CompChem-Database: compound details

CompChem-Database: details for selected entry

DB07596 (7066)

Formula C₂₁H₂₈N₂O₄S

MW 404.52

InChIKey NTSPHKOMJMBWOU-TWSYTRIPNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 56

Number_Heavy_Atoms 28

Number_Rings 4

Number_Bonds 59

Rotat_Bonds 4

Unbranched_Chain 3

Chiral_Centers 5

ONatoms 6

HB_Donor 1

HB_Acceptor 3

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 6

Lipinski_Violations 0

XLogP3 0

XLogP 3.32

logP 5.44458

PSA 110.79

MR 107.053

ABS 0.55

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -126.75788

PM7_Total_Energy_ev -4687.48837

PM7_Electronic_Energy_ev -40661.32098

PM7_Dipole_Debye 2.91384

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.979

PM7_LUMO_Energy_ev -0.343

PM7_COSMO_Area_square_ang 396.33

PM7_COSMO_Volue_cubic_ang 480.52

PM7_Electron_Affinity_ev 0.343

PM7_Ionization_Energy_ev 8.979

PM7_Energy_Gap_ev 8.636

PM7_Global_Hardness_ev 4.318

PM7_Global_Softness_ev 0.2315886984715146

PM7_Chemical_Potential_ev -4.661

PM7_Electronigativity_ev 4.661

PM7_Back_Donation_Energy_ev -1.0795

PM7_Electrophilicity_ev 2.5156230893932374

OPENEYE_Name [(8~{S},9~{S},13~{R},14~{S},17~{R})-17-(cyanomethyl)-2-methoxy-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-3-yl] sulfamate

SMILES C(#N)CC1CCC2C1(CCC3C2CCc4c3cc(c(c4)OS(=O)(=O)N)OC)C

Canonical_SMILES N#CC[C@H]1CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2CCc2c1cc(OC)c(c2)OS(=O)(=O)N

InChI 1/C21H28N2O4S/c1-21-9-7-15-16(18(21)6-4-14(21)8-10-22)5-3-13-11-20(27-28(23,24)25)19(26-2)12-17(13)15/h11-12,14-16,18H,3-9H2,1-2H3,(H2,23,24,25)/f/h23H2

InChI_3D 1S/C21H28N2O4S/c1-21-9-7-15-16(18(21)6-4-14(21)8-10-22)5-3-13-11-20(27-28(23,24)25)19(26-2)12-17(13)15/h11-12,14-16,18H,3-9H2,1-2H3,(H2,23,24,25)/t14-,15+,16-,18+,21-/m1/s1

AuxInfo 1/1/N:19,20,8,12,9,11,10,21,13,1,2,3,4,17,14,15,5,16,6,7,18,22,23,24,25,26,27,28/E:(24,25)/F:m/E:m/CRV:28.6/rA:56cCCCCCCCCCCCCCCCCCCCCCNNOOOOSHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;;d2;d3s4;s3;s2d6;s4;s8;;;s11;s10;s5s10;s9s14;s11s15;s12;s13s16s17;s18;;s1s17;t1;;;;s6s20;s7;s23d24d25s27;s2;s3;s8;s8;s9;s9;s10;s10;s11;s11;s12;s12;s13;s13;s14;s15;s16;s17;s19;s19;s19;s20;s20;s20;s21;s21;s23;s23;/rC:6.9904,5.1312,0;.8679,-.4977,0;.8679,1.5135,0;1.7371,0,0;1.7358,1.0056,0;0,1.0056,0;;2.6037,-.4989,0;3.4748,.0023,0;2.5967,2.5196,0;6.0915,1.5061,0;6.0928,2.5162,0;3.4743,3.0237,0;2.6012,1.5123,0;3.4759,1.0071,0;4.3477,1.5084,0;5.2187,3.0279,0;4.349,2.5184,0;5.2163,2.0206,0;-.8704,2.5031,0;6.3461,4.3663,0;7.6346,5.896,0;-1.5113,-2.8772,0;-2.5128,-1.8787,0;-.5128,-1.8758,0;-.8675,1.5031,0;-1.5143,-.8772,0;-1.5128,-1.8772,0;.8677,-.9977,0;.8679,2.0135,0;2.9249,-.8821,0;2.2824,-.882,0;3.9673,.0885,0;3.6452,-.4678,0;2.1045,2.4317,0;2.4257,2.9894,0;6.5915,1.5055,0;6.0908,1.0061,0;6.2659,2.9853,0;6.585,2.428,0;3.1535,3.4072,0;3.796,3.4064,0;2.6027,1.0123,0;3.4764,1.5071,0;4.4764,1.0252,0;4.8965,3.4102,0;4.9674,1.5869,0;5.4652,2.4542,0;5.6499,1.7717,0;-1.3704,2.5016,0;-.3704,2.5045,0;-.8719,3.003,0;6.7285,4.0442,0;5.9637,4.6885,0;-1.078,-3.1266,0;-1.944,-3.1278,0;

Duplicates DB07596

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007500-0000007749/DB07596.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007500-0000007749/DB07596.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007500-0000007749/DB07596.sdf

Formula	C₂₁H₂₈N₂O₄S
MW	404.52
InChIKey	NTSPHKOMJMBWOU-TWSYTRIPNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	56
Number_Heavy_Atoms	28
Number_Rings	4
Number_Bonds	59
Rotat_Bonds	4
Unbranched_Chain	3
Chiral_Centers	5
ONatoms	6
HB_Donor	1
HB_Acceptor	3
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	6
Lipinski_Violations	0
XLogP3	0
XLogP	3.32
logP	5.44458
PSA	110.79
MR	107.053
ABS	0.55
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-126.75788
PM7_Total_Energy_ev	-4687.48837
PM7_Electronic_Energy_ev	-40661.32098
PM7_Dipole_Debye	2.91384
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.979
PM7_LUMO_Energy_ev	-0.343
PM7_COSMO_Area_square_ang	396.33
PM7_COSMO_Volue_cubic_ang	480.52
PM7_Electron_Affinity_ev	0.343
PM7_Ionization_Energy_ev	8.979
PM7_Energy_Gap_ev	8.636
PM7_Global_Hardness_ev	4.318
PM7_Global_Softness_ev	0.2315886984715146
PM7_Chemical_Potential_ev	-4.661
PM7_Electronigativity_ev	4.661
PM7_Back_Donation_Energy_ev	-1.0795
PM7_Electrophilicity_ev	2.5156230893932374
OPENEYE_Name	[(8~{S},9~{S},13~{R},14~{S},17~{R})-17-(cyanomethyl)-2-methoxy-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-3-yl] sulfamate
SMILES	C(#N)CC1CCC2C1(CCC3C2CCc4c3cc(c(c4)OS(=O)(=O)N)OC)C
Canonical_SMILES	N#CC[C@H]1CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2CCc2c1cc(OC)c(c2)OS(=O)(=O)N
InChI	1/C21H28N2O4S/c1-21-9-7-15-16(18(21)6-4-14(21)8-10-22)5-3-13-11-20(27-28(23,24)25)19(26-2)12-17(13)15/h11-12,14-16,18H,3-9H2,1-2H3,(H2,23,24,25)/f/h23H2
InChI_3D	1S/C21H28N2O4S/c1-21-9-7-15-16(18(21)6-4-14(21)8-10-22)5-3-13-11-20(27-28(23,24)25)19(26-2)12-17(13)15/h11-12,14-16,18H,3-9H2,1-2H3,(H2,23,24,25)/t14-,15+,16-,18+,21-/m1/s1
AuxInfo	1/1/N:19,20,8,12,9,11,10,21,13,1,2,3,4,17,14,15,5,16,6,7,18,22,23,24,25,26,27,28/E:(24,25)/F:m/E:m/CRV:28.6/rA:56cCCCCCCCCCCCCCCCCCCCCCNNOOOOSHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;;d2;d3s4;s3;s2d6;s4;s8;;;s11;s10;s5s10;s9s14;s11s15;s12;s13s16s17;s18;;s1s17;t1;;;;s6s20;s7;s23d24d25s27;s2;s3;s8;s8;s9;s9;s10;s10;s11;s11;s12;s12;s13;s13;s14;s15;s16;s17;s19;s19;s19;s20;s20;s20;s21;s21;s23;s23;/rC:6.9904,5.1312,0;.8679,-.4977,0;.8679,1.5135,0;1.7371,0,0;1.7358,1.0056,0;0,1.0056,0;;2.6037,-.4989,0;3.4748,.0023,0;2.5967,2.5196,0;6.0915,1.5061,0;6.0928,2.5162,0;3.4743,3.0237,0;2.6012,1.5123,0;3.4759,1.0071,0;4.3477,1.5084,0;5.2187,3.0279,0;4.349,2.5184,0;5.2163,2.0206,0;-.8704,2.5031,0;6.3461,4.3663,0;7.6346,5.896,0;-1.5113,-2.8772,0;-2.5128,-1.8787,0;-.5128,-1.8758,0;-.8675,1.5031,0;-1.5143,-.8772,0;-1.5128,-1.8772,0;.8677,-.9977,0;.8679,2.0135,0;2.9249,-.8821,0;2.2824,-.882,0;3.9673,.0885,0;3.6452,-.4678,0;2.1045,2.4317,0;2.4257,2.9894,0;6.5915,1.5055,0;6.0908,1.0061,0;6.2659,2.9853,0;6.585,2.428,0;3.1535,3.4072,0;3.796,3.4064,0;2.6027,1.0123,0;3.4764,1.5071,0;4.4764,1.0252,0;4.8965,3.4102,0;4.9674,1.5869,0;5.4652,2.4542,0;5.6499,1.7717,0;-1.3704,2.5016,0;-.3704,2.5045,0;-.8719,3.003,0;6.7285,4.0442,0;5.9637,4.6885,0;-1.078,-3.1266,0;-1.944,-3.1278,0;
Duplicates	DB07596
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007500-0000007749/DB07596.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007500-0000007749/DB07596.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007500-0000007749/DB07596.sdf