23;s5;s28;d7;d28;s15s16;s12;s13;s14;s17;s6s16;s1;s2;s3;s8;s8;s9;s9;s10;s10;s11;s11;s12;s13;s14;s15;s16;s17;s17;s18;s18;s19;s19;s20;s20;s21;s21;s22;s22;s23;s23;s26;s26;s27;s33;s34;s35;s36;/rC:.8667,7.5139,0;-.8684,7.5165,0;.0013,9.0178,0;.0014,7.0126,0;.8711,8.5139,0;-.8729,8.5216,0;.0014,6.0126,0;;1.7348,0,0;0,1.0051,0;1.7348,1.0051,0;-4.2339,7.9266,0;-4.581,8.8644,0;-3.2492,7.7525,0;-3.9368,9.636,0;-2.6049,8.5241,0;-3.3488,11.2843,0;.8674,-2.4976,0;.8674,3.5126,0;.8674,-1.4976,0;.8674,2.5126,0;.8674,-3.4976,0;.8674,4.5126,0;.8674,-.4976,0;.8674,1.5126,0;.8674,-4.4976,0;.8674,5.5126,0;1.7385,9.0114,0;1.7414,10.0114,0;-.8647,5.5126,0;2.6031,8.5089,0;-2.9455,9.4698,0;-4.2313,6.1766,0;-6.0927,7.9827,0;-2.3824,7.2538,0;-3.0128,12.2262,0;-1.7382,9.0229,0;1.2994,7.2632,0;-1.3011,7.2658,0;.0035,9.5178,0;-.1701,-.4702,0;-.4925,.0864,0;2.2273,.0864,0;1.9049,-.4702,0;-.4922,.9173,0;-.1728,1.4743,0;1.9076,1.4743,0;2.227,.9173,0;-4.726,7.838,0;-4.9037,9.2463,0;-3.4199,7.2825,0;-4.3709,9.8841,0;-2.2834,8.1413,0;-3.8198,11.4523,0;-2.8779,11.1163,0;1.3674,-2.4976,0;.3674,-2.4976,0;.3674,3.5126,0;1.3674,3.5126,0;.3674,-1.4976,0;1.3674,-1.4976,0;1.3674,2.5126,0;.3674,2.5126,0;1.3674,-3.4976,0;.3674,-3.4976,0;.3674,4.5126,0;1.3674,4.5126,0;1.3004,-4.7476,0;.4344,-4.7476,0;1.3004,5.7626,0;-4.6639,5.9259,0;-6.5268,8.2308,0;-2.3816,6.7538,0;-3.3367,12.6071,0;
Duplicates	DB03235_p0_t0;DB04073_p0_t0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003000-0000003249/DB03235_p0_t0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003000-0000003249/DB03235_p0_t0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003000-0000003249/DB03235_p0_t0.sdf