CompChem-Database: compound details

CompChem-Database: details for selected entry

DB04416 (4727)

Formula C₂₀H₂₁NO₆S

MW 403.45

InChIKey QJKGJGURDPRKGW-QWOVJGMINA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 49

Number_Heavy_Atoms 28

Number_Rings 2

Number_Bonds 50

Rotat_Bonds 10

Unbranched_Chain 6

Chiral_Centers 1

ONatoms 7

HB_Donor 2

HB_Acceptor 4

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 7

Lipinski_Violations 0

XLogP3 0

XLogP -0.14

logP 3.6053

PSA 110.31

MR 104.127

ABS 0.55

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -140.51684

PM7_Total_Energy_ev -4872.61921

PM7_Electronic_Energy_ev -38716.6603

PM7_Dipole_Debye 8.65373

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.156

PM7_LUMO_Energy_ev -0.672

PM7_COSMO_Area_square_ang 384.93

PM7_COSMO_Volue_cubic_ang 473.6

PM7_Electron_Affinity_ev 0.672

PM7_Ionization_Energy_ev 9.156

PM7_Energy_Gap_ev 8.484

PM7_Global_Hardness_ev 4.242

PM7_Global_Softness_ev 0.23573785950023574

PM7_Chemical_Potential_ev -4.914

PM7_Electronigativity_ev 4.914

PM7_Back_Donation_Energy_ev -1.0605

PM7_Electrophilicity_ev 2.8462277227722774

OPENEYE_Name (2~{R})-6-methoxy-2-[[4-(4-methoxyphenyl)phenyl]sulfonylamino]hex-4-ynoic acid

SMILES C(#CCOC)CC(C(=O)O)NS(=O)(=O)c1ccc(cc1)c2ccc(cc2)OC

Canonical_SMILES COCC#CC[C@H](C(=O)O)NS(=O)(=O)c1ccc(cc1)c1ccc(cc1)OC

InChI 1/C20H21NO6S/c1-26-14-4-3-5-19(20(22)23)21-28(24,25)18-12-8-16(9-13-18)15-6-10-17(27-2)11-7-15/h6-13,19,21H,5,14H2,1-2H3,(H,22,23)/f/h22H

InChI_3D 1S/C20H21NO6S/c1-26-14-4-3-5-19(20(22)23)21-28(24,25)18-12-8-16(9-13-18)15-6-10-17(27-2)11-7-15/h6-13,19,21H,5,14H2,1-2H3,(H,22,23)/t19-/m1/s1

AuxInfo 1/1/N:17,16,1,2,18,3,4,5,6,7,8,9,10,19,11,12,13,14,20,15,21,22,25,23,24,27,26,28/E:(6,7)(8,9)(10,11)(12,13)(22,23)(24,25)/F:17,16,1,2,18,3,4,5,6,7,8,9,10,19,11,12,13,14,20,15,21,25,22,23,24,27,26,28/E:(6,7)(8,9)(10,11)(12,13)(24,25)/CRV:28.6/rA:49cCCCCCCCCCCCCCCCCCCCCNOOOOOOSHHHHHHHHHHHHHHHHHHHHH/rB:t1;;;;;d3;s4;d5;s6;s3d4;s5d6s11;s7d8;s9d10;;;;s1;s2;s15s18;s20;d15;;;s15;s13s16;s17s19;s14s21d23d24;s3;s4;s5;s6;s7;s8;s9;s10;s16;s16;s16;s17;s17;s17;s18;s18;s19;s19;s20;s21;s25;/rC:2.5981,-6.5104,0;3.4641,-7.0104,0;-.8675,.4975,0;.8675,.4975,0;-.8675,-1.4975,0;.8675,-1.4975,0;-.8675,1.5027,0;.8675,1.5027,0;-.8675,-2.5027,0;.8675,-2.5027,0;;0,-1,0;0,2.0104,0;0,-3.0104,0;.366,-6.3764,0;-.866,3.5104,0;6.0622,-8.5104,0;1.7321,-6.0104,0;4.3301,-7.5104,0;.866,-5.5104,0;0,-5.0104,0;.866,-7.2425,0;-1,-4.0104,0;1,-4.0104,0;-.634,-6.3764,0;0,3.0104,0;5.1962,-8.0104,0;0,-4.0104,0;-1.3001,.2469,0;1.3001,.2469,0;-1.3001,-1.2469,0;1.3001,-1.2469,0;-1.3012,1.7514,0;1.3012,1.7514,0;-1.3012,-2.7514,0;1.3012,-2.7514,0;-1.116,3.0774,0;-.616,3.9434,0;-1.299,3.7604,0;5.8122,-8.9434,0;6.3122,-8.0774,0;6.4952,-8.7604,0;1.9821,-5.5774,0;1.4821,-6.4434,0;4.0801,-7.9434,0;4.5801,-7.0774,0;1.116,-5.0774,0;-.433,-5.2604,0;-.884,-6.8094,0;

Duplicates DB04416

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004250-0000004499/DB04416.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004250-0000004499/DB04416.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004250-0000004499/DB04416.sdf

Formula	C₂₀H₂₁NO₆S
MW	403.45
InChIKey	QJKGJGURDPRKGW-QWOVJGMINA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	49
Number_Heavy_Atoms	28
Number_Rings	2
Number_Bonds	50
Rotat_Bonds	10
Unbranched_Chain	6
Chiral_Centers	1
ONatoms	7
HB_Donor	2
HB_Acceptor	4
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	7
Lipinski_Violations	0
XLogP3	0
XLogP	-0.14
logP	3.6053
PSA	110.31
MR	104.127
ABS	0.55
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-140.51684
PM7_Total_Energy_ev	-4872.61921
PM7_Electronic_Energy_ev	-38716.6603
PM7_Dipole_Debye	8.65373
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.156
PM7_LUMO_Energy_ev	-0.672
PM7_COSMO_Area_square_ang	384.93
PM7_COSMO_Volue_cubic_ang	473.6
PM7_Electron_Affinity_ev	0.672
PM7_Ionization_Energy_ev	9.156
PM7_Energy_Gap_ev	8.484
PM7_Global_Hardness_ev	4.242
PM7_Global_Softness_ev	0.23573785950023574
PM7_Chemical_Potential_ev	-4.914
PM7_Electronigativity_ev	4.914
PM7_Back_Donation_Energy_ev	-1.0605
PM7_Electrophilicity_ev	2.8462277227722774
OPENEYE_Name	(2~{R})-6-methoxy-2-[[4-(4-methoxyphenyl)phenyl]sulfonylamino]hex-4-ynoic acid
SMILES	C(#CCOC)CC(C(=O)O)NS(=O)(=O)c1ccc(cc1)c2ccc(cc2)OC
Canonical_SMILES	COCC#CC[C@H](C(=O)O)NS(=O)(=O)c1ccc(cc1)c1ccc(cc1)OC
InChI	1/C20H21NO6S/c1-26-14-4-3-5-19(20(22)23)21-28(24,25)18-12-8-16(9-13-18)15-6-10-17(27-2)11-7-15/h6-13,19,21H,5,14H2,1-2H3,(H,22,23)/f/h22H
InChI_3D	1S/C20H21NO6S/c1-26-14-4-3-5-19(20(22)23)21-28(24,25)18-12-8-16(9-13-18)15-6-10-17(27-2)11-7-15/h6-13,19,21H,5,14H2,1-2H3,(H,22,23)/t19-/m1/s1
AuxInfo	1/1/N:17,16,1,2,18,3,4,5,6,7,8,9,10,19,11,12,13,14,20,15,21,22,25,23,24,27,26,28/E:(6,7)(8,9)(10,11)(12,13)(22,23)(24,25)/F:17,16,1,2,18,3,4,5,6,7,8,9,10,19,11,12,13,14,20,15,21,25,22,23,24,27,26,28/E:(6,7)(8,9)(10,11)(12,13)(24,25)/CRV:28.6/rA:49cCCCCCCCCCCCCCCCCCCCCNOOOOOOSHHHHHHHHHHHHHHHHHHHHH/rB:t1;;;;;d3;s4;d5;s6;s3d4;s5d6s11;s7d8;s9d10;;;;s1;s2;s15s18;s20;d15;;;s15;s13s16;s17s19;s14s21d23d24;s3;s4;s5;s6;s7;s8;s9;s10;s16;s16;s16;s17;s17;s17;s18;s18;s19;s19;s20;s21;s25;/rC:2.5981,-6.5104,0;3.4641,-7.0104,0;-.8675,.4975,0;.8675,.4975,0;-.8675,-1.4975,0;.8675,-1.4975,0;-.8675,1.5027,0;.8675,1.5027,0;-.8675,-2.5027,0;.8675,-2.5027,0;;0,-1,0;0,2.0104,0;0,-3.0104,0;.366,-6.3764,0;-.866,3.5104,0;6.0622,-8.5104,0;1.7321,-6.0104,0;4.3301,-7.5104,0;.866,-5.5104,0;0,-5.0104,0;.866,-7.2425,0;-1,-4.0104,0;1,-4.0104,0;-.634,-6.3764,0;0,3.0104,0;5.1962,-8.0104,0;0,-4.0104,0;-1.3001,.2469,0;1.3001,.2469,0;-1.3001,-1.2469,0;1.3001,-1.2469,0;-1.3012,1.7514,0;1.3012,1.7514,0;-1.3012,-2.7514,0;1.3012,-2.7514,0;-1.116,3.0774,0;-.616,3.9434,0;-1.299,3.7604,0;5.8122,-8.9434,0;6.3122,-8.0774,0;6.4952,-8.7604,0;1.9821,-5.5774,0;1.4821,-6.4434,0;4.0801,-7.9434,0;4.5801,-7.0774,0;1.116,-5.0774,0;-.433,-5.2604,0;-.884,-6.8094,0;
Duplicates	DB04416
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004250-0000004499/DB04416.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004250-0000004499/DB04416.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004250-0000004499/DB04416.sdf