CompChem-Database: compound details

CompChem-Database: details for selected entry

DB04238_s0_p0 (4552)

Formula C₂₆H₂₈N₄O₅S

MW 508.59

InChIKey GNANSBQAIRJZPA-PJJVEWETNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 64

Number_Heavy_Atoms 36

Number_Rings 4

Number_Bonds 67

Rotat_Bonds 10

Unbranched_Chain 1

Chiral_Centers 2

ONatoms 9

HB_Donor 3

HB_Acceptor 5

OpenEye_HB_Donors 5

OpenEye_HB_Acceptors 5

Lipinski_HB_Donors 4

Lipinski_HB_Acceptors 9

Lipinski_Violations 1

XLogP3 0

XLogP -0.85

logP 4.6888

PSA 162.03

MR 140.72

ABS 0.55

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -135.5011

PM7_Total_Energy_ev -5969.46318

PM7_Electronic_Energy_ev -60018.3047

PM7_Dipole_Debye 8.21259

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.026

PM7_LUMO_Energy_ev -1.104

PM7_COSMO_Area_square_ang 430.18

PM7_COSMO_Volue_cubic_ang 591.76

PM7_Electron_Affinity_ev 1.104

PM7_Ionization_Energy_ev 9.026

PM7_Energy_Gap_ev 7.922

PM7_Global_Hardness_ev 3.961

PM7_Global_Softness_ev 0.25246149962130776

PM7_Chemical_Potential_ev -5.065

PM7_Electronigativity_ev 5.065

PM7_Back_Donation_Energy_ev -0.99025

PM7_Electrophilicity_ev 3.238352057561222

OPENEYE_Name (2~{R})-1-[(2~{S})-3-(3-carbamimidoylphenyl)-2-(2-naphthylsulfonylamino)propanoyl]piperidine-2-carboxylic acid

SMILES c1ccc2cc(ccc2c1)S(=O)(=O)NC(C(=O)N3CCCCC3C(=O)O)Cc4cccc(c4)C(=N)N

Canonical_SMILES OC(=O)[C@H]1CCCCN1C(=O)[C@@H](NS(=O)(=O)c1ccc2c(c1)cccc2)Cc1cccc(c1)C(=N)N

InChI 1/C26H28N4O5S/c27-24(28)20-9-5-6-17(14-20)15-22(25(31)30-13-4-3-10-23(30)26(32)33)29-36(34,35)21-12-11-18-7-1-2-8-19(18)16-21/h1-2,5-9,11-12,14,16,22-23,29H,3-4,10,13,15H2,(H3,27,28)(H,32,33)/f/h27,32H,28H2

InChI_3D 1S/C26H28N4O5S/c27-24(28)20-9-5-6-17(14-20)15-22(25(31)30-13-4-3-10-23(30)26(32)33)29-36(34,35)21-12-11-18-7-1-2-8-19(18)16-21/h1-2,5-9,11-12,14,16,22-23,29H,3-4,10,13,15H2,(H3,27,28)(H,32,33)/t22-,23+/m0/s1

AuxInfo 1/1/N:1,2,20,21,3,8,4,5,7,22,6,9,23,11,25,10,15,12,13,14,16,26,24,17,19,18,27,29,30,28,32,31,35,33,34,36/E:(27,28)(32,33)(34,35)/F:1,2,20,21,3,8,4,5,7,22,6,9,23,11,25,10,15,12,13,14,16,26,24,17,19,18,27,29,30,28,32,35,31,33,34,36/E:(34,35)/CRV:36.6/rA:64cCCCCCCCCCCCCCCCCCCCCCCCCCCNNNNOOOOOSHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;s1;s2;;d3;s3;d6;;;d4s6;d5s10s12;s7d11;d8s11;s9d10;s14;;;;s20;s20;s21;s18s22;s15;s19s25;w17;s19s23s24;s17;s26;d18;d19;;;s18;s16s30d33d34;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s11;s20;s20;s21;s21;s22;s22;s23;s23;s24;s25;s25;s26;s27;s29;s29;s30;s35;/rC:-5.1458,5.2413,0;-4.6427,6.1121,0;3.4745,6.0181,0;-4.6433,4.3761,0;-3.6372,6.1176,0;-3.1408,3.5068,0;4.3391,5.5156,0;2.604,5.5155,0;-2.1359,3.5049,0;-2.1369,5.2496,0;3.4715,4.013,0;-3.6417,4.3723,0;-3.1397,5.2438,0;4.342,4.5156,0;2.5981,4.5104,0;-1.634,4.3764,0;5.2088,4.0168,0;2.5903,1.1954,0;0,3.0104,0;;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;1.7321,4.0104,0;.866,3.5104,0;6.0741,4.5181,0;0,2.0104,0;5.2102,3.0168,0;.366,4.3764,0;2.9305,.2551,0;-.866,3.5104,0;-.634,5.3764,0;-.634,3.3764,0;3.2346,1.9602,0;-.634,4.3764,0;-5.6458,5.2407,0;-4.8939,6.5444,0;3.4753,6.5181,0;-4.8936,3.9432,0;-3.3871,6.5506,0;-3.391,3.0738,0;4.7721,5.7656,0;2.1717,5.7668,0;-1.8861,3.0718,0;-1.888,5.6832,0;3.473,3.513,0;.321,-.3833,0;-.321,-.3833,0;-1.0376,.0273,0;-1.36,.5838,0;1.36,.5838,0;1.0376,.0273,0;-1.3597,1.4149,0;-1.0404,1.9719,0;1.0404,1.9719,0;1.9821,3.5774,0;1.4821,4.4434,0;1.116,3.0774,0;6.5075,4.2687,0;4.7776,2.7662,0;5.6436,2.7675,0;.616,4.8094,0;3.0645,2.4304,0;

Duplicates DB04238_s0_p0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004000-0000004249/DB04238_s0_p0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004000-0000004249/DB04238_s0_p0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004000-0000004249/DB04238_s0_p0.sdf

Formula	C₂₆H₂₈N₄O₅S
MW	508.59
InChIKey	GNANSBQAIRJZPA-PJJVEWETNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	64
Number_Heavy_Atoms	36
Number_Rings	4
Number_Bonds	67
Rotat_Bonds	10
Unbranched_Chain	1
Chiral_Centers	2
ONatoms	9
HB_Donor	3
HB_Acceptor	5
OpenEye_HB_Donors	5
OpenEye_HB_Acceptors	5
Lipinski_HB_Donors	4
Lipinski_HB_Acceptors	9
Lipinski_Violations	1
XLogP3	0
XLogP	-0.85
logP	4.6888
PSA	162.03
MR	140.72
ABS	0.55
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-135.5011
PM7_Total_Energy_ev	-5969.46318
PM7_Electronic_Energy_ev	-60018.3047
PM7_Dipole_Debye	8.21259
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.026
PM7_LUMO_Energy_ev	-1.104
PM7_COSMO_Area_square_ang	430.18
PM7_COSMO_Volue_cubic_ang	591.76
PM7_Electron_Affinity_ev	1.104
PM7_Ionization_Energy_ev	9.026
PM7_Energy_Gap_ev	7.922
PM7_Global_Hardness_ev	3.961
PM7_Global_Softness_ev	0.25246149962130776
PM7_Chemical_Potential_ev	-5.065
PM7_Electronigativity_ev	5.065
PM7_Back_Donation_Energy_ev	-0.99025
PM7_Electrophilicity_ev	3.238352057561222
OPENEYE_Name	(2~{R})-1-[(2~{S})-3-(3-carbamimidoylphenyl)-2-(2-naphthylsulfonylamino)propanoyl]piperidine-2-carboxylic acid
SMILES	c1ccc2cc(ccc2c1)S(=O)(=O)NC(C(=O)N3CCCCC3C(=O)O)Cc4cccc(c4)C(=N)N
Canonical_SMILES	OC(=O)[C@H]1CCCCN1C(=O)[C@@H](NS(=O)(=O)c1ccc2c(c1)cccc2)Cc1cccc(c1)C(=N)N
InChI	1/C26H28N4O5S/c27-24(28)20-9-5-6-17(14-20)15-22(25(31)30-13-4-3-10-23(30)26(32)33)29-36(34,35)21-12-11-18-7-1-2-8-19(18)16-21/h1-2,5-9,11-12,14,16,22-23,29H,3-4,10,13,15H2,(H3,27,28)(H,32,33)/f/h27,32H,28H2
InChI_3D	1S/C26H28N4O5S/c27-24(28)20-9-5-6-17(14-20)15-22(25(31)30-13-4-3-10-23(30)26(32)33)29-36(34,35)21-12-11-18-7-1-2-8-19(18)16-21/h1-2,5-9,11-12,14,16,22-23,29H,3-4,10,13,15H2,(H3,27,28)(H,32,33)/t22-,23+/m0/s1
AuxInfo	1/1/N:1,2,20,21,3,8,4,5,7,22,6,9,23,11,25,10,15,12,13,14,16,26,24,17,19,18,27,29,30,28,32,31,35,33,34,36/E:(27,28)(32,33)(34,35)/F:1,2,20,21,3,8,4,5,7,22,6,9,23,11,25,10,15,12,13,14,16,26,24,17,19,18,27,29,30,28,32,35,31,33,34,36/E:(34,35)/CRV:36.6/rA:64cCCCCCCCCCCCCCCCCCCCCCCCCCCNNNNOOOOOSHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;s1;s2;;d3;s3;d6;;;d4s6;d5s10s12;s7d11;d8s11;s9d10;s14;;;;s20;s20;s21;s18s22;s15;s19s25;w17;s19s23s24;s17;s26;d18;d19;;;s18;s16s30d33d34;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s11;s20;s20;s21;s21;s22;s22;s23;s23;s24;s25;s25;s26;s27;s29;s29;s30;s35;/rC:-5.1458,5.2413,0;-4.6427,6.1121,0;3.4745,6.0181,0;-4.6433,4.3761,0;-3.6372,6.1176,0;-3.1408,3.5068,0;4.3391,5.5156,0;2.604,5.5155,0;-2.1359,3.5049,0;-2.1369,5.2496,0;3.4715,4.013,0;-3.6417,4.3723,0;-3.1397,5.2438,0;4.342,4.5156,0;2.5981,4.5104,0;-1.634,4.3764,0;5.2088,4.0168,0;2.5903,1.1954,0;0,3.0104,0;;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;1.7321,4.0104,0;.866,3.5104,0;6.0741,4.5181,0;0,2.0104,0;5.2102,3.0168,0;.366,4.3764,0;2.9305,.2551,0;-.866,3.5104,0;-.634,5.3764,0;-.634,3.3764,0;3.2346,1.9602,0;-.634,4.3764,0;-5.6458,5.2407,0;-4.8939,6.5444,0;3.4753,6.5181,0;-4.8936,3.9432,0;-3.3871,6.5506,0;-3.391,3.0738,0;4.7721,5.7656,0;2.1717,5.7668,0;-1.8861,3.0718,0;-1.888,5.6832,0;3.473,3.513,0;.321,-.3833,0;-.321,-.3833,0;-1.0376,.0273,0;-1.36,.5838,0;1.36,.5838,0;1.0376,.0273,0;-1.3597,1.4149,0;-1.0404,1.9719,0;1.0404,1.9719,0;1.9821,3.5774,0;1.4821,4.4434,0;1.116,3.0774,0;6.5075,4.2687,0;4.7776,2.7662,0;5.6436,2.7675,0;.616,4.8094,0;3.0645,2.4304,0;
Duplicates	DB04238_s0_p0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004000-0000004249/DB04238_s0_p0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004000-0000004249/DB04238_s0_p0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004000-0000004249/DB04238_s0_p0.sdf