CompChem-Database: compound details

CompChem-Database: details for selected entry

DB05495_s0_p0 (5472)

Formula C₂₄H₂₇N₃O₇S

MW 501.55

InChIKey JAYVKNDQKXUNOJ-HIVOMVAKNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 62

Number_Heavy_Atoms 35

Number_Rings 3

Number_Bonds 64

Rotat_Bonds 12

Unbranched_Chain 4

Chiral_Centers 1

ONatoms 10

HB_Donor 3

HB_Acceptor 5

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 6

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 10

Lipinski_Violations 1

XLogP3 0

XLogP -1.65

logP 2.8873

PSA 142.65

MR 132.023

ABS 0.55

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -171.58232

PM7_Total_Energy_ev -6112.8753

PM7_Electronic_Energy_ev -54759.08752

PM7_Dipole_Debye 8.88489

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.98

PM7_LUMO_Energy_ev -0.772

PM7_COSMO_Area_square_ang 468.73

PM7_COSMO_Volue_cubic_ang 590.42

PM7_Electron_Affinity_ev 0.772

PM7_Ionization_Energy_ev 8.98

PM7_Energy_Gap_ev 8.208

PM7_Global_Hardness_ev 4.104

PM7_Global_Softness_ev 0.24366471734892786

PM7_Chemical_Potential_ev -4.876

PM7_Electronigativity_ev 4.876

PM7_Back_Donation_Energy_ev -1.026

PM7_Electrophilicity_ev 2.896610136452242

OPENEYE_Name (2~{R})-2-[[4-[(4-methoxybenzoyl)amino]phenyl]sulfonylamino]-6-morpholino-hex-4-ynoic acid

SMILES C(#CCN1CCOCC1)CC(C(=O)O)NS(=O)(=O)c2ccc(cc2)NC(=O)c3ccc(cc3)OC

Canonical_SMILES COc1ccc(cc1)C(=O)Nc1ccc(cc1)S(=O)(=O)N[C@@H](C(=O)O)CC#CCN1CCOCC1

InChI 1/C24H27N3O7S/c1-33-20-9-5-18(6-10-20)23(28)25-19-7-11-21(12-8-19)35(31,32)26-22(24(29)30)4-2-3-13-27-14-16-34-17-15-27/h5-12,22,26H,4,13-17H2,1H3,(H,25,28)(H,29,30)/f/h25,29H

InChI_3D 1S/C24H27N3O7S/c1-33-20-9-5-18(6-10-20)23(28)25-19-7-11-21(12-8-19)35(31,32)26-22(24(29)30)4-2-3-13-27-14-16-34-17-15-27/h5-12,22,26H,4,13-17H2,1H3,(H,25,28)(H,29,30)/t22-/m1/s1

AuxInfo 1/1/N:21,1,2,22,3,4,5,6,7,8,9,10,23,17,18,19,20,11,12,13,14,24,15,16,26,27,25,28,29,33,30,31,34,32,35/E:(5,6)(7,8)(9,10)(11,12)(14,15)(16,17)(29,30)(31,32)/F:21,1,2,22,3,4,5,6,7,8,9,10,23,17,18,19,20,11,12,13,14,24,15,16,26,27,25,28,33,29,30,31,34,32,35/E:(5,6)(7,8)(9,10)(11,12)(14,15)(16,17)(31,32)/CRV:35.6/rA:62cCCCCCCCCCCCCCCCCCCCCCCCCNNNOOOOOOOSHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:t1;;;;;d3;s4;d5;s6;s3d4;s5d6;s7d8;s9d10;s11;;;;s17;s18;;s1;s2;s16s22;s17s18s23;s12s15;s24;d15;d16;;;s19s20;s16;s13s21;s14s27d30d31;s3;s4;s5;s6;s7;s8;s9;s10;s17;s17;s18;s18;s19;s19;s20;s20;s21;s21;s21;s22;s22;s23;s23;s24;s26;s27;s33;/rC:.8675,-3.4975,0;.8675,-2.4975,0;7.8033,-8.5002,0;6.9358,-10.0027,0;3.476,-9.0052,0;4.3435,-7.5027,0;8.6738,-9.0028,0;7.8063,-10.5053,0;2.6055,-8.5026,0;3.473,-7.0001,0;6.9387,-9.0027,0;4.3406,-8.5027,0;8.6797,-10.0079,0;2.5996,-7.4975,0;6.0727,-8.5027,0;-.1325,-5.4975,0;;1.735,0,0;0,1.0052,0;1.735,1.0052,0;10.4118,-10.0079,0;.8675,-4.4975,0;.8675,-1.4975,0;.8675,-5.4975,0;.8675,-.4975,0;5.2066,-9.0027,0;.8675,-6.4975,0;6.0727,-7.5027,0;-.6325,-4.6315,0;1.2335,-7.8635,0;2.2335,-6.1315,0;.8675,1.5129,0;-.6325,-6.3635,0;9.5458,-10.5079,0;1.7335,-6.9975,0;7.8026,-8.0002,0;6.5024,-10.2521,0;3.4767,-9.5052,0;4.7769,-7.2533,0;9.1061,-8.7515,0;7.8048,-11.0053,0;2.1732,-8.7539,0;3.4745,-6.5001,0;-.1701,-.4702,0;-.4925,.0863,0;2.2275,.0863,0;1.9051,-.4702,0;-.4922,.9174,0;-.1729,1.4744,0;1.9079,1.4744,0;2.2272,.9174,0;10.1618,-9.5749,0;10.6618,-10.4409,0;10.8448,-9.7579,0;1.3675,-4.4975,0;.3675,-4.4975,0;.3675,-1.4975,0;1.3675,-1.4975,0;1.3675,-5.4975,0;5.2066,-9.5027,0;.4345,-6.7475,0;-1.1325,-6.3635,0;

Duplicates DB05495_s0_p0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000005250-0000005499/DB05495_s0_p0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000005250-0000005499/DB05495_s0_p0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000005250-0000005499/DB05495_s0_p0.sdf

Formula	C₂₄H₂₇N₃O₇S
MW	501.55
InChIKey	JAYVKNDQKXUNOJ-HIVOMVAKNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	62
Number_Heavy_Atoms	35
Number_Rings	3
Number_Bonds	64
Rotat_Bonds	12
Unbranched_Chain	4
Chiral_Centers	1
ONatoms	10
HB_Donor	3
HB_Acceptor	5
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	6
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	10
Lipinski_Violations	1
XLogP3	0
XLogP	-1.65
logP	2.8873
PSA	142.65
MR	132.023
ABS	0.55
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-171.58232
PM7_Total_Energy_ev	-6112.8753
PM7_Electronic_Energy_ev	-54759.08752
PM7_Dipole_Debye	8.88489
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.98
PM7_LUMO_Energy_ev	-0.772
PM7_COSMO_Area_square_ang	468.73
PM7_COSMO_Volue_cubic_ang	590.42
PM7_Electron_Affinity_ev	0.772
PM7_Ionization_Energy_ev	8.98
PM7_Energy_Gap_ev	8.208
PM7_Global_Hardness_ev	4.104
PM7_Global_Softness_ev	0.24366471734892786
PM7_Chemical_Potential_ev	-4.876
PM7_Electronigativity_ev	4.876
PM7_Back_Donation_Energy_ev	-1.026
PM7_Electrophilicity_ev	2.896610136452242
OPENEYE_Name	(2~{R})-2-[[4-[(4-methoxybenzoyl)amino]phenyl]sulfonylamino]-6-morpholino-hex-4-ynoic acid
SMILES	C(#CCN1CCOCC1)CC(C(=O)O)NS(=O)(=O)c2ccc(cc2)NC(=O)c3ccc(cc3)OC
Canonical_SMILES	COc1ccc(cc1)C(=O)Nc1ccc(cc1)S(=O)(=O)N[C@@H](C(=O)O)CC#CCN1CCOCC1
InChI	1/C24H27N3O7S/c1-33-20-9-5-18(6-10-20)23(28)25-19-7-11-21(12-8-19)35(31,32)26-22(24(29)30)4-2-3-13-27-14-16-34-17-15-27/h5-12,22,26H,4,13-17H2,1H3,(H,25,28)(H,29,30)/f/h25,29H
InChI_3D	1S/C24H27N3O7S/c1-33-20-9-5-18(6-10-20)23(28)25-19-7-11-21(12-8-19)35(31,32)26-22(24(29)30)4-2-3-13-27-14-16-34-17-15-27/h5-12,22,26H,4,13-17H2,1H3,(H,25,28)(H,29,30)/t22-/m1/s1
AuxInfo	1/1/N:21,1,2,22,3,4,5,6,7,8,9,10,23,17,18,19,20,11,12,13,14,24,15,16,26,27,25,28,29,33,30,31,34,32,35/E:(5,6)(7,8)(9,10)(11,12)(14,15)(16,17)(29,30)(31,32)/F:21,1,2,22,3,4,5,6,7,8,9,10,23,17,18,19,20,11,12,13,14,24,15,16,26,27,25,28,33,29,30,31,34,32,35/E:(5,6)(7,8)(9,10)(11,12)(14,15)(16,17)(31,32)/CRV:35.6/rA:62cCCCCCCCCCCCCCCCCCCCCCCCCNNNOOOOOOOSHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:t1;;;;;d3;s4;d5;s6;s3d4;s5d6;s7d8;s9d10;s11;;;;s17;s18;;s1;s2;s16s22;s17s18s23;s12s15;s24;d15;d16;;;s19s20;s16;s13s21;s14s27d30d31;s3;s4;s5;s6;s7;s8;s9;s10;s17;s17;s18;s18;s19;s19;s20;s20;s21;s21;s21;s22;s22;s23;s23;s24;s26;s27;s33;/rC:.8675,-3.4975,0;.8675,-2.4975,0;7.8033,-8.5002,0;6.9358,-10.0027,0;3.476,-9.0052,0;4.3435,-7.5027,0;8.6738,-9.0028,0;7.8063,-10.5053,0;2.6055,-8.5026,0;3.473,-7.0001,0;6.9387,-9.0027,0;4.3406,-8.5027,0;8.6797,-10.0079,0;2.5996,-7.4975,0;6.0727,-8.5027,0;-.1325,-5.4975,0;;1.735,0,0;0,1.0052,0;1.735,1.0052,0;10.4118,-10.0079,0;.8675,-4.4975,0;.8675,-1.4975,0;.8675,-5.4975,0;.8675,-.4975,0;5.2066,-9.0027,0;.8675,-6.4975,0;6.0727,-7.5027,0;-.6325,-4.6315,0;1.2335,-7.8635,0;2.2335,-6.1315,0;.8675,1.5129,0;-.6325,-6.3635,0;9.5458,-10.5079,0;1.7335,-6.9975,0;7.8026,-8.0002,0;6.5024,-10.2521,0;3.4767,-9.5052,0;4.7769,-7.2533,0;9.1061,-8.7515,0;7.8048,-11.0053,0;2.1732,-8.7539,0;3.4745,-6.5001,0;-.1701,-.4702,0;-.4925,.0863,0;2.2275,.0863,0;1.9051,-.4702,0;-.4922,.9174,0;-.1729,1.4744,0;1.9079,1.4744,0;2.2272,.9174,0;10.1618,-9.5749,0;10.6618,-10.4409,0;10.8448,-9.7579,0;1.3675,-4.4975,0;.3675,-4.4975,0;.3675,-1.4975,0;1.3675,-1.4975,0;1.3675,-5.4975,0;5.2066,-9.5027,0;.4345,-6.7475,0;-1.1325,-6.3635,0;
Duplicates	DB05495_s0_p0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000005250-0000005499/DB05495_s0_p0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000005250-0000005499/DB05495_s0_p0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000005250-0000005499/DB05495_s0_p0.sdf