CompChem-Database: compound details

CompChem-Database: details for selected entry

DB02812_p0 (3083)

Formula C₂₀H₂₆N₆O₄S

MW 446.52

InChIKey VXDAVYUFYPFGDX-JDMVGNENNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 57

Number_Heavy_Atoms 31

Number_Rings 3

Number_Bonds 59

Rotat_Bonds 11

Unbranched_Chain 4

Chiral_Centers 3

ONatoms 10

HB_Donor 4

HB_Acceptor 5

OpenEye_HB_Donors 6

OpenEye_HB_Acceptors 6

Lipinski_HB_Donors 4

Lipinski_HB_Acceptors 10

Lipinski_Violations 0

XLogP3 0

XLogP -1.2

logP 1.7285

PSA 192.24

MR 120.852

ABS 0.55

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -89.77631

PM7_Total_Energy_ev -5282.47283

PM7_Electronic_Energy_ev -45344.93864

PM7_Dipole_Debye 5.44931

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.804

PM7_LUMO_Energy_ev -1.466

PM7_COSMO_Area_square_ang 455.31

PM7_COSMO_Volue_cubic_ang 525.2

PM7_Electron_Affinity_ev 1.466

PM7_Ionization_Energy_ev 8.804

PM7_Energy_Gap_ev 7.338

PM7_Global_Hardness_ev 3.669

PM7_Global_Softness_ev 0.2725538293813028

PM7_Chemical_Potential_ev -5.135

PM7_Electronigativity_ev 5.135

PM7_Back_Donation_Energy_ev -0.91725

PM7_Electrophilicity_ev 3.5933803488689016

OPENEYE_Name (2~{S},4~{R})-1-acetyl-~{N}-[(1~{S})-1-(1,3-benzothiazole-2-carbonyl)-4-guanidino-butyl]-4-hydroxy-pyrrolidine-2-carboxamide

SMILES c1ccc2c(c1)nc(s2)C(=O)C(CCCN=C(N)N)NC(=O)C3CC(CN3C(=O)C)O

Canonical_SMILES NC(=NCCC[C@@H](C(=O)c1nc2c(s1)cccc2)NC(=O)[C@@H]1C[C@H](CN1C(=O)C)O)N

InChI 1/C20H26N6O4S/c1-11(27)26-10-12(28)9-15(26)18(30)24-14(6-4-8-23-20(21)22)17(29)19-25-13-5-2-3-7-16(13)31-19/h2-3,5,7,12,14-15,28H,4,6,8-10H2,1H3,(H,24,30)(H4,21,22,23)/f/h24H,21-22H2

InChI_3D 1S/C20H26N6O4S/c1-11(27)26-10-12(28)9-15(26)18(30)24-14(6-4-8-23-20(21)22)17(29)19-25-13-5-2-3-7-16(13)31-19/h2-3,5,7,12,14-15,28H,4,6,8-10H2,1H3,(H,24,30)(H4,21,22,23)/t12-,14+,15+/m1/s1

AuxInfo 1/1/N:16,1,2,17,3,18,4,19,12,13,10,15,5,20,14,6,8,9,7,11,24,25,22,26,21,23,29,30,27,28,31/E:(21,22)/F:m/E:m/rA:57cCCCCCCCCCCCCCCCCCCCCNNNNNNOOOOSHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;d4s5;;s7;;;;;;s9s12;s12s13;s10;;s17;s17;s8s18;s5d7;d11s19;s10s13s14;s11;s11;s9s20;d8;d9;d10;s15;s6s7;s1;s2;s3;s4;s12;s12;s13;s13;s14;s15;s16;s16;s16;s17;s17;s18;s18;s19;s19;s20;s24;s24;s25;s25;s26;s30;/rC:;0,1.0058,0;.868,-.4978,0;.868,1.5138,0;1.736,-.0012,0;1.736,1.0058,0;3.2858,.5023,0;4.2858,.5024,0;5.6519,-.1315,0;7.1521,-2.2981,0;6.2855,5.6986,0;6.9227,.2828,0;8.1287,-.8017,0;6.5179,-.6315,0;7.9187,.1776,0;7.9599,-2.8876,0;5.7856,3.1005,0;5.2857,2.2345,0;6.2856,3.9666,0;4.7857,1.3684,0;2.6938,-.3125,0;6.7855,4.8326,0;7.2587,-1.3038,0;6.7854,6.5647,0;5.2855,5.6986,0;5.6518,.8685,0;4.7858,-.3636,0;4.7859,-.6316,0;6.2377,-2.703,0;9.6589,.3624,0;2.6938,1.3169,0;-.4327,-.2506,0;-.4337,1.2545,0;.8677,-.9978,0;.868,2.0138,0;7.0265,.7719,0;6.447,.4368,0;8.3324,-1.2583,0;8.6041,-.6466,0;6.2232,-1.0354,0;7.9185,.6776,0;7.6652,-3.2915,0;8.2546,-2.4837,0;8.3638,-3.1823,0;6.2187,2.8505,0;5.3526,3.3505,0;4.8527,2.4844,0;5.7187,1.9845,0;6.7186,3.7166,0;5.8526,4.2165,0;4.3527,1.6184,0;7.2854,6.5647,0;6.5354,6.9977,0;5.0355,6.1316,0;5.0355,5.2655,0;6.0848,1.1185,0;9.8618,.8194,0;

Duplicates DB02812_p0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002750-0000002999/DB02812_p0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002750-0000002999/DB02812_p0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002750-0000002999/DB02812_p0.sdf

Formula	C₂₀H₂₆N₆O₄S
MW	446.52
InChIKey	VXDAVYUFYPFGDX-JDMVGNENNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	57
Number_Heavy_Atoms	31
Number_Rings	3
Number_Bonds	59
Rotat_Bonds	11
Unbranched_Chain	4
Chiral_Centers	3
ONatoms	10
HB_Donor	4
HB_Acceptor	5
OpenEye_HB_Donors	6
OpenEye_HB_Acceptors	6
Lipinski_HB_Donors	4
Lipinski_HB_Acceptors	10
Lipinski_Violations	0
XLogP3	0
XLogP	-1.2
logP	1.7285
PSA	192.24
MR	120.852
ABS	0.55
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-89.77631
PM7_Total_Energy_ev	-5282.47283
PM7_Electronic_Energy_ev	-45344.93864
PM7_Dipole_Debye	5.44931
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.804
PM7_LUMO_Energy_ev	-1.466
PM7_COSMO_Area_square_ang	455.31
PM7_COSMO_Volue_cubic_ang	525.2
PM7_Electron_Affinity_ev	1.466
PM7_Ionization_Energy_ev	8.804
PM7_Energy_Gap_ev	7.338
PM7_Global_Hardness_ev	3.669
PM7_Global_Softness_ev	0.2725538293813028
PM7_Chemical_Potential_ev	-5.135
PM7_Electronigativity_ev	5.135
PM7_Back_Donation_Energy_ev	-0.91725
PM7_Electrophilicity_ev	3.5933803488689016
OPENEYE_Name	(2~{S},4~{R})-1-acetyl-~{N}-[(1~{S})-1-(1,3-benzothiazole-2-carbonyl)-4-guanidino-butyl]-4-hydroxy-pyrrolidine-2-carboxamide
SMILES	c1ccc2c(c1)nc(s2)C(=O)C(CCCN=C(N)N)NC(=O)C3CC(CN3C(=O)C)O
Canonical_SMILES	NC(=NCCC[C@@H](C(=O)c1nc2c(s1)cccc2)NC(=O)[C@@H]1C[C@H](CN1C(=O)C)O)N
InChI	1/C20H26N6O4S/c1-11(27)26-10-12(28)9-15(26)18(30)24-14(6-4-8-23-20(21)22)17(29)19-25-13-5-2-3-7-16(13)31-19/h2-3,5,7,12,14-15,28H,4,6,8-10H2,1H3,(H,24,30)(H4,21,22,23)/f/h24H,21-22H2
InChI_3D	1S/C20H26N6O4S/c1-11(27)26-10-12(28)9-15(26)18(30)24-14(6-4-8-23-20(21)22)17(29)19-25-13-5-2-3-7-16(13)31-19/h2-3,5,7,12,14-15,28H,4,6,8-10H2,1H3,(H,24,30)(H4,21,22,23)/t12-,14+,15+/m1/s1
AuxInfo	1/1/N:16,1,2,17,3,18,4,19,12,13,10,15,5,20,14,6,8,9,7,11,24,25,22,26,21,23,29,30,27,28,31/E:(21,22)/F:m/E:m/rA:57cCCCCCCCCCCCCCCCCCCCCNNNNNNOOOOSHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;d4s5;;s7;;;;;;s9s12;s12s13;s10;;s17;s17;s8s18;s5d7;d11s19;s10s13s14;s11;s11;s9s20;d8;d9;d10;s15;s6s7;s1;s2;s3;s4;s12;s12;s13;s13;s14;s15;s16;s16;s16;s17;s17;s18;s18;s19;s19;s20;s24;s24;s25;s25;s26;s30;/rC:;0,1.0058,0;.868,-.4978,0;.868,1.5138,0;1.736,-.0012,0;1.736,1.0058,0;3.2858,.5023,0;4.2858,.5024,0;5.6519,-.1315,0;7.1521,-2.2981,0;6.2855,5.6986,0;6.9227,.2828,0;8.1287,-.8017,0;6.5179,-.6315,0;7.9187,.1776,0;7.9599,-2.8876,0;5.7856,3.1005,0;5.2857,2.2345,0;6.2856,3.9666,0;4.7857,1.3684,0;2.6938,-.3125,0;6.7855,4.8326,0;7.2587,-1.3038,0;6.7854,6.5647,0;5.2855,5.6986,0;5.6518,.8685,0;4.7858,-.3636,0;4.7859,-.6316,0;6.2377,-2.703,0;9.6589,.3624,0;2.6938,1.3169,0;-.4327,-.2506,0;-.4337,1.2545,0;.8677,-.9978,0;.868,2.0138,0;7.0265,.7719,0;6.447,.4368,0;8.3324,-1.2583,0;8.6041,-.6466,0;6.2232,-1.0354,0;7.9185,.6776,0;7.6652,-3.2915,0;8.2546,-2.4837,0;8.3638,-3.1823,0;6.2187,2.8505,0;5.3526,3.3505,0;4.8527,2.4844,0;5.7187,1.9845,0;6.7186,3.7166,0;5.8526,4.2165,0;4.3527,1.6184,0;7.2854,6.5647,0;6.5354,6.9977,0;5.0355,6.1316,0;5.0355,5.2655,0;6.0848,1.1185,0;9.8618,.8194,0;
Duplicates	DB02812_p0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002750-0000002999/DB02812_p0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002750-0000002999/DB02812_p0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000002750-0000002999/DB02812_p0.sdf