CompChem-Database: compound details

CompChem-Database: details for selected entry

DB12146 (9888)

Formula C₂₁H₂₅NO₈S

MW 451.49

InChIKey OWBFCJROIKNMGD-MPIMZMORNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 56

Number_Heavy_Atoms 31

Number_Rings 2

Number_Bonds 57

Rotat_Bonds 12

Unbranched_Chain 2

Chiral_Centers 0

ONatoms 9

HB_Donor 2

HB_Acceptor 4

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 9

Lipinski_Violations 0

XLogP3 0

XLogP -1.3

logP 3.957

PSA 128.77

MR 116.644

ABS 0.55

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -248.64437

PM7_Total_Energy_ev -5640.27533

PM7_Electronic_Energy_ev -45118.71364

PM7_Dipole_Debye 7.39603

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.116

PM7_LUMO_Energy_ev -0.548

PM7_COSMO_Area_square_ang 455.04

PM7_COSMO_Volue_cubic_ang 518.04

PM7_Electron_Affinity_ev 0.548

PM7_Ionization_Energy_ev 8.116

PM7_Energy_Gap_ev 7.568

PM7_Global_Hardness_ev 3.784

PM7_Global_Softness_ev 0.2642706131078224

PM7_Chemical_Potential_ev -4.332

PM7_Electronigativity_ev 4.332

PM7_Back_Donation_Energy_ev -0.946

PM7_Electrophilicity_ev 2.479680761099366

OPENEYE_Name 2-[2-methoxy-5-[[(~{E})-2-(2,4,6-trimethoxyphenyl)vinyl]sulfonylmethyl]anilino]acetic acid

SMILES c1cc(c(cc1CS(=O)(=O)C=Cc2c(cc(cc2OC)OC)OC)NCC(=O)O)OC

Canonical_SMILES COc1cc(OC)cc(c1/C=C/S(=O)(=O)Cc1ccc(c(c1)NCC(=O)O)OC)OC

InChI 1/C21H25NO8S/c1-27-15-10-19(29-3)16(20(11-15)30-4)7-8-31(25,26)13-14-5-6-18(28-2)17(9-14)22-12-21(23)24/h5-11,22H,12-13H2,1-4H3,(H,23,24)/f/h23H

InChI_3D 1S/C21H25NO8S/c1-27-15-10-19(29-3)16(20(11-15)30-4)7-8-31(25,26)13-14-5-6-18(28-2)17(9-14)22-12-21(23)24/h5-11,22H,12-13H2,1-4H3,(H,23,24)/b8-7+

AuxInfo 1/1/N:17,16,18,19,1,2,13,14,3,4,5,21,20,7,10,6,8,9,11,12,15,22,23,26,24,25,28,27,29,30,31/E:(3,4)(10,11)(19,20)(23,24)(25,26)(29,30)/F:17,16,18,19,1,2,13,14,3,4,5,21,20,7,10,6,8,9,11,12,15,22,26,23,24,25,28,27,29,30,31/E:(3,4)(10,11)(19,20)(25,26)(29,30)/CRV:31.6/rA:56nCCCCCCCCCCCCCCCCCCCCCNOOOOOOOOSHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;;;s1d3;s3;s2d8;d4s5;s4d6;d5s6;s6;w13;;;;;;s7;s15;s8s21;d15;;;s15;s9s16;s10s17;s11s18;s12s19;s14s20d24d25;s1;s2;s3;s4;s5;s13;s14;s16;s16;s16;s17;s17;s17;s18;s18;s18;s19;s19;s19;s20;s20;s21;s21;s22;s26;/rC:-.8675,.4975,0;-.8675,1.5027,0;.8675,.4975,0;-1.7381,-6.0001,0;-.003,-6.0051,0;-.866,-4.5,0;;.8675,1.5027,0;0,2.0104,0;-.875,-6.5051,0;-1.738,-5,0;.0059,-5,0;-.866,-3.5,0;0,-3,0;1.7409,4.0001,0;-.866,3.5104,0;-1.7476,-8.0013,0;-3.2508,-3.1228,0;1.738,-5.0051,0;0,-1,0;1.7379,3.0001,0;1.735,2.0001,0;2.6084,4.4976,0;1,-2,0;-1,-2,0;.8764,4.5027,0;0,3.0104,0;-.8794,-7.5051,0;-3.2523,-4.1228,0;.8734,-4.5026,0;0,-2,0;-1.3001,.2469,0;-1.3012,1.7514,0;1.3001,.2469,0;-2.1718,-6.2488,0;.4286,-6.2577,0;-1.299,-3.25,0;.433,-3.25,0;-1.116,3.0774,0;-.616,3.9434,0;-1.299,3.7604,0;-1.9957,-7.5672,0;-1.4995,-8.4354,0;-2.1817,-8.2494,0;-2.7508,-3.1235,0;-3.7508,-3.122,0;-3.25,-2.6228,0;1.4867,-5.4374,0;1.9893,-4.5728,0;2.1703,-5.2564,0;.5,-1,0;-.5,-1,0;2.2379,2.9987,0;1.2379,3.0016,0;2.1673,1.7489,0;.8778,5.0027,0;

Duplicates DB12146

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012000-0000012249/DB12146.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012000-0000012249/DB12146.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012000-0000012249/DB12146.sdf

Formula	C₂₁H₂₅NO₈S
MW	451.49
InChIKey	OWBFCJROIKNMGD-MPIMZMORNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	56
Number_Heavy_Atoms	31
Number_Rings	2
Number_Bonds	57
Rotat_Bonds	12
Unbranched_Chain	2
Chiral_Centers	0
ONatoms	9
HB_Donor	2
HB_Acceptor	4
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	9
Lipinski_Violations	0
XLogP3	0
XLogP	-1.3
logP	3.957
PSA	128.77
MR	116.644
ABS	0.55
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-248.64437
PM7_Total_Energy_ev	-5640.27533
PM7_Electronic_Energy_ev	-45118.71364
PM7_Dipole_Debye	7.39603
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.116
PM7_LUMO_Energy_ev	-0.548
PM7_COSMO_Area_square_ang	455.04
PM7_COSMO_Volue_cubic_ang	518.04
PM7_Electron_Affinity_ev	0.548
PM7_Ionization_Energy_ev	8.116
PM7_Energy_Gap_ev	7.568
PM7_Global_Hardness_ev	3.784
PM7_Global_Softness_ev	0.2642706131078224
PM7_Chemical_Potential_ev	-4.332
PM7_Electronigativity_ev	4.332
PM7_Back_Donation_Energy_ev	-0.946
PM7_Electrophilicity_ev	2.479680761099366
OPENEYE_Name	2-[2-methoxy-5-[[(~{E})-2-(2,4,6-trimethoxyphenyl)vinyl]sulfonylmethyl]anilino]acetic acid
SMILES	c1cc(c(cc1CS(=O)(=O)C=Cc2c(cc(cc2OC)OC)OC)NCC(=O)O)OC
Canonical_SMILES	COc1cc(OC)cc(c1/C=C/S(=O)(=O)Cc1ccc(c(c1)NCC(=O)O)OC)OC
InChI	1/C21H25NO8S/c1-27-15-10-19(29-3)16(20(11-15)30-4)7-8-31(25,26)13-14-5-6-18(28-2)17(9-14)22-12-21(23)24/h5-11,22H,12-13H2,1-4H3,(H,23,24)/f/h23H
InChI_3D	1S/C21H25NO8S/c1-27-15-10-19(29-3)16(20(11-15)30-4)7-8-31(25,26)13-14-5-6-18(28-2)17(9-14)22-12-21(23)24/h5-11,22H,12-13H2,1-4H3,(H,23,24)/b8-7+
AuxInfo	1/1/N:17,16,18,19,1,2,13,14,3,4,5,21,20,7,10,6,8,9,11,12,15,22,23,26,24,25,28,27,29,30,31/E:(3,4)(10,11)(19,20)(23,24)(25,26)(29,30)/F:17,16,18,19,1,2,13,14,3,4,5,21,20,7,10,6,8,9,11,12,15,22,26,23,24,25,28,27,29,30,31/E:(3,4)(10,11)(19,20)(25,26)(29,30)/CRV:31.6/rA:56nCCCCCCCCCCCCCCCCCCCCCNOOOOOOOOSHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;;;s1d3;s3;s2d8;d4s5;s4d6;d5s6;s6;w13;;;;;;s7;s15;s8s21;d15;;;s15;s9s16;s10s17;s11s18;s12s19;s14s20d24d25;s1;s2;s3;s4;s5;s13;s14;s16;s16;s16;s17;s17;s17;s18;s18;s18;s19;s19;s19;s20;s20;s21;s21;s22;s26;/rC:-.8675,.4975,0;-.8675,1.5027,0;.8675,.4975,0;-1.7381,-6.0001,0;-.003,-6.0051,0;-.866,-4.5,0;;.8675,1.5027,0;0,2.0104,0;-.875,-6.5051,0;-1.738,-5,0;.0059,-5,0;-.866,-3.5,0;0,-3,0;1.7409,4.0001,0;-.866,3.5104,0;-1.7476,-8.0013,0;-3.2508,-3.1228,0;1.738,-5.0051,0;0,-1,0;1.7379,3.0001,0;1.735,2.0001,0;2.6084,4.4976,0;1,-2,0;-1,-2,0;.8764,4.5027,0;0,3.0104,0;-.8794,-7.5051,0;-3.2523,-4.1228,0;.8734,-4.5026,0;0,-2,0;-1.3001,.2469,0;-1.3012,1.7514,0;1.3001,.2469,0;-2.1718,-6.2488,0;.4286,-6.2577,0;-1.299,-3.25,0;.433,-3.25,0;-1.116,3.0774,0;-.616,3.9434,0;-1.299,3.7604,0;-1.9957,-7.5672,0;-1.4995,-8.4354,0;-2.1817,-8.2494,0;-2.7508,-3.1235,0;-3.7508,-3.122,0;-3.25,-2.6228,0;1.4867,-5.4374,0;1.9893,-4.5728,0;2.1703,-5.2564,0;.5,-1,0;-.5,-1,0;2.2379,2.9987,0;1.2379,3.0016,0;2.1673,1.7489,0;.8778,5.0027,0;
Duplicates	DB12146
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012000-0000012249/DB12146.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012000-0000012249/DB12146.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012000-0000012249/DB12146.sdf