CompChem-Database: compound details

CompChem-Database: details for selected entry

DB16629 (13057)

Formula C₂₅H₂₉N₃O₈

MW 499.52

InChIKey UBZPNQRBUOBBLN-HXTKINSTNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 66

Number_Heavy_Atoms 36

Number_Rings 3

Number_Bonds 68

Rotat_Bonds 15

Unbranched_Chain 2

Chiral_Centers 3

ONatoms 11

HB_Donor 3

HB_Acceptor 6

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 6

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 11

Lipinski_Violations 1

XLogP3 0

XLogP 2.01

logP 1.3836

PSA 146.35

MR 130.983

ABS 0.55

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -243.4422

PM7_Total_Energy_ev -6381.60727

PM7_Electronic_Energy_ev -61151.05394

PM7_Dipole_Debye 15.64999

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.292

PM7_LUMO_Energy_ev -2.048

PM7_COSMO_Area_square_ang 444.92

PM7_COSMO_Volue_cubic_ang 579.24

PM7_Electron_Affinity_ev 2.048

PM7_Ionization_Energy_ev 8.292

PM7_Energy_Gap_ev 6.244

PM7_Global_Hardness_ev 3.122

PM7_Global_Softness_ev 0.3203074951953876

PM7_Chemical_Potential_ev -5.17

PM7_Electronigativity_ev 5.17

PM7_Back_Donation_Energy_ev -0.7805

PM7_Electrophilicity_ev 4.280733504163997

OPENEYE_Name (2~{S})-3-hydroxy-2-[[1-[[(2~{R})-2-[(1~{R})-2-methoxy-2-oxo-1-phenyl-ethyl]piperidine-1-carbonyl]oxymethyl]pyridin-1-ium-3-carbonyl]amino]propanoate

SMILES c1ccc(cc1)C(C(=O)OC)C2CCCCN2C(=O)OC[n+]3cccc(c3)C(=O)NC(C(=O)[O-])CO

Canonical_SMILES OC[C@@H](C(=O)O)NC(=O)c1ccc[n+](c1)COC(=O)N1CCCC[C@@H]1[C@@H](c1ccccc1)C(=O)OC

InChI 1/C25H29N3O8/c1-35-24(33)21(17-8-3-2-4-9-17)20-11-5-6-13-28(20)25(34)36-16-27-12-7-10-18(14-27)22(30)26-19(15-29)23(31)32/h2-4,7-10,12,14,19-21,29H,5-6,11,13,15-16H2,1H3,(H-,26,30,31,32)/f/h26H

InChI_3D 1S/C25H29N3O8/c1-35-24(33)21(17-8-3-2-4-9-17)20-11-5-6-13-28(20)25(34)36-16-27-12-7-10-18(14-27)22(30)26-19(15-29)23(31)32/h2-4,7-10,12,14,19-21,29H,5-6,11,13,15-16H2,1H3,(H-,26,30,31,32)/p+1/t19-,20+,21+/m0/s1

AuxInfo 1/2/N:21,1,2,3,16,17,4,6,7,5,18,8,19,9,22,23,11,10,25,20,24,12,13,14,15,28,26,27,34,30,29,31,32,33,35,36/E:(3,4)(8,9)(31,32)/F:m/E:m/CRV:27+1,31-1/rA:65cCCCCCCCCCCCCCCCCCCCCCCCCCN+NNO-OOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;d4;s2;d3;s4;;s5d9;d6s7;s10;;;;;s16;s16;s17;s18;;;;s11s14s20;s13s22;d8s9s23;s15s19s20;s12s25;s13;d12;d13;d14;d15;s22;s14s21;s15s23;s1;s2;s3;s4;s5;s6;s7;s8;s9;s16;s16;s17;s17;s18;s18;s19;s19;s20;s21;s21;s21;s22;s22;s23;s23;s24;s25;s28;s34;/rC:-3.3793,1.5512,0;-4.0213,2.318,0;-2.3933,1.7181,0;-.8675,.4975,0;;-3.6738,3.2612,0;-2.0458,2.6614,0;-.8675,1.5027,0;.8675,1.5027,0;.8675,.4975,0;-2.6842,3.4377,0;1.7328,-.0038,0;3.9661,.859,0;-3.0176,5.4255,0;-.866,4.5104,0;-.866,7.5208,0;.0015,7.0233,0;-1.7335,7.0233,0;.0015,6.0181,0;-1.7335,6.0181,0;-4.1257,6.7567,0;4.3301,-.5075,0;0,3.0104,0;-2.0792,5.0798,0;3.4648,-.0063,0;0,2.0104,0;-.866,5.5104,0;2.5995,.495,0;4.9661,.8576,0;1.7313,-1.0038,0;3.4674,1.7258,0;-3.7861,4.7857,0;-1.7321,4.0104,0;5.1954,-1.0088,0;-3.1874,6.411,0;0,4.0104,0;-3.5521,1.0821,0;-4.5139,2.2324,0;-2.0739,1.3334,0;-1.3001,.2469,0;0,-.5,0;-3.9948,3.6445,0;-1.5528,2.7448,0;-1.3012,1.7514,0;1.3012,1.7514,0;-1.187,7.9041,0;-.545,7.9041,0;.1716,7.4935,0;.494,6.937,0;-2.226,6.937,0;-1.9036,7.4935,0;.4937,6.1059,0;.1743,5.5489,0;-2.2258,6.1059,0;-3.9528,7.2258,0;-4.2986,6.2875,0;-4.5949,6.9295,0;4.5808,-.0749,0;4.0795,-.9402,0;-.5,3.0104,0;.5,3.0104,0;-1.6101,4.9069,0;3.2142,-.4389,0;2.6003,.995,0;5.6288,-.7594,0;

Duplicates DB16629

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016500-0000016749/DB16629.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016500-0000016749/DB16629.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016500-0000016749/DB16629.sdf

Formula	C₂₅H₂₉N₃O₈
MW	499.52
InChIKey	UBZPNQRBUOBBLN-HXTKINSTNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	66
Number_Heavy_Atoms	36
Number_Rings	3
Number_Bonds	68
Rotat_Bonds	15
Unbranched_Chain	2
Chiral_Centers	3
ONatoms	11
HB_Donor	3
HB_Acceptor	6
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	6
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	11
Lipinski_Violations	1
XLogP3	0
XLogP	2.01
logP	1.3836
PSA	146.35
MR	130.983
ABS	0.55
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-243.4422
PM7_Total_Energy_ev	-6381.60727
PM7_Electronic_Energy_ev	-61151.05394
PM7_Dipole_Debye	15.64999
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.292
PM7_LUMO_Energy_ev	-2.048
PM7_COSMO_Area_square_ang	444.92
PM7_COSMO_Volue_cubic_ang	579.24
PM7_Electron_Affinity_ev	2.048
PM7_Ionization_Energy_ev	8.292
PM7_Energy_Gap_ev	6.244
PM7_Global_Hardness_ev	3.122
PM7_Global_Softness_ev	0.3203074951953876
PM7_Chemical_Potential_ev	-5.17
PM7_Electronigativity_ev	5.17
PM7_Back_Donation_Energy_ev	-0.7805
PM7_Electrophilicity_ev	4.280733504163997
OPENEYE_Name	(2~{S})-3-hydroxy-2-[[1-[[(2~{R})-2-[(1~{R})-2-methoxy-2-oxo-1-phenyl-ethyl]piperidine-1-carbonyl]oxymethyl]pyridin-1-ium-3-carbonyl]amino]propanoate
SMILES	c1ccc(cc1)C(C(=O)OC)C2CCCCN2C(=O)OC[n+]3cccc(c3)C(=O)NC(C(=O)[O-])CO
Canonical_SMILES	OC[C@@H](C(=O)O)NC(=O)c1ccc[n+](c1)COC(=O)N1CCCC[C@@H]1[C@@H](c1ccccc1)C(=O)OC
InChI	1/C25H29N3O8/c1-35-24(33)21(17-8-3-2-4-9-17)20-11-5-6-13-28(20)25(34)36-16-27-12-7-10-18(14-27)22(30)26-19(15-29)23(31)32/h2-4,7-10,12,14,19-21,29H,5-6,11,13,15-16H2,1H3,(H-,26,30,31,32)/f/h26H
InChI_3D	1S/C25H29N3O8/c1-35-24(33)21(17-8-3-2-4-9-17)20-11-5-6-13-28(20)25(34)36-16-27-12-7-10-18(14-27)22(30)26-19(15-29)23(31)32/h2-4,7-10,12,14,19-21,29H,5-6,11,13,15-16H2,1H3,(H-,26,30,31,32)/p+1/t19-,20+,21+/m0/s1
AuxInfo	1/2/N:21,1,2,3,16,17,4,6,7,5,18,8,19,9,22,23,11,10,25,20,24,12,13,14,15,28,26,27,34,30,29,31,32,33,35,36/E:(3,4)(8,9)(31,32)/F:m/E:m/CRV:27+1,31-1/rA:65cCCCCCCCCCCCCCCCCCCCCCCCCCN+NNO-OOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;d4;s2;d3;s4;;s5d9;d6s7;s10;;;;;s16;s16;s17;s18;;;;s11s14s20;s13s22;d8s9s23;s15s19s20;s12s25;s13;d12;d13;d14;d15;s22;s14s21;s15s23;s1;s2;s3;s4;s5;s6;s7;s8;s9;s16;s16;s17;s17;s18;s18;s19;s19;s20;s21;s21;s21;s22;s22;s23;s23;s24;s25;s28;s34;/rC:-3.3793,1.5512,0;-4.0213,2.318,0;-2.3933,1.7181,0;-.8675,.4975,0;;-3.6738,3.2612,0;-2.0458,2.6614,0;-.8675,1.5027,0;.8675,1.5027,0;.8675,.4975,0;-2.6842,3.4377,0;1.7328,-.0038,0;3.9661,.859,0;-3.0176,5.4255,0;-.866,4.5104,0;-.866,7.5208,0;.0015,7.0233,0;-1.7335,7.0233,0;.0015,6.0181,0;-1.7335,6.0181,0;-4.1257,6.7567,0;4.3301,-.5075,0;0,3.0104,0;-2.0792,5.0798,0;3.4648,-.0063,0;0,2.0104,0;-.866,5.5104,0;2.5995,.495,0;4.9661,.8576,0;1.7313,-1.0038,0;3.4674,1.7258,0;-3.7861,4.7857,0;-1.7321,4.0104,0;5.1954,-1.0088,0;-3.1874,6.411,0;0,4.0104,0;-3.5521,1.0821,0;-4.5139,2.2324,0;-2.0739,1.3334,0;-1.3001,.2469,0;0,-.5,0;-3.9948,3.6445,0;-1.5528,2.7448,0;-1.3012,1.7514,0;1.3012,1.7514,0;-1.187,7.9041,0;-.545,7.9041,0;.1716,7.4935,0;.494,6.937,0;-2.226,6.937,0;-1.9036,7.4935,0;.4937,6.1059,0;.1743,5.5489,0;-2.2258,6.1059,0;-3.9528,7.2258,0;-4.2986,6.2875,0;-4.5949,6.9295,0;4.5808,-.0749,0;4.0795,-.9402,0;-.5,3.0104,0;.5,3.0104,0;-1.6101,4.9069,0;3.2142,-.4389,0;2.6003,.995,0;5.6288,-.7594,0;
Duplicates	DB16629
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016500-0000016749/DB16629.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016500-0000016749/DB16629.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016500-0000016749/DB16629.sdf