CompChem-Database: compound details

CompChem-Database: details for selected entry

DB04232 (4544)

Formula C₂₀H₂₃N₃O₇S

MW 449.48

InChIKey DNGGPLKVDUPXFN-PKSOQXRJNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 54

Number_Heavy_Atoms 31

Number_Rings 3

Number_Bonds 56

Rotat_Bonds 10

Unbranched_Chain 2

Chiral_Centers 1

ONatoms 10

HB_Donor 2

HB_Acceptor 5

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 5

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 10

Lipinski_Violations 0

XLogP3 0

XLogP 0.91

logP 2.5598

PSA 133.86

MR 116.27

ABS 0.55

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -186.13449

PM7_Total_Energy_ev -5567.33659

PM7_Electronic_Energy_ev -46624.77857

PM7_Dipole_Debye 6.84724

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.185

PM7_LUMO_Energy_ev -0.768

PM7_COSMO_Area_square_ang 427.05

PM7_COSMO_Volue_cubic_ang 499.12

PM7_Electron_Affinity_ev 0.768

PM7_Ionization_Energy_ev 9.185

PM7_Energy_Gap_ev 8.417

PM7_Global_Hardness_ev 4.2085

PM7_Global_Softness_ev 0.23761435190685518

PM7_Chemical_Potential_ev -4.9765

PM7_Electronigativity_ev 4.9765

PM7_Back_Donation_Energy_ev -1.052125

PM7_Electrophilicity_ev 2.9423253237495546

OPENEYE_Name benzyl (3~{R},4~{S})-3-(hydroxycarbamoyl)-4-(4-methoxyphenyl)sulfonyl-piperazine-1-carboxylate

SMILES c1ccc(cc1)COC(=O)N2CCN(C(C2)C(=O)NO)S(=O)(=O)c3ccc(cc3)OC

Canonical_SMILES ONC(=O)[C@H]1CN(CCN1S(=O)(=O)c1ccc(cc1)OC)C(=O)OCc1ccccc1

InChI 1/C20H23N3O7S/c1-29-16-7-9-17(10-8-16)31(27,28)23-12-11-22(13-18(23)19(24)21-26)20(25)30-14-15-5-3-2-4-6-15/h2-10,18,26H,11-14H2,1H3,(H,21,24)/f/h21H

InChI_3D 1S/C20H23N3O7S/c1-29-16-7-9-17(10-8-16)31(27,28)23-12-11-22(13-18(23)19(24)21-26)20(25)30-14-15-5-3-2-4-6-15/h2-10,18,26H,11-14H2,1H3,(H,21,24)/t18-/m1/s1

AuxInfo 1/1/N:19,1,2,3,4,5,6,7,8,9,15,16,17,20,10,11,12,18,13,14,23,21,22,24,25,28,26,27,29,30,31/E:(3,4)(5,6)(7,8)(9,10)(27,28)/F:m/E:m/CRV:31.6/rA:54cCCCCCCCCCCCCCCCCCCCCNNNOOOOOOOSHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;;;d6;s7;d4s5;s6d7;s8d9;;;;s15;;s13s17;;s10;s14s15s17;s16s18;s13;d13;d14;;;s23;s11s19;s14s20;s12s22d26d27;s1;s2;s3;s4;s5;s6;s7;s8;s9;s15;s15;s16;s16;s17;s17;s18;s19;s19;s19;s20;s20;s23;s28;/rC:1.7334,-6.008,0;.8659,-5.5105,0;2.6009,-5.5105,0;.8659,-4.5053,0;2.6009,-4.5053,0;-.0001,5.0255,0;1.7349,5.0255,0;-.0001,4.0203,0;1.7349,4.0203,0;1.7334,-3.9976,0;.8674,5.523,0;.8674,3.5126,0;3.4576,.6979,0;.8674,-1.4976,0;;0,1.0051,0;1.7348,0,0;1.7348,1.0051,0;1.7334,7.023,0;1.7334,-2.9976,0;.8674,-.4976,0;.8674,1.5126,0;4.1019,1.4627,0;3.7978,-.2425,0;.0014,-1.9976,0;-.1326,2.5126,0;1.8674,2.5126,0;5.0864,1.2872,0;.8674,6.523,0;1.7334,-1.9976,0;.8674,2.5126,0;1.7334,-6.508,0;.4333,-5.7611,0;3.0336,-5.7611,0;.4322,-4.2566,0;3.0347,-4.2566,0;-.4327,5.2761,0;2.1676,5.2761,0;-.4338,3.7716,0;2.1686,3.7716,0;-.1701,-.4702,0;-.4925,.0864,0;-.4922,.9173,0;-.1728,1.4743,0;2.2273,.0864,0;1.9049,-.4702,0;1.9076,1.4743,0;1.9834,6.59,0;2.1664,7.273,0;1.4834,7.456,0;1.2334,-2.9976,0;2.2334,-2.9976,0;3.9318,1.9329,0;5.4085,1.6696,0;

Duplicates DB04232

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004000-0000004249/DB04232.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004000-0000004249/DB04232.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004000-0000004249/DB04232.sdf

Formula	C₂₀H₂₃N₃O₇S
MW	449.48
InChIKey	DNGGPLKVDUPXFN-PKSOQXRJNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	54
Number_Heavy_Atoms	31
Number_Rings	3
Number_Bonds	56
Rotat_Bonds	10
Unbranched_Chain	2
Chiral_Centers	1
ONatoms	10
HB_Donor	2
HB_Acceptor	5
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	5
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	10
Lipinski_Violations	0
XLogP3	0
XLogP	0.91
logP	2.5598
PSA	133.86
MR	116.27
ABS	0.55
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-186.13449
PM7_Total_Energy_ev	-5567.33659
PM7_Electronic_Energy_ev	-46624.77857
PM7_Dipole_Debye	6.84724
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.185
PM7_LUMO_Energy_ev	-0.768
PM7_COSMO_Area_square_ang	427.05
PM7_COSMO_Volue_cubic_ang	499.12
PM7_Electron_Affinity_ev	0.768
PM7_Ionization_Energy_ev	9.185
PM7_Energy_Gap_ev	8.417
PM7_Global_Hardness_ev	4.2085
PM7_Global_Softness_ev	0.23761435190685518
PM7_Chemical_Potential_ev	-4.9765
PM7_Electronigativity_ev	4.9765
PM7_Back_Donation_Energy_ev	-1.052125
PM7_Electrophilicity_ev	2.9423253237495546
OPENEYE_Name	benzyl (3~{R},4~{S})-3-(hydroxycarbamoyl)-4-(4-methoxyphenyl)sulfonyl-piperazine-1-carboxylate
SMILES	c1ccc(cc1)COC(=O)N2CCN(C(C2)C(=O)NO)S(=O)(=O)c3ccc(cc3)OC
Canonical_SMILES	ONC(=O)[C@H]1CN(CCN1S(=O)(=O)c1ccc(cc1)OC)C(=O)OCc1ccccc1
InChI	1/C20H23N3O7S/c1-29-16-7-9-17(10-8-16)31(27,28)23-12-11-22(13-18(23)19(24)21-26)20(25)30-14-15-5-3-2-4-6-15/h2-10,18,26H,11-14H2,1H3,(H,21,24)/f/h21H
InChI_3D	1S/C20H23N3O7S/c1-29-16-7-9-17(10-8-16)31(27,28)23-12-11-22(13-18(23)19(24)21-26)20(25)30-14-15-5-3-2-4-6-15/h2-10,18,26H,11-14H2,1H3,(H,21,24)/t18-/m1/s1
AuxInfo	1/1/N:19,1,2,3,4,5,6,7,8,9,15,16,17,20,10,11,12,18,13,14,23,21,22,24,25,28,26,27,29,30,31/E:(3,4)(5,6)(7,8)(9,10)(27,28)/F:m/E:m/CRV:31.6/rA:54cCCCCCCCCCCCCCCCCCCCCNNNOOOOOOOSHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;;;d6;s7;d4s5;s6d7;s8d9;;;;s15;;s13s17;;s10;s14s15s17;s16s18;s13;d13;d14;;;s23;s11s19;s14s20;s12s22d26d27;s1;s2;s3;s4;s5;s6;s7;s8;s9;s15;s15;s16;s16;s17;s17;s18;s19;s19;s19;s20;s20;s23;s28;/rC:1.7334,-6.008,0;.8659,-5.5105,0;2.6009,-5.5105,0;.8659,-4.5053,0;2.6009,-4.5053,0;-.0001,5.0255,0;1.7349,5.0255,0;-.0001,4.0203,0;1.7349,4.0203,0;1.7334,-3.9976,0;.8674,5.523,0;.8674,3.5126,0;3.4576,.6979,0;.8674,-1.4976,0;;0,1.0051,0;1.7348,0,0;1.7348,1.0051,0;1.7334,7.023,0;1.7334,-2.9976,0;.8674,-.4976,0;.8674,1.5126,0;4.1019,1.4627,0;3.7978,-.2425,0;.0014,-1.9976,0;-.1326,2.5126,0;1.8674,2.5126,0;5.0864,1.2872,0;.8674,6.523,0;1.7334,-1.9976,0;.8674,2.5126,0;1.7334,-6.508,0;.4333,-5.7611,0;3.0336,-5.7611,0;.4322,-4.2566,0;3.0347,-4.2566,0;-.4327,5.2761,0;2.1676,5.2761,0;-.4338,3.7716,0;2.1686,3.7716,0;-.1701,-.4702,0;-.4925,.0864,0;-.4922,.9173,0;-.1728,1.4743,0;2.2273,.0864,0;1.9049,-.4702,0;1.9076,1.4743,0;1.9834,6.59,0;2.1664,7.273,0;1.4834,7.456,0;1.2334,-2.9976,0;2.2334,-2.9976,0;3.9318,1.9329,0;5.4085,1.6696,0;
Duplicates	DB04232
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004000-0000004249/DB04232.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004000-0000004249/DB04232.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004000-0000004249/DB04232.sdf