CompChem-Database: compound details

CompChem-Database: details for selected entry

DB03923 (4221)

Formula C₃₁H₄₄N₇O₂₀P₃S

MW 959.71

InChIKey ILSPFIPSQSFPCN-BESNVEJENA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 106

Number_Heavy_Atoms 62

Number_Rings 4

Number_Bonds 109

Rotat_Bonds 33

Unbranched_Chain 4

Chiral_Centers 5

ONatoms 27

HB_Donor 11

HB_Acceptor 17

OpenEye_HB_Donors 12

OpenEye_HB_Acceptors 12

Lipinski_HB_Donors 11

Lipinski_HB_Acceptors 27

Lipinski_Violations 3

XLogP3 0

XLogP -1.67

logP 1.1609

PSA 468.05

MR 212.665

ABS 0.17

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -940.36397

PM7_Total_Energy_ev -12322.00927

PM7_Electronic_Energy_ev -150330.70992

PM7_Dipole_Debye 4.3202

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.742

PM7_LUMO_Energy_ev -2.064

PM7_COSMO_Area_square_ang 720.77

PM7_COSMO_Volue_cubic_ang 1023.06

PM7_Electron_Affinity_ev 2.064

PM7_Ionization_Energy_ev 8.742

PM7_Energy_Gap_ev 6.678

PM7_Global_Hardness_ev 3.339

PM7_Global_Softness_ev 0.2994908655286014

PM7_Chemical_Potential_ev -5.403

PM7_Electronigativity_ev 5.403

PM7_Back_Donation_Energy_ev -0.83475

PM7_Electrophilicity_ev 4.371429919137467

OPENEYE_Name ~{S}-[2-[3-[[(2~{R})-4-[[[(2~{R},3~{S},4~{R},5~{R})-5-(6-aminopurin-9-yl)-4-hydroxy-3-phosphonooxy-tetrahydrofuran-2-yl]methoxy-hydroxy-phosphoryl]oxy-hydroxy-phosphoryl]oxy-2-hydroxy-3,3-dimethyl-butanoyl]amino]propanoylamino]ethyl] (~{E})-3-(3,4-dihydroxy-5-methoxy-phenyl)prop-2-enethioate

SMILES c1c(cc(c(c1O)O)OC)C=CC(=O)SCCNC(=O)CCNC(=O)C(C(C)(C)COP(=O)(O)OP(=O)(O)OCC2C(C(C(O2)n3cnc4c3ncnc4N)O)OP(=O)(O)O)O

Canonical_SMILES COc1cc(/C=C/C(=O)SCCNC(=O)CCNC(=O)[C@@H](C(CO[P@](=O)(O[P@](=O)(OC[C@H]2O[C@H]([C@@H]([C@@H]2OP(=O)(O)O)O)n2cnc3c2ncnc3N)O)O)(C)C)O)cc(c1O)O

InChI 1/C31H44N7O20P3S/c1-31(2,26(44)29(45)34-7-6-20(40)33-8-9-62-21(41)5-4-16-10-17(39)23(42)18(11-16)53-3)13-55-61(51,52)58-60(49,50)54-12-19-25(57-59(46,47)48)24(43)30(56-19)38-15-37-22-27(32)35-14-36-28(22)38/h4-5,10-11,14-15,19,24-26,30,39,42-44H,6-9,12-13H2,1-3H3,(H,33,40)(H,34,45)(H,49,50)(H,51,52)(H2,32,35,36)(H2,46,47,48)/f/h33-34,46-47,49,51H,32H2

InChI_3D 1S/C31H44N7O20P3S/c1-31(2,26(44)29(45)34-7-6-20(40)33-8-9-62-21(41)5-4-16-10-17(39)23(42)18(11-16)53-3)13-55-61(51,52)58-60(49,50)54-12-19-25(57-59(46,47)48)24(43)30(56-19)38-15-37-22-27(32)35-14-36-28(22)38/h4-5,10-11,14-15,19,24-26,30,39,42-44H,6-9,12-13H2,1-3H3,(H,33,40)(H,34,45)(H,49,50)(H,51,52)(H2,32,35,36)(H2,46,47,48)/b5-4+/t19-,24-,25-,26+,30-/m1/s1

AuxInfo 1/1/N:21,22,23,12,13,24,26,27,29,1,2,25,28,3,4,5,7,8,19,15,14,6,9,18,17,30,11,10,16,20,31,36,37,38,33,32,34,35,46,40,39,47,48,49,41,42,50,51,43,52,44,53,54,56,57,45,55,58,59,60,61,62/E:(1,2)(46,47,48)(49,50)(51,52)/F:21,22,23,12,13,24,26,27,29,1,2,25,28,3,4,5,7,8,19,15,14,6,9,18,17,30,11,10,16,20,31,36,37,38,33,32,34,35,46,40,39,47,48,49,41,50,51,42,52,43,53,44,54,56,57,45,55,58,59,60,61,62/E:(1,2)(46,47)/rA:106cCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCNNNNNNNOOOOOOOOOOOOOOOOOOOOPPPSHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;;;d1s2;;s1;d2;d7s8;d6;s6;s5;w12;s13;;;;s17;s17;s18;;;;s15;s19;s24;;;s27;s16;s21s22s28s30;d3s10;s3d11;d4s6;s4s10s20;s11;s15s27;s16s26;d14;d15;d16;;;;s19s20;s7;s9;s18;s30;;;;;s8s23;s17;s25;s28;;d42s50s51s55;d43s52s56s58;d44s53s57s58;s14s29;s1;s2;s3;s4;s12;s13;s17;s18;s19;s20;s21;s21;s21;s22;s22;s22;s23;s23;s23;s24;s24;s25;s25;s26;s26;s27;s27;s28;s28;s29;s29;s30;s36;s36;s37;s38;s46;s47;s48;s49;s50;s51;s52;s53;/rC:15.6028,6.1672,0;17.0059,5.1466,0;-.868,-1.5137,0;2.4178,-1.0115,0;16.0117,5.2546,0;.868,-.5079,0;16.194,6.9801,0;17.5971,5.9595,0;17.1942,6.8804,0;.868,-1.515,0;;15.4235,4.4458,0;15.8298,3.5321,0;15.2416,2.7234,0;14.2895,-1.5303,0;11.5304,-3.8514,0;3.2201,-3.9826,0;2.2408,-3.7733,0;3.7188,-3.1159,0;2.1348,-2.7774,0;9.7658,-6.2775,0;11.1627,-6.057,0;19.1819,6.6586,0;13.7013,-2.339,0;5.1341,-4.1453,0;13.1131,-3.1477,0;14.4714,.1922,0;9.5453,-4.8806,0;15.0596,1.0009,0;10.9422,-4.6601,0;10.354,-5.4688,0;0,-2.0116,0;-.868,-.5079,0;1.8258,-.1969,0;1.8258,-1.8263,0;0,1,0;13.8832,-.6165,0;12.5249,-3.9564,0;14.2471,2.8284,0;15.284,-1.6353,0;11.1242,-2.9376,0;2.0605,-7.5488,0;6.1633,-6.1304,0;8.5161,-2.8955,0;3.0528,-2.3694,0;15.7851,7.8926,0;17.7824,7.6891,0;.4908,-3.7742,0;10.1335,-4.0719,0;3.3207,-6.9071,0;1.4187,-6.2886,0;7.5602,-5.9099,0;7.1192,-3.116,0;18.5913,5.8516,0;2.679,-5.6469,0;5.9428,-4.7335,0;8.7366,-4.2924,0;7.3397,-4.5129,0;2.3697,-6.5978,0;6.7515,-5.3217,0;7.9279,-3.7042,0;15.6478,1.8096,0;15.1054,6.2189,0;17.2083,4.6895,0;-1.3007,-1.7643,0;2.9178,-1.0115,0;14.9263,4.4984,0;16.327,3.4796,0;3.677,-4.1857,0;2.1883,-4.2706,0;4.0543,-2.7452,0;1.6458,-2.8816,0;9.3615,-5.9834,0;10.1702,-6.5716,0;9.4717,-6.6819,0;10.8686,-6.4614,0;11.4568,-5.6527,0;11.5671,-6.3511,0;18.7784,6.9538,0;19.5854,6.3633,0;19.4772,7.062,0;14.1057,-2.6331,0;13.2969,-2.0449,0;4.84,-4.5496,0;5.4282,-3.7409,0;12.7087,-2.8536,0;13.5175,-3.4418,0;14.8758,-.1019,0;14.0671,.4863,0;9.8394,-4.4763,0;9.2512,-5.285,0;14.6553,1.295,0;15.464,.7068,0;11.3466,-4.9542,0;-.433,1.25,0;.433,1.25,0;13.386,-.564,0;12.728,-4.4133,0;15.2877,7.9437,0;17.5793,8.146,0;.241,-4.2073,0;10.186,-3.5747,0;3.4245,-7.3962,0;1.3149,-5.7995,0;7.5077,-6.4071,0;7.1717,-2.6188,0;

Duplicates DB03923

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003750-0000003999/DB03923.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003750-0000003999/DB03923.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003750-0000003999/DB03923.sdf

Formula	C₃₁H₄₄N₇O₂₀P₃S
MW	959.71
InChIKey	ILSPFIPSQSFPCN-BESNVEJENA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	106
Number_Heavy_Atoms	62
Number_Rings	4
Number_Bonds	109
Rotat_Bonds	33
Unbranched_Chain	4
Chiral_Centers	5
ONatoms	27
HB_Donor	11
HB_Acceptor	17
OpenEye_HB_Donors	12
OpenEye_HB_Acceptors	12
Lipinski_HB_Donors	11
Lipinski_HB_Acceptors	27
Lipinski_Violations	3
XLogP3	0
XLogP	-1.67
logP	1.1609
PSA	468.05
MR	212.665
ABS	0.17
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-940.36397
PM7_Total_Energy_ev	-12322.00927
PM7_Electronic_Energy_ev	-150330.70992
PM7_Dipole_Debye	4.3202
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.742
PM7_LUMO_Energy_ev	-2.064
PM7_COSMO_Area_square_ang	720.77
PM7_COSMO_Volue_cubic_ang	1023.06
PM7_Electron_Affinity_ev	2.064
PM7_Ionization_Energy_ev	8.742
PM7_Energy_Gap_ev	6.678
PM7_Global_Hardness_ev	3.339
PM7_Global_Softness_ev	0.2994908655286014
PM7_Chemical_Potential_ev	-5.403
PM7_Electronigativity_ev	5.403
PM7_Back_Donation_Energy_ev	-0.83475
PM7_Electrophilicity_ev	4.371429919137467
OPENEYE_Name	~{S}-[2-[3-[[(2~{R})-4-[[[(2~{R},3~{S},4~{R},5~{R})-5-(6-aminopurin-9-yl)-4-hydroxy-3-phosphonooxy-tetrahydrofuran-2-yl]methoxy-hydroxy-phosphoryl]oxy-hydroxy-phosphoryl]oxy-2-hydroxy-3,3-dimethyl-butanoyl]amino]propanoylamino]ethyl] (~{E})-3-(3,4-dihydroxy-5-methoxy-phenyl)prop-2-enethioate
SMILES	c1c(cc(c(c1O)O)OC)C=CC(=O)SCCNC(=O)CCNC(=O)C(C(C)(C)COP(=O)(O)OP(=O)(O)OCC2C(C(C(O2)n3cnc4c3ncnc4N)O)OP(=O)(O)O)O
Canonical_SMILES	COc1cc(/C=C/C(=O)SCCNC(=O)CCNC(=O)[C@@H](C(CO[P@](=O)(O[P@](=O)(OC[C@H]2O[C@H]([C@@H]([C@@H]2OP(=O)(O)O)O)n2cnc3c2ncnc3N)O)O)(C)C)O)cc(c1O)O
InChI	1/C31H44N7O20P3S/c1-31(2,26(44)29(45)34-7-6-20(40)33-8-9-62-21(41)5-4-16-10-17(39)23(42)18(11-16)53-3)13-55-61(51,52)58-60(49,50)54-12-19-25(57-59(46,47)48)24(43)30(56-19)38-15-37-22-27(32)35-14-36-28(22)38/h4-5,10-11,14-15,19,24-26,30,39,42-44H,6-9,12-13H2,1-3H3,(H,33,40)(H,34,45)(H,49,50)(H,51,52)(H2,32,35,36)(H2,46,47,48)/f/h33-34,46-47,49,51H,32H2
InChI_3D	1S/C31H44N7O20P3S/c1-31(2,26(44)29(45)34-7-6-20(40)33-8-9-62-21(41)5-4-16-10-17(39)23(42)18(11-16)53-3)13-55-61(51,52)58-60(49,50)54-12-19-25(57-59(46,47)48)24(43)30(56-19)38-15-37-22-27(32)35-14-36-28(22)38/h4-5,10-11,14-15,19,24-26,30,39,42-44H,6-9,12-13H2,1-3H3,(H,33,40)(H,34,45)(H,49,50)(H,51,52)(H2,32,35,36)(H2,46,47,48)/b5-4+/t19-,24-,25-,26+,30-/m1/s1
AuxInfo	1/1/N:21,22,23,12,13,24,26,27,29,1,2,25,28,3,4,5,7,8,19,15,14,6,9,18,17,30,11,10,16,20,31,36,37,38,33,32,34,35,46,40,39,47,48,49,41,42,50,51,43,52,44,53,54,56,57,45,55,58,59,60,61,62/E:(1,2)(46,47,48)(49,50)(51,52)/F:21,22,23,12,13,24,26,27,29,1,2,25,28,3,4,5,7,8,19,15,14,6,9,18,17,30,11,10,16,20,31,36,37,38,33,32,34,35,46,40,39,47,48,49,41,50,51,42,52,43,53,44,54,56,57,45,55,58,59,60,61,62/E:(1,2)(46,47)/rA:106cCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCNNNNNNNOOOOOOOOOOOOOOOOOOOOPPPSHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;;;d1s2;;s1;d2;d7s8;d6;s6;s5;w12;s13;;;;s17;s17;s18;;;;s15;s19;s24;;;s27;s16;s21s22s28s30;d3s10;s3d11;d4s6;s4s10s20;s11;s15s27;s16s26;d14;d15;d16;;;;s19s20;s7;s9;s18;s30;;;;;s8s23;s17;s25;s28;;d42s50s51s55;d43s52s56s58;d44s53s57s58;s14s29;s1;s2;s3;s4;s12;s13;s17;s18;s19;s20;s21;s21;s21;s22;s22;s22;s23;s23;s23;s24;s24;s25;s25;s26;s26;s27;s27;s28;s28;s29;s29;s30;s36;s36;s37;s38;s46;s47;s48;s49;s50;s51;s52;s53;/rC:15.6028,6.1672,0;17.0059,5.1466,0;-.868,-1.5137,0;2.4178,-1.0115,0;16.0117,5.2546,0;.868,-.5079,0;16.194,6.9801,0;17.5971,5.9595,0;17.1942,6.8804,0;.868,-1.515,0;;15.4235,4.4458,0;15.8298,3.5321,0;15.2416,2.7234,0;14.2895,-1.5303,0;11.5304,-3.8514,0;3.2201,-3.9826,0;2.2408,-3.7733,0;3.7188,-3.1159,0;2.1348,-2.7774,0;9.7658,-6.2775,0;11.1627,-6.057,0;19.1819,6.6586,0;13.7013,-2.339,0;5.1341,-4.1453,0;13.1131,-3.1477,0;14.4714,.1922,0;9.5453,-4.8806,0;15.0596,1.0009,0;10.9422,-4.6601,0;10.354,-5.4688,0;0,-2.0116,0;-.868,-.5079,0;1.8258,-.1969,0;1.8258,-1.8263,0;0,1,0;13.8832,-.6165,0;12.5249,-3.9564,0;14.2471,2.8284,0;15.284,-1.6353,0;11.1242,-2.9376,0;2.0605,-7.5488,0;6.1633,-6.1304,0;8.5161,-2.8955,0;3.0528,-2.3694,0;15.7851,7.8926,0;17.7824,7.6891,0;.4908,-3.7742,0;10.1335,-4.0719,0;3.3207,-6.9071,0;1.4187,-6.2886,0;7.5602,-5.9099,0;7.1192,-3.116,0;18.5913,5.8516,0;2.679,-5.6469,0;5.9428,-4.7335,0;8.7366,-4.2924,0;7.3397,-4.5129,0;2.3697,-6.5978,0;6.7515,-5.3217,0;7.9279,-3.7042,0;15.6478,1.8096,0;15.1054,6.2189,0;17.2083,4.6895,0;-1.3007,-1.7643,0;2.9178,-1.0115,0;14.9263,4.4984,0;16.327,3.4796,0;3.677,-4.1857,0;2.1883,-4.2706,0;4.0543,-2.7452,0;1.6458,-2.8816,0;9.3615,-5.9834,0;10.1702,-6.5716,0;9.4717,-6.6819,0;10.8686,-6.4614,0;11.4568,-5.6527,0;11.5671,-6.3511,0;18.7784,6.9538,0;19.5854,6.3633,0;19.4772,7.062,0;14.1057,-2.6331,0;13.2969,-2.0449,0;4.84,-4.5496,0;5.4282,-3.7409,0;12.7087,-2.8536,0;13.5175,-3.4418,0;14.8758,-.1019,0;14.0671,.4863,0;9.8394,-4.4763,0;9.2512,-5.285,0;14.6553,1.295,0;15.464,.7068,0;11.3466,-4.9542,0;-.433,1.25,0;.433,1.25,0;13.386,-.564,0;12.728,-4.4133,0;15.2877,7.9437,0;17.5793,8.146,0;.241,-4.2073,0;10.186,-3.5747,0;3.4245,-7.3962,0;1.3149,-5.7995,0;7.5077,-6.4071,0;7.1717,-2.6188,0;
Duplicates	DB03923
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003750-0000003999/DB03923.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003750-0000003999/DB03923.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003750-0000003999/DB03923.sdf