CompChem-Database: compound details

CompChem-Database: details for selected entry

DB06921_s0_p0 (6249)

Formula C₂₀H₂₇N₂O₆PS

MW 454.48

InChIKey FNZHLCNFXRRIIC-HPRFPMAVNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 57

Number_Heavy_Atoms 30

Number_Rings 2

Number_Bonds 58

Rotat_Bonds 12

Unbranched_Chain 2

Chiral_Centers 2

ONatoms 8

HB_Donor 4

HB_Acceptor 6

OpenEye_HB_Donors 5

OpenEye_HB_Acceptors 5

Lipinski_HB_Donors 4

Lipinski_HB_Acceptors 8

Lipinski_Violations 0

XLogP3 0

XLogP 2.21

logP 4.7165

PSA 164.98

MR 114.937

ABS 0.55

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -249.9158

PM7_Total_Energy_ev -5318.96982

PM7_Electronic_Energy_ev -47177.23408

PM7_Dipole_Debye 3.97871

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.256

PM7_LUMO_Energy_ev -0.748

PM7_COSMO_Area_square_ang 400.17

PM7_COSMO_Volue_cubic_ang 530.82

PM7_Electron_Affinity_ev 0.748

PM7_Ionization_Energy_ev 9.256

PM7_Energy_Gap_ev 8.508

PM7_Global_Hardness_ev 4.254

PM7_Global_Softness_ev 0.23507287259050305

PM7_Chemical_Potential_ev -5.002

PM7_Electronigativity_ev 5.002

PM7_Back_Donation_Energy_ev -1.0635

PM7_Electrophilicity_ev 2.9407621062529383

OPENEYE_Name (2~{S})-2-[3-(aminomethyl)phenyl]-3-[[(1~{R})-1-(benzenesulfonamido)-2-methyl-propyl]-hydroxy-phosphoryl]propanoic acid

SMILES c1ccc(cc1)S(=O)(=O)NC(C(C)C)P(=O)(CC(c2cccc(c2)CN)C(=O)O)O

Canonical_SMILES NCc1cccc(c1)[C@@H](C(=O)O)C[P@](=O)([C@H](C(C)C)NS(=O)(=O)c1ccccc1)O

InChI 1/C20H27N2O6PS/c1-14(2)19(22-30(27,28)17-9-4-3-5-10-17)29(25,26)13-18(20(23)24)16-8-6-7-15(11-16)12-21/h3-11,14,18-19,22H,12-13,21H2,1-2H3,(H,23,24)(H,25,26)/f/h23,25H

InChI_3D 1S/C20H27N2O6PS/c1-14(2)19(22-30(27,28)17-9-4-3-5-10-17)29(25,26)13-18(20(23)24)16-8-6-7-15(11-16)12-21/h3-11,14,18-19,22H,12-13,21H2,1-2H3,(H,23,24)(H,25,26)/t18-,19+/m0/s1

AuxInfo 1/1/N:14,15,1,2,3,4,5,6,7,8,9,16,17,19,10,11,12,18,20,13,21,22,23,27,24,28,25,26,29,30/E:(1,2)(4,5)(9,10)(23,24)(25,26)(27,28)/F:14,15,1,2,3,4,5,6,7,8,9,16,17,19,10,11,12,18,20,13,21,22,27,23,28,24,25,26,29,30/E:(1,2)(4,5)(9,10)(27,28)/CRV:30.6/rA:57cCCCCCCCCCCCCCCCCCCCCNNOOOOOOPSHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;d4;s4;s2;d3;;s5d9;d6s9;d7s8;;;;s10;;s11s13s17;s14s15;s19;s16;s20;d13;;;;s13;;s17s20d24s28;s12s22d25d26;s1;s2;s3;s4;s5;s6;s7;s8;s9;s14;s14;s14;s15;s15;s15;s16;s16;s17;s17;s18;s19;s20;s21;s21;s22;s27;s28;/rC:;-.8675,.4975,0;.8675,.4975,0;2.6255,7.9886,0;2.6226,8.9887,0;1.755,7.486,0;-.8675,1.5027,0;.8675,1.5027,0;.8875,8.9886,0;1.758,9.4912,0;.8816,7.9835,0;0,2.0104,0;-1.5,6.6085,0;2.2321,4.1444,0;1.866,2.7783,0;1.7595,10.4912,0;-.134,6.2425,0;-.634,7.1085,0;1.366,3.6444,0;.866,4.5104,0;1.7609,11.4912,0;0,4.0104,0;-2.366,7.1085,0;-.5,4.8764,0;-1,3.0104,0;1,3.0104,0;-1.5,5.6085,0;1.2321,5.8764,0;.366,5.3764,0;0,3.0104,0;0,-.5,0;-1.3001,.2469,0;1.3001,.2469,0;3.0589,7.7393,0;3.0556,9.2387,0;1.7565,6.9861,0;-1.3012,1.7514,0;1.3012,1.7514,0;.4552,9.2399,0;2.4821,3.7114,0;1.9821,4.5774,0;2.6651,4.3944,0;2.299,3.0283,0;1.433,2.5283,0;2.116,2.3453,0;1.2595,10.4919,0;2.2595,10.4905,0;-.567,5.9925,0;.299,6.4925,0;-.884,7.5415,0;.933,3.3944,0;1.299,4.7604,0;1.3283,11.7418,0;2.1943,11.7406,0;-.433,4.2604,0;-1.933,5.3585,0;1.6651,5.6264,0;

Duplicates DB06921_s0_p0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006750-0000006999/DB06921_s0_p0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006750-0000006999/DB06921_s0_p0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006750-0000006999/DB06921_s0_p0.sdf

Formula	C₂₀H₂₇N₂O₆PS
MW	454.48
InChIKey	FNZHLCNFXRRIIC-HPRFPMAVNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	57
Number_Heavy_Atoms	30
Number_Rings	2
Number_Bonds	58
Rotat_Bonds	12
Unbranched_Chain	2
Chiral_Centers	2
ONatoms	8
HB_Donor	4
HB_Acceptor	6
OpenEye_HB_Donors	5
OpenEye_HB_Acceptors	5
Lipinski_HB_Donors	4
Lipinski_HB_Acceptors	8
Lipinski_Violations	0
XLogP3	0
XLogP	2.21
logP	4.7165
PSA	164.98
MR	114.937
ABS	0.55
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-249.9158
PM7_Total_Energy_ev	-5318.96982
PM7_Electronic_Energy_ev	-47177.23408
PM7_Dipole_Debye	3.97871
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.256
PM7_LUMO_Energy_ev	-0.748
PM7_COSMO_Area_square_ang	400.17
PM7_COSMO_Volue_cubic_ang	530.82
PM7_Electron_Affinity_ev	0.748
PM7_Ionization_Energy_ev	9.256
PM7_Energy_Gap_ev	8.508
PM7_Global_Hardness_ev	4.254
PM7_Global_Softness_ev	0.23507287259050305
PM7_Chemical_Potential_ev	-5.002
PM7_Electronigativity_ev	5.002
PM7_Back_Donation_Energy_ev	-1.0635
PM7_Electrophilicity_ev	2.9407621062529383
OPENEYE_Name	(2~{S})-2-[3-(aminomethyl)phenyl]-3-[[(1~{R})-1-(benzenesulfonamido)-2-methyl-propyl]-hydroxy-phosphoryl]propanoic acid
SMILES	c1ccc(cc1)S(=O)(=O)NC(C(C)C)P(=O)(CC(c2cccc(c2)CN)C(=O)O)O
Canonical_SMILES	NCc1cccc(c1)[C@@H](C(=O)O)C[P@](=O)([C@H](C(C)C)NS(=O)(=O)c1ccccc1)O
InChI	1/C20H27N2O6PS/c1-14(2)19(22-30(27,28)17-9-4-3-5-10-17)29(25,26)13-18(20(23)24)16-8-6-7-15(11-16)12-21/h3-11,14,18-19,22H,12-13,21H2,1-2H3,(H,23,24)(H,25,26)/f/h23,25H
InChI_3D	1S/C20H27N2O6PS/c1-14(2)19(22-30(27,28)17-9-4-3-5-10-17)29(25,26)13-18(20(23)24)16-8-6-7-15(11-16)12-21/h3-11,14,18-19,22H,12-13,21H2,1-2H3,(H,23,24)(H,25,26)/t18-,19+/m0/s1
AuxInfo	1/1/N:14,15,1,2,3,4,5,6,7,8,9,16,17,19,10,11,12,18,20,13,21,22,23,27,24,28,25,26,29,30/E:(1,2)(4,5)(9,10)(23,24)(25,26)(27,28)/F:14,15,1,2,3,4,5,6,7,8,9,16,17,19,10,11,12,18,20,13,21,22,27,23,28,24,25,26,29,30/E:(1,2)(4,5)(9,10)(27,28)/CRV:30.6/rA:57cCCCCCCCCCCCCCCCCCCCCNNOOOOOOPSHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;d4;s4;s2;d3;;s5d9;d6s9;d7s8;;;;s10;;s11s13s17;s14s15;s19;s16;s20;d13;;;;s13;;s17s20d24s28;s12s22d25d26;s1;s2;s3;s4;s5;s6;s7;s8;s9;s14;s14;s14;s15;s15;s15;s16;s16;s17;s17;s18;s19;s20;s21;s21;s22;s27;s28;/rC:;-.8675,.4975,0;.8675,.4975,0;2.6255,7.9886,0;2.6226,8.9887,0;1.755,7.486,0;-.8675,1.5027,0;.8675,1.5027,0;.8875,8.9886,0;1.758,9.4912,0;.8816,7.9835,0;0,2.0104,0;-1.5,6.6085,0;2.2321,4.1444,0;1.866,2.7783,0;1.7595,10.4912,0;-.134,6.2425,0;-.634,7.1085,0;1.366,3.6444,0;.866,4.5104,0;1.7609,11.4912,0;0,4.0104,0;-2.366,7.1085,0;-.5,4.8764,0;-1,3.0104,0;1,3.0104,0;-1.5,5.6085,0;1.2321,5.8764,0;.366,5.3764,0;0,3.0104,0;0,-.5,0;-1.3001,.2469,0;1.3001,.2469,0;3.0589,7.7393,0;3.0556,9.2387,0;1.7565,6.9861,0;-1.3012,1.7514,0;1.3012,1.7514,0;.4552,9.2399,0;2.4821,3.7114,0;1.9821,4.5774,0;2.6651,4.3944,0;2.299,3.0283,0;1.433,2.5283,0;2.116,2.3453,0;1.2595,10.4919,0;2.2595,10.4905,0;-.567,5.9925,0;.299,6.4925,0;-.884,7.5415,0;.933,3.3944,0;1.299,4.7604,0;1.3283,11.7418,0;2.1943,11.7406,0;-.433,4.2604,0;-1.933,5.3585,0;1.6651,5.6264,0;
Duplicates	DB06921_s0_p0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006750-0000006999/DB06921_s0_p0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006750-0000006999/DB06921_s0_p0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006750-0000006999/DB06921_s0_p0.sdf