CompChem-Database: compound details

CompChem-Database: details for selected entry

DB00479_p0 (502)

Formula C₂₂H₄₃N₅O₁₃

MW 585.61

InChIKey LKCWBDHBTVXHDL-LELJVTLKNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 83

Number_Heavy_Atoms 40

Number_Rings 3

Number_Bonds 85

Rotat_Bonds 19

Unbranched_Chain 3

Chiral_Centers 16

ONatoms 18

HB_Donor 13

HB_Acceptor 9

OpenEye_HB_Donors 17

OpenEye_HB_Acceptors 17

Lipinski_HB_Donors 13

Lipinski_HB_Acceptors 18

Lipinski_Violations 3

XLogP3 0

XLogP -7.42

logP -5.2321

PSA 331.94

MR 128.992

ABS 0.17

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -569.44532

PM7_Total_Energy_ev -8053.03978

PM7_Electronic_Energy_ev -85065.52898

PM7_Dipole_Debye 5.60345

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.795

PM7_LUMO_Energy_ev 0.49

PM7_COSMO_Area_square_ang 514.13

PM7_COSMO_Volue_cubic_ang 661.5

PM7_Electron_Affinity_ev -0.49

PM7_Ionization_Energy_ev 9.795

PM7_Energy_Gap_ev 10.285

PM7_Global_Hardness_ev 5.1425

PM7_Global_Softness_ev 0.19445794846864364

PM7_Chemical_Potential_ev -4.6525

PM7_Electronigativity_ev 4.6525

PM7_Back_Donation_Energy_ev -1.285625

PM7_Electrophilicity_ev 2.1045946767136607

OPENEYE_Name (2~{S})-4-amino-~{N}-[(1~{R},2~{S},3~{S},4~{R},5~{S})-5-amino-2-[(2~{S},3~{R},4~{S},5~{S},6~{R})-4-amino-3,5-dihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-4-[(2~{R},3~{R},4~{S},5~{S},6~{R})-6-(aminomethyl)-3,4,5-trihydroxy-tetrahydropyran-2-yl]oxy-3-hydroxy-cyclohexyl]-2-hydroxy-butanamide

SMILES C(=O)(C(CCN)O)NC1CC(C(C(C1OC2C(C(C(C(O2)CO)O)N)O)O)OC3C(C(C(C(O3)CN)O)O)O)N

Canonical_SMILES NCC[C@@H](C(=O)N[C@@H]1C[C@H](N)[C@H]([C@@H]([C@H]1O[C@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)N)O)O)O[C@H]1O[C@H](CN)[C@H]([C@@H]([C@H]1O)O)O)O

InChI 1/C22H43N5O13/c23-2-1-8(29)20(36)27-7-3-6(25)18(39-22-16(34)15(33)13(31)9(4-24)37-22)17(35)19(7)40-21-14(32)11(26)12(30)10(5-28)38-21/h6-19,21-22,28-35H,1-5,23-26H2,(H,27,36)/f/h27H

InChI_3D 1S/C22H43N5O13/c23-2-1-8(29)20(36)27-7-3-6(25)18(39-22-16(34)15(33)13(31)9(4-24)37-22)17(35)19(7)40-21-14(32)11(26)12(30)10(5-28)38-21/h6-19,21-22,28-35H,1-5,23-26H2,(H,27,36)/t6-,7+,8-,9+,10+,11-,12+,13+,14+,15-,16+,17-,18+,19-,21+,22+/m0/s1

AuxInfo 1/1/N:20,21,2,18,19,3,4,22,15,14,5,8,12,9,11,13,10,6,7,1,16,17,26,25,23,24,27,37,38,31,35,32,34,36,33,28,30,29,39,40/F:m/rA:83cCCCCCCCCCCCCCCCCCCCCCCNNNNNOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;s2;s2;;s3;s4;s5;s5;s6s7;;s11;s11;s8;s12;s9;s13;s15;s14;;s20;s1s20;s3;s5;s18;s21;s1s4;d1;s14s16;s15s17;s8;s9;s10;s11;s12;s13;s19;s22;s6s17;s7s16;s2;s2;s3;s4;s5;s6;s7;s8;s9;s10;s11;s12;s13;s14;s15;s16;s17;s18;s18;s19;s19;s20;s20;s21;s21;s22;s23;s23;s24;s24;s25;s25;s26;s26;s27;s31;s32;s33;s34;s35;s36;s37;s38;/rC:4.572,3.6666,0;2.133,5.7895,0;1.1501,5.9737,0;2.4704,4.8481,0;;.4979,5.2088,0;1.8182,4.0831,0;-.8675,.4975,0;.8675,.4975,0;.8287,4.2596,0;-2.5626,8.4663,0;-3.2181,7.711,0;-1.5797,8.2819,0;-.8675,1.5027,0;-2.8873,6.7618,0;.8675,1.5027,0;-1.2489,7.3327,0;-2.9183,5.0121,0;-2.5903,1.1954,0;5.8469,2.1257,0;6.4844,1.3552,0;5.2095,2.8961,0;1.7647,7.6122,0;1.1236,-1.3417,0;-2.936,4.0122,0;7.1219,.5848,0;3.586,3.4997,0;4.9205,4.6039,0;0,2.0104,0;-1.9011,6.5678,0;-1.4629,-1.1481,0;2.5912,.7997,0;-.8976,3.9727,0;-1.943,10.1029,0;-4.3218,9.0691,0;.1475,8.5637,0;-3.5748,1.0198,0;5.9799,3.5336,0;-.6137,6.5604,0;1.2132,2.441,0;2.626,5.8729,0;2.1374,6.2894,0;.7193,6.2275,0;2.9049,5.0955,0;-.321,-.3833,0;.062,4.9639,0;2.2497,3.8306,0;-1.36,.5838,0;1.0376,.0273,0;.8257,3.7596,0;-2.9919,8.7226,0;-3.6547,7.4674,0;-1.5738,8.7819,0;-1.0404,1.9719,0;-3.381,6.6827,0;1.3597,1.4149,0;-.813,7.5776,0;-3.4182,5.0209,0;-2.4184,5.0032,0;-2.5025,.7032,0;-2.6781,1.6877,0;6.2322,2.4444,0;5.4617,1.8069,0;6.0992,1.0365,0;6.8697,1.674,0;4.8242,2.5774,0;1.4471,7.9984,0;2.258,7.6942,0;1.6161,-1.2553,0;.9521,-1.8113,0;-3.3734,3.7699,0;-2.5075,3.7546,0;6.9477,.1161,0;7.6149,.6682,0;3.4117,3.0311,0;-1.9551,-1.2359,0;2.9122,.4164,0;-1.0733,3.5046,0;-2.2595,10.49,0;-4.8155,8.99,0;.3245,9.0313,0;-3.7449,.5497,0;5.8965,4.0266,0;

Duplicates DB00479_p0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000000250-0000000499/DB00479_p0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000000250-0000000499/DB00479_p0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000000250-0000000499/DB00479_p0.sdf

Formula	C₂₂H₄₃N₅O₁₃
MW	585.61
InChIKey	LKCWBDHBTVXHDL-LELJVTLKNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	83
Number_Heavy_Atoms	40
Number_Rings	3
Number_Bonds	85
Rotat_Bonds	19
Unbranched_Chain	3
Chiral_Centers	16
ONatoms	18
HB_Donor	13
HB_Acceptor	9
OpenEye_HB_Donors	17
OpenEye_HB_Acceptors	17
Lipinski_HB_Donors	13
Lipinski_HB_Acceptors	18
Lipinski_Violations	3
XLogP3	0
XLogP	-7.42
logP	-5.2321
PSA	331.94
MR	128.992
ABS	0.17
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-569.44532
PM7_Total_Energy_ev	-8053.03978
PM7_Electronic_Energy_ev	-85065.52898
PM7_Dipole_Debye	5.60345
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.795
PM7_LUMO_Energy_ev	0.49
PM7_COSMO_Area_square_ang	514.13
PM7_COSMO_Volue_cubic_ang	661.5
PM7_Electron_Affinity_ev	-0.49
PM7_Ionization_Energy_ev	9.795
PM7_Energy_Gap_ev	10.285
PM7_Global_Hardness_ev	5.1425
PM7_Global_Softness_ev	0.19445794846864364
PM7_Chemical_Potential_ev	-4.6525
PM7_Electronigativity_ev	4.6525
PM7_Back_Donation_Energy_ev	-1.285625
PM7_Electrophilicity_ev	2.1045946767136607
OPENEYE_Name	(2~{S})-4-amino-~{N}-[(1~{R},2~{S},3~{S},4~{R},5~{S})-5-amino-2-[(2~{S},3~{R},4~{S},5~{S},6~{R})-4-amino-3,5-dihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-4-[(2~{R},3~{R},4~{S},5~{S},6~{R})-6-(aminomethyl)-3,4,5-trihydroxy-tetrahydropyran-2-yl]oxy-3-hydroxy-cyclohexyl]-2-hydroxy-butanamide
SMILES	C(=O)(C(CCN)O)NC1CC(C(C(C1OC2C(C(C(C(O2)CO)O)N)O)O)OC3C(C(C(C(O3)CN)O)O)O)N
Canonical_SMILES	NCC[C@@H](C(=O)N[C@@H]1C[C@H](N)[C@H]([C@@H]([C@H]1O[C@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)N)O)O)O[C@H]1O[C@H](CN)[C@H]([C@@H]([C@H]1O)O)O)O
InChI	1/C22H43N5O13/c23-2-1-8(29)20(36)27-7-3-6(25)18(39-22-16(34)15(33)13(31)9(4-24)37-22)17(35)19(7)40-21-14(32)11(26)12(30)10(5-28)38-21/h6-19,21-22,28-35H,1-5,23-26H2,(H,27,36)/f/h27H
InChI_3D	1S/C22H43N5O13/c23-2-1-8(29)20(36)27-7-3-6(25)18(39-22-16(34)15(33)13(31)9(4-24)37-22)17(35)19(7)40-21-14(32)11(26)12(30)10(5-28)38-21/h6-19,21-22,28-35H,1-5,23-26H2,(H,27,36)/t6-,7+,8-,9+,10+,11-,12+,13+,14+,15-,16+,17-,18+,19-,21+,22+/m0/s1
AuxInfo	1/1/N:20,21,2,18,19,3,4,22,15,14,5,8,12,9,11,13,10,6,7,1,16,17,26,25,23,24,27,37,38,31,35,32,34,36,33,28,30,29,39,40/F:m/rA:83cCCCCCCCCCCCCCCCCCCCCCCNNNNNOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;s2;s2;;s3;s4;s5;s5;s6s7;;s11;s11;s8;s12;s9;s13;s15;s14;;s20;s1s20;s3;s5;s18;s21;s1s4;d1;s14s16;s15s17;s8;s9;s10;s11;s12;s13;s19;s22;s6s17;s7s16;s2;s2;s3;s4;s5;s6;s7;s8;s9;s10;s11;s12;s13;s14;s15;s16;s17;s18;s18;s19;s19;s20;s20;s21;s21;s22;s23;s23;s24;s24;s25;s25;s26;s26;s27;s31;s32;s33;s34;s35;s36;s37;s38;/rC:4.572,3.6666,0;2.133,5.7895,0;1.1501,5.9737,0;2.4704,4.8481,0;;.4979,5.2088,0;1.8182,4.0831,0;-.8675,.4975,0;.8675,.4975,0;.8287,4.2596,0;-2.5626,8.4663,0;-3.2181,7.711,0;-1.5797,8.2819,0;-.8675,1.5027,0;-2.8873,6.7618,0;.8675,1.5027,0;-1.2489,7.3327,0;-2.9183,5.0121,0;-2.5903,1.1954,0;5.8469,2.1257,0;6.4844,1.3552,0;5.2095,2.8961,0;1.7647,7.6122,0;1.1236,-1.3417,0;-2.936,4.0122,0;7.1219,.5848,0;3.586,3.4997,0;4.9205,4.6039,0;0,2.0104,0;-1.9011,6.5678,0;-1.4629,-1.1481,0;2.5912,.7997,0;-.8976,3.9727,0;-1.943,10.1029,0;-4.3218,9.0691,0;.1475,8.5637,0;-3.5748,1.0198,0;5.9799,3.5336,0;-.6137,6.5604,0;1.2132,2.441,0;2.626,5.8729,0;2.1374,6.2894,0;.7193,6.2275,0;2.9049,5.0955,0;-.321,-.3833,0;.062,4.9639,0;2.2497,3.8306,0;-1.36,.5838,0;1.0376,.0273,0;.8257,3.7596,0;-2.9919,8.7226,0;-3.6547,7.4674,0;-1.5738,8.7819,0;-1.0404,1.9719,0;-3.381,6.6827,0;1.3597,1.4149,0;-.813,7.5776,0;-3.4182,5.0209,0;-2.4184,5.0032,0;-2.5025,.7032,0;-2.6781,1.6877,0;6.2322,2.4444,0;5.4617,1.8069,0;6.0992,1.0365,0;6.8697,1.674,0;4.8242,2.5774,0;1.4471,7.9984,0;2.258,7.6942,0;1.6161,-1.2553,0;.9521,-1.8113,0;-3.3734,3.7699,0;-2.5075,3.7546,0;6.9477,.1161,0;7.6149,.6682,0;3.4117,3.0311,0;-1.9551,-1.2359,0;2.9122,.4164,0;-1.0733,3.5046,0;-2.2595,10.49,0;-4.8155,8.99,0;.3245,9.0313,0;-3.7449,.5497,0;5.8965,4.0266,0;
Duplicates	DB00479_p0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000000250-0000000499/DB00479_p0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000000250-0000000499/DB00479_p0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000000250-0000000499/DB00479_p0.sdf