CompChem-Database: compound details

CompChem-Database: details for selected entry

DB02595 (2871)

Formula C₁₆H₃₀N₃O₁₄S₂

MW 552.54

InChIKey RPNZWZDLNYCCIG-MMQZJHJLNA-O

Entry_Date 2023-09-01

Net_Charge 1

Number_Atoms 65

Number_Heavy_Atoms 35

Number_Rings 2

Number_Bonds 66

Rotat_Bonds 18

Unbranched_Chain 3

Chiral_Centers 8

ONatoms 17

HB_Donor 8

HB_Acceptor 11

OpenEye_HB_Donors 9

OpenEye_HB_Acceptors 11

Lipinski_HB_Donors 8

Lipinski_HB_Acceptors 17

Lipinski_Violations 3

XLogP3 0

XLogP -7.31

logP -1.6444

PSA 288.69

MR 116.293

ABS 0.17

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -466.7534

PM7_Total_Energy_ev -7411.32349

PM7_Electronic_Energy_ev -72687.75758

PM7_Dipole_Debye 20.57129

PM7_Point_Group C1

PM7_HOMO_Energy_ev -12.575

PM7_LUMO_Energy_ev -3.426

PM7_COSMO_Area_square_ang 423.9

PM7_COSMO_Volue_cubic_ang 572.25

PM7_Electron_Affinity_ev 3.426

PM7_Ionization_Energy_ev 12.575

PM7_Energy_Gap_ev 9.149

PM7_Global_Hardness_ev 4.5745

PM7_Global_Softness_ev 0.21860312602470217

PM7_Chemical_Potential_ev -8.0005

PM7_Electronigativity_ev 8.0005

PM7_Back_Donation_Energy_ev -1.143625

PM7_Electrophilicity_ev 6.996174472619958

OPENEYE_Name 2-[[(2~{S},4~{S},5~{R})-4-[(2~{R},3~{R},4~{R},5~{S},6~{R})-3-acetamido-4-hydroxy-6-(hydroxymethyl)-5-sulfooxy-tetrahydropyran-2-yl]oxy-5-(hydroxymethyl)pyrrolidin-1-ium-2-carbonyl]amino]ethanesulfonic acid

SMILES C(=O)(C1CC(C([NH2+]1)CO)OC2C(C(C(C(O2)CO)OS(=O)(=O)O)O)NC(=O)C)NCCS(=O)(=O)O

Canonical_SMILES OC[C@H]1O[C@@H](O[C@H]2C[C@H]([NH2+][C@@H]2CO)C(=O)NCCS(=O)(=O)O)[C@@H]([C@H]([C@@H]1OS(=O)(=O)O)O)NC(=O)C

InChI 1/C16H29N3O14S2/c1-7(22)18-12-13(23)14(33-35(28,29)30)11(6-21)32-16(12)31-10-4-8(19-9(10)5-20)15(24)17-2-3-34(25,26)27/h8-14,16,19-21,23H,2-6H2,1H3,(H,17,24)(H,18,22)(H,25,26,27)(H,28,29,30)/p+1/fC16H30N3O14S2/h17-19,25,28H/q+1

InChI_3D 1S/C16H29N3O14S2/c1-7(22)18-12-13(23)14(33-35(28,29)30)11(6-21)32-16(12)31-10-4-8(19-9(10)5-20)15(24)17-2-3-34(25,26)27/h8-14,16,19-21,23H,2-6H2,1H3,(H,17,24)(H,18,22)(H,25,26,27)(H,28,29,30)/p+1/t8-,9+,10-,11+,12+,13+,14+,16+/m0/s1

AuxInfo 1/1/N:12,15,16,3,13,14,2,4,9,6,10,5,7,8,1,11,17,18,19,28,29,21,27,20,22,23,30,24,25,31,32,26,33,34,35/E:(25,26,27)(28,29,30)/F:12,15,16,3,13,14,2,4,9,6,10,5,7,8,1,11,17,18,19,28,29,21,27,20,30,22,23,31,24,25,32,26,33,34,35/E:(26,27)(29,30)/CRV:34.6,35.6/rA:65cCCCCCCCCCCCCCCCCNNN+OOOOOOOOOOOOOOSSHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;;s1s3;;s3;s5;s7;s6;s8;s5;s2;s9;s10;;s15;s1s15;s2s5;s4s9;d1;d2;;;;;s10s11;s7;s13;s14;;;s6s11;s8;s16d22d23s30;d24d25s31s33;s3;s3;s4;s5;s6;s7;s8;s9;s10;s11;s12;s12;s12;s13;s13;s14;s14;s15;s15;s16;s16;s17;s18;s19;s19;s27;s28;s29;s30;s31;/rC:-1.9056,.241,0;2.9477,-3.2003,0;;-.3065,.9518,0;3.3106,-1.5067,0;1.0015,0,0;3.9257,-2.2952,0;4.9169,-2.1624,0;1.3133,.9518,0;5.2968,-1.2318,0;3.6905,-.5761,0;2.2774,-3.9424,0;2.1899,2.4664,0;6.4775,.0599,0;-3.6281,.4231,0;-4.5419,.0169,0;-2.7143,.8292,0;2.6402,-2.2488,0;.5008,1.5426,0;-2.0108,-.7535,0;3.9255,-3.4099,0;-5.8619,.5245,0;-5.0495,-1.3031,0;7.8166,-1.7692,0;7.3919,-3.7236,0;4.6855,-.4339,0;4.459,-3.962,0;2.6908,3.3319,0;7.1522,.798,0;-6.3695,-.7955,0;8.5814,-2.9588,0;2.7127,-.3666,0;6.627,-2.534,0;-5.4557,-.3893,0;7.6042,-2.7464,0;.0518,-.4973,0;-.4893,-.1031,0;-.5571,1.3845,0;2.8873,-1.2407,0;.9488,-.4972,0;3.4837,-2.5288,0;4.8967,-2.662,0;1.7697,.7476,0;5.7194,-1.4991,0;3.7078,-.0764,0;2.6484,-4.2776,0;1.9063,-3.6072,0;1.9422,-4.3134,0;1.7572,2.7169,0;2.6227,2.216,0;6.1085,.3972,0;6.8466,-.2775,0;-3.425,-.0338,0;-3.8312,.8799,0;-4.745,.4738,0;-4.3388,-.44,0;-2.6617,1.3265,0;2.1513,-2.144,0;.1654,1.9134,0;.835,1.9145,0;4.9476,-4.0682,0;2.4413,3.7652,0;7.0013,1.2747,0;-6.7738,-.5014,0;8.9177,-2.5887,0;

Duplicates DB02595

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002500-0000002749/DB02595.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002500-0000002749/DB02595.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002500-0000002749/DB02595.sdf

Formula	C₁₆H₃₀N₃O₁₄S₂
MW	552.54
InChIKey	RPNZWZDLNYCCIG-MMQZJHJLNA-O
Entry_Date	2023-09-01
Net_Charge	1
Number_Atoms	65
Number_Heavy_Atoms	35
Number_Rings	2
Number_Bonds	66
Rotat_Bonds	18
Unbranched_Chain	3
Chiral_Centers	8
ONatoms	17
HB_Donor	8
HB_Acceptor	11
OpenEye_HB_Donors	9
OpenEye_HB_Acceptors	11
Lipinski_HB_Donors	8
Lipinski_HB_Acceptors	17
Lipinski_Violations	3
XLogP3	0
XLogP	-7.31
logP	-1.6444
PSA	288.69
MR	116.293
ABS	0.17
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-466.7534
PM7_Total_Energy_ev	-7411.32349
PM7_Electronic_Energy_ev	-72687.75758
PM7_Dipole_Debye	20.57129
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-12.575
PM7_LUMO_Energy_ev	-3.426
PM7_COSMO_Area_square_ang	423.9
PM7_COSMO_Volue_cubic_ang	572.25
PM7_Electron_Affinity_ev	3.426
PM7_Ionization_Energy_ev	12.575
PM7_Energy_Gap_ev	9.149
PM7_Global_Hardness_ev	4.5745
PM7_Global_Softness_ev	0.21860312602470217
PM7_Chemical_Potential_ev	-8.0005
PM7_Electronigativity_ev	8.0005
PM7_Back_Donation_Energy_ev	-1.143625
PM7_Electrophilicity_ev	6.996174472619958
OPENEYE_Name	2-[[(2~{S},4~{S},5~{R})-4-[(2~{R},3~{R},4~{R},5~{S},6~{R})-3-acetamido-4-hydroxy-6-(hydroxymethyl)-5-sulfooxy-tetrahydropyran-2-yl]oxy-5-(hydroxymethyl)pyrrolidin-1-ium-2-carbonyl]amino]ethanesulfonic acid
SMILES	C(=O)(C1CC(C([NH2+]1)CO)OC2C(C(C(C(O2)CO)OS(=O)(=O)O)O)NC(=O)C)NCCS(=O)(=O)O
Canonical_SMILES	OC[C@H]1O[C@@H](O[C@H]2C[C@H]([NH2+][C@@H]2CO)C(=O)NCCS(=O)(=O)O)[C@@H]([C@H]([C@@H]1OS(=O)(=O)O)O)NC(=O)C
InChI	1/C16H29N3O14S2/c1-7(22)18-12-13(23)14(33-35(28,29)30)11(6-21)32-16(12)31-10-4-8(19-9(10)5-20)15(24)17-2-3-34(25,26)27/h8-14,16,19-21,23H,2-6H2,1H3,(H,17,24)(H,18,22)(H,25,26,27)(H,28,29,30)/p+1/fC16H30N3O14S2/h17-19,25,28H/q+1
InChI_3D	1S/C16H29N3O14S2/c1-7(22)18-12-13(23)14(33-35(28,29)30)11(6-21)32-16(12)31-10-4-8(19-9(10)5-20)15(24)17-2-3-34(25,26)27/h8-14,16,19-21,23H,2-6H2,1H3,(H,17,24)(H,18,22)(H,25,26,27)(H,28,29,30)/p+1/t8-,9+,10-,11+,12+,13+,14+,16+/m0/s1
AuxInfo	1/1/N:12,15,16,3,13,14,2,4,9,6,10,5,7,8,1,11,17,18,19,28,29,21,27,20,22,23,30,24,25,31,32,26,33,34,35/E:(25,26,27)(28,29,30)/F:12,15,16,3,13,14,2,4,9,6,10,5,7,8,1,11,17,18,19,28,29,21,27,20,30,22,23,31,24,25,32,26,33,34,35/E:(26,27)(29,30)/CRV:34.6,35.6/rA:65cCCCCCCCCCCCCCCCCNNN+OOOOOOOOOOOOOOSSHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;;s1s3;;s3;s5;s7;s6;s8;s5;s2;s9;s10;;s15;s1s15;s2s5;s4s9;d1;d2;;;;;s10s11;s7;s13;s14;;;s6s11;s8;s16d22d23s30;d24d25s31s33;s3;s3;s4;s5;s6;s7;s8;s9;s10;s11;s12;s12;s12;s13;s13;s14;s14;s15;s15;s16;s16;s17;s18;s19;s19;s27;s28;s29;s30;s31;/rC:-1.9056,.241,0;2.9477,-3.2003,0;;-.3065,.9518,0;3.3106,-1.5067,0;1.0015,0,0;3.9257,-2.2952,0;4.9169,-2.1624,0;1.3133,.9518,0;5.2968,-1.2318,0;3.6905,-.5761,0;2.2774,-3.9424,0;2.1899,2.4664,0;6.4775,.0599,0;-3.6281,.4231,0;-4.5419,.0169,0;-2.7143,.8292,0;2.6402,-2.2488,0;.5008,1.5426,0;-2.0108,-.7535,0;3.9255,-3.4099,0;-5.8619,.5245,0;-5.0495,-1.3031,0;7.8166,-1.7692,0;7.3919,-3.7236,0;4.6855,-.4339,0;4.459,-3.962,0;2.6908,3.3319,0;7.1522,.798,0;-6.3695,-.7955,0;8.5814,-2.9588,0;2.7127,-.3666,0;6.627,-2.534,0;-5.4557,-.3893,0;7.6042,-2.7464,0;.0518,-.4973,0;-.4893,-.1031,0;-.5571,1.3845,0;2.8873,-1.2407,0;.9488,-.4972,0;3.4837,-2.5288,0;4.8967,-2.662,0;1.7697,.7476,0;5.7194,-1.4991,0;3.7078,-.0764,0;2.6484,-4.2776,0;1.9063,-3.6072,0;1.9422,-4.3134,0;1.7572,2.7169,0;2.6227,2.216,0;6.1085,.3972,0;6.8466,-.2775,0;-3.425,-.0338,0;-3.8312,.8799,0;-4.745,.4738,0;-4.3388,-.44,0;-2.6617,1.3265,0;2.1513,-2.144,0;.1654,1.9134,0;.835,1.9145,0;4.9476,-4.0682,0;2.4413,3.7652,0;7.0013,1.2747,0;-6.7738,-.5014,0;8.9177,-2.5887,0;
Duplicates	DB02595
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002500-0000002749/DB02595.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002500-0000002749/DB02595.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002500-0000002749/DB02595.sdf