CompChem-Database: compound details

CompChem-Database: details for selected entry

DB03251_p0 (3531)

Formula C₁₉H₂₅N₅O₂S

MW 387.5

InChIKey NQABUEUFRXDDFI-YDBXFXKPNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 52

Number_Heavy_Atoms 27

Number_Rings 3

Number_Bonds 54

Rotat_Bonds 9

Unbranched_Chain 4

Chiral_Centers 1

ONatoms 7

HB_Donor 3

HB_Acceptor 3

OpenEye_HB_Donors 5

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 7

Lipinski_Violations 0

XLogP3 0

XLogP 1.66

logP 3.9991

PSA 151.7

MR 107.872

ABS 0.55

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -15.0377

PM7_Total_Energy_ev -4369.30185

PM7_Electronic_Energy_ev -35772.46933

PM7_Dipole_Debye 6.23263

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.843

PM7_LUMO_Energy_ev -1.407

PM7_COSMO_Area_square_ang 415.55

PM7_COSMO_Volue_cubic_ang 468.95

PM7_Electron_Affinity_ev 1.407

PM7_Ionization_Energy_ev 8.843

PM7_Energy_Gap_ev 7.436

PM7_Global_Hardness_ev 3.718

PM7_Global_Softness_ev 0.2689618074233459

PM7_Chemical_Potential_ev -5.125

PM7_Electronigativity_ev 5.125

PM7_Back_Donation_Energy_ev -0.9295

PM7_Electrophilicity_ev 3.5322249865519098

OPENEYE_Name ~{N}-[(1~{S})-1-(1,3-benzothiazole-2-carbonyl)-4-guanidino-butyl]cyclopentanecarboxamide

SMILES c1ccc2c(c1)nc(s2)C(=O)C(CCCN=C(N)N)NC(=O)C3CCCC3

Canonical_SMILES NC(=NCCC[C@@H](C(=O)c1nc2c(s1)cccc2)NC(=O)C1CCCC1)N

InChI 1/C19H25N5O2S/c20-19(21)22-11-5-9-14(23-17(26)12-6-1-2-7-12)16(25)18-24-13-8-3-4-10-15(13)27-18/h3-4,8,10,12,14H,1-2,5-7,9,11H2,(H,23,26)(H4,20,21,22)/f/h23H,20-21H2

InChI_3D 1S/C19H25N5O2S/c20-19(21)22-11-5-9-14(23-17(26)12-6-1-2-7-12)16(25)18-24-13-8-3-4-10-15(13)27-18/h3-4,8,10,12,14H,1-2,5-7,9,11H2,(H,23,26)(H4,20,21,22)/t14-/m0/s1

AuxInfo 1/1/N:11,12,1,2,16,13,14,3,17,4,18,15,5,19,6,8,9,7,10,22,23,21,24,20,25,26,27/E:(1,2)(6,7)(20,21)/F:m/E:m/rA:52cCCCCCCCCCCCCCCCCCCCNNNNNOOSHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;d4s5;;s7;;;;s11;s11;s12;s9s13s14;;s16;s16;s8s17;s5d7;d10s18;s10;s10;s9s19;d8;d9;s6s7;s1;s2;s3;s4;s11;s11;s12;s12;s13;s13;s14;s14;s15;s16;s16;s17;s17;s18;s18;s19;s22;s22;s23;s23;s24;/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;4.7859,-2.0957,0;8.2498,2.6366,0;4.852,-5.012,0;5.8314,-5.2218,0;4.7467,-4.0161,0;6.3334,-4.3518,0;5.661,-3.6112,0;6.5178,.6365,0;5.6518,.1364,0;7.3838,1.1365,0;4.7858,-.3636,0;2.6938,-.3125,0;8.2498,1.6366,0;9.1158,3.1366,0;7.3837,3.1365,0;5.2859,-1.2296,0;4.7857,1.3684,0;3.7859,-2.0957,0;2.6938,1.3169,0;-.4327,-.2506,0;-.4337,1.2545,0;.8677,-.9978,0;.868,2.0138,0;4.7993,-5.5092,0;4.352,-5.0119,0;6.2881,-5.4253,0;5.6765,-5.6972,0;4.2576,-4.12,0;4.5927,-3.5404,0;6.6669,-3.9792,0;6.7384,-4.645,0;6.0649,-3.3164,0;6.7679,.2035,0;6.2678,1.0695,0;5.9019,-.2966,0;5.4018,.5694,0;7.6339,.7035,0;7.1338,1.5695,0;4.3529,-.6137,0;9.5488,2.8866,0;9.1157,3.6366,0;7.3837,3.6365,0;6.9507,2.8865,0;5.7859,-1.2296,0;

Duplicates DB03251_p0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003250-0000003499/DB03251_p0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003250-0000003499/DB03251_p0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003250-0000003499/DB03251_p0.sdf

Formula	C₁₉H₂₅N₅O₂S
MW	387.5
InChIKey	NQABUEUFRXDDFI-YDBXFXKPNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	52
Number_Heavy_Atoms	27
Number_Rings	3
Number_Bonds	54
Rotat_Bonds	9
Unbranched_Chain	4
Chiral_Centers	1
ONatoms	7
HB_Donor	3
HB_Acceptor	3
OpenEye_HB_Donors	5
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	7
Lipinski_Violations	0
XLogP3	0
XLogP	1.66
logP	3.9991
PSA	151.7
MR	107.872
ABS	0.55
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-15.0377
PM7_Total_Energy_ev	-4369.30185
PM7_Electronic_Energy_ev	-35772.46933
PM7_Dipole_Debye	6.23263
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.843
PM7_LUMO_Energy_ev	-1.407
PM7_COSMO_Area_square_ang	415.55
PM7_COSMO_Volue_cubic_ang	468.95
PM7_Electron_Affinity_ev	1.407
PM7_Ionization_Energy_ev	8.843
PM7_Energy_Gap_ev	7.436
PM7_Global_Hardness_ev	3.718
PM7_Global_Softness_ev	0.2689618074233459
PM7_Chemical_Potential_ev	-5.125
PM7_Electronigativity_ev	5.125
PM7_Back_Donation_Energy_ev	-0.9295
PM7_Electrophilicity_ev	3.5322249865519098
OPENEYE_Name	~{N}-[(1~{S})-1-(1,3-benzothiazole-2-carbonyl)-4-guanidino-butyl]cyclopentanecarboxamide
SMILES	c1ccc2c(c1)nc(s2)C(=O)C(CCCN=C(N)N)NC(=O)C3CCCC3
Canonical_SMILES	NC(=NCCC[C@@H](C(=O)c1nc2c(s1)cccc2)NC(=O)C1CCCC1)N
InChI	1/C19H25N5O2S/c20-19(21)22-11-5-9-14(23-17(26)12-6-1-2-7-12)16(25)18-24-13-8-3-4-10-15(13)27-18/h3-4,8,10,12,14H,1-2,5-7,9,11H2,(H,23,26)(H4,20,21,22)/f/h23H,20-21H2
InChI_3D	1S/C19H25N5O2S/c20-19(21)22-11-5-9-14(23-17(26)12-6-1-2-7-12)16(25)18-24-13-8-3-4-10-15(13)27-18/h3-4,8,10,12,14H,1-2,5-7,9,11H2,(H,23,26)(H4,20,21,22)/t14-/m0/s1
AuxInfo	1/1/N:11,12,1,2,16,13,14,3,17,4,18,15,5,19,6,8,9,7,10,22,23,21,24,20,25,26,27/E:(1,2)(6,7)(20,21)/F:m/E:m/rA:52cCCCCCCCCCCCCCCCCCCCNNNNNOOSHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;d4s5;;s7;;;;s11;s11;s12;s9s13s14;;s16;s16;s8s17;s5d7;d10s18;s10;s10;s9s19;d8;d9;s6s7;s1;s2;s3;s4;s11;s11;s12;s12;s13;s13;s14;s14;s15;s16;s16;s17;s17;s18;s18;s19;s22;s22;s23;s23;s24;/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;4.7859,-2.0957,0;8.2498,2.6366,0;4.852,-5.012,0;5.8314,-5.2218,0;4.7467,-4.0161,0;6.3334,-4.3518,0;5.661,-3.6112,0;6.5178,.6365,0;5.6518,.1364,0;7.3838,1.1365,0;4.7858,-.3636,0;2.6938,-.3125,0;8.2498,1.6366,0;9.1158,3.1366,0;7.3837,3.1365,0;5.2859,-1.2296,0;4.7857,1.3684,0;3.7859,-2.0957,0;2.6938,1.3169,0;-.4327,-.2506,0;-.4337,1.2545,0;.8677,-.9978,0;.868,2.0138,0;4.7993,-5.5092,0;4.352,-5.0119,0;6.2881,-5.4253,0;5.6765,-5.6972,0;4.2576,-4.12,0;4.5927,-3.5404,0;6.6669,-3.9792,0;6.7384,-4.645,0;6.0649,-3.3164,0;6.7679,.2035,0;6.2678,1.0695,0;5.9019,-.2966,0;5.4018,.5694,0;7.6339,.7035,0;7.1338,1.5695,0;4.3529,-.6137,0;9.5488,2.8866,0;9.1157,3.6366,0;7.3837,3.6365,0;6.9507,2.8865,0;5.7859,-1.2296,0;
Duplicates	DB03251_p0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003250-0000003499/DB03251_p0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003250-0000003499/DB03251_p0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003250-0000003499/DB03251_p0.sdf