CompChem-Database: compound details

CompChem-Database: details for selected entry

DB06717_p0_t1 (6046)

Formula C₂₃H₂₁F₇N₄O₆P

MW 613.41

InChIKey BARDROPHSZEBKC-WAAGJHQHNA-M

Entry_Date 2023-09-01

Net_Charge -1

Number_Atoms 64

Number_Heavy_Atoms 41

Number_Rings 4

Number_Bonds 67

Rotat_Bonds 9

Unbranched_Chain 1

Chiral_Centers 3

ONatoms 10

HB_Donor 4

HB_Acceptor 4

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 7

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 10

Lipinski_Violations 1

XLogP3 0

XLogP 3.19

logP 4.5184

PSA 140.92

MR 130.863

ABS 0.55

Solubility insoluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -559.28895

PM7_Total_Energy_ev -9062.11853

PM7_Electronic_Energy_ev -82133.2716

PM7_Dipole_Debye 22.63024

PM7_Point_Group C1

PM7_HOMO_Energy_ev -4.627

PM7_LUMO_Energy_ev 0.851

PM7_COSMO_Area_square_ang 448.61

PM7_COSMO_Volue_cubic_ang 616.4

PM7_Electron_Affinity_ev -0.851

PM7_Ionization_Energy_ev 4.627

PM7_Energy_Gap_ev 5.478

PM7_Global_Hardness_ev 2.739

PM7_Global_Softness_ev 0.36509675063891933

PM7_Chemical_Potential_ev -1.888

PM7_Electronigativity_ev 1.888

PM7_Back_Donation_Energy_ev -0.68475

PM7_Electrophilicity_ev 0.650701715954728

OPENEYE_Name 5-[[(2~{R},3~{S},4~{S})-2-[(1~{R})-1-[3,5-bis(trifluoromethyl)phenyl]ethoxy]-3-(4-fluorophenyl)morpholin-4-ium-4-yl]methyl]-2-phosphonato-4~{H}-1,2,4-triazol-3-one

SMILES c1cc(ccc1C2C(OCC[NH+]2Cc3nn(c(=O)[nH]3)P(=O)([O-])[O-])OC(c4cc(cc(c4)C(F)(F)F)C(F)(F)F)C)F

Canonical_SMILES Fc1ccc(cc1)[C@H]1[C@H](OCC[N@@H+]1Cc1[nH]c(=O)n(n1)P(=O)(O)O)O[C@@H](c1cc(cc(c1)C(F)(F)F)C(F)(F)F)C

InChI 1/C23H22F7N4O6P/c1-12(14-8-15(22(25,26)27)10-16(9-14)23(28,29)30)40-20-19(13-2-4-17(24)5-3-13)33(6-7-39-20)11-18-31-21(35)34(32-18)41(36,37)38/h2-5,8-10,12,19-20H,6-7,11H2,1H3,(H,31,32,35)(H2,36,37,38)/p-1/fC23H21F7N4O6P/h31,33H/q-1

InChI_3D 1S/C23H22F7N4O6P/c1-12(14-8-15(22(25,26)27)10-16(9-14)23(28,29)30)40-20-19(13-2-4-17(24)5-3-13)33(6-7-39-20)11-18-31-21(35)34(32-18)41(36,37)38/h2-5,8-10,12,19-20H,6-7,11H2,1H3,(H,31,32,35)(H2,36,37,38)/p+1/t12-,19+,20-/m1/s1

AuxInfo 1/1/N:19,1,2,3,4,15,16,5,6,7,20,21,8,9,10,11,12,13,17,18,14,22,23,34,35,36,37,38,39,40,25,24,27,26,30,28,29,31,32,33,41/E:(2,3)(4,5)(8,9)(15,16)(22,23)(25,26,27,28,29,30)(36,37,38)/F:m/E:m/rA:62cCCCCCCCCCCCCCCCCCCCCCCCNNNN+O-O-OOOOFFFFFFFPHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;;;;s1d2;d5s6;s5d7;d6s7;s3d4;;;;s15;s8;s17;;s13;s9s19;s10;s11;d13;s13s14;s14s24;s15s17s20;;;d14;;s16s18;s18s21;s12;s22;s22;s22;s23;s23;s23;s26s28s29d31;s1;s2;s3;s4;s5;s6;s7;s15;s15;s16;s16;s17;s18;s19;s19;s19;s20;s20;s21;s25;s27;/rC:3.7989,1.2426,0;4.0985,-.4663,0;4.789,1.4162,0;5.0886,-.2927,0;4.0167,4.6952,0;2.3895,5.2975,0;3.7245,6.4055,0;3.4587,.3022,0;3.0314,4.524,0;4.3665,5.632,0;2.7327,6.2422,0;5.4389,.6494,0;-.8981,-2.6058,0;-2.2695,-3.4637,0;;0,1.0052,0;1.735,0,0;1.735,1.0052,0;1.4881,3.2276,0;-.2561,-1.8392,0;2.4264,2.8819,0;5.3525,5.7989,0;2.0941,7.0117,0;-.6537,-3.5771,0;-1.8972,-2.5357,0;-1.5056,-4.1096,0;.8675,-.4975,0;-2.5745,-5.0355,0;-.5797,-5.1786,0;-3.24,-3.705,0;-1.6486,-6.1045,0;.8675,1.5129,0;2.0807,1.9435,0;6.4239,.8221,0;5.1856,6.7849,0;5.5194,4.813,0;6.3384,5.9659,0;1.3246,6.373,0;2.8636,7.6503,0;1.4554,7.7812,0;-1.5771,-5.107,0;3.4773,1.6255,0;3.9264,-.9358,0;4.9591,1.8864,0;5.4085,-.677,0;4.336,4.3104,0;1.8968,5.2118,0;3.8994,6.8739,0;-.1701,-.4702,0;-.4925,.0863,0;-.4922,.9174,0;-.1729,1.4744,0;1.9051,-.4702,0;2.2272,.9174,0;1.6609,3.6968,0;1.3152,2.7584,0;1.0189,3.4005,0;-.6394,-1.5181,0;.1273,-2.1602,0;2.8956,2.709,0;-2.1626,-2.112,0;1.1885,-.8808,0;

Duplicates DB06717_p0_t1;DB06717_p7_t1

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006500-0000006749/DB06717_p0_t1.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006500-0000006749/DB06717_p0_t1.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006500-0000006749/DB06717_p0_t1.sdf

Formula	C₂₃H₂₁F₇N₄O₆P
MW	613.41
InChIKey	BARDROPHSZEBKC-WAAGJHQHNA-M
Entry_Date	2023-09-01
Net_Charge	-1
Number_Atoms	64
Number_Heavy_Atoms	41
Number_Rings	4
Number_Bonds	67
Rotat_Bonds	9
Unbranched_Chain	1
Chiral_Centers	3
ONatoms	10
HB_Donor	4
HB_Acceptor	4
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	7
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	10
Lipinski_Violations	1
XLogP3	0
XLogP	3.19
logP	4.5184
PSA	140.92
MR	130.863
ABS	0.55
Solubility	insoluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-559.28895
PM7_Total_Energy_ev	-9062.11853
PM7_Electronic_Energy_ev	-82133.2716
PM7_Dipole_Debye	22.63024
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-4.627
PM7_LUMO_Energy_ev	0.851
PM7_COSMO_Area_square_ang	448.61
PM7_COSMO_Volue_cubic_ang	616.4
PM7_Electron_Affinity_ev	-0.851
PM7_Ionization_Energy_ev	4.627
PM7_Energy_Gap_ev	5.478
PM7_Global_Hardness_ev	2.739
PM7_Global_Softness_ev	0.36509675063891933
PM7_Chemical_Potential_ev	-1.888
PM7_Electronigativity_ev	1.888
PM7_Back_Donation_Energy_ev	-0.68475
PM7_Electrophilicity_ev	0.650701715954728
OPENEYE_Name	5-[[(2~{R},3~{S},4~{S})-2-[(1~{R})-1-[3,5-bis(trifluoromethyl)phenyl]ethoxy]-3-(4-fluorophenyl)morpholin-4-ium-4-yl]methyl]-2-phosphonato-4~{H}-1,2,4-triazol-3-one
SMILES	c1cc(ccc1C2C(OCC[NH+]2Cc3nn(c(=O)[nH]3)P(=O)([O-])[O-])OC(c4cc(cc(c4)C(F)(F)F)C(F)(F)F)C)F
Canonical_SMILES	Fc1ccc(cc1)[C@H]1[C@H](OCC[N@@H+]1Cc1[nH]c(=O)n(n1)P(=O)(O)O)O[C@@H](c1cc(cc(c1)C(F)(F)F)C(F)(F)F)C
InChI	1/C23H22F7N4O6P/c1-12(14-8-15(22(25,26)27)10-16(9-14)23(28,29)30)40-20-19(13-2-4-17(24)5-3-13)33(6-7-39-20)11-18-31-21(35)34(32-18)41(36,37)38/h2-5,8-10,12,19-20H,6-7,11H2,1H3,(H,31,32,35)(H2,36,37,38)/p-1/fC23H21F7N4O6P/h31,33H/q-1
InChI_3D	1S/C23H22F7N4O6P/c1-12(14-8-15(22(25,26)27)10-16(9-14)23(28,29)30)40-20-19(13-2-4-17(24)5-3-13)33(6-7-39-20)11-18-31-21(35)34(32-18)41(36,37)38/h2-5,8-10,12,19-20H,6-7,11H2,1H3,(H,31,32,35)(H2,36,37,38)/p+1/t12-,19+,20-/m1/s1
AuxInfo	1/1/N:19,1,2,3,4,15,16,5,6,7,20,21,8,9,10,11,12,13,17,18,14,22,23,34,35,36,37,38,39,40,25,24,27,26,30,28,29,31,32,33,41/E:(2,3)(4,5)(8,9)(15,16)(22,23)(25,26,27,28,29,30)(36,37,38)/F:m/E:m/rA:62cCCCCCCCCCCCCCCCCCCCCCCCNNNN+O-O-OOOOFFFFFFFPHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;;;;s1d2;d5s6;s5d7;d6s7;s3d4;;;;s15;s8;s17;;s13;s9s19;s10;s11;d13;s13s14;s14s24;s15s17s20;;;d14;;s16s18;s18s21;s12;s22;s22;s22;s23;s23;s23;s26s28s29d31;s1;s2;s3;s4;s5;s6;s7;s15;s15;s16;s16;s17;s18;s19;s19;s19;s20;s20;s21;s25;s27;/rC:3.7989,1.2426,0;4.0985,-.4663,0;4.789,1.4162,0;5.0886,-.2927,0;4.0167,4.6952,0;2.3895,5.2975,0;3.7245,6.4055,0;3.4587,.3022,0;3.0314,4.524,0;4.3665,5.632,0;2.7327,6.2422,0;5.4389,.6494,0;-.8981,-2.6058,0;-2.2695,-3.4637,0;;0,1.0052,0;1.735,0,0;1.735,1.0052,0;1.4881,3.2276,0;-.2561,-1.8392,0;2.4264,2.8819,0;5.3525,5.7989,0;2.0941,7.0117,0;-.6537,-3.5771,0;-1.8972,-2.5357,0;-1.5056,-4.1096,0;.8675,-.4975,0;-2.5745,-5.0355,0;-.5797,-5.1786,0;-3.24,-3.705,0;-1.6486,-6.1045,0;.8675,1.5129,0;2.0807,1.9435,0;6.4239,.8221,0;5.1856,6.7849,0;5.5194,4.813,0;6.3384,5.9659,0;1.3246,6.373,0;2.8636,7.6503,0;1.4554,7.7812,0;-1.5771,-5.107,0;3.4773,1.6255,0;3.9264,-.9358,0;4.9591,1.8864,0;5.4085,-.677,0;4.336,4.3104,0;1.8968,5.2118,0;3.8994,6.8739,0;-.1701,-.4702,0;-.4925,.0863,0;-.4922,.9174,0;-.1729,1.4744,0;1.9051,-.4702,0;2.2272,.9174,0;1.6609,3.6968,0;1.3152,2.7584,0;1.0189,3.4005,0;-.6394,-1.5181,0;.1273,-2.1602,0;2.8956,2.709,0;-2.1626,-2.112,0;1.1885,-.8808,0;
Duplicates	DB06717_p0_t1;DB06717_p7_t1
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006500-0000006749/DB06717_p0_t1.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006500-0000006749/DB06717_p0_t1.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006500-0000006749/DB06717_p0_t1.sdf