CompChem-Database: compound details

CompChem-Database: details for selected entry

DB01745_s0_p0 (1977)

Formula C₂₇H₃₀N₄O₅S

MW 522.62

InChIKey JJLGQWCKMHPBEB-MHZNMDLVNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 67

Number_Heavy_Atoms 37

Number_Rings 4

Number_Bonds 70

Rotat_Bonds 10

Unbranched_Chain 2

Chiral_Centers 1

ONatoms 9

HB_Donor 2

HB_Acceptor 4

OpenEye_HB_Donors 4

OpenEye_HB_Acceptors 5

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 9

Lipinski_Violations 1

XLogP3 0

XLogP 1.8

logP 4.6347

PSA 151.03

MR 145.04

ABS 0.55

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -133.86799

PM7_Total_Energy_ev -6119.16228

PM7_Electronic_Energy_ev -61267.96244

PM7_Dipole_Debye 8.34672

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.011

PM7_LUMO_Energy_ev -1.083

PM7_COSMO_Area_square_ang 456.28

PM7_COSMO_Volue_cubic_ang 617.26

PM7_Electron_Affinity_ev 1.083

PM7_Ionization_Energy_ev 9.011

PM7_Energy_Gap_ev 7.928

PM7_Global_Hardness_ev 3.964

PM7_Global_Softness_ev 0.2522704339051463

PM7_Chemical_Potential_ev -5.047

PM7_Electronigativity_ev 5.047

PM7_Back_Donation_Energy_ev -0.991

PM7_Electrophilicity_ev 3.2129426084762867

OPENEYE_Name methyl 1-[(2~{S})-3-(3-carbamimidoylphenyl)-2-(2-naphthylsulfonylamino)propanoyl]piperidine-4-carboxylate

SMILES c1ccc2cc(ccc2c1)S(=O)(=O)NC(C(=O)N3CCC(CC3)C(=O)OC)Cc4cccc(c4)C(=N)N

Canonical_SMILES COC(=O)[C@@H]1CCN(CC1)C(=O)[C@@H](NS(=O)(=O)c1ccc2c(c1)cccc2)Cc1cccc(c1)C(=N)N

InChI 1/C27H30N4O5S/c1-36-27(33)20-11-13-31(14-12-20)26(32)24(16-18-5-4-8-22(15-18)25(28)29)30-37(34,35)23-10-9-19-6-2-3-7-21(19)17-23/h2-10,15,17,20,24,30H,11-14,16H2,1H3,(H3,28,29)/f/h28H,29H2

InChI_3D 1S/C27H30N4O5S/c1-36-27(33)20-11-13-31(14-12-20)26(32)24(16-18-5-4-8-22(15-18)25(28)29)30-37(34,35)23-10-9-19-6-2-3-7-21(19)17-23/h2-10,15,17,20,24,30H,11-14,16H2,1H3,(H3,28,29)/t24-/m0/s1

AuxInfo 1/1/N:25,1,2,3,8,4,5,7,6,9,20,21,22,23,11,26,10,15,12,24,13,14,16,27,17,19,18,28,30,31,29,33,32,34,35,36,37/E:(11,12)(13,14)(28,29)(34,35)/F:m/E:(11,12)(13,14)(34,35)/CRV:37.6/rA:67cCCCCCCCCCCCCCCCCCCCCCCCCCCCNNNNOOOOOSHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;s1;s2;;d3;s3;d6;;;d4s6;d5s10s12;s7d11;d8s11;s9d10;s14;;;;;s20;s21;s18s20s21;;s15;s19s26;w17;s19s22s23;s17;s27;d18;d19;;;s18s25;s16s31d34d35;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s11;s20;s20;s21;s21;s22;s22;s23;s23;s24;s25;s25;s25;s26;s26;s27;s28;s30;s30;s31;/rC:-5.1458,5.2413,0;-4.6427,6.1121,0;4.342,4.5156,0;-4.6433,4.3761,0;-3.6372,6.1176,0;-3.1408,3.5068,0;4.3391,5.5156,0;3.4715,4.013,0;-2.1359,3.5049,0;-2.1369,5.2496,0;2.604,5.5155,0;-3.6417,4.3723,0;-3.1397,5.2438,0;3.4745,6.0181,0;2.5981,4.5104,0;-1.634,4.3764,0;3.476,7.0181,0;1.1236,-1.3417,0;0,3.0104,0;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;;1.4227,-3.0477,0;1.7321,4.0104,0;.866,3.5104,0;4.3427,7.5169,0;0,2.0104,0;2.6107,7.5194,0;.366,4.3764,0;2.1086,-1.169,0;-.866,3.5104,0;-.634,5.3764,0;-.634,3.3764,0;.7807,-2.281,0;-.634,4.3764,0;-5.6458,5.2407,0;-4.8939,6.5444,0;4.7754,4.2662,0;-4.8936,3.9432,0;-3.3871,6.5506,0;-3.391,3.0738,0;4.7721,5.7656,0;3.473,3.513,0;-1.8861,3.0718,0;-1.888,5.6832,0;2.1717,5.7668,0;-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;1.3597,1.4149,0;-.321,-.3833,0;1.0394,-3.3687,0;1.806,-2.7267,0;1.7437,-3.431,0;1.9821,3.5774,0;1.4821,4.4434,0;1.116,3.0774,0;4.3435,8.0169,0;2.1773,7.27,0;2.6114,8.0194,0;.616,4.8094,0;

Duplicates DB01745_s0_p0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000001500-0000001749/DB01745_s0_p0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000001500-0000001749/DB01745_s0_p0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000001500-0000001749/DB01745_s0_p0.sdf

Formula	C₂₇H₃₀N₄O₅S
MW	522.62
InChIKey	JJLGQWCKMHPBEB-MHZNMDLVNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	67
Number_Heavy_Atoms	37
Number_Rings	4
Number_Bonds	70
Rotat_Bonds	10
Unbranched_Chain	2
Chiral_Centers	1
ONatoms	9
HB_Donor	2
HB_Acceptor	4
OpenEye_HB_Donors	4
OpenEye_HB_Acceptors	5
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	9
Lipinski_Violations	1
XLogP3	0
XLogP	1.8
logP	4.6347
PSA	151.03
MR	145.04
ABS	0.55
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-133.86799
PM7_Total_Energy_ev	-6119.16228
PM7_Electronic_Energy_ev	-61267.96244
PM7_Dipole_Debye	8.34672
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.011
PM7_LUMO_Energy_ev	-1.083
PM7_COSMO_Area_square_ang	456.28
PM7_COSMO_Volue_cubic_ang	617.26
PM7_Electron_Affinity_ev	1.083
PM7_Ionization_Energy_ev	9.011
PM7_Energy_Gap_ev	7.928
PM7_Global_Hardness_ev	3.964
PM7_Global_Softness_ev	0.2522704339051463
PM7_Chemical_Potential_ev	-5.047
PM7_Electronigativity_ev	5.047
PM7_Back_Donation_Energy_ev	-0.991
PM7_Electrophilicity_ev	3.2129426084762867
OPENEYE_Name	methyl 1-[(2~{S})-3-(3-carbamimidoylphenyl)-2-(2-naphthylsulfonylamino)propanoyl]piperidine-4-carboxylate
SMILES	c1ccc2cc(ccc2c1)S(=O)(=O)NC(C(=O)N3CCC(CC3)C(=O)OC)Cc4cccc(c4)C(=N)N
Canonical_SMILES	COC(=O)[C@@H]1CCN(CC1)C(=O)[C@@H](NS(=O)(=O)c1ccc2c(c1)cccc2)Cc1cccc(c1)C(=N)N
InChI	1/C27H30N4O5S/c1-36-27(33)20-11-13-31(14-12-20)26(32)24(16-18-5-4-8-22(15-18)25(28)29)30-37(34,35)23-10-9-19-6-2-3-7-21(19)17-23/h2-10,15,17,20,24,30H,11-14,16H2,1H3,(H3,28,29)/f/h28H,29H2
InChI_3D	1S/C27H30N4O5S/c1-36-27(33)20-11-13-31(14-12-20)26(32)24(16-18-5-4-8-22(15-18)25(28)29)30-37(34,35)23-10-9-19-6-2-3-7-21(19)17-23/h2-10,15,17,20,24,30H,11-14,16H2,1H3,(H3,28,29)/t24-/m0/s1
AuxInfo	1/1/N:25,1,2,3,8,4,5,7,6,9,20,21,22,23,11,26,10,15,12,24,13,14,16,27,17,19,18,28,30,31,29,33,32,34,35,36,37/E:(11,12)(13,14)(28,29)(34,35)/F:m/E:(11,12)(13,14)(34,35)/CRV:37.6/rA:67cCCCCCCCCCCCCCCCCCCCCCCCCCCCNNNNOOOOOSHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;s1;s2;;d3;s3;d6;;;d4s6;d5s10s12;s7d11;d8s11;s9d10;s14;;;;;s20;s21;s18s20s21;;s15;s19s26;w17;s19s22s23;s17;s27;d18;d19;;;s18s25;s16s31d34d35;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s11;s20;s20;s21;s21;s22;s22;s23;s23;s24;s25;s25;s25;s26;s26;s27;s28;s30;s30;s31;/rC:-5.1458,5.2413,0;-4.6427,6.1121,0;4.342,4.5156,0;-4.6433,4.3761,0;-3.6372,6.1176,0;-3.1408,3.5068,0;4.3391,5.5156,0;3.4715,4.013,0;-2.1359,3.5049,0;-2.1369,5.2496,0;2.604,5.5155,0;-3.6417,4.3723,0;-3.1397,5.2438,0;3.4745,6.0181,0;2.5981,4.5104,0;-1.634,4.3764,0;3.476,7.0181,0;1.1236,-1.3417,0;0,3.0104,0;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;;1.4227,-3.0477,0;1.7321,4.0104,0;.866,3.5104,0;4.3427,7.5169,0;0,2.0104,0;2.6107,7.5194,0;.366,4.3764,0;2.1086,-1.169,0;-.866,3.5104,0;-.634,5.3764,0;-.634,3.3764,0;.7807,-2.281,0;-.634,4.3764,0;-5.6458,5.2407,0;-4.8939,6.5444,0;4.7754,4.2662,0;-4.8936,3.9432,0;-3.3871,6.5506,0;-3.391,3.0738,0;4.7721,5.7656,0;3.473,3.513,0;-1.8861,3.0718,0;-1.888,5.6832,0;2.1717,5.7668,0;-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;1.3597,1.4149,0;-.321,-.3833,0;1.0394,-3.3687,0;1.806,-2.7267,0;1.7437,-3.431,0;1.9821,3.5774,0;1.4821,4.4434,0;1.116,3.0774,0;4.3435,8.0169,0;2.1773,7.27,0;2.6114,8.0194,0;.616,4.8094,0;
Duplicates	DB01745_s0_p0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000001500-0000001749/DB01745_s0_p0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000001500-0000001749/DB01745_s0_p0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000001500-0000001749/DB01745_s0_p0.sdf