CompChem-Database: compound details

CompChem-Database: details for selected entry

DB04865_p0 (5213)

Formula C₂₉H₃₉NO₉

MW 545.63

InChIKey HYFHYPWGAURHIV-UHFFFAOYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 78

Number_Heavy_Atoms 39

Number_Rings 5

Number_Bonds 82

Rotat_Bonds 13

Unbranched_Chain 3

Chiral_Centers 4

ONatoms 10

HB_Donor 2

HB_Acceptor 4

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 5

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 10

Lipinski_Violations 1

XLogP3 0

XLogP 2.97

logP 2.5186

PSA 123.99

MR 144.665

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -338.1417

PM7_Total_Energy_ev -6931.4537

PM7_Electronic_Energy_ev -75342.62674

PM7_Dipole_Debye 6.05486

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.442

PM7_LUMO_Energy_ev 0.164

PM7_COSMO_Area_square_ang 477.14

PM7_COSMO_Volue_cubic_ang 664.16

PM7_Electron_Affinity_ev -0.164

PM7_Ionization_Energy_ev 8.442

PM7_Energy_Gap_ev 8.606

PM7_Global_Hardness_ev 4.303

PM7_Global_Softness_ev 0.23239600278875203

PM7_Chemical_Potential_ev -4.139

PM7_Electronigativity_ev 4.139

PM7_Back_Donation_Energy_ev -1.07575

PM7_Electrophilicity_ev 1.9906252614455031

OPENEYE_Name ~{O}1-[(2~{S},3~{S},6~{R},10~{R})-4-methoxy-16,18-dioxa-10-azapentacyclo[11.7.0.0^{2,6}.0^{6,10}.0^{15,19}]icosa-1(20),4,13,15(19)-tetraen-3-yl] ~{O}4-methyl (2~{R})-2-hydroxy-2-(4-hydroxy-4-methyl-pentyl)butanedioate

SMILES c1c2c(cc3c1OCO3)C4C(C(=CC45CCCN5CC2)OC)OC(=O)C(CC(=O)OC)(CCCC(C)(C)O)O

Canonical_SMILES COC(=O)C[C@@](C(=O)O[C@@H]1C(=C[C@]23[C@@H]1c1cc4OCOc4cc1CCN3CCC2)OC)(CCCC(O)(C)C)O

InChI 1/C29H39NO9/c1-27(2,33)8-5-10-29(34,16-23(31)36-4)26(32)39-25-22(35-3)15-28-9-6-11-30(28)12-7-18-13-20-21(38-17-37-20)14-19(18)24(25)28/h13-15,24-25,33-34H,5-12,16-17H2,1-4H3

InChI_3D 1S/C29H39NO9/c1-27(2,33)8-5-10-29(34,16-23(31)36-4)26(32)39-25-22(35-3)15-28-9-6-11-30(28)12-7-18-13-20-21(38-17-37-20)14-19(18)24(25)28/h13-15,24-25,33-34H,5-12,16-17H2,1-4H3/t24-,25-,28+,29-/m1/s1

AuxInfo 1/0/N:20,21,22,23,25,12,11,27,13,26,15,14,1,2,7,24,16,3,4,5,6,8,9,17,18,10,29,19,28,30,31,32,36,35,37,39,33,34,38/E:(1,2)/rA:78cCCCCCCCCCCCCCCCCCCCCCCCCCCCCCNOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;d2s3;s1;s2d5;;d7;;;s3;;s12;s11;s12;;s4;s8s17;s7s13s17;;;;;s9;;s25;s25;s10s24s26;s20s21s27;s14s15s19;d9;d10;s5s16;s6s16;s28;s29;s8s22;s10s18;s9s23;s1;s2;s7;s11;s11;s12;s12;s13;s13;s14;s14;s15;s15;s16;s16;s17;s18;s20;s20;s20;s21;s21;s21;s22;s22;s22;s23;s23;s23;s24;s24;s25;s25;s26;s26;s27;s27;s35;s36;/rC:;1,-1.7321,0;-.5,-.866,0;0,-1.7321,0;1,0,0;1.5,-.866,0;-1.3359,-3.9576,0;-.3895,-4.2808,0;2.4894,-6.0894,0;1.9097,-3.1459,0;-1.4888,-.717,0;-2.6009,-3.9475,0;-1.6013,-3.9176,0;-2.2219,-1.3972,0;-2.9382,-3.0061,0;2.5827,.3364,0;-.3653,-2.6629,0;.2103,-3.4806,0;-1.3209,-2.9577,0;6.2208,-4.3352,0;7.0087,-3.1608,0;-.5539,-6.6861,0;1.9296,-7.7284,0;2.2962,-5.1082,0;4.0652,-3.7406,0;3.0841,-3.9338,0;5.0464,-3.5473,0;2.1029,-4.1271,0;6.0275,-3.354,0;-2.1472,-2.3944,0;3.4358,-6.4126,0;2.6627,-2.488,0;1.6691,.7431,0;2.4781,-.6581,0;1.1218,-4.3203,0;5.8343,-2.3729,0;.1263,-5.953,0;.9633,-2.8227,0;1.7364,-6.7473,0;-.25,.433,0;1.25,-2.1651,0;-1.7447,-4.2454,0;-1.9019,-.4353,0;-1.3062,-.2515,0;-2.5338,-4.4429,0;-3.0866,-4.066,0;-1.1094,-4.0068,0;-1.6387,-4.4162,0;-2.6997,-1.5445,0;-2.4719,-.9641,0;-3.3887,-3.223,0;-3.2011,-2.5807,0;2.7372,.8119,0;3.0717,.2325,0;-.7054,-2.2964,0;.5768,-3.8207,0;5.7302,-4.4318,0;6.7114,-4.2386,0;6.3174,-4.8258,0;7.1053,-3.6514,0;6.912,-2.6702,0;7.4992,-3.0642,0;-.1874,-7.0262,0;-.9204,-6.346,0;-.894,-7.0526,0;1.439,-7.8251,0;2.4202,-7.6318,0;2.0263,-8.219,0;1.8056,-5.2048,0;2.7868,-5.0116,0;4.1619,-4.2311,0;3.9686,-3.25,0;2.9874,-3.4432,0;3.1807,-4.4244,0;5.143,-4.0379,0;4.9497,-3.0567,0;.9602,-4.7935,0;6.2108,-2.0439,0;

Duplicates DB04865_p0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004750-0000004999/DB04865_p0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004750-0000004999/DB04865_p0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004750-0000004999/DB04865_p0.sdf

Formula	C₂₉H₃₉NO₉
MW	545.63
InChIKey	HYFHYPWGAURHIV-UHFFFAOYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	78
Number_Heavy_Atoms	39
Number_Rings	5
Number_Bonds	82
Rotat_Bonds	13
Unbranched_Chain	3
Chiral_Centers	4
ONatoms	10
HB_Donor	2
HB_Acceptor	4
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	5
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	10
Lipinski_Violations	1
XLogP3	0
XLogP	2.97
logP	2.5186
PSA	123.99
MR	144.665
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-338.1417
PM7_Total_Energy_ev	-6931.4537
PM7_Electronic_Energy_ev	-75342.62674
PM7_Dipole_Debye	6.05486
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.442
PM7_LUMO_Energy_ev	0.164
PM7_COSMO_Area_square_ang	477.14
PM7_COSMO_Volue_cubic_ang	664.16
PM7_Electron_Affinity_ev	-0.164
PM7_Ionization_Energy_ev	8.442
PM7_Energy_Gap_ev	8.606
PM7_Global_Hardness_ev	4.303
PM7_Global_Softness_ev	0.23239600278875203
PM7_Chemical_Potential_ev	-4.139
PM7_Electronigativity_ev	4.139
PM7_Back_Donation_Energy_ev	-1.07575
PM7_Electrophilicity_ev	1.9906252614455031
OPENEYE_Name	~{O}1-[(2~{S},3~{S},6~{R},10~{R})-4-methoxy-16,18-dioxa-10-azapentacyclo[11.7.0.0^{2,6}.0^{6,10}.0^{15,19}]icosa-1(20),4,13,15(19)-tetraen-3-yl] ~{O}4-methyl (2~{R})-2-hydroxy-2-(4-hydroxy-4-methyl-pentyl)butanedioate
SMILES	c1c2c(cc3c1OCO3)C4C(C(=CC45CCCN5CC2)OC)OC(=O)C(CC(=O)OC)(CCCC(C)(C)O)O
Canonical_SMILES	COC(=O)C[C@@](C(=O)O[C@@H]1C(=C[C@]23[C@@H]1c1cc4OCOc4cc1CCN3CCC2)OC)(CCCC(O)(C)C)O
InChI	1/C29H39NO9/c1-27(2,33)8-5-10-29(34,16-23(31)36-4)26(32)39-25-22(35-3)15-28-9-6-11-30(28)12-7-18-13-20-21(38-17-37-20)14-19(18)24(25)28/h13-15,24-25,33-34H,5-12,16-17H2,1-4H3
InChI_3D	1S/C29H39NO9/c1-27(2,33)8-5-10-29(34,16-23(31)36-4)26(32)39-25-22(35-3)15-28-9-6-11-30(28)12-7-18-13-20-21(38-17-37-20)14-19(18)24(25)28/h13-15,24-25,33-34H,5-12,16-17H2,1-4H3/t24-,25-,28+,29-/m1/s1
AuxInfo	1/0/N:20,21,22,23,25,12,11,27,13,26,15,14,1,2,7,24,16,3,4,5,6,8,9,17,18,10,29,19,28,30,31,32,36,35,37,39,33,34,38/E:(1,2)/rA:78cCCCCCCCCCCCCCCCCCCCCCCCCCCCCCNOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;d2s3;s1;s2d5;;d7;;;s3;;s12;s11;s12;;s4;s8s17;s7s13s17;;;;;s9;;s25;s25;s10s24s26;s20s21s27;s14s15s19;d9;d10;s5s16;s6s16;s28;s29;s8s22;s10s18;s9s23;s1;s2;s7;s11;s11;s12;s12;s13;s13;s14;s14;s15;s15;s16;s16;s17;s18;s20;s20;s20;s21;s21;s21;s22;s22;s22;s23;s23;s23;s24;s24;s25;s25;s26;s26;s27;s27;s35;s36;/rC:;1,-1.7321,0;-.5,-.866,0;0,-1.7321,0;1,0,0;1.5,-.866,0;-1.3359,-3.9576,0;-.3895,-4.2808,0;2.4894,-6.0894,0;1.9097,-3.1459,0;-1.4888,-.717,0;-2.6009,-3.9475,0;-1.6013,-3.9176,0;-2.2219,-1.3972,0;-2.9382,-3.0061,0;2.5827,.3364,0;-.3653,-2.6629,0;.2103,-3.4806,0;-1.3209,-2.9577,0;6.2208,-4.3352,0;7.0087,-3.1608,0;-.5539,-6.6861,0;1.9296,-7.7284,0;2.2962,-5.1082,0;4.0652,-3.7406,0;3.0841,-3.9338,0;5.0464,-3.5473,0;2.1029,-4.1271,0;6.0275,-3.354,0;-2.1472,-2.3944,0;3.4358,-6.4126,0;2.6627,-2.488,0;1.6691,.7431,0;2.4781,-.6581,0;1.1218,-4.3203,0;5.8343,-2.3729,0;.1263,-5.953,0;.9633,-2.8227,0;1.7364,-6.7473,0;-.25,.433,0;1.25,-2.1651,0;-1.7447,-4.2454,0;-1.9019,-.4353,0;-1.3062,-.2515,0;-2.5338,-4.4429,0;-3.0866,-4.066,0;-1.1094,-4.0068,0;-1.6387,-4.4162,0;-2.6997,-1.5445,0;-2.4719,-.9641,0;-3.3887,-3.223,0;-3.2011,-2.5807,0;2.7372,.8119,0;3.0717,.2325,0;-.7054,-2.2964,0;.5768,-3.8207,0;5.7302,-4.4318,0;6.7114,-4.2386,0;6.3174,-4.8258,0;7.1053,-3.6514,0;6.912,-2.6702,0;7.4992,-3.0642,0;-.1874,-7.0262,0;-.9204,-6.346,0;-.894,-7.0526,0;1.439,-7.8251,0;2.4202,-7.6318,0;2.0263,-8.219,0;1.8056,-5.2048,0;2.7868,-5.0116,0;4.1619,-4.2311,0;3.9686,-3.25,0;2.9874,-3.4432,0;3.1807,-4.4244,0;5.143,-4.0379,0;4.9497,-3.0567,0;.9602,-4.7935,0;6.2108,-2.0439,0;
Duplicates	DB04865_p0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004750-0000004999/DB04865_p0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004750-0000004999/DB04865_p0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004750-0000004999/DB04865_p0.sdf