CompChem-Database: compound details

CompChem-Database: details for selected entry

DB07136_s0_p0 (6512)

Formula C₂₃H₃₃N₂O₆PS

MW 496.56

InChIKey WFFOOKSVFDUPDH-SKKVRFOWNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 66

Number_Heavy_Atoms 33

Number_Rings 2

Number_Bonds 67

Rotat_Bonds 15

Unbranched_Chain 3

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 2.85

logP 5.2902

PSA 164.98

MR 130.194

ABS 0.55

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -266.98541

PM7_Total_Energy_ev -5768.9782

PM7_Electronic_Energy_ev -54360.04876

PM7_Dipole_Debye 2.33624

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.246

PM7_LUMO_Energy_ev -0.058

PM7_COSMO_Area_square_ang 461.44

PM7_COSMO_Volue_cubic_ang 599.52

PM7_Electron_Affinity_ev 0.058

PM7_Ionization_Energy_ev 9.246

PM7_Energy_Gap_ev 9.188

PM7_Global_Hardness_ev 4.594

PM7_Global_Softness_ev 0.21767522855899

PM7_Chemical_Potential_ev -4.652

PM7_Electronigativity_ev 4.652

PM7_Back_Donation_Energy_ev -1.1485

PM7_Electrophilicity_ev 2.355366129734436

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

SMILES c1ccc(cc1)CCCS(=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)CCCc1ccccc1)O

InChI 1/C23H33N2O6PS/c1-17(2)22(25-33(30,31)13-7-11-18-8-4-3-5-9-18)32(28,29)16-21(23(26)27)20-12-6-10-19(14-20)15-24/h3-6,8-10,12,14,17,21-22,25H,7,11,13,15-16,24H2,1-2H3,(H,26,27)(H,28,29)/f/h26,28H

InChI_3D 1S/C23H33N2O6PS/c1-17(2)22(25-33(30,31)13-7-11-18-8-4-3-5-9-18)32(28,29)16-21(23(26)27)20-12-6-10-19(14-20)15-24/h3-6,8-10,12,14,17,21-22,25H,7,11,13,15-16,24H2,1-2H3,(H,26,27)(H,28,29)/t21-,22+/m0/s1

AuxInfo 1/1/N:14,15,1,2,3,4,18,5,6,7,16,8,20,9,17,19,22,10,11,12,21,23,13,24,25,26,30,27,31,28,29,32,33/E:(1,2)(4,5)(8,9)(26,27)(28,29)(30,31)/F:14,15,1,2,3,4,18,5,6,7,16,8,20,9,17,19,22,10,11,12,21,23,13,24,25,30,26,31,27,28,29,32,33/E:(1,2)(4,5)(8,9)(30,31)/CRV:33.6/rA:66cCCCCCCCCCCCCCCCCCCCCCCCNNOOOOOOPSHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;s2;d3;d4;s4;;d5s6;s7d9;d8s9;;;;s10;s11;s16;;s18;s12s13s19;s14s15;s22;s17;s23;d13;;;;s13;;s19s23d27s31;s20s25d28d29;s1;s2;s3;s4;s5;s6;s7;s8;s9;s14;s14;s14;s15;s15;s15;s16;s16;s17;s17;s18;s18;s19;s19;s20;s20;s21;s22;s23;s24;s24;s25;s30;s31;/rC:;-.8675,.4975,0;.8675,.4975,0;-2.6255,10.9886,0;-.8675,1.5027,0;.8675,1.5027,0;-2.6226,11.9887,0;-1.755,10.486,0;-.8875,11.9886,0;0,2.0104,0;-1.758,12.4912,0;-.8816,10.9835,0;1.5,9.6085,0;-2.2321,7.1444,0;-1.866,5.7783,0;0,3.0104,0;-1.7595,13.4912,0;0,4.0104,0;.134,9.2425,0;0,5.0104,0;.634,10.1085,0;-1.366,6.6444,0;-.866,7.5104,0;-1.7609,14.4912,0;0,7.0104,0;2.366,10.1085,0;.5,7.8764,0;1,6.0104,0;-1,6.0104,0;1.5,8.6085,0;-1.2321,8.8764,0;-.366,8.3764,0;0,6.0104,0;0,-.5,0;-1.3001,.2469,0;1.3001,.2469,0;-3.0589,10.7393,0;-1.3012,1.7514,0;1.3012,1.7514,0;-3.0556,12.2387,0;-1.7565,9.986,0;-.4552,12.2399,0;-1.9821,7.5774,0;-2.4821,6.7114,0;-2.6651,7.3944,0;-1.433,5.5283,0;-2.299,6.0283,0;-2.116,5.3453,0;.5,3.0104,0;-.5,3.0104,0;-1.2595,13.4919,0;-2.2595,13.4905,0;.5,4.0104,0;-.5,4.0104,0;.567,8.9925,0;-.299,9.4925,0;.5,5.0104,0;-.5,5.0104,0;.884,10.5415,0;-.933,6.3944,0;-1.299,7.7604,0;-1.3283,14.7418,0;-2.1943,14.7406,0;.433,7.2604,0;1.933,8.3585,0;-1.6651,8.6264,0;

Duplicates DB07136_s0_p0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007000-0000007249/DB07136_s0_p0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007000-0000007249/DB07136_s0_p0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007000-0000007249/DB07136_s0_p0.sdf

Formula	C₂₃H₃₃N₂O₆PS
MW	496.56
InChIKey	WFFOOKSVFDUPDH-SKKVRFOWNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	66
Number_Heavy_Atoms	33
Number_Rings	2
Number_Bonds	67
Rotat_Bonds	15
Unbranched_Chain	3
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	2.85
logP	5.2902
PSA	164.98
MR	130.194
ABS	0.55
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-266.98541
PM7_Total_Energy_ev	-5768.9782
PM7_Electronic_Energy_ev	-54360.04876
PM7_Dipole_Debye	2.33624
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.246
PM7_LUMO_Energy_ev	-0.058
PM7_COSMO_Area_square_ang	461.44
PM7_COSMO_Volue_cubic_ang	599.52
PM7_Electron_Affinity_ev	0.058
PM7_Ionization_Energy_ev	9.246
PM7_Energy_Gap_ev	9.188
PM7_Global_Hardness_ev	4.594
PM7_Global_Softness_ev	0.21767522855899
PM7_Chemical_Potential_ev	-4.652
PM7_Electronigativity_ev	4.652
PM7_Back_Donation_Energy_ev	-1.1485
PM7_Electrophilicity_ev	2.355366129734436
OPENEYE_Name	(2~{S})-2-[3-(aminomethyl)phenyl]-3-[hydroxy-[(1~{R})-2-methyl-1-(3-phenylpropylsulfonylamino)propyl]phosphoryl]propanoic acid
SMILES	c1ccc(cc1)CCCS(=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)CCCc1ccccc1)O
InChI	1/C23H33N2O6PS/c1-17(2)22(25-33(30,31)13-7-11-18-8-4-3-5-9-18)32(28,29)16-21(23(26)27)20-12-6-10-19(14-20)15-24/h3-6,8-10,12,14,17,21-22,25H,7,11,13,15-16,24H2,1-2H3,(H,26,27)(H,28,29)/f/h26,28H
InChI_3D	1S/C23H33N2O6PS/c1-17(2)22(25-33(30,31)13-7-11-18-8-4-3-5-9-18)32(28,29)16-21(23(26)27)20-12-6-10-19(14-20)15-24/h3-6,8-10,12,14,17,21-22,25H,7,11,13,15-16,24H2,1-2H3,(H,26,27)(H,28,29)/t21-,22+/m0/s1
AuxInfo	1/1/N:14,15,1,2,3,4,18,5,6,7,16,8,20,9,17,19,22,10,11,12,21,23,13,24,25,26,30,27,31,28,29,32,33/E:(1,2)(4,5)(8,9)(26,27)(28,29)(30,31)/F:14,15,1,2,3,4,18,5,6,7,16,8,20,9,17,19,22,10,11,12,21,23,13,24,25,30,26,31,27,28,29,32,33/E:(1,2)(4,5)(8,9)(30,31)/CRV:33.6/rA:66cCCCCCCCCCCCCCCCCCCCCCCCNNOOOOOOPSHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;s2;d3;d4;s4;;d5s6;s7d9;d8s9;;;;s10;s11;s16;;s18;s12s13s19;s14s15;s22;s17;s23;d13;;;;s13;;s19s23d27s31;s20s25d28d29;s1;s2;s3;s4;s5;s6;s7;s8;s9;s14;s14;s14;s15;s15;s15;s16;s16;s17;s17;s18;s18;s19;s19;s20;s20;s21;s22;s23;s24;s24;s25;s30;s31;/rC:;-.8675,.4975,0;.8675,.4975,0;-2.6255,10.9886,0;-.8675,1.5027,0;.8675,1.5027,0;-2.6226,11.9887,0;-1.755,10.486,0;-.8875,11.9886,0;0,2.0104,0;-1.758,12.4912,0;-.8816,10.9835,0;1.5,9.6085,0;-2.2321,7.1444,0;-1.866,5.7783,0;0,3.0104,0;-1.7595,13.4912,0;0,4.0104,0;.134,9.2425,0;0,5.0104,0;.634,10.1085,0;-1.366,6.6444,0;-.866,7.5104,0;-1.7609,14.4912,0;0,7.0104,0;2.366,10.1085,0;.5,7.8764,0;1,6.0104,0;-1,6.0104,0;1.5,8.6085,0;-1.2321,8.8764,0;-.366,8.3764,0;0,6.0104,0;0,-.5,0;-1.3001,.2469,0;1.3001,.2469,0;-3.0589,10.7393,0;-1.3012,1.7514,0;1.3012,1.7514,0;-3.0556,12.2387,0;-1.7565,9.986,0;-.4552,12.2399,0;-1.9821,7.5774,0;-2.4821,6.7114,0;-2.6651,7.3944,0;-1.433,5.5283,0;-2.299,6.0283,0;-2.116,5.3453,0;.5,3.0104,0;-.5,3.0104,0;-1.2595,13.4919,0;-2.2595,13.4905,0;.5,4.0104,0;-.5,4.0104,0;.567,8.9925,0;-.299,9.4925,0;.5,5.0104,0;-.5,5.0104,0;.884,10.5415,0;-.933,6.3944,0;-1.299,7.7604,0;-1.3283,14.7418,0;-2.1943,14.7406,0;.433,7.2604,0;1.933,8.3585,0;-1.6651,8.6264,0;
Duplicates	DB07136_s0_p0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007000-0000007249/DB07136_s0_p0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007000-0000007249/DB07136_s0_p0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007000-0000007249/DB07136_s0_p0.sdf