CompChem-Database: compound details

CompChem-Database: details for selected entry

DB05968_t0 (5612)

Formula C₁₄H₂₀BrN₄O₁₂PS

MW 579.27

InChIKey GZSOKPMDWVRVMG-SEGYWGBZNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 55

Number_Heavy_Atoms 33

Number_Rings 1

Number_Bonds 55

Rotat_Bonds 15

Unbranched_Chain 4

Chiral_Centers 0

ONatoms 16

HB_Donor 3

HB_Acceptor 10

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 8

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 16

Lipinski_Violations 2

XLogP3 0

XLogP -3.95

logP 2.8205

PSA 259.98

MR 117.347

ABS 0.17

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -389.65057

PM7_Total_Energy_ev -6849.69197

PM7_Electronic_Energy_ev -59435.2976

PM7_Dipole_Debye 2.19658

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.651

PM7_LUMO_Energy_ev -2.09

PM7_COSMO_Area_square_ang 427.65

PM7_COSMO_Volue_cubic_ang 545.81

PM7_Electron_Affinity_ev 2.09

PM7_Ionization_Energy_ev 9.651

PM7_Energy_Gap_ev 7.561

PM7_Global_Hardness_ev 3.7805

PM7_Global_Softness_ev 0.264515275757175

PM7_Chemical_Potential_ev -5.8705

PM7_Electronigativity_ev 5.8705

PM7_Back_Donation_Energy_ev -0.945125

PM7_Electrophilicity_ev 4.557964588017458

OPENEYE_Name 2-[~{N}-(2-bromoethyl)-2,4-dinitro-6-(2-phosphonooxyethylcarbamoyl)anilino]ethyl methanesulfonate

SMILES c1c(c(c(cc1[N+](=O)[O-])[N+](=O)[O-])N(CCOS(=O)(=O)C)CCBr)C(=O)NCCOP(=O)(O)O

Canonical_SMILES BrCCN(c1c(cc(cc1[N](=O)O)[N](=O)O)C(=O)NCCOP(=O)(O)O)CCOS(=O)(=O)C

InChI 1/C14H20BrN4O12PS/c1-33(28,29)31-7-5-17(4-2-15)13-11(14(20)16-3-6-30-32(25,26)27)8-10(18(21)22)9-12(13)19(23)24/h8-9H,2-7H2,1H3,(H,16,20)(H2,25,26,27)/f/h16,25-26H

InChI_3D 1S/C14H22BrN4O12PS/c1-33(28,29)31-7-5-17(4-2-15)13-11(14(20)16-3-6-30-32(25,26)27)8-10(18(21)22)9-12(13)19(23)24/h8-9H,2-7H2,1H3,(H,16,20)(H,21,22)(H,23,24)(H2,25,26,27)

AuxInfo 1/1/N:8,14,9,11,10,12,13,1,2,5,3,6,4,7,33,15,16,17,18,21,19,22,20,23,24,27,28,25,26,29,30,31,32/E:(21,22)(23,24)(25,26,27)(28,29)/F:8,14,9,11,10,12,13,1,2,5,3,6,4,7,33,15,16,17,18,21,19,22,20,23,27,28,24,25,26,29,30,31,32/E:(21,22)(23,24)(25,26)(28,29)/CRV:18.5,19.5,33.6/rA:53cCCCCCCCCCCCCCCNNN+N+O-O-OOOOOOOOOOPSBrHHHHHHHHHHHHHHHHHHHH/rB:;d1;s3;s1d2;s2d4;s3;;;;;s9;s10;s11;s7s9;s4s10s11;s5;s6;s17;s18;d7;d17;d18;;;;;;s12;s13;d24s27s28s29;s8d25d26s30;s14;s1;s2;s8;s8;s8;s9;s9;s10;s10;s11;s11;s12;s12;s13;s13;s14;s14;s15;s27;s28;/rC:;.8675,1.5027,0;-.8675,.4975,0;-.8675,1.5027,0;.8675,.4975,0;0,2.0104,0;-1.7328,-.0038,0;-6.7084,-.1395,0;-2.5966,-1.505,0;-3.2502,1.8707,0;-2.3886,3.3732,0;-3.4619,-2.0063,0;-4.1147,1.3681,0;-2.3915,4.3732,0;-1.7313,-1.0038,0;-2.3856,2.3732,0;1.7328,-.0038,0;0,3.0104,0;2.5995,.495,0;-.866,3.5104,0;-2.5995,.495,0;1.7313,-1.0038,0;.866,3.5104,0;-6.0578,-3.51,0;-6.3464,1.2276,0;-5.3413,-.5015,0;-5.6938,-2.1435,0;-4.6913,-3.8741,0;-4.3272,-2.5075,0;-4.9793,.8656,0;-5.1925,-3.0088,0;-5.8438,.363,0;-2.3945,5.3732,0;0,-.5,0;1.3012,1.7514,0;-6.9596,.2927,0;-6.4571,-.5718,0;-7.1406,-.3908,0;-2.8473,-1.0724,0;-2.346,-1.9377,0;-3.5014,2.3029,0;-2.9989,1.4384,0;-1.8886,3.3747,0;-2.8886,3.3717,0;-3.2113,-2.4389,0;-3.7126,-1.5736,0;-3.8634,.9358,0;-4.366,1.8004,0;-1.8915,4.3747,0;-2.8915,4.3717,0;-1.298,-1.2531,0;-6.1938,-2.1442,0;-4.1913,-3.8734,0;

Duplicates DB05968_t0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000005750-0000005999/DB05968_t0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000005750-0000005999/DB05968_t0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000005750-0000005999/DB05968_t0.sdf

Formula	C₁₄H₂₀BrN₄O₁₂PS
MW	579.27
InChIKey	GZSOKPMDWVRVMG-SEGYWGBZNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	55
Number_Heavy_Atoms	33
Number_Rings	1
Number_Bonds	55
Rotat_Bonds	15
Unbranched_Chain	4
Chiral_Centers	0
ONatoms	16
HB_Donor	3
HB_Acceptor	10
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	8
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	16
Lipinski_Violations	2
XLogP3	0
XLogP	-3.95
logP	2.8205
PSA	259.98
MR	117.347
ABS	0.17
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-389.65057
PM7_Total_Energy_ev	-6849.69197
PM7_Electronic_Energy_ev	-59435.2976
PM7_Dipole_Debye	2.19658
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.651
PM7_LUMO_Energy_ev	-2.09
PM7_COSMO_Area_square_ang	427.65
PM7_COSMO_Volue_cubic_ang	545.81
PM7_Electron_Affinity_ev	2.09
PM7_Ionization_Energy_ev	9.651
PM7_Energy_Gap_ev	7.561
PM7_Global_Hardness_ev	3.7805
PM7_Global_Softness_ev	0.264515275757175
PM7_Chemical_Potential_ev	-5.8705
PM7_Electronigativity_ev	5.8705
PM7_Back_Donation_Energy_ev	-0.945125
PM7_Electrophilicity_ev	4.557964588017458
OPENEYE_Name	2-[~{N}-(2-bromoethyl)-2,4-dinitro-6-(2-phosphonooxyethylcarbamoyl)anilino]ethyl methanesulfonate
SMILES	c1c(c(c(cc1[N+](=O)[O-])[N+](=O)[O-])N(CCOS(=O)(=O)C)CCBr)C(=O)NCCOP(=O)(O)O
Canonical_SMILES	BrCCN(c1c(cc(cc1[N](=O)O)[N](=O)O)C(=O)NCCOP(=O)(O)O)CCOS(=O)(=O)C
InChI	1/C14H20BrN4O12PS/c1-33(28,29)31-7-5-17(4-2-15)13-11(14(20)16-3-6-30-32(25,26)27)8-10(18(21)22)9-12(13)19(23)24/h8-9H,2-7H2,1H3,(H,16,20)(H2,25,26,27)/f/h16,25-26H
InChI_3D	1S/C14H22BrN4O12PS/c1-33(28,29)31-7-5-17(4-2-15)13-11(14(20)16-3-6-30-32(25,26)27)8-10(18(21)22)9-12(13)19(23)24/h8-9H,2-7H2,1H3,(H,16,20)(H,21,22)(H,23,24)(H2,25,26,27)
AuxInfo	1/1/N:8,14,9,11,10,12,13,1,2,5,3,6,4,7,33,15,16,17,18,21,19,22,20,23,24,27,28,25,26,29,30,31,32/E:(21,22)(23,24)(25,26,27)(28,29)/F:8,14,9,11,10,12,13,1,2,5,3,6,4,7,33,15,16,17,18,21,19,22,20,23,27,28,24,25,26,29,30,31,32/E:(21,22)(23,24)(25,26)(28,29)/CRV:18.5,19.5,33.6/rA:53cCCCCCCCCCCCCCCNNN+N+O-O-OOOOOOOOOOPSBrHHHHHHHHHHHHHHHHHHHH/rB:;d1;s3;s1d2;s2d4;s3;;;;;s9;s10;s11;s7s9;s4s10s11;s5;s6;s17;s18;d7;d17;d18;;;;;;s12;s13;d24s27s28s29;s8d25d26s30;s14;s1;s2;s8;s8;s8;s9;s9;s10;s10;s11;s11;s12;s12;s13;s13;s14;s14;s15;s27;s28;/rC:;.8675,1.5027,0;-.8675,.4975,0;-.8675,1.5027,0;.8675,.4975,0;0,2.0104,0;-1.7328,-.0038,0;-6.7084,-.1395,0;-2.5966,-1.505,0;-3.2502,1.8707,0;-2.3886,3.3732,0;-3.4619,-2.0063,0;-4.1147,1.3681,0;-2.3915,4.3732,0;-1.7313,-1.0038,0;-2.3856,2.3732,0;1.7328,-.0038,0;0,3.0104,0;2.5995,.495,0;-.866,3.5104,0;-2.5995,.495,0;1.7313,-1.0038,0;.866,3.5104,0;-6.0578,-3.51,0;-6.3464,1.2276,0;-5.3413,-.5015,0;-5.6938,-2.1435,0;-4.6913,-3.8741,0;-4.3272,-2.5075,0;-4.9793,.8656,0;-5.1925,-3.0088,0;-5.8438,.363,0;-2.3945,5.3732,0;0,-.5,0;1.3012,1.7514,0;-6.9596,.2927,0;-6.4571,-.5718,0;-7.1406,-.3908,0;-2.8473,-1.0724,0;-2.346,-1.9377,0;-3.5014,2.3029,0;-2.9989,1.4384,0;-1.8886,3.3747,0;-2.8886,3.3717,0;-3.2113,-2.4389,0;-3.7126,-1.5736,0;-3.8634,.9358,0;-4.366,1.8004,0;-1.8915,4.3747,0;-2.8915,4.3717,0;-1.298,-1.2531,0;-6.1938,-2.1442,0;-4.1913,-3.8734,0;
Duplicates	DB05968_t0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000005750-0000005999/DB05968_t0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000005750-0000005999/DB05968_t0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000005750-0000005999/DB05968_t0.sdf