CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI182020_p0 (97324)

Formula C₂₀H₃₀N₃O₁₀P

MW 503.44

InChIKey HOJHDNFGPGIISV-PIYMXPJNNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 64

Number_Heavy_Atoms 34

Number_Rings 2

Number_Bonds 65

Rotat_Bonds 16

Unbranched_Chain 1

Chiral_Centers 5

ONatoms 13

HB_Donor 7

HB_Acceptor 8

OpenEye_HB_Donors 9

OpenEye_HB_Acceptors 6

Lipinski_HB_Donors 7

Lipinski_HB_Acceptors 13

Lipinski_Violations 3

XLogP3 0

XLogP -1.02

logP 0.8376

PSA 241.54

MR 117.324

ABS 0.17

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -509.37512

PM7_Total_Energy_ev -6553.34893

PM7_Electronic_Energy_ev -62150.10417

PM7_Dipole_Debye 2.9427

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.258

PM7_LUMO_Energy_ev -0.639

PM7_COSMO_Area_square_ang 426.69

PM7_COSMO_Volue_cubic_ang 565.22

PM7_Electron_Affinity_ev 0.639

PM7_Ionization_Energy_ev 9.258

PM7_Energy_Gap_ev 8.619

PM7_Global_Hardness_ev 4.3095

PM7_Global_Softness_ev 0.2320454809142592

PM7_Chemical_Potential_ev -4.9485

PM7_Electronigativity_ev 4.9485

PM7_Back_Donation_Energy_ev -1.077375

PM7_Electrophilicity_ev 2.8411245214061958

OPENEYE_Name [(1~{S},2~{S},3~{S})-3,5-diamino-2-hydroxy-1-[[(1~{S})-1-[(3~{S})-8-hydroxy-1-oxo-isochroman-3-yl]-3-methyl-butyl]carbamoyl]-5-oxo-pentyl] dihydrogen phosphate

SMILES c1cc2c(c(c1)O)C(=O)OC(C2)C(CC(C)C)NC(=O)C(C(C(CC(=O)N)N)O)OP(=O)(O)O

Canonical_SMILES CC(C[C@@H]([C@H]1OC(=O)c2c(C1)cccc2O)NC(=O)[C@H]([C@H]([C@H](CC(=O)N)N)O)OP(=O)(O)O)C

InChI 1/C20H30N3O10P/c1-9(2)6-12(14-7-10-4-3-5-13(24)16(10)20(28)32-14)23-19(27)18(33-34(29,30)31)17(26)11(21)8-15(22)25/h3-5,9,11-12,14,17-18,24,26H,6-8,21H2,1-2H3,(H2,22,25)(H,23,27)(H2,29,30,31)/f/h23,29-30H,22H2

InChI_3D 1S/C20H30N3O10P/c1-9(2)6-12(14-7-10-4-3-5-13(24)16(10)20(28)32-14)23-19(27)18(33-34(29,30)31)17(26)11(21)8-15(22)25/h3-5,9,11-12,14,17-18,24,26H,6-8,21H2,1-2H3,(H2,22,25)(H,23,27)(H2,29,30,31)/t11-,12-,14-,17-,18-/m0/s1

AuxInfo 1/1/N:12,13,1,2,3,15,10,14,18,5,19,17,6,11,8,4,20,16,9,7,22,21,23,29,25,30,26,24,27,31,32,28,33,34/E:(1,2)(29,30,31)/F:12,13,1,2,3,15,10,14,18,5,19,17,6,11,8,4,20,16,9,7,22,21,23,29,25,30,26,24,31,32,27,28,33,34/E:(1,2)(29,30)/rA:64cCCCCCCCCCCCCCCCCCCCCNNNOOOOOOOOOOPHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;s2d4;d3s4;s4;;;s5;s10;;;s8;;s9;s11s15;s12s13s15;s14;s16s19;s8;s19;s9s17;d7;d8;d9;;s7s11;s6;s20;;;s16;d27s31s32s33;s1;s2;s3;s10;s10;s11;s12;s12;s12;s13;s13;s13;s14;s14;s15;s15;s16;s17;s18;s19;s20;s21;s21;s22;s22;s23;s29;s30;s31;s32;/rC:;.868,-.4978,0;0,1.0057,0;1.7374,1.0057,0;1.736,-.0012,0;.868,1.5138,0;2.6052,1.5109,0;7.1679,-5.9588,0;6.3106,-1.0328,0;2.6026,-.5032,0;3.4761,-.0036,0;6.9991,1.6246,0;8.1558,.8109,0;6.9965,-4.9736,0;6.1854,.4679,0;6.4821,-2.018,0;5.2002,.2965,0;7.1706,.6394,0;6.825,-3.9884,0;6.6535,-3.0032,0;6.4005,-6.5999,0;5.8398,-4.1599,0;5.3716,-.6887,0;2.6051,2.5109,0;8.1069,-6.3029,0;7.078,-.3917,0;8.281,-.6899,0;3.4774,1.0034,0;.8676,2.5138,0;5.6683,-3.1747,0;9.4376,-1.5036,0;8.6239,-2.6603,0;7.4672,-1.8465,0;8.4524,-1.6751,0;-.4327,-.2506,0;.8677,-.9978,0;-.4338,1.2544,0;2.9228,-.8872,0;2.2803,-.8855,0;3.6456,-.474,0;6.5065,1.5389,0;7.4917,1.7103,0;6.9134,2.1172,0;8.07,1.3035,0;8.2415,.3183,0;8.6483,.8966,0;6.5039,-5.0593,0;7.489,-4.8878,0;6.0996,.9605,0;6.2711,-.0247,0;5.9895,-2.1037,0;5.1144,.7891,0;7.2563,.1468,0;7.3176,-3.9027,0;7.1461,-2.9175,0;5.931,-6.4278,0;6.4862,-7.0925,0;5.6677,-4.6293,0;5.5193,-3.7761,0;4.9879,-1.0093,0;.4345,2.7636,0;5.3478,-2.7909,0;9.7582,-1.8873,0;8.2402,-2.9808,0;

Duplicates ChEBI182020_p0

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000182000-0000182249/ChEBI182020_p0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000182000-0000182249/ChEBI182020_p0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000182000-0000182249/ChEBI182020_p0.sdf

Formula	C₂₀H₃₀N₃O₁₀P
MW	503.44
InChIKey	HOJHDNFGPGIISV-PIYMXPJNNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	64
Number_Heavy_Atoms	34
Number_Rings	2
Number_Bonds	65
Rotat_Bonds	16
Unbranched_Chain	1
Chiral_Centers	5
ONatoms	13
HB_Donor	7
HB_Acceptor	8
OpenEye_HB_Donors	9
OpenEye_HB_Acceptors	6
Lipinski_HB_Donors	7
Lipinski_HB_Acceptors	13
Lipinski_Violations	3
XLogP3	0
XLogP	-1.02
logP	0.8376
PSA	241.54
MR	117.324
ABS	0.17
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-509.37512
PM7_Total_Energy_ev	-6553.34893
PM7_Electronic_Energy_ev	-62150.10417
PM7_Dipole_Debye	2.9427
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.258
PM7_LUMO_Energy_ev	-0.639
PM7_COSMO_Area_square_ang	426.69
PM7_COSMO_Volue_cubic_ang	565.22
PM7_Electron_Affinity_ev	0.639
PM7_Ionization_Energy_ev	9.258
PM7_Energy_Gap_ev	8.619
PM7_Global_Hardness_ev	4.3095
PM7_Global_Softness_ev	0.2320454809142592
PM7_Chemical_Potential_ev	-4.9485
PM7_Electronigativity_ev	4.9485
PM7_Back_Donation_Energy_ev	-1.077375
PM7_Electrophilicity_ev	2.8411245214061958
OPENEYE_Name	[(1~{S},2~{S},3~{S})-3,5-diamino-2-hydroxy-1-[[(1~{S})-1-[(3~{S})-8-hydroxy-1-oxo-isochroman-3-yl]-3-methyl-butyl]carbamoyl]-5-oxo-pentyl] dihydrogen phosphate
SMILES	c1cc2c(c(c1)O)C(=O)OC(C2)C(CC(C)C)NC(=O)C(C(C(CC(=O)N)N)O)OP(=O)(O)O
Canonical_SMILES	CC(C[C@@H]([C@H]1OC(=O)c2c(C1)cccc2O)NC(=O)[C@H]([C@H]([C@H](CC(=O)N)N)O)OP(=O)(O)O)C
InChI	1/C20H30N3O10P/c1-9(2)6-12(14-7-10-4-3-5-13(24)16(10)20(28)32-14)23-19(27)18(33-34(29,30)31)17(26)11(21)8-15(22)25/h3-5,9,11-12,14,17-18,24,26H,6-8,21H2,1-2H3,(H2,22,25)(H,23,27)(H2,29,30,31)/f/h23,29-30H,22H2
InChI_3D	1S/C20H30N3O10P/c1-9(2)6-12(14-7-10-4-3-5-13(24)16(10)20(28)32-14)23-19(27)18(33-34(29,30)31)17(26)11(21)8-15(22)25/h3-5,9,11-12,14,17-18,24,26H,6-8,21H2,1-2H3,(H2,22,25)(H,23,27)(H2,29,30,31)/t11-,12-,14-,17-,18-/m0/s1
AuxInfo	1/1/N:12,13,1,2,3,15,10,14,18,5,19,17,6,11,8,4,20,16,9,7,22,21,23,29,25,30,26,24,27,31,32,28,33,34/E:(1,2)(29,30,31)/F:12,13,1,2,3,15,10,14,18,5,19,17,6,11,8,4,20,16,9,7,22,21,23,29,25,30,26,24,31,32,27,28,33,34/E:(1,2)(29,30)/rA:64cCCCCCCCCCCCCCCCCCCCCNNNOOOOOOOOOOPHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;s2d4;d3s4;s4;;;s5;s10;;;s8;;s9;s11s15;s12s13s15;s14;s16s19;s8;s19;s9s17;d7;d8;d9;;s7s11;s6;s20;;;s16;d27s31s32s33;s1;s2;s3;s10;s10;s11;s12;s12;s12;s13;s13;s13;s14;s14;s15;s15;s16;s17;s18;s19;s20;s21;s21;s22;s22;s23;s29;s30;s31;s32;/rC:;.868,-.4978,0;0,1.0057,0;1.7374,1.0057,0;1.736,-.0012,0;.868,1.5138,0;2.6052,1.5109,0;7.1679,-5.9588,0;6.3106,-1.0328,0;2.6026,-.5032,0;3.4761,-.0036,0;6.9991,1.6246,0;8.1558,.8109,0;6.9965,-4.9736,0;6.1854,.4679,0;6.4821,-2.018,0;5.2002,.2965,0;7.1706,.6394,0;6.825,-3.9884,0;6.6535,-3.0032,0;6.4005,-6.5999,0;5.8398,-4.1599,0;5.3716,-.6887,0;2.6051,2.5109,0;8.1069,-6.3029,0;7.078,-.3917,0;8.281,-.6899,0;3.4774,1.0034,0;.8676,2.5138,0;5.6683,-3.1747,0;9.4376,-1.5036,0;8.6239,-2.6603,0;7.4672,-1.8465,0;8.4524,-1.6751,0;-.4327,-.2506,0;.8677,-.9978,0;-.4338,1.2544,0;2.9228,-.8872,0;2.2803,-.8855,0;3.6456,-.474,0;6.5065,1.5389,0;7.4917,1.7103,0;6.9134,2.1172,0;8.07,1.3035,0;8.2415,.3183,0;8.6483,.8966,0;6.5039,-5.0593,0;7.489,-4.8878,0;6.0996,.9605,0;6.2711,-.0247,0;5.9895,-2.1037,0;5.1144,.7891,0;7.2563,.1468,0;7.3176,-3.9027,0;7.1461,-2.9175,0;5.931,-6.4278,0;6.4862,-7.0925,0;5.6677,-4.6293,0;5.5193,-3.7761,0;4.9879,-1.0093,0;.4345,2.7636,0;5.3478,-2.7909,0;9.7582,-1.8873,0;8.2402,-2.9808,0;
Duplicates	ChEBI182020_p0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000182000-0000182249/ChEBI182020_p0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000182000-0000182249/ChEBI182020_p0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000182000-0000182249/ChEBI182020_p0.sdf